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Book your Anna Maria Island vacation rental, and escape to the destination of your dreams! iTrip Vacations has rentals available in Anna Maria, Longboat Key and Bradenton Beach, FL.
Anna Maria Island, a barrier island on the coast of Manatee County, features 7 miles of sugar white sand and emerald green waters. Travelers from all over the world come to the island to enjoy its laid-back vibe and welcoming locals. Your Anna Maria Island vacation rental will provide a personal piece of paradise full of fun, sun and relaxation.
Start your vacation by visiting one of the Anna Maria Island beaches or those in nearby Longboat Key and Bradenton Beach. There are six beaches in the Anna Maria area, including the remote Anna Maria Beach, the top-rated Bradenton and Coquina beaches, as well as Cortez, Holmes and Manatee. Locals and vacationers alike rave about Bean Point, a top spot for watching dolphins, manatees, birds and breathtaking beach sunsets. No matter which beach you choose, it'll be easy to get away in Anna Maria Island.
When it's time to break from the beach, head into the water. Your family will find opportunities for dolphin and whale-watching, paddleboarding, kayaking, fishing, parasailing, snorkeling and more. Due to its location on the Gulf of Mexico, fishing is also a popular pastime. Visitors can rent a boat, schedule a fishing charter, and fish from three piers and 7 miles of shore. Top catches include grouper, king mackerel, snapper and sharks, to name a few.
The island also provides ample shopping and dining options. Head to Pine Avenue and browse boutiques lined up and down the street. As you make your way down, you'll end up at the historic Anna Maria City Pier, perfect for admiring coastal views and sunsets. The pier also houses the City Pier Restaurant and Gift Shop, a one-stop-shop for dining and souvenir shopping. Our Anna Maria Island vacation rentals also place guests near waterfront restaurants, upscale dining options and local hangouts.
The shops at Holmes Beach cover seven blocks and include a grocery store, art galleries, cafes and small gift shops. Bradenton Beach pays homage to its Bohemian roots. Tour Bridge Street, a historic area that's growing into one of Anna Maria's hot spots. On Bridge Street, visitors can shop, dine, play, and check out the nightlife and live music scenes.
If all this isn't enough to keep the group busy, attend one of the family-friendly events. The Anna Maria Island area hosts several festivals throughout the year that celebrate the best in art, food and local culture.
Spring welcomes guests to the Beach Bistro St. Patrick's Day Parade, Spring Fest, and Food and Wine on the Pine, which brings together the best restaurants and live entertainment. In the summer and fall, check out the annual Fourth of July Parade, Bay Fest, a fall festival, Cortez Stone Crab Festival and Arts Hop. Those spending the holidays in Anna Maria Island will enjoy the Pine Avenue Holiday Walk and watching the lighting of Bridge Street and Lighted Boat Parade.
Start planning your trip, and search iTrip's Anna Maria vacation rentals today! Do you own a vacation rental in Anna Maria or Longboat Key? Learn about our Anna Maria area property management services.
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Stay in a Beaches of 30A rental , and discover one of Florida’s most beautiful coastlines. iTrip Vacations Beaches of 30A manages vacation rentals along this scenic 24-mile stretch of highway in South Walton County. Areas include Blue Mountain, Dune Allen, Grayton Beach, Rosemary Beach, Santa Rosa Beach and Seagrove Beach.
With 16 beach towns near our 30A condos and rental houses, there is no shortage of shoreline. Spend sun-streaked days relaxing on the beach with a favorite novel or splashing in the Gulf of Mexico. Try stand-up paddle-boarding (SUP) for a great workout. Rent jet skis and ride waves or parasail the day away. For a more relaxing way to play in the water, try drifting in a kayak while taking in the salt air and scenery.
For some thrills, venture from your 30A vacation home and bike through the paved trails, or go off-road with the miles of nature trails throughout four state parks and forests. Golfers have access to dozens of championship golf courses, with all levels of play available. Many have even earned top accolades from large media outlets for their designer courses and playability. In some areas, guests may also ride bikes, schedule fishing trips and go horseback riding.
Those into local art and shopping will love vacationing in the South Walton-30A area. Grayton Beach and Gulf Place feature artsy communities with galleries and studios open to the public. For discounts on big brands, visit Miramar's Silver Sands Premium Outlets. Then stroll local boutiques and designers on Grand Boulevard and The Market Shops at Sandestin.
Located near our 30A condo and home rentals are an abundance of delicious restaurants. From pancakes and farm-fresh to prime-cut steak dishes to fresh seafood, 30A's restaurants will leave everyone satisfied. Some restaurants have served the area for decades, while others dare to be different through international fare and new flavors. A few top picks: Cafe Thirty-A, Stinky's Fish Camp, Vue on 30A, Great Southern Cafe and Fish Out of Water. For sweet treats, head to Blue Mountain Creamery and The Sugar Shak.
In addition, this community of beach towns hosts annual events that celebrate sun, food and music. Each year kicks off with New Year's celebrations and a songwriter's festival. As the year progresses, attend gumbo fests, marathons, wine tastings, 30A music festivals and concerts, parades, art walks, and fashion weeks. Plus, there's dozens of bars and clubs that host live entertainment and special events.
Our 30A vacation condos and houses promise guests the best amenities and top-notch service. Whether planning with a spouse, best friends or entire family, iTrip Vacations Beaches of 30A has the perfect rental. As local owner-operators, our 30A-South Walton property management team provides boutique-level care. That's right. Our team lives in and works in the community.
Guests may select from beachfront luxury rentals with private pools to modern complexes with all the amenities of home. Some rentals even allow pets. However, they all have stocked kitchens, living rooms, comfy beds and outdoor spaces. Visitors may also have access to free WiFi, Gulf views, on-site laundry and beach day essentials.
Do you own a 30A vacation home? Learn more about our 30A property management services and how we can help you.
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Explore some of the best beaches in the U.S. when staying in one of our south Sarasota vacation rental homes. Siesta Key – the crown jewel of Sarasota – welcomes you to relax on white sand and play in beautiful turquoise waters. When you book with iTrip Vacations Beaches of Sarasota, you will make lasting memories in this beach lover's paradise.
Venture from your vacation rental, and see some of the finest, whitest sand in the country, according to the Travel Channel. The Siesta Key area is home three beaches: Siesta Beach, Crescent Beach and Turtle Beach. These beaches offer a variety of water recreation activities including water sports, parasailing, fishing, boating, cruises, snorkeling, kayaking and more.
Siesta Beach, named a best beach by TripAdvisor, also has tennis and volleyball courts, as well as year-round lifeguards on duty. Crescent Beach provides a more secluded area and houses one of the area's main attractions, the Point of Rocks. Due to its low tide and coral reefs, the rocky area provides an ideal spot for snorkeling or simply admiring the natural beauty. Turtle Beach is known as a top place for sports, water activities and shelling.
Just south of Sarasota lies Venice, which has 14 miles of beaches. Venice is a Florida Main Street City, featuring a historic downtown full of shops, restaurants and entertainment. Your Venice vacation rental is in proximity to Caspersen Beach, a favorite spot for shelling and searching for shark teeth fossils. You can also visit Venice Beach, South Jetty and the beachfront Maxine Barritt Park. Don't forget to stop by the Venice Fishing Pier, and cast a line or watch a stunning beach sunset. Venice is also well-known for shopping and historical sightseeing.
Your Siesta Key vacation rental is near a variety of other attractions and things to do. Sarasota's thriving arts scene includes ballet, opera, performing arts, galleries and theater. Kids love taking a a nature tour or watching baseball spring training, as Sarasota is the southern home to the Baltimore Orioles. A signature event is the Sarasota Seafood and Music Festival, an annual celebration of seafood, music and entertainment. Couples should snap a picture at the Unconditional Surrender, a 26-foot tall statue of a kissing couple located on Sarasota's bayfront.
When it's time to eat, you can select from hundreds of restaurants in Siesta Key and Venice, from big chains to locally owned dives. And of course seafood is always on the menu. Top-rated restaurants include Sofrito Mama's, Big Water Fish Market and Owen's Fish Camp.
iTrip Vacations Beaches of Sarasota's vacation rentals promise guests the best amenities and top-notch service. Whether planning a south Sarasota vacation with your spouse or large group of friends and family, iTrip has the perfect rental for you.
Begin planning your next trip, and choose one of iTrip’s many amazing south Sarasota vacation rentals today!
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Our Bonita Springs vacation rentals help visitors escape to one of the most beautiful beach destinations in southwest Florida!
Outdoor and water recreation top the list of things to do. First, start at the beach. Two must-sees include Bonita Springs Public Beach and picturesque Barefoot Beach Preserve. In fact, Barefoot Beach ranks among the best beaches in the U.S. for its unspoiled beauty.
Other scenic spots are located at Little Hickory Beach Park, Mound Key State Park and Lover's Key State Park. As one of the top attractions in the area, Lover's Key State Park offers 2 miles of pristine shoreline and serves as a place for destination weddings. Bonita Springs is also dog-friendly and has its own dog beach park.
The area is situated near Estero Bay and the Gulf of Mexico, so visitors can canoe, kayak, paddle-board and ride jet skis. In addition, the area offers boat rentals perfect for sailing or simply exploring with loved ones. Looking for a guide? Several tour companies welcome guests to go on dolphin- and manatee-watching trips or deep-sea fishing excursions. For some wildlife adventure, head to Everglades Wonder Gardens. This attraction provides a home to gators, exotic birds and reptiles from around the world.
Our Bonita Springs vacation rentals also provide access to more than a dozen golf courses. With public and private options, it's easy to find a challenging course that showcases Florida's natural beauty. A few examples include Bonita Fairways, Bonita National Golf and Country Club, Raptor Bay, Spanish Wells, and Spring Run.
Those who vacation in Bonita Springs will also find award-winning dining options. Seafood remains the top choice, but local restaurants also serve international flavors, family favorites and traditional dishes. The area's diverse food scene enables guests to experience both casual and upscale atmospheres as well as waterfront dining. Top picks include Wyld's Cafe, C Level Bistro and Wine Bar, Coconut Jack's Waterfront Grill, and Mel's Diner, to name a few.
After sampling the best in local cuisine, browse boutiques and shops. Promenade at Bonita Bay welcomes guests to shop an open-air mall full of upscale boutiques, salons, spas and dining. To support other local businesses, stop by Flamingo Island Flea Market and Bonita Springs Farmers Market. Coconut Point is a mall in Estero that has dozens of big names in accessories and fashion. Then save on major brands at Miromar Outlets in Estero.
Our guests also love coming to Bonita Springs for festivals and events. Center for the Arts of Bonita Springs and Southwest Florida Event Center host big shows in music and theater. Festivals feature seafood, local artists, classic cars, blues and popular holidays. With so much to see and do, there's always a reason to celebrate with local residents.
It's time to escape! Book a Bonita Springs vacation rental and plan a relaxing getaway.
Or learn how our Bonita Springs vacation property management program helps homeowners generate more bookings and
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Book our Bradenton vacation rentals, and visit one of the most vibrant destinations in Florida. iTrip Vacations Sarasota-Bradenton manages rentals in Palmetto, Bradenton, Lakewood Ranch and downtown Sarasota.
Those vacationing in Bradenton have access to Manatee River where visitors fish, go boating, canoe and kayak, and parasail. To relax on sandy beaches, head to Cortez Beach in nearby Bradenton Beach. For other outdoor recreation, visit Robinson Nature Preserve, De Soto National Memorial, Emerson Point Preserve, Lake Manatee State Park, Palma Sola Botanical Garden and dozens of golf courses. In addition, IMG Academy operates the world's largest multi-sport training and education center. Sports fans also have reason to cheer at LECOM Park, a spring training ballpark that welcomes the Pittsburgh Pirates.
