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 area Anna Maria property management services.

Discover one of Florida’s most beautiful beaches while staying in one of iTrip’s luxury 30A condo and home rentals. With sugary white sandy shores and rolling waves of pristine water, 30A is the ideal beach vacation destination. Spend your sun-streaked days relaxing on the beach with a favorite novel or splashing around in the clear waters of 30A.

The quiet beach communities of 30A are the perfect places for vacationers looking for a relaxing beach getaway. With 16 different beaches near our 30A condo and home rentals, there is no shortage of shoreline to enjoy. Try stand-up paddle boarding for a great workout and a whole lot of fun. Rent one of the many jet skis available or parasail the day away. For a more relaxing way to play in the water, try quietly drifting in a kayak, while taking in the amazing scenery.

For adventures and thrill seekers, venture from your 30A condo or home rentals and bike through the paved trails or go off-road with the miles of nature trails throughout the area's four state parks and forests. For golfers, enjoy 207 holes of championship golf available, with all levels of play available.

Located near all of our 30A condo and home rentals are an abundance of delicious restaurants, offering a variety of cuisines. From prime-cut steak dishes to fresh Gulf seafood, 30A restaurants leave little to be desired. For a little after-dinner fun, browse the shops and boutiques along 30A.

All of our 30A condo and home rentals promise guests the best amenities and top-notch service. Whether you’re planning your 30A vacation with your spouse, best friends or entire family, iTrip has the perfect rental for you.

No matter what kind of 30A condo and or home rentals you choose, you will be met with limitless relaxation, luxury and fun. Begin planning your next trip and choose one of iTrip’s many amazing rentals today!

Do you own a 30A vacation home? Learn more about our 30A property management services and how we can help you.

Explore some of the best beaches in the U.S. when staying in one of our 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 Sarasota and Venice, 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 Sarasota'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 Sarasota 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 will 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 Sarasota 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 Sarasota and Venice vacation rentals promise guests the best amenities and top-notch service. Whether you’re planning your 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 Sarasota vacation rentals today!

Are you a vacation rental homeowner in Sarasota or Venice? Learn about our world-class property management services.

iTrip Vacations Boca Raton manages rentals in Boca Raton, Deerfield Beach, Lighthouse Point, Pompano Beach and surrounding areas. Our southeast Florida vacation rentals provide access to action-packed attractions and world-class dining and shopping in one of the top resort destinations in Florida.

Our guests have easy access to outdoor activities and water adventures on the Atlantic Ocean and Intercoastal Waterway. The area offers over 10 miles of protected beaches where guests can boat, parasail, relax, scuba, snorkel and swim.

To soak up the sun, head to Boca Raton Beach, Pompano Beach, Spanish River Park, Red Reef Park, Deerfield Beach and South Inlet Park. In addition to beaches and parks, find outdoor retreats that help protect Florida's environment. Gumbo Limbo Nature Center and Daggerwing Nature Center offer a glimpse into marine life and local wildlife with activities for all ages.

Visitors also enjoy Deerfield Beach, which has a boardwalk and international fishing pier that attracts thousands every year. The area offers award-winning beaches, shopping and Quiet Waters Park, home to the longest cable-ski course in the U.S. Cable skiing combines surfing, skiing and wakeboarding for a new experience.

Boca Raton has several places for families to play and explore. Sugar Sand Park delights children with its playground, water park, carousel and Children's Science Explorium. Other family-friendly attractions include: Boca Raton History Museum, Boca Express