Our Bradenton vacation rental guests also love strolling the Riverwalk in downtown Bradenton. An attraction of its own, Bradenton's Riverwalk welcomes everyone to relax, play and experience the best of downtown and its waterfront location. The area measures 1.5 miles complete with public art, Mosaic Amphitheater, Family Fun Zone, skate park and Twin Dolphin Marina.
While guests do enjoy spending time outdoors, Bradenton also has a vibrant arts and culture scene. Museums, art galleries and live performance venues showcase talent and cultures from around the world. For example, explore South Florida Museum, Bishop Planetarium and Florida Maritime Museum. At Village of the Arts, browse a collection of historic cottages that house art studios, art galleries, specialty shops and restaurants. For live performances, head to Manatee Performing Arts Center. This venue ranks among the best in the area and hosts musicals, recitals, comedy, Broadway classics and holiday favorites.
Those vacationing in Bradenton have proximity to world-class dining and shopping as well. The area features several outdoor malls with popular brands. Hot spots include West Gate, Manatee West Shopping Center and Desoto Junction Shopping Center. Then find big discounts on major brands at Ellenton Premium Outlets in Ellenton. For local goodies, shop Bradenton Farmers Market and Mixon Fruit Farms, both of which offer locally grown produce and homemade items.
While experiencing everything Bradenton offers, don't forget to recharge at area restaurants. While seafood is a major draw, visitors will find international flavors, steakhouses, barbecue and locally inspired chef creations. There are plenty of waterfront locations, too. Bradenton has casual, upscale and quick to-go options, so no one goes hungry.
One of the best ways to sample food and local culture is attending an event. Bradenton hosts dozens of festivals throughout the year, such as Dragon Boat Festival, Bradenton Blues Festival and Florida Heritage Festival. Those interested in more food, music and fun can visit nearby Sarasota. This city is located only 30 minutes south of Bradenton and hosts raved-about events including Harvey Milk Festival, Sarasota Restaurant Week, Sarasota Music Festival, and Pirates and Rum Fest.
Stay with us in Florida! Book your Bradenton vacation rental.
Own a vacation home in the area? Learn about our full-service Sarasota-Bradenton vacation property management program.
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Book a Bradenton Beach vacation rental, and immerse yourself in this island community packed full of small-town charm, a laid-back vibe and fun activities.
Bradenton Beach sits on the southern end of Anna Maria Island in proximity to Tampa Bay and the Gulf of Mexico in Florida. Those who stay in our Bradenton vacation rentals also have easy access to Anna Maria Island and Longboat Key.
Families who prefer to stay nearby will find a variety of family-friendly activities and attractions. Among the most popular are the sugar white sand beaches. Bradenton Beach welcomes guests year round who enjoy less crowds and ample space to spread out or play in the water. Other nearby beaches include Coquina, Cortez, Holmes and Manatee. In addition, guests will find several beach access points, parking and the Bradenton Beach Marina. The marina is a top spot for boat rentals, sunset viewing, fishing and relaxing.
However, a Bradenton Beach vacation offers much more than a place to relax. The historic Bradenton Beach City Pier draws thousands annually, as it ranks as an ideal place for wildlife viewing, people watching and fishing. To make a day of it, stop by the Historic Pier Restaurant for fresh seafood and friendly locals.
Bradenton Beach also offers a variety of outdoors activities, including boat charters and tours, scuba, snorkeling, parsailing, horse riding and more. Baseball fans should plan to see a game featuring the Bradenton Marauders at McKechie Field, which also serves as the spring training home for the Pittsburg Pirates.
When your family stays in one of our Bradenton Beach vacation rentals, you'll also enjoy access to many attractions that entertain the whole group. Popular attractions in Bradenton Beach include the South Florida Museum, Bishop Planetarium and Manatee Aquarium, all of which celebrate the area's culture and history. Another top attraction is historic Bridge Street, home to a pier, several restaurants, galleries, shopping, and signature events. The Manatee Village Historical Park allows guests to step back in time while they see an 1800s post office, schoolhouse and even try on period clothing.
The Bradenton Beach area also houses a vibrant downtown, featuring a riverwalk, farmers' market and year-round family-friendly events. Popular Bradenton Beach events include annual festivals that celebrate the best in food, sports, island life and music. Two must-sees are the long-running DeSoto Heritage Food Festival and the Bradenton Blues Festival, both held in downtown.
To add a more culture and music to your vacation, see the Pops Orchestra, a group that performs for both Bradenton and Sarsota visitors. In addition, guests can also meet local artists and purchase unique works by artists located in the Village of the Arts, a working artists community.
Your Bradenton Beach vacation won't feel complete without dining in one of the area's restaurants. From American favorites to pizza and seafood, visitors have dozens of options. Top restaurants in Bradenton range from casual atmospheres to upscale hot spots, and all offer their own spin on local favorites. A few to consider include O'Bricks Irish Pub, Fire and Stone, Ortygia, and Sage Biscuit Cafe.
Why wait? Start planning your Florida getaway and view available Bradenton vacation rentals Maximize your Bradenton vacation rental! Learn about our Anna Maria Island area property management program. We serves guests and owners in Anna Maria, Bradenton and Longboat Key.
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Plan your Cape Coral vacation and visit a laid-back waterfront community full of fun activities, restaurants, shopping and events. This destination in southwest Florida offers an easygoing pace where boating is a must and friendly locals welcome you.
Located on the Caloosahatchee River, Cape Coral (a.k.a The Cape) offers water fun for all ages. Venture from your Cape Coral vacation rental, and explore over 400 miles of canals open for boating, fishing, yachting, dolphin-watching, kayaking and water sports. For a more relaxing day on the water, visit Cape Coral's beaches located at Yacht Club Community Park and Four Freedoms Park. Both parks offer amenities including playgrounds, picnic tables, grills and lots of sandy spots to spread out.
Families will also find plenty to do inland. Cape Coral offers Sun Splash Family Waterpark, mini-golf, entertainment centers, escape rooms, bowling, museums and art galleries. To get around, ride bikes on over 90 miles of connected bike routes located through the area. Other top attractions include Cape Coral Sports Complex, Cape Coral Historical Museum and Cape Coral Arts Studio.
From your Cape Coral rental you'll also enjoy access to scenic golf courses, suited for beginners and advanced players. The Coral Oaks Course is an 18-hole championship course, complete with eight lakes and 37 bunkers, and measures a par 72. On non-golfing days, visit the trails at Four Mile Cove Ecological Preserve or play at the Rotary Park Environmental Center.
Its waterfront location also means lots of fresh seafood and dozens of new restaurants to sample. From fine dining to casual dives, Cape Coral's restaurants serve up friendly atmospheres and diverse menus. In addition to fresh catches, visitors can pick from Asian favorites, traditional American, German hangouts, barbecue, Mexican, Italian and pizza. No matter what you crave, you'll find it here.
Once your family feels energized, browse dozens of stores and shopping centers in Cape Coral. Start with buying local goodies from the Cape Coral Farmers Market. Then stop by South Cape, the city's downtown district. This area offers visitors a more intimate experience where they can chat with locals and relax. When in downtown, you'll also find craft breweries, live music venues, nightclubs, trendy restaurants, bike nights and local shops for souvenir shopping.
Still need vacation ideas? Attend one of the area's events or festivals that celebrate food, music, culture, holidays, wildlife and more. Top events include the Festival of the Arts, Burrowing Owl Festival, Oktoberfest, Coconut Festival, and the Christmas Tree Lighting and Boat Parade.
It's time to plan your adventure! Find your vacation rental in Cape Coral.
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Visit the Central Florida Lakes Region, and see why this area ranks among the best destinations for outdoor recreation and good times. iTrip Vacations Lakes of Central Florida manages vacation rentals in Brandon, Dade City, Lakeland, Land O'Lakes, Wesley Chapel, Winter Haven and Zephyrhills.
With warm weather and family-friendly attractions, it's easy to play outdoors. The Central Florida Lakes Region, which sits between Orlando and Tampa, features more than 200 lakes and rivers. Popular activities include boating, canoeing, kayaking, paddleboarding, fishing and swimming. Visitors also have access to nature preserves, gardens and parks, so they can customize their adventure.
In Lakeland, head to Circle B Bar Reserve and its 1,200-plus acres of ecosystems, hiking trails, wetlands, marshes and wildlife. Hollis Garden offers a stunning display of more than 10,000 flowers, shrubs and trees set in a neo-classical architectural environment. Golf is also big as the area has more than 30 golf courses, including Cleveland Heights, Lone Palm and Links of Sandpiper. For more places to play, head to Lake Mirror, Lake Hollinsworth and Lake Morton.
Our Lakeland area vacation rentals also offer access to more attractions, museums and action-packed sports. Families with children love Explorations V Children's Museum and Legoland Florida Resort. Then catch a baseball game at Joker Marchant Stadium, home to the Detroit Tigers spring training. For art and culture, enjoy exhibits and Polk Museum of Art and shows at Theatre Winter Haven.
For more adventure, don't miss Snowcat Ridge in Dade City, the first snow park in Florida, which has real snow, a 400-foot tubing hill and Alpine village. In the Wesley Chapel/Dade City area, guests can explore the safari at Giraffe Ranch and zipline at Treehoppers Adventure Park or do a bit of antiquing. Those who need an adrenaline rush should try tandem skydiving at Skydive City in Zephyrhills.
When guests book vacation rentals in Brandon, Lakeland, Land O'Lakes, Wesley Chapel and Winter Haven, they also have proximity to Tampa and Orlando. Tampa is home to Busch Gardens, The Florida Aquarium, ZooTampa, Adventure Island Waterpark, Tampa Riverwalk, professional sports, museums and beaches. In Orlando, visitors have a blast at a dozen theme parks – such as Disney World and Universal Studios – water parks, more professional sporting events, museums and parks.
Shoppers also flock to the Central Florida Lakes Region. Lakeland, Winter Haven and Wesley Chapel offer outdoor malls and retail centers perfect for a day out with loved ones. A few hot spots include Lakeside Village, Lakeland Square Mall, Shoppes of Lakeland, Southgate Shopping Center, The Grove and The Shops at Wiregrass. For deals on designers and big brands, shop Tampa Premium Outlets and Orlando International Premium Outlets.
In addition, our central Florida vacation rental guests enjoy sampling the area's food scene. Seafood ranks among the most popular options; however there are chain restaurants, international cuisine, waterfront dining options, fresh favorites and comfort food. The area also features local breweries and wineries guests may tour. While visiting, check out events and festivals that showcase restaurants, signature food and music. Pig Fest, Mayfaire by the Lake, Up Up and Away Florida, and Florida Strawberry Festival provide fun and entertainment for all ages.
Come see us in the Central Florida Lakes Region! Book your vacation rental in Lakeland, Brandon, Land O'Lakes , Dade City, Winter Haven, Wesley Chapel or Zephyrhills, and plan the trip of a lifetime.
Join our Lakes of Central Florida vacation property management program to increase your revenue, guest reviews and listing exposure. We do the work, so you can get your life back.
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Our Clearwater vacation rentals sit along some of the best beaches in the U.S. iTrip Vacations Clearwater manages short-term rentals in Clearwater Beach, Indian Rocks Beach, Indian Shores and Redington Shores near Tampa, Florida.
Clearwater, Florida, has consistently ranked among the best beaches in the U.S. and world by top media outlets such as Trip Advisor and Forbes. Visitors flock here to see the sugary soft sand, partake in watesports or spend the day sightseeing. No matter what activities you plan, our guests enjoy easy access to the beach and attractions from their Clearwater condos and houses.
Clearwater's diverse ecosystem has gained popularity as a leader in eco-tourism. Its location along the Gulf of Mexico beckons boaters and anglers who want to explore the deep waters. Plus with more than 300 species of fish populating surrounding waters, Clearwater is a prime fishing destination. Start with a guided fishing trip, then book a dolphin-watching or sailing trip. For more outdoor recreation, try rising jet skis, sailing, paddling and parasailing. Those who want to see marine life without the boat should stop by Clearwater Marine Aquarium and Sand Key Park.
However, Clearwater activities extend past the beach. Visit the downtown area and take in a show Ruth Eckerd Hall and Capitol Theater. Cleveland Street District, which overlooks the harbor and marina, also hosts public exhibits, concerts and festivals. Or buy tickets to watch MLB's Philadelphia Phillies spring training and Clearwater Threshers of the Florida State League.
For retail therapy or just a beach supply run, dozens of shopping centers and districts have local and big-name stores. Downtown Clearwater offers boutique and local small businesses. For designer fashion and chains, visit West field Countryside, home to more than 150 stores and restaurants, a movie theater, and indoor ice rink. Yes, you can ice skate in Clearwater, FL! Other popular places to shop include Clearwater Mall, Pelican Walk and various souvenirs shops scattered throughout the area.
However, a Clearwater vacation will not feel complete without visiting Pier 60 to see beautiful sunsets and meet friendly people. Each night, Pier 60 celebrates the day's sunset with live music, arts and crafts, and street performers. Families also enjoy the pier's playground and fishing pier, where they ca rent poles and buy bait. Locals are happy to share their fishing secrets as well.
For nighttime activities without the kids, tour breweries and wineries that offer samples and casual vibes. There are also plenty of nightclubs, comedy clubs, beachfront bars and pubs ready to help visitors relax. In addition, Clearwater has a diverse dining scene with casual stops, international flavors and award-winning chefs. Fresh seafood is the No. 1 choice, but Cuban, Caribbean, Italian, Southern comfort and Mexican cuisine all top the best restaurants list.
After a long day in the sun, return to your Clearwater vacation rental. Our Clearwater property managers oversee homes in all sizes – from two- and three-bedroom condos to four-bedroom homes perfect for family occasions and multi-generational trips. Additionally, many come with private outdoor patios, large family areas, full stocked kitchens, spacious bedrooms and laundry appliances.
Do you own a Clearwater vacation rental? Learn about our Clearwater short-term property management services, and earn more from your rental investment.
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Our Daytona vacation rentals put you in the middle of the action!
iTrip Vacations Daytona offers vacation rentals in the areas of Daytona Beach, Daytona Beach Shores, Port Orange, Ponce Inlet and near the Daytona International Speedway, one of Daytona's most popular attractions. Located northeast of Orlando, Daytona sits on the Atlantic Ocean, giving visitors ample options for water recreation, family-friendly activities and exciting entertainment.
Staying in a Daytona vacation rental provides you access to one of the most popular beaches in the U.S. Daytona Beach is touted as the “world's most famous beach” due to its 23 miles of hard-packed sand that visitors can drive on. Beach driving is among the top things to do in Daytona, whether in a car or riding a motorcycle or bicycle. All Daytona beaches are open free of charge 24/7 to the public. Families can enjoy water activities such as boating, fishing, surfing, paddleboarding, kayaking, dolphin-watching, scuba diving, parasailing and much more. Daytona is truly a beach lover's playground!
Golfers don't want to miss playing a round at one of Daytona's premier courses. Ranked as one of the best places to play in the U.S., according to Golf Digest, visitors can choose between a variety of challenging courses and scenic views. Top Daytona golf courses include: LPGA International, Indigo Lakes Golf Club and Daytona Beach Golf Club.
Venture from the beach and your Daytona vacation rental, and check out these fun attractions. The Daytona International Speedway is a fan favorite and has hosted NASCAR, other races and events since 1959. Other popular Daytona attractions include Ponce de Leon Lighthouse, Marine Science Center, Lighthouse Point Park, Daytona Beach Kennel Club and Poker Room, Daytona Lagoon, and the Oceanwalk Daytona Beach. The beach also served as the backdrop for Oscar-nominated Days of Thunder, starring Tom Cruise. Daytona features a diverse and arts scene as well. From big-name and local concerts to museums and theaters, it's never been more fun to learn about the area's rich history, meet locals, and see unique artwork.
The Daytona dining scene features diverse menus and hundreds of restaurants, serving everything from American favorites to seafood specialties. For a more upscale evening out, visit The Cellar, Don Vito's Italian Restaurant and Hyde Park Prime Steakhouse. Those who prefer a more casual dining experience should head to Caribbean Jack's, Crabby Joe's Deck and Grill, and Oyster Pub, to name a few.
Just south of Daytona sits Daytona Beach Shores, a welcoming community measuring less than 6 miles long. Those staying in a Daytona Beach Shores vacation rental will experience the city's more laid-back vibe, but also have plenty of things to do and places to relax. The Daytona Shores area offers easy access to beaches, games, tennis, golf, shopping and much more.
Also located in south Daytona is Port Orange, home to parks, golf courses and entertainment centers. Book a vacation rental in Port Orange, and spend a full day at The Pavilion at Port Orange, a retail center full of restaurants and shops. Other Port Orange attractions include Sugar Mill Botanical Gardens and Cracker Creek, both of which showcase south Daytona's natural beauty.
Our Daytona vacation rentals are also available in Ponce Inlet, home to Florida's tallest lighthouse and exciting water recreation opportunities. Ponce Inlet has a small-town vibe with lots to do and is known as one of south Daytona's top spots for surfing. Visitors can also take guided boat tours, fishing charters and spend the day relaxing at Winterhaven Park, complete with beach access and stunning views.
Don't wait! Book your Daytona Beach vacation today. If you own a vacation rental in the Daytona area, contact us to learn about iTrip Vacations' full-service Daytona property management program.
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Vacation in Destin, Florida, to see clear, sparkling waters, white beaches, and try new things. Whether on a family vacation, romantic getaway or relaxing with friends, our Destin vacation rentals provide a place for you to feel refreshed and rejuvenated. iTrip Vacations Destin manages beach rentals in Destin, Miramar Beach and Sandestin.
Take advantage of this beach town's natural beauty by snorkeling, swimming, surfing, boating, parasailing and scuba diving. Destin's climate represents typical Gulf coast bliss with lots of sunshine and warm temperatures. Top spots for outdoor recreation include Henderson Beach State Park, Crystal Sand Beach, and Crab Island, a top place for boating, snorkeling and sunbathing.
Aside from beaches, Destin offers family-friendly attractions. Visit amusement parks, water parks, miniature golf courses, go-kart tracks, aquariums and museums. Gulfarium Marine Adventure Park offers dolphin shows and interactive fun for all ages. Big Kahuna's Water and Adventure Park provides a place to slip, slide and ride. Then race to the finish at The Track Destin, a popular spot for go-karts, mini-golf and bumper boats.
As one of the top fishing destinations in Florida, Destin has inshore and offshore trips. Local charters offer private and group fishing excursions that help anglers get comfortable and catch fish. In addition, many fishing charters in Destin are operated by locals who have fished the Gulf of Mexico and Choctawhatchee Bay for decades. For an up-close look at the fishing industry, stop by Destin History and Fishing Museum.
Destin Harbor Boardwalk has grown into one of the most popular spots for family entertainment. Visitors can rent jet skis and pontoon boats, browse shops on Destin's waterfront, and try local restaurants. The boardwalk also hosts events throughout the year. Mardi Gras, boat week, Destin Fishing Rodeo, Destin Seafood Festival, and Santa visits all draw large crowds.
For more activities, many of our Destin rentals provide easy access to championship golf courses and tennis facilities. The city has more than a dozen golf courses nearby such as Emerald Bay Golf Club and Indian Bayou Golf and Country Club, two top-rated options. For tennis, play at Holiday Surf and Racquet Club and Seascape Golf, Beach and Tennis Resort.
Our guests also enjoy shopping in Destin. The city has several districts – on and off the beach – so visitors have plenty of options. Village at Baytowne Wharf, Grand Boulevard in Sandestin, Silver Sands Premium Outlets, and Destin Commons have dozens of stores and restaurants perfect for a beach break.
iTrip Vacations offers an array of Destin vacation rentals – from affordable one-bedroom condos to sprawling homes with yards and pools. Those who want a resort experience should try one of our beachfront condos located near spas, salons, saunas, pools and private beaches. Our guests also enjoy home-like amenities, such as a fully equipped kitchen, washer and dryer units, TVs, WiFi and more. Plus, many vacation rentals in Destin come with private balconies and stunning views. There's no better place to enjoy a cup of coffee or glass of wine.
A Destin vacation provides the perfect place to play and relax. View available Destin vacation rentals, and come to Florida's panhandle.
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Our Fort Myers vacation rentals provide the perfect tropical getaway. The city's mild climate paired with water sports, top-notch golf, and world-class shopping and dining makes Fort Myers a popular year-round Florida destination.
Stay in an iTrip rental and relax on Fort Myers' beaches, known as some of the best in the world. Spend your days lounging in the sunshine or exploring the Caloosahatchee River located on the Gulf Coast. Our guests will have a blast surfing, boating, swimming, fishing, kayaking and sailing. All of this is located right outside your Fort Myers vacation home.
In addition to water activities, plan to visit the must-see attractions in Fort Myers. Take a walking tour to see the downtown sights and the Edison and Fort Winter Estates and gardens. Visit The Imaginarium, an interactive museum that has exhibits that demonstrate scientific concepts, suited for children and families. Or ride the Seminole Gulf Railway, a great way to see the scenic countryside and experience a murder mystery dinner.
Other family-friendly things to do in Fort Myers include miniature train rides at Lakes Regional Park, playing at the Shell Factory and Nature Park, and spending time together at the Calusa Nature Center and Planetarium.
Next, recharge at one of Fort Myers restaurants. Guests love the area's fresh seafood, but there's way more to try in this destination. Top places to eat serve Asian, barbecue, Italian, Mexican and more, with casual, waterfront and upscale options available. The area also houses several local microbreweries and List Distillery, the first boutique distillery in the area.
Looking for that special souvenir or gift for a loved one? Fort Myers also serves as a top shopping destination in southwest Florida. Guests will find boutiques and locally owned shops in downtown Fort Myers (a.k.a. River District). For big-box retail and major brands, there are Miromar Outlets, Sanibel Outlets and Coconut Point in nearby Estero Island. Art aficionados will also enjoy browsing the area's galleries and museums.
Regardless of what type of vacation you plan, we offer both luxury condos and homes located right on the water. All of our rental accommodations offer WiFi, cable, full kitchens, balconies, and many have private pools, a washer/dryer and welcome pets. Enjoy all the comforts of home during your stay, and return to your home feeling relaxed and rejuvenated.
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Explore Florida Gulf Coast vacation rentals: Relax, recharge and make memories of a lifetime.
Find beautiful and luxurious Florida Gulf Coast vacation rentals in the areas of Fort Myers Beach and Bonita Springs. The award-winning Fort Myers Beach, located on Estero Island, provides the perfect place to relax and make lifelong vacation memories. The beach town was also voted one of America's Coolest Towns by Budget Travel, attracting families and singles alike. Located north of Naples, Bonita Springs' welcoming atmosphere and white sand beaches help make the community one of Florida's most popular beach destinations.
The Fort Myers Beach and Bonita Springs area is full of water activities and natural beauty. When visiting the Florida Gulf Coast, play all day in the sun, kayak, paddle, scuba dive, fish, jet ski and more. Visitors can also soak up the sun on Barefoot Beach, named the No. 2 Best Beach in the U.S. by Dr. Beach.
Home to Lovers Key State Park, comprising of four barrier islands, this natural attraction's name comes from its history as a secluded island only lovers once visited. Lovers Key is known for abundant wildlife and birdwatching. Golfers can test their skills at many Bonita Springs and Fort Myers Beach golf courses, which include designs by golf legends such as Gordon Lewis. Other popular Bonita Springs outdoor activities range from hiking and sightseeing to sports events.
Your Florida Gulf Coast vacation rental is also near some of the most renown restaurants in south Florida. You can choose between family-friendly restaurants or hoppin' nightlife spots and everything in between. From scenic waterfront restaurants to remote secret dives, Bonita Springs delivers unique local cuisine and flavors. The city also hosts several festivals, such as the Taste of Bonita, Bonita Springs National Art Festivals and Bonita Blues Festival.
Shop 'til you drop at one of the area's retail centers, including Coconut Point Mall, Miromar Outlets and The Promenade. Spend a day browsing the specialty boutiques, outlet stores, restaurants and cafes. End the day with a happy hour special or live show. Popular arts and culture attractions in the Fort Myers Beach area include Center for the Arts of Bonita Springs, Artis Naples, Barbara B. Mann Performing Arts Hall and Florida Repertory Theatre.
Don't wait. Plan your Florida Gulf Coast dream vacation today! Own a vacation rental in the Bonita Spring or Fort Myers Beach area? Connect with iTrip to learn about our Florida Gulf Coast property management services.
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Our Fort Walton Beach vacation rentals give guests access to Florida's white-sand beaches and turquoise waters along the Emerald Coast! iTrip Vacations Fort Walton Beach manages rentals in Okaloosa County.
Fort Walton Beach is located in the Florida panhandle, east of Pensacola, and includes the adjacent Okaloosa Island. Best known for beaches and outdoor activities, Fort Walton Beach and Okaloosa Island welcome everyone to enjoy warm weather, lots of sunshine, and tropical vibes.
During the day, go boating and cruising, play golf, parasail, scuba dive, and snorkel. One of the top attractions, Okaloosa Island features spacious beaches, a pier, and boardwalk packed full of places to go and things to do. At The Boardwalk Okaloosa Island, enjoy beachfront shopping, fresh seafood, locally owned restaurants and seasonal firework shows.
Fishing also ranks as a must-do in Fort Walton Beach. Cast a line from the pier or venture out into the Gulf's deep waters. Book a charter and roam Choctawhatchee Bay, which spans 30 miles full of redfish, flounder, shrimp and trout. Those fishing in the Gulf can search for cobia, king mackerel, tarpon and snapper. For a more relaxing day, book a sailing or dolphin sightseeing cruise with a local guide.
In addition to outdoor activities, Fort Walton Beach also has attractions for all ages. Learn and play at Emerald Coast Science Center and Gulfarium Marine Adventure Park. Both aim to educate and entertain visitors about science, nature, Florida's habitats and local animals. Other fun attractions include Air Force Armament Museum, Indian Temple Mound and Museum, Wild Willy's Adventure Zone, Camp Walton Schoolhouse Museum, and Nonie's Ark Animal Encounters.
Those who vacation in Fort Walton Beach and Okaloosa Island also have access to some of the best shopping in the area. Uptown Station houses over 45 retailers, including big-box shops and small boutiques. This shopping mecca offers a place to shop all day and dig into your favorite dishes. Resident businesses include Tuesday Morning, Buffalo Wild Wings, Clemenza's at Uptown, Mary's Kitchen, and salons and spas.
Another top spot for entertainment and shopping is downtown Fort Walton, located a few minutes from Okaloosa Island. When visiting downtown, explore a collection of shops, restaurants, galleries, parks, and antique stores. Even better, all are owned and operated by locals, so shoppers get a real feel for the community. During warmer months, check out the Art Walk held on the third Friday of every month. The open event features local artists, musicians, food vendors and retailers.
For an added bonus, Fort Walton Beach is located 15 minutes from Destin and less than an hour from South Walton Beach. These areas offer different beach communities, more attractions and golf courses. In fact, there are over 20 golf courses in the Fort Walton-Okaloosa Island area. Our guests can also attend fun festivals that celebrate beach life, fresh flavors and handmade goodies. Top events include Destin Fishing Rodeo, Northwest Florida Fair, Mardi Gras Festival, Billy Bowlegs Pirate Festival, Destin Seafood Festival and several more.
Escape to the Florida panhandle! Browse Fort Walton Beach-Okaloosa Island vacation rentals.
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A Jacksonville vacation provides an experience you will never forget! From pristine beaches and golf courses to pro sports, concerts and festivals, the area welcomes everyone to see why it has attracted travelers for centuries. iTrip Vacations Florida First Coast manages rentals in Jacksonville, Jacksonville Beach, Neptune Beach, Atlantic Beach, Fernandina Beach and Amelia Island.
Those who book an iTrip Florida First Coast vacation rental enjoy proximity to Jacksonville, five area beaches on the Atlantic Ocean, the Intracoastal Waterway and St. Johns River. Find places to swim, snorkel, scuba dive, surf, canoe, kayak and fish – it's a water lover's playground.
While taking in the sunshine, tour the extensive preserve and park system. Timucuan Preserve, Fort Caroline, Kingsley Plantation, and Big and Little Talbot Island offer hiking trails, as well as kayaking and canoeing adventures.
The Jacksonville area also features over 20 golf courses. Challenging greens and scenic views highlight the best, including Amelia Island Plantation Course, Deer Creek, Queen's Harbour Country Club, Pablo Creek and Ocean Links at Amelia Island, to name a few.
Visiting with family? Check out Jacksonville Zoo and Gardens, which has the Range of the Jaguar and The Land of the Tiger, two award-winning attractions. Not too far from the zoo sits Catty Shack Ranch Wildlife Sanctuary, providing a forever home to endangered big cats. Adventure Landing, Top Golf and Jacksonville Autobahn Indoor Speedway also welcome families, as well as professional sports teams. Head to the Sports Complex in downtown Jacksonville to watch the Jacksonville Jaguars, Jacksonville Jumbo Shrimp, Jacksonville Axemen, Jacksonville Armada and Jacksonville Sharks.
Located just a short drive away, explore Amelia Island and Fernandina Beach. Stroll the historic area of Fernandina Beach and its quaint downtown with shops, restaurants, and intracoastal and ocean views. Then admire Amelia Island’s 13 miles of beaches, abundant wildlife and golf courses – plenty to delight the senses.
If art, music and food are more your scene, Jacksonville has a place for you. See live shows at Daily’s Amphitheater, Veteran’s Memorial Arena, The Florida Theater, The Ritz, Breezy Jazz Club, Players by the Sea, Seawalk Pavilion and Florida Times Union Center. For art and history, a variety of museums – such as The Cummer, MOSH and Museum of Contemporary Art – offer a glimpse into local culture. Jacksonville also boasts a diverse food scene with award-winning restaurants, a fast-growing craft beer industry with over 14 local artisans, as well as the Budweiser Brewery, which hosts events, tours and tastings.
Many walkable neighborhoods with eclectic dining and quaint shops dot the landscape just outside of downtown Jacksonville, including Springfield, San Marco, Riverside, Avondale and Ortega. For retail therapy, visit St. Johns Town Center.
The Jacksonville area also gives everyone opportunities to celebrate. Attend signature events such as Amelia Islands’ Concours d’ Elegance, The Isle of Eight Flags Shrimp Festival in Fernandina Beach, Jacksonville Jazz Festival, The Gate River Run, the 26.2 with Donna 5K, Springfield Porch Fest, Welcome to Rockville, Springin in the Blues, The Taxslayer Bowl, Florida/Georgia Weekend and One Spark. Each one brings the community together for good times, good food and fun.
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Vacation in Key Colony Beach and escape to a tropical paradise. Our rentals in Key Colony Beach and nearby Marathon provide access to pristine beaches, family-friendly things to do and exciting attractions.
Key Colony Beach is located in the Florida Keys north of Key West. Upon arrival, admire endless Gulf and ocean views paired with swaying palms and sandy beaches. Once settled into your vacation rental, plan for a day on the beach.
Those who book a Key Colony Beach vacation have access to diving, fishing, scuba and snorkeling. Sport fishing remains a top activity in the area, with several charters offering different excursions. After a day fishing, take a break at Sunset Park Beach for picturesque views and time with loved ones. The park has benches and tiki huts for comfort, and ranks as a top place to watch the sunset. Don't forget the camera!
For more beach-loving vibes, drive to Marathon located less than 10 minutes away. Sombrero Beach, a top beach in Marathon, provides a popular area for sun and water lovers alike. When not soaking up the sun, plan an adventure on the water as the area offers a prime spot for exploring deep under the surface. Top things to do in Marathon include boating, fishing, sailing, scuba and snorkeling. Marathon houses a variety of reefs suited for beginners and experts, including The Thunderbolt, a 189-foot ship that sits upright in 120 feet of water. Those who prefer a more laid-back adventure, can rent canoes and kayaks or sail all day.
Visitors also enjoy a trip to Florida Keys Aquarium Encounters, which lets guests interact with marine species. The aquarium offers educational guided tours that explore different exhibits, such as coral reef, predators, tarpon and tide pools. The Dolphin Research Center in nearby Grassy Key also lets visitors play all day and meet dolphins. The center offers interactive programs, a spray ground for kids and rescued animals.
With its island location, it's no secret vacationers will find plenty of places to eat in Key Colony Beach and Marathon. From upscale waterfront dining to casual bars, the area has seafood hot spots, American, Caribbean and Cuban favorites, Italian and more. When trying new restaurants, look for small boutiques and shops that sell locally made items and souvenirs. Marathon also hosts annual events packed full of fun, such as fishing tournaments, boat festivals, art shows, fitness runs and seafood delights.
Venture from your vacation rental and take a day trip. Islamorada is located 40 minutes north of Marathon and houses beaches, art galleries and Florida Key Brewing Company. Or head south about an hour to Key West, the southern most part of the U.S. During a Key West day trip, take a walking tour to learn about the island's celebrated history and see Duval Street, a lively strip full of bars and shops.
To get to Key West, drive the Seven-Mile Bridge. Located at the west end of Marathon, this famous bridge is among the longest in the U.S. and connects the Middle Keys to the Lower Keys. An attraction in itself, Seven Mile Bridge has been featured in movies and welcomes anglers and hikers.
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Our Key West vacation rentals offer a tropical retreat in one of Florida's most beautiful destinations. iTrip Vacations Key West manages vacation rentals along 20 islands in the lower Florida Keys from Key West to Layton.
Key West is Florida's most southern point located only 90 miles from Cuba. This proximity ensures visitors experience Cuban influence while enjoying fun activities and attractions. Start the trip enjoying the view or planning a snorkeling cruise to see marine life. Other outdoor activities in Key West include fishing, sailing, jet skiing, and bicycle tours, to name a few.
The city also has natural attractions and parks. For example, Key West Garden Club features tropical gardens set in historical Fort West Martello Tower. The Florida Keys Eco-Discovery Center offers interactive exhibits that showcase plants and animals. One of the top attractions, Mote Marine Laboratory, features living coral and tropical fish. For a more remote retreat, take a ferry to Dry Tortugas National Park and its seven islands, Fort Jefferson, and stunning secluded beaches.
On land, one of the most notable areas is Duval Street, a hot spot for dining, mingling and shopping. The street runs north and south from the Gulf of Mexico to the Atlantic Ocean. Measuring over a mile in length, this strip houses several attractions and serves as the primary spot for nightlife and entertainment. While walking, browse locally owned boutiques, attend a party, admire art galleries and dine on authentic cuisine.
Located on the northern end of Duval Street, Mallory Square is a waterfront plaza full of performers, restaurants and shops. The plaza welcomes acrobats, musicians, jugglers and sword swallowers to entertain guests during the Sunset Celebration street fair held every evening.
Also on Duval Street, families have access to Oldest House Museum and Garden, Butterfly and Nature Conservancy, San Carlos Institute and historic St. Paul's Episcopal Church. The best way to see attractions and learn about the area is sightseeing tours. Many visitors choose Old Town Trolley, perfect for people-watching, or join a local guide for a personalized experience.
For more must-see sites, visit Ernest Hemingway House and Museum, Key West Lighthouse, USCGC Ingham Maritime Museum and Southernmost Point. As the southernmost publicly accessible place in the U.S., Southernmost Point ranks among the most photographed attractions in Key West. You can also visit Key Colony and Marathon, home to beaches, attractions and shopping.
Those who book a Key West vacation rental also enjoy attending signature events. From fishing tournaments and flag football to foodie festivals and wellness events, the area welcomes everyone to celebrate coastal living in style. Fantasy Fest, Goombay Festival, Hemingway Days and Key West Craft Show draw thousands every year.
While it's easy to get lost in fun activities, sampling Key West's food scene delivers new flavors and local culture. The area has its own signature cuisine featuring fresh catches, however guests can also try Cuban, Italian and pizza, steaks, and sushi. Local staples such as conch fritters and chowder, stone crabs, lobster and hog fish delight seafood lovers. Just don't forget to order a slice of key lime pie, the official treat in the Keys.
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Stay in a Longboat Key vacation rental, and create your personal paradise in one of Florida's top island destinations!
Located south from our Anna Maria Island and Bradenton vacation destinations, guests will find Longboat Key. This barrier island community on Florida's west coast is situated in two counties, Manatee and Sarasota, and is well known for stunning beaches, ample fishing and boating options. Packed full of outdoor recreation and family-friendly things to do, Longboat Key was also named a Top 10 Island in the U.S. by Conde Nast Travel.
Those who book a Longboat Key vacation rental have proximity to 12 miles of sandy shores, with 11 public beach access points. Families will have a blast booking a fishing charter or renting their own boat and exploring the open waters. One top spot for boat rentals is Cannons Marina, where guests can rent a variety of boats for half- and full days, as well as consecutive days. Visitors will also enjoy kayaking, sailing, fishing, shelling and other water recreation activities.
When it's time to relax on the sand, head to Whitney Beach, Lido Beach and Beer Can Island, also known as Greer Island Park. Also nearby, familes will find opportunities for hiking, birding, kayaking and canoeing at North Lido Beach, South Lido Beach Park, and Coquina Beach in Anna Maria Island.
Those looking to play a round can spend their time at Longboat Key Club, a resort with 45 holes of championship golf on two courses. Ranked as one of the Best Places to Play by Golf Digest, guests experience two different natural settings at the tree-lined Harbourside course and Islandside, which borders the Gulf of Mexico.
Longboat Key also houses several award-winning restaurants that focus on fresh flavors and welcoming atmospheres. Families have several Gulf- and bay-front options from which to choose, and many specialize in fresh seafood. Top menu items range from famous grouper sandwiches to seasonal stone crabs, available from mid-October through mid-May.
Take a break to shop dozens of small boutiques and big-box stores in Longboat Key. The area offers several distinct shopping spots, including St. Armands Circle, with 130-plus retailers, Shoppes of Bay Isles, The Centre Shops and the Whitney Beach Plaza, where guests can find everything from vacation necessities to coastal souvenirs.
A Longboat Key vacation also allows visitors to immerse themselves in a lively arts and culture scene. One of the top art attractions is the Longboat Key Center for the Arts, a Division of Ringling College of Art and Design. The center showcases rotating exhibits and houses Durante Gallery, Cultural Media Room and classroom spaces. Classes run from January to April, providing a fun off-season activity for all ages. Sarasota, located less than 20 minutes from Longboat Key, also houses several cultural attractions and ranks as one of the top places for art in Florida.
It's time to get away from it all! Browse our Longboat Key vacation rentals and start planning your dream vacation.
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A Marco Island vacation provides a tropical escape in southwest Florida! iTrip Vacations Marco Island manages rentals in Marco Island, Goodland and Isles of Capri.
Situated between Naples and the Florida Everglades, Marco Island is the largest and most developed area in Ten Thousand Islands, a chain of barrier islands off the Gulf coast. Our guests enjoy direct access to beaches and a variety of water-related activities. To start the day, go canoeing, kayaking, shelling, and dolphin and whale-watching. For those into scuba diving, the Artificial Reef Project off Marco Island's coast provides a habitat for over 200 fish species and sea turtles as they migrate from Ten Thousand Islands. Rent equipment to explore on your own, or book a local tour that showcases the area's best spots.
When it's time to venture outdoors, visitors have several public beaches and parks that welcome everyone. Popular spots include South Marco Beach, Keewaydin Island, Tigertail Beach and Cape Romano. In addition, enjoy Ten Thousand Islands National Wildlife Refuge, Isles of Capri Marina and Marco Island Marina. For a day trip, drive east to the Everglades where visitors can ride airboats and bicycles as well as kayak. Home to thousands of birds – including herons, egrets, burrowing owls, bald eagles, ospreys, pelicans, shorebirds and seabirds – Marco Island is also a bird lover’s paradise.
Want to book a fishing trip? Head to nearby Goodland, a quaint fishing village. This destination serves as a top place for fishing trips and offers a laid-back, local vibe. Several companies host half-day and full-day fishing excursions with inshore and offshore options. Expect to catch king mackerel, tarpon, snook, snapper, pompano, sheepshead and grouper. To learn about the area, plan an eco-tour that pairs shelling, jet skiing and wildlife education with scenic views.
Golfers can select from dozens of golf courses in Marco Island and nearby Naples. As one of the top golfing destinations in Florida, players can choose from waterfront and inland courses with public and private options. For a memorable game, get a tee time at The Island Country Club and Marriott Island Beach Resort. If playing in Naples, try Hammock Bay and Lelay Resort Golf and Country Club.
These activities keep our Marco Island vacation rental guests busy, but they need a break when hunger strikes. Fortunately, Marco Island has over 75 restaurants specializing in everything from hearty breakfast menus to locally caught seafood dishes. Many Marco Island restaurants sit on the water, providing diners picturesque views while trying fresh flavors and many offer complimentary transportation. Otherwise, cab fare costs roughly $6-$8 to or from anywhere on the island.
Shopping also ranks as a must-do activity. Find well-known designers, locally-owned shops and quaint boutiques scattered throughout the island. Top spots include Esplanade Shoppes at Marco Island, Marco Town Center Mall, Marco Walk Plaza and Shops of Marco. Naples also has several shopping centers, including Naples Outlet Center and Third Street South.
Those who book a Marco Island vacation rental can also immerse themselves in art and culture. Start at Marco Island Historical Museum, which highlights the island's history including its first known inhabitants, the Calusa Indians, early pioneer life and the island's transformation into the destination it is today. Marco Island Center for the Arts hosts musical performances, art exhibits and classes.
For more culture and to meet locals, attend an annual event or local festival. From international boat shows to seafood and music festivals, it's easy to celebrate island living. Attend Marco Island Boat Show, Marco Island Seafood and Music Festival and Island Style Boat Parade, to name a few.
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Our Naples vacation rentals are located along the Gulf of Mexico and Naples Bay in an area known as Paradise Coast of southwest Florida. Visitors come here to enjoy clean white beaches, lush landscapes, subtropical climate, and average year-round temperatures of 75 degrees. The city has also earned accolades among the happiest cities in the U.S. and best beach towns.
Spend the day enjoying beach activities – from fishing and water sports to relaxing on the shore and golf. The area offers dozens of fishing charters with inshore and deep-sea trips. For wildlife excursions, take a boat to the Everglades region, which is about 45 minutes from Naples and home to diverse ecosystems, manatees, turtles, and birds.
Naples Botanical Garden and Corkscrew Swamp Sanctuary provide places to escape busy schedules and reconnect with nature. Then stroll Naples Pier, a top place for watching dolphins and sunsets. Visit Naples Zoo at Caribbean Gardens and see animals from all over the world. Other outdoor attractions in Naples include Delnor-Wiggins Pass State Park and Lowdermilk Park. Guests also enjoy guided tours of Ten Thousand Islands, a chain of islands off Florida's coast.
Golf is another popular activity in Naples. Players will find nearly 20 courses scattered throughout the Paradise Coast with public, private and semi-private options. For waterfront views and challenging games, play Naples Beach Hotel and Golf Club, Naples Grande Golf Club, Tiburon Golf Club, and Lely Resort and Golf Club.
When not staying busy outside, head to downtown Naples. This vibrant district has areas dedicated to shopping, arts and culture, local artisans, and fresh food. Third Street South features more than 100 shops and galleries. Downtown's main street, known as Fifth Avenue South, has more boutiques, designer brands, historical landmarks, galleries and professional services. Those who want more options should visit Bayfront, Crayton Cove and Tin City.
Located near our Naples condos and rental homes is an abundance of restaurants serving all types of cuisine. Seafood remains a popular choice, as the area receives fresh fish daily. Other restaurants welcome visitors to sample farm-to-table menus, Southern comfort, international flavors, food trucks, steakhouses and casual favorites. To get the full foodie experience, attend events in Naples. The city's top festivals celebrate wine, art, craft beer, music, stone crabs and Old Florida.
When planning, guests find our homes in a variety of styles and sizes with accommodations for couples, business travelers, and groups. Visitors also have access to private pools, beachfront views, gated communities and resort living. Add full kitchens, spacious rooms and private patios, and it's the perfect recipe for a memorable trip.
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Our New Smyrna Beach vacation rentals offer guests access to quiet beaches, surf spots, exciting attractions, and proximity to nearby destinations such as Cape Canaveral and Titusville, Florida.
Known for stunning beaches and natural beauty, New Smyrna Beach features wide shorelines and access to barrier islands. Visitors enjoy boating, sailing, surfing, fishing from the shore and paddling alongside marine life. One popular place for outdoor recreation is Smyrna Dunes Park. This attraction offers views of Indian River, Ponce de Leon Inlet and the Atlantic Ocean. Other beaches to explore include Apollo Beach, Flagler Avenue Park and 27th Avenue Park. New Smyrna Beach also has some of the best guided fishing trips in the region.
In addition to beaches, the area has family-friendly attractions. Learn about the historic sugarcane industry and Florida's role at New Smyrna Beach Sugar Mill Ruins, which dates to the early 1880s. Families also enjoy New Smyrna Museum of History where they learn about Native Americans, early settlers and the city's development over time. At Marine Discovery Center, visitors get up-close with marine life and learn about environment conservation. In nearby Daytona, guests can explore Ponce de Leon Inlet Lighthouse and Museum.
Looking for an adrenaline rush? Head to New Smyrna Speedway and Daytona International Speedway. Both host NASCAR competitions and events. Then tour Canaveral National Seashore, home to space shuttle launches and more spacious beaches. In addition, golfers have access to dozens of courses in the area such as The Preserve at Turnbull Bay, a par 72 suited for novice and professional golfers.
Our New Smyrna Beach vacation rentals are located near art galleries, shopping and restaurants. Atlantic Center for the Arts serves as a resident facility for local artists. Visitors browse exhibits, meet artists, attend workshops and purchase pieces to take home. For more shopping, don't miss Flagler Avenue. Located in downtown, this area measures five blocks along the river. Shop locally owned boutiques, outlet stores, a farmers market, antique shops and specialty retailers.
While shopping, check out the city's local food scene. Most restaurants in New Smyrna Beach are locally owned and operated, and many have chefs who specialize in different flavors. Seafood is the main star, but restaurants also serve international cuisine, breakfast goodies, and family favorites such as tacos, burgers and pizza. New Smyrna Beach is a hot spot for waterfront dining.
When guests book a New Smyrna Beach vacation rental, they have proximity to other destinations along Florida's Atlantic Coast. To the north, Daytona Beach welcomes guests to see live shows, drive on the beach and tour historic sites. To the south, find West Palm Beach and Titusville. West Palm Beach has water parks, museums and family-friendly attractions. Titusville also features museums, quiet parks and eco-tours. In addition, Kennedy Space Center is less than an hour's drive south. For more thrills and adventure, Orlando's theme parks are only an hour's drive to the west.
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Our Orlando vacation rentals provide access to some of Florida's top theme parks and attractions! iTrip Vacations Orlando serves the greater Orlando community, including Davenport, Kissimmee and Ruskin, Florida, as well as resorts.
Experience the magic only Disney creates by visiting Disney World's attractions. Disney World Orlando includes four parks: Magic Kingdom, Epcot, Hollywood Studios and Animal Kingdom. All feature fun rides, lovable characters and lots of live entertainment. For a different kind of magic, head to Universal Studios Florida, home to the Wizarding World of Harry Potter and Islands of Adventure. Parks also welcomes guests to try new attractions and rides that celebrate Star Wars, Sesame Street and more favorites. Those traveling with children also enjoy Legoland Florida.
Would you rather have an adventure under the sea? Explore SeaWorld and interact with live animals. In addition, don't miss Orlando's water parks. The area has several water parks with slides, lazy rivers and pools, so it's easy to break from the sun. Discovery Cove provides a place for up-close animal encounters, while Typhoon Lagoon and Blizzard Beach offer a more traditional water-park experience.
While vacationing in Orlando, check out the local sports scene. Not only does the city host professional NBA Orlando Magic, MLS Orlando City Soccer Club, Women's Orlando Pride and NHL Orlando Solar Bears, but other sporting events occur here as well. Past events have included football pro bowls, Wrestlemania and college games. Golfers will find hundreds of public and private golf courses.
Not into sports? No problem. The area also has a thriving arts and culture scene. See hundreds of shows – such as Broadway favorites, Orlando Ballet, theater, comedy and concerts. Or tour art galleries and museums, which showcase both local and international artists in various mediums. Then spend time shopping malls, designer outlets, souvenir shops and local boutiques. Those looking for fun after dark shouldn't overlook Orlando's nightlife scene. Hard Rock Live Orlando hosts live music, and International Drive has two walkable districts with dining, shopping, bars, clubs and lounges.
Many of our guests stay in vacation rentals in Kissimmee. This city is located about 30 minutes south of Orlando. However, Kissimmee offers fun activities, too. Families love Fun Spot America's rides and arcade. Area parks offers access to eco-tours, airboat rides, lakes, water recreation and Gatorland. For more fun, tour Museum of Military History and Kissimmee Air Museum.
Travelers will find all the comforts of home when they book an Orlando condo or house. Select from condos suited for couples, small groups and single families. Many are located in resorts that have pools, water features and scenic views. Multi-generational families and large groups will find homes offering as many as nine bedrooms with multiple bathrooms, lounging areas, game rooms, in-home theaters and dining areas. Kids also love themed rooms featuring Disney characters, Star Wars, Marvel and more pop-culture icons.
iTrip Vacations Orlando has rentals near all these great attractions! View all Orlando vacation homes to find the perfect accommodations.
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Vacation in Palm Beach and escape to Florida's east coast! iTrip Vacations Palm Beach manages rentals in Palm Beach County, including Delray Beach, Highland Beach, Lake Worth, Palm Beach, Manalapan, Palm Beach Gardens, Singer Island, West Palm Beach and Wellington.
From outdoor recreation and must-see attractions, visitors will find exciting things to do in Palm Beach with access to the Atlantic Ocean and Gulf Stream. Anglers can travel only 2 miles offshore for world-class deep-sea fishing or visit Lake Okeechobee, the largest freshwater lake in Florida. In addition, go biking, paddleboarding, scuba diving or charter a boat for the day. With over 30 miles of beaches and sunny weather, it's easy to spend time outside.
Play golf? Palm Beach houses over 150 golf courses, including remote spots near lakes to top-rated courses with ocean views. Play PGA National Golf Course – home to the Honda Classic – or Breakers Ocean Course. For more challenges paired with views, head to West Palm Beach Golf Course, Okeeheelee Golf Course and Banyan Cay Resort. With so many options, play as many rounds as you want.
When not exploring the natural landscape, head to family-friendly attractions. Lion County Safari and Palm Beach Zoo encourage guests to get up-close with animals. For a day of splashing and playing, head to Rapids Water Park, home to over 40 slides and features. Other attractions include South Florida Science Center and Aquarium and Mounts Botanical Gardens. See manatees at Manatee Lagoon in West Palm Beach and sea turtles at Loggerhead Marine Life Center in Juno Beach. For action-packed excitement, take in a polo match at International Polo Grounds in Wellington or gray hound races at Palm Beach Kennel Club.
Additionally, several attractions showcase diverse landscapes, arts and culture, history, and food. For a glimpse into local history, check out Henry Morrison Flagler Museum, Society of the Four Arts museum, Bethesda by the Sea, Norton Museum of Art and Ann Norton Sculpture Gardens. Groups can't miss the chance to see the Houston Astros and Washington Nationals play baseball at the Ballpark of the Palm Beaches and their spring training facility. For more sports, drive one hour to Miami, home to Miami Marlins (MLB), Miami Heat (NBA) and Miami Dolphins (NFL), or drive to nearby Sunrise for a Florida Panthers hockey game.
No matter where your Palm Beach vacation rental is located, you have access to world-class shopping in picturesque neighborhoods. Downtown West Palm Beach has free trolleys that help guests get around the area. One top spot is CityPlace, a thriving shopping center with retail, restaurants, festivals, live entertainment, fitness and local art. And don't miss Worth Avenue in downtown Palm Beach, Antique Row and Design District and Palm Beach Outlets.
Clematis Street in West Palm Beach, Atlantic Avenue in Delray Beach and Lake Avenue in Lake Worth all offer happening nightlife spots. Palm Beach's food scene welcomes hungry guests to sample some of the best fare in the area. Cafes, pubs, fine dining and family-friendly – visitors can dig into rich flavors and atmospheres. Area restaurants serve everything from fresh seafood and steaks to European flavors and contemporary fusions.
In addition to playing, shopping and dining, West Palm Beach also hosts annual celebrations. In January, South Florida Fair draws thousands to rides, games and live music. In May, Sunfest ranks among Florida's largest waterfront music and art festivals. Other popular events include Palm Beach Food and Wine Fest, Artigras, Palm Beach International Boat Show and Oktoberfest. Our guests also enjoy concerts at Coral Sky Amphitheatre, and the Honda Classic brings the best professional golfers.
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A Palm Coast-Flagler Beach vacation gives you access to two exciting cities in northeast Florida! iTrip Vacations Palm Coast-Flagler Beach manages rentals in Palm Coast, Beverly Beach, Bunnell and Flagler Beach.
Palm Coast sits north of Daytona Beach along the A1A Ocean Shore Scenic Highway and Atlantic Ocean. Its waterfront location means visitors have access to natural preserved areas and popular outdoor activities. Fish all day, explore by kayak, go boating, bird-watch or soak up the sun. No matter the adventure, our guests have options.
Palm Coast Marina is located off the Intracoastal Waterway, with amenities such as shopping, dining, fueling stations and plenty of storage space. Nature lovers can't miss the Intracoastal Waterway Trail, a 2-mile path home to dolphins, manatees and birds. Rent bikes and ride the 5-mile trail at Graham Swamp Preserve. Our guests also enjoy Washington Oaks Gardens State Park, a top place for strolling and wildlife viewing.
In addition to natural attractions, golfers can play over a dozen courses in the area. Tee off at Palm Harbor, Ocean Hammock and Hammock Dunes for some of the best challenges and views in the region. Or grab a racket and visit Palm Coast Tennis Center, home to 10 tournament-standard courts.
Looking for a place to relax? Our Palm Coast vacation rentals offer access to 19 miles of beaches. Palm Coast and the Flagler beaches feature golden-colored sand, and welcome visitors to surf, shore fish, and sunbathe. For endless ocean views and fishing, head to Flagler Beach Pier. Families can also meet dolphins and get up-close with marine life at Marineland Dolphin Adventure. The attraction cares for bottlenose dolphins, octopus, sea turtles and sharks.
While outdoor recreation provides a reason to vacation in Palm Coast-Flagler Beach, the area also has an eclectic vibe full of educational attractions, shopping, lively hangouts and restaurants.
The Florida Agriculture Museum, Bulow Plantation Ruins Historic State Park and Flagler Beach Historical Museum offer a glimpse into Old Florida culture, history, and lifestyles. Princess Place Preserve has over 1,500 acres open for cycling, hiking, horseback riding, canoeing and picnicking. To browse goodies and meet local artists, tour art galleries and boutiques. European Village in Palm Coast has bars, cafes, shops and restaurants, perfect for a day exploring with loved ones.
In between activities and attractions, take a break at the restaurants in Palm Coast and Flagler Beach. Sample dozens of spots featuring locally caught seafood. For land-lovers, there are also places serving American favorites, Asian dishes, Italian pastas and pizza, and Mexican specialties. A few must-trys include Captain's BBQ, Java Joint Beachside Grill, Oceanside Bar and Grill, Flagler Fish Company, The Golden Lion Cafe and Funky Pelican.
If this isn't enough to keep everyone busy, St. Augustine and Daytona are located less than one hour away. St. Augustine – to the north – is the oldest European settlement in the U.S., and has a thriving arts and culture scene. Head south to Daytona Beach, home to Daytona International Speedway and drive-on beaches. In addition, the Palm Coast-Flagler Beach area is less than two hours from Orlando.
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Vacation in Panama City Beach and visit one of Florida's best beaches. Our team manages vacation rentals in Panama City Beach (PCB), including condo high-rises, resorts, and beachfront dream houses in all sizes. With so much variety, it's easy to find custom accommodations in Florida.
Tropical paradise – check. Fun in the sun – check. Attractions – check. Our Panama City Beach vacation rentals provide access to all the above and more. Known for white beaches, colorful waters and mild weather, Panama City Beach ranks as a popular beach vacation destination and among the best beaches in the U.S.
The area welcomes water lovers to enjoy outdoor activities, including boating, fishing, surfing, swimming, snorkeling, scuba diving and sailing. The main Panama City Beach, St. Andrews State Park and Shell Island provide spacious environments to relax on the sand and splash in the Gulf. Nature lovers enjoy exploring hiking trails and remote spots with wildlife, native flowers, and plants. St. Andrews State Park is also a popular place for birding, biking and camping.
Aside from the beach, visitors see wildlife at Zooworld Zoological Conservatory, watch shows at Gulf World Marine Park, play at Shipwreck Island Waterpark. Other attractions include Ripley's Believe It or Not!, Coconut Creek Family Fun Park, mini-golf courses, Race City PCB and Wonderworks.
Our Panama City Beach rentals are conveniently located near award-winning restaurants, shopping, entertainment and attractions. To experience it all in one place, check out Pier Park. This walkable district has more than 1 million square-feet of boutiques, specialty stores, restaurants and a movie theater. Visitors will find favorites such as Dave and Buster's, The Back Porch PCB, Jimmy Buffet's Margaritaville, and other chains and local restaurants.
Couples, friends and solo travelers also love the city's nightlife scene. Start at a dance club or lively bar near the beach. Sharky's, Pineapple Willy's and Schooners Last Local Beach Club welcome visitors to sample fresh seafood and meet friendly people. For something more laid-back, plan a sunset sailing cruise, hear live music at Tootsie's and ride the SkyWheel.
After a fun-filled day, relax in your home away from home. Our Panama City Beach vacation homes are the perfect place to kick back and spend time with loved ones. Whether staying in a condo or beach house, guests enjoy amenities such as equipped kitchens, private balconies overlooking the Gulf, pools, hot tubs and comfy lounging areas.
Our local management team oversees short-term rentals in all sizes. One- and two-bedroom condos offer comfort and space paired with resort-style living. Families with children may select from three- and four-bedroom homes, or book something larger for reunions and multi-generational trips. Those traveling with groups may also book condos located in the same complex or resort, so everyone stays together and has ample space. In addition, our rental homes have full kitchens, offers admission to free activities, free WiFi, laundry facilities, and privacy.
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Book a Pensacola vacation rental and explore one of Florida's best beach destinations. iTrip Vacations Pensacola manages vacation homes in Pensacola Beach, Gulf Breeze, downtown Pensacola, the historic district and East Hill neighborhood.
To start the trip, visit Pensacola's award-winning beaches. This coastal city sits on Pensacola Bay near the Gulf of Mexico on Florida's northern coast. Travelers can stay on the bay or take a quick drive to Pensacola Beach. Once settled, relax on warm sand, splash and swim, and look for dolphins. Boating is another top activity, as guests have access to multiple boat and jet ski rentals.
When not at the beach, head to the city's nature preserves and parks or take a guided tour. Big Lagoon State Park provides a place to escape and appreciate Florida's natural ecosystems. Gulf Islands National Seashore, Johnson Beach and Perdido Key State Park rank as must-see spots for nature lovers. Other outdoor activities to try in Pensacola include fishing, sailing, playing golf, scuba diving, canoeing, kayaking and birding.
Families will also find several attractions for all ages. Sports fans have reason to cheer because Pensacola hosts two minor league teams, Ice Flyers in hockey and Blue Wahoos in baseball. Or watch the adventurous Blue Angels practice flying and stunts. Then visit Naval Aviation Museum – the world's largest aviation museum – to see 150 different aircraft, flight simulators, exhibits and play areas. Gulf Breeze Zoo, Pensacola Children's Museum, M.E.S.S. Hall, Sam's Fun City and Surf City, and 5 Flags Speedway welcome everyone to play and make memories.
While most vacation in Pensacola to explore beaches, the area also has history, art and culture. The city is one of the earliest European settlements in the U.S., and features a historic downtown. While strolling brick sidewalks, admire over 450 years of history. One of the top places in downtown Pensacola is Palafox Street, which features Saenger Theatre, cafes, bars, restaurants and shops. To see a little of everything, take a guided tour of Pensacola Lighthouse and Museum, Fort Barrancas, Fort Pickens Area, and Pensacola Museum of Art.
Signature events and festivals are another big draw. The local community aims to unite everyone through art, food, music and culture, and hosts dozens of events for different age groups and interests. For local food, attend Crawfish Festival, Taste of the Beach and Pensacola Seafood Festival. Art lovers have a blast at FooFoo Festival and Great Gulfcoast Arts Festival. The U.S. Navy Blue Angels air show delights all ages, as pilots navigate famous blue and gold F-18s. If visiting during winter, don't miss the fun during Winterfest, an event that brings snow machines, hot cocoa, Santa and reindeer games.
Our Pensacola vacation rental guests also have access to restaurants and breweries. In downtown Pensacola, try new menus at food trucks, casual hangouts and local gems. The area also has dozens of restaurants on the beach and bay, providing waterfront dining anytime of day. Just make sure to try some seafood – many of which is prepared with Southern flair. In addition, beer lovers can tour breweries, sample local beer and meet brew masters.
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Our Perdido Key vacation rentals allow you to escape to Florida's Gulf coast anytime of year. iTrip Vacations Perdido Key manages rental homes in Perdido Key, Innerarity Point, Johnson Beach, Lost Key, Big Lagoon and Tarkiln Bayou.
Perdido Key features a location with access to three waterways: Perdido Bay, Big Lagoon and Gulf of Mexico. This means water recreation ranks among the top things to do – and there's no shortage of excitement. A few popular activities include boating, fishing, kayaking, parasailing and sightseeing with loved ones. Those who prefer to stay on land enjoy visiting nearly a dozen public Gulf Coast beaches, including Johnson Beach, Perdido Key Beach and West Perdido Key Beach.
Those who want more outdoor activities should explore the area's state parks. Big Lagoon State Park features over 700 acres dedicated to birding, fishing, hiking, rollerblading, star-gazing, swimming and picnicking. To let imaginations run wild, take kids to Perdido Key Park, located off Gulf Beach Highway. Here they can navigate forts, lighthouses, planes and slides.
For more family-friendly attractions near Perdido Key, head to Gulf Shores, Orange Beach and Pensacola – all a short drive away. Each destination offers fun adventures. In Gulf Shores and Orange Beach, play at Fat Daddy's Arcade, Gulf State Park, Waterville USA, Alabama Gulf Coast Zoo and The Wharf. In Pensacola, catch a Blue Wahoos baseball game, tour National Naval Aviation Museum, and see the famous Blue Angels practice flying and stunts.
Want to compete for the best score? Our Perdido Key vacation rentals are situated near two top-rated golf courses. Lost Key and Perdido Bay golf clubs provide manicured greens, lots of water features and challenges for every skill level.
In addition to outdoor fun, Perdido Key also has lively dining, nightlife and shopping. Most restaurants in Perdido Key specialize in local seafood with favorites such as Fisherman's Corner, The Crab Trap, Jellyfish Bar and Islander Food Shack. However, no trip to will be complete without a stop at Flora-Bama, a famous beach bar with good food, tasty Bushwacker drinks, live music and legendary beach-side events. Flora-Bama hosts polar bear dips, chili cook-offs, annual beach runs and walks, holiday celebrations, and the annual Mullet Toss and Gulf Beach Party.
Love to shop? Find locally owned boutiques and big names in Perdido Key. For a girls trip, shop The Market in Perdido Key, which houses well known designers, apparel, trends and jewelry. Or stay close to home and see what's happening at Villago, a retail center with dining and shopping. Those interested in traveling will find Cordova Mall in Pensacola, which ranks among the largest shopping centers in the Florida panhandle. Then drive over to downtown Pensacola for more than 30 local retailers. For more options, find deals on name brands at Tanger Outlets in Foley, Alabama.
Not sure when to visit? Consider planning your vacation around an annual festival. The Perdido Key area hosts events year-round, especially for travelers who want to groove to beach vibes and celebrate local culture. A few top-rated options include Crawfish Fest, Gulf Coast Hot Air Balloon Festival, National Shrimp Festival, Mardi Gras and Winterfest.
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Sanibel Island vacation homes are located on Florida's west coast in the Gulf of Mexico. iTrip Vacations offers rentals in Sanibel and Captiva islands, which are ranked among the best islands in the U.S., and located west of Fort Myers.
A sub-tropical climate and year-round sunshine make these islands ideal vacation destinations. The pair of islands pride themselves as natural settings with pristine beaches, having no structure over three stories, and situated on two-thirds nature preserves.
Enjoy beautiful beaches just outside our Sanibel Island condos. With quick access to the Gulf, guests find it easy to try boating, kayaking, dolphin-watching, water-skiing and fishing. Due to the Gulf's currents, Sanibel and Captiva Islands offer a prime spot for shelling. Other water recreation includes eco-tours, sailing, snorkeling and scuba diving. Or just relax on Bowman's Beach, Blind Pass Beach and at Gulfside City Park.
Need activities on land? No problem. Those who vacation in Sanibel and Captiva islands enjoy other outdoor activities. Play a round of golf on one of the challenging courses. Bike 30-plus miles of bicycle trails while taking in the tropical scenery. Then search for wildlife at J.N. Ding Darling National Wildlife Refuge. Afterwards, immerse into local culture and history at Sanibel Island Lighthouse, Bailey-Matthews Shell Museum and local art galleries.
For nightlife fun and dining, visit Sanibel and Captiva's restaurants. The islands offer more than 50 restaurants serving everything from ice cream to fresh seafood. While trying chef-inspired cuisine, visitors love waterfront views, or sitting on shaded patios or inside cool dining rooms. There are plenty of casual and fine-dining options, as well as cafes, bars and pubs.
Not far from our island rentals is an affordable day-trip destination. Nearby Fort Myers has parks, museums, wildlife sanctuaries, nature centers and baseball. Boston Red Sox fans have the chance to see their favorite teams during spring training. Families enjoy IMAG History and Science Center, Butterfly Estates, and Zoomers, an 18-acre amusement park.
iTrip offers Sanibel Island condos perfect for couples, friends and families. All of our rentals provide guests with luxurious amenities and the comfort of island living. Select from homes with one-to-three bedrooms. Many have Gulf-front locations only steps to the beach. Some even have community pools located by the beach. Guests also have full kitchens, privacy, outdoor seating areas, free WiFi, and everything needed for a relaxing beach vacation in Florida.
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Our Sarasota vacation rentals provide easy access to everything this Florida destination offers. iTrip Vacations manages vacation rentals in Manatee and Sarasota counties in Bradenton, Lakewood Ranch, Lido Key Beach, Palmetto, Sarasota, Siesta Key and Venice Beach.
The greater Sarasota area features amenities and activities for land bodies and water lovers. To the north find Bradenton and Manatee River where guests rent boats, canoe, fish and kayak. East of Sarasota our guests have proximity to Sarasota Bay and award-winning beaches such as Siesta Key Beach, named among the best beaches in the U.S.
Must-see outdoor attractions in Sarasota include Marie Selby Botanical Gardens, Myakka River State Park, Mote Marine Lab and Aquarium, Sarasota Jungle Gardens, and Big Cat Habitats and Sanctuary. For hard-hitting action, watch the Baltimore Orioles at Ed Smith Stadium, their spring training facility. Or spend the day on the greens at dozens of golf courses featuring scenic views, challenging games and tropical vibes. To play all day, head to IMG Academy, University Park Country Club and River Run Golf Links.
While our guests enjoy spending time outdoors, Sarasota also has world-renown arts and cultural attractions. Sarasota is home to The Ringling, which offers an art museum, circus museum, Ca' D' Zan Mansion and Bayfront Gardens. Guests should also visit Sarasota Classic Car Museum, Art Center Sarasota, as well as dozens more galleries and cultural sites. For live entertainment, visit Florida Studio Theatre, The Players Centre for Performing Arts and Van Wezel Performing Arts Hall. The city also has a ballet, jazz club, opera, theater troupes and orchestra.
Looking for something special? Sarasota has everything from large malls to locally owned boutiques. One top spot is St. Armands Circle, an outdoor destination with shops and restaurants located on Sarasota Bay and Gulf of Mexico. Then stroll hundreds of shops in downtown Sarasota, historic downtown Venice, Bradenton's Riverwalk, Ellenton Premium Outlets and The Mall at University Town Center.
When it's time for a break, get ready to pick some favorite restaurants. The options are so good Conde Nast Travel named Sarasota one of the best food cities in the U.S. The city's waterfront location makes seafood a must-have, however travelers can also sample barbecue, international flavors, yummy pizza and quick bites. There are also plenty of casual hangouts and upscale dining rooms for family vacations and special occasions.
In addition to its food scene, Sarasota welcomes everyone to fun-filled festivals throughout the year. Award-winning chefs, local icons and music greats gather in Sarasota to celebrate what makes the area so special. Popular options include Sarasota Restaurant Week, Sarasota Music Festival, Harvey Milk Festival and Dragon Boat Festival. But the fun doesn't stop there. Bradenton, Siesta Key and Venice Beach also host foodie events, music festivals, marathons and sand-sculpting competitions.
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A St. Augustine vacation gives visitors access to beaches, outdoor adventure, historical architecture, and exciting attractions! iTrip Vacations St. Augustine manages vacation rentals in St. Augustine, St. Augustine Beach, Vilano Beach and Crescent Beach.
The Old City is flanked by the Matanzas River, San Sebastian River and Atlantic Ocean, providing world-class beaches and numerous water activities. Beach lovers will find their special spot at quaint Vilano Beach, Anastasia State Park Beach, or on the expansive shorelines of St. Augustine Beach and Crescent Beach. Look no further for a fisherman's paradise or water-sports arena. Plan a trip for fishing, sailing or surfing in the various waterways, take a boat tour to learn about different ecosystems, or rent canoes and kayaks to observe nature and wildlife.
In addition to water recreation, those vacationing in St. Augustine enjoy playing championship golf courses, visiting St. Augustine Wild Reserve, getting up-close with dolphins at Marineland, going wild at Alligator Farm Zoological Park, and attending concerts at St. Augustine Amphitheatre, the downtown plaza and Ocean Pier.
As the oldest European settlement in the U.S., St. Augustine features historic landmarks that retell the city's history of Native Americans, Spanish settlers, pirates and gilded-age tycoons. Architectural attractions include the preserved Spanish Fort Castillo de San Marcos, Matanzas Fort, tours through the Old City, historic features along St. George Street, St. Augustine Lighthouse and Maritime Museum, the Lightner Museum, and Flagler College, formerly a grand hotel built by Henry Flagler. Many companies offer walking, Segway, ghost, trolley and tasting tours, so visitors can see all the area offers.
St. Augustine houses over 30 galleries and museums to learn about art, culture and history. Search for classic to contemporary pieces made by local artists, and buy something to admire for years to come. Families can't miss the Pirate and Treasure Museum, Potter's Wax Museum, Ripley's Believe or Not! Museum and World Golf Hall of Fame with IMAX Theater. Step back in time and enjoy a casual walk down St. George Street and its adjacent alleyways. For a new adventure, stop by the Colonial Quarter to see live demonstrations and attend events.
Shopping and dining also rank among the top things to do in St. Augustine. The city has several districts that welcome everyone to browse local boutiques, shop for antiques and buy the latest fashion trends. Both Old City and St. George Street have dozens of retailers selling everything from handmade jewelry to special souvenirs. Shoppers can also search for big-names and savings at two large St. Augustine Outlet malls and Ponce de Leon Mall.
Vacationers will find hundreds of restaurants dotted throughout the city. Come hungry and explore the local ambiance and menus offering fresh seafood and dishes with a Southern or Spanish flare. In addition, satisfy every appetite with barbecue, pizza, steaks and international flavors. Whether looking for an upscale waterfront spot, a casual cafe or historic dining room with Southern charm, St. Augustine keeps everyone full and satisfied. Night owls can enjoy Old City lights around local hangouts or walks on moonlit beaches.
Need more ideas? Plan a St. Augustine vacation around one of the city's signature festivals. These events bring the community together to celebrate art, culture, food and drink, music, and good vibes. Examples include Old City Pirate Fest, Cathedral Festival, Lions Seafood Festival, Taste of St. Augustine, free summer concerts, marathons and the magical holiday-themed Nights of Lights.
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Reserve a St. Petersburg vacation house, condo or cottage, and enjoy warm sandy beaches and an average 360 days of sunshine a year. iTrip Vacations St. Petersburg Beaches manages vacation rentals in Madeira Beach, St. Petersburg and Treasure Island on Florida's Gulf Coast.
Vacations in the St. Petersburg area offer abundant outdoor recreation – on and off the water – a lively arts scene, and award-winning restaurants. The city sits between Gulf of Mexico and Tampa Bay, and provides a destination suited for all types of travelers and interests.
St. Petersburg consistently ranks among the best places to visit by popular media outlets, including Southern Living and Forbes. Outdoor enthusiasts enjoy nature at Fort De Soto Park, Sunken Gardens, Boyd Hill Nature Preserve and local parks. Those looking for arts and culture should visit the city's thriving downtown. Here visitors may explore The Salvador Dali Museum, Chihuly Collection, murals and public art, Imagine Museum, art galleries, and Morean Arts Center.
Want to play at the beach? Madeira Beach, located west of St. Pete is home to John's Pass Village and Boardwalk, a fun attraction for all ages. John's Pass, or the Pass to locals, offers top dining and nightlife options, family-friendly attractions, shopping, and water sports. While walking the 1,100-foot boardwalk, see gators at The Alligator Attraction and dolphins playing in the Gulf's waters. Then browse dozens of shops to find the perfect souvenir or gift.
Madeira Beach's restaurants welcome family and friends to try fresh local flavor. Many top-rated restaurants at the Pass feature entertainment, specials and events as well. The Seafood Festival at John's Pass – held annually in October – hosts more than 100,000 guests looking to celebrate food, music, and arts and crafts.
Water lovers parasail, rent jet skis and go deep-sea fishing to complete their beach vacation. John's Pass is also a popular fishing destination and brings in more grouper than any other place in Florida. Those visiting with children love pirate ship cruises that ride the open waters. Visitors also relax while bird-watching, boating and canoeing, all within easy access of their St. Petersburg vacation rental.
Treasure Island – adjacent to St. Pete – is another favorite beach town in Florida. Swim, snorkel, fish, parasail and shell at this hot spot, which was named from an early hotel owner who buried and discovered treasure chests on the beach.
Known as a secret spot for sunsets, Treasure Island's 3 miles of beaches serve as the perfect place to watch sunsets over the Gulf. Treasure Island also offers guests fun-filled attractions and things to do, paired with restaurants serving everything from breakfast to fresh seafood. Many restaurants in Treasure Island are top TripAdvisor recipients and range from bar casual to fine dining.
Our St. Petersburg vacation condos and houses offer easy access to Tampa. Head toward Sunshine Skyway Bridge and find family-friendly attractions, sports, nightlife and culture. Top things to do in Tampa include Zoo Tampa, The Florida Aquarium, Busch Gardens and Ybor City. Tampa also hosts professional baseball, hockey and football teams.
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Our Tampa vacation rentals greet travelers with style, and provide proximity to attractions, award-winning beaches, national sports, thrills and local events. iTrip Vacations Tampa manages vacation rentals in Apollo Beach, Bayshore, Channelside, Davis Island, downtown Tampa, Harbor Island, Hyde Park, MacDill, Oldsmar, Seminole Heights, South Tampa, Temple Terrace, Westshore and Ybor City.
Start your vacation in Tampa at one of the major attractions. The city welcomes everyone to see wildlife at Zoo Tampa at Lowry Park, Big Cat Rescue and The Florida Aquarium. Then take adventure to the next level at Busch Gardens Tampa. This theme park has exhilarating roller coasters, family-friendly shows, up-close animal encounters, safaris and fun events. To cool off and play, head to Adventure Island, Tampa’s premier water park with pools and slides.
However, the fun doesn't end there. Venture from your Tampa vacation rental and explore the great outdoors. Our guests enjoy fishing, sailing, boating, parasailing, helicopter tours, canoeing and kayaking. Golfers can play over a dozen courses in Tampa, with public and private options available. To soak up the sun, head to Gandy Beach or nearby Clearwater and St. Petersburg Beaches – two award-winning destinations located on the Gulf of Mexico and Tampa Bay. Additionally, Orlando and its Disney and Universal theme parks are located less than a two-hour drive to the east.
Tampa also has a pro sports scene that keeps everyone cheering. The city is home to Tampa Bay Rays (MLB), Tampa Bay Buccaneers (NFL), Tampa Bay Lightning (NHL), and operates a spring training facility for MLB's New York Yankees. Sports fans also enjoy watching University of South Florida athletics, horse racing and professional soccer. During college bowl season, attend the Outback Bowl hosted annually at Raymond James Stadium, home of the Buccaneers.
Those who book our Tampa vacation rentals can visit distinct neighborhoods full of culture, dining, shopping and things to do. For example, the 3-mile Tampa Riverwalk houses Sparkman Wharf – a hangout with restaurants, bars, Splitsville and live music – and Armature Works, a fun place to eat and hang out with friends. At Riverwalk, visitors can also rent an eBoat and cruise Hillsborough River or take a stroll along the water.
Other must-see attractions at Riverwalk Tampa include: Tampa Bay History Center, Curtis Hixon Waterfront Park, Glazer Children’s Museum, World War II American Victory Ship and David A. Straz Center for the Performing Arts. Want to take a dinner cruise? Check out Starship Cruise Lines or splurge on a Caribbean cruise, which sails out of Port of Tampa Bay in the heart of Channelside.
In historic Ybor City, find a different experience. To start, stroll parks, attend community events, try new restaurants, browse art galleries, and learn why Ybor City is the cigar-making capital of the world. Other neighborhoods to explore include West Tampa, downtown, Channel District, SoHo/Hyde Park and Seminole Heights.
Tampa has also garnered worldwide attention for dining, nightlife and shopping. To dine like a local, sample dishes by award-winning chefs who live in the area. Then shop the city's boutiques, malls and local gems. Hyde Park Village, International Plaza and Bay Street, Tampa Premium Outlets, and Shops at Wiregrass all have a large mix of big retailers and locally owned businesses. Then visit the city's bars, clubs and live music venues such as Amalie Arena, Hard Rock Hotel and Casino, MidFlorida Credit Union Amphitheatre, and Ritz Ybor.
When planning a vacation in Tampa, attend some festivals. This provides a great way to try new foods, meet locals and celebrate Tampa's diverse culture. Gasparilla season – which runs January to April – features sevreal events and parades that celebrate pirates, music and art. Other popular events in Tampa include Riverfest, Florida State Fair, Strawberry Festival in Plant City – the Strawberry capital of Florida – Tampa Bay Margarita Festival, Seafood and Music Fest, Exotic Food and Wine, and Fiesta Day, to name just a few.
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Our Treasure Coast vacation rentals are situated along Florida's Atlantic coastline. iTrip Vacations Treasure Coast manages rental homes in Fort Pierce, Port St. Lucie, Hutchinson Island, Jensen Beach, Port Salerno, Hobe Sound, Jupiter, Juno and Palm Beach Gardens.
Full of relaxing beaches, reefs, world-class fishing and year-round golf courses, Florida's Treasure Coast provides an outdoor oasis for vacation rental guests. The area offers over 75 golf courses, some of the best sport fishing in the world, hundreds of reefs and wrecks to dive, and 50 miles of coastline with beaches and nature preserves. In addition, different beach communities welcome everyone to enjoy family-friendly attractions, recreational activities, museums, festivals, dining and shopping.
For example, vacation in Fort Pierce to have quick access to parks, marinas for sport fishing, beaches and historical sites. Downtown Fort Pierce serves as the go-to spot for sightseeing, attractions, shopping Main Street and walking Mural Trail. The trail showcases Florida's diversity and features local artists who use buildings as their canvas. Before leaving, see a show at the historic Sunrise Theatre where guests enjoy Broadway shows, comedians, concerts and other live performances.
Another must-see destination is Port St. Lucie, located an hour north of Palm Beach. This city offers urban development paired with an old Florida feel. Nature lovers should roam Savannas Preserve State Park, Port St. Lucie Botanical Gardens and Veterans Park at Rivergate. Fishing is also popular, as the area hosts tournaments and is known for its large sailfish population. In addition, sports fans have plenty to do. The area provides access to PGA golf courses and hosts the New York Mets at First Data Field, their spring training facility.
Those who book a Fort Pierce or Port St. Lucie vacation rental can also enjoy Hutchinson Island's beautiful beaches, nature preserves and parks. Hutchinson Island encompasses two barrier islands suited for boating, fishing, golf, bird-watching and diving. The island also has over 30 distinct beaches – some with white sand, some golden, others rocky or surrounded by thick woods. For an in-depth look at marine life, visit Florida Oceanographic Society in nearby Stuart, Florida. Then learn about art and history at Elliott Museum. After exploring the island, head to Jensen Beach, which has a large selection of local restaurants perfect for trying fresh seafood.
Our Treasure Coast vacation rentals are also located further south in Jupiter. This area has a rich history and Jupiter Inlet Lighthouse, which provides panoramic ocean views and Loxahatchee River. Other must-see attractions in Jupiter include Dubois Park, Riverbend Park and Jupiter Dog Beach for four-legged friends. Baseball fans also have reason to cheer. The city is home to Roger Dean Chevrolet Stadium, which welcomes two MLB teams for spring training – Miami Marlins and St. Louis Cardinals – and four minor league teams.
To escape into nature, book a vacation rental in Juno. This pristine area sits between Jupiter and West Palm Beach surrounded by the Intracoastal Waterway and Atlantic Ocean. Fishing from Juno Beach Pier remains the most popular activity, however guests also sunbathe on Juno Beach, play at Kagen Park and Pelican Lake, canoe Bert Winters Park, and watch live sea turtles nest at Loggerhead Marinelife Center. Those visiting from May through October may also witness one of the densest sea turtle nesting grounds in the world at Juno Beach.
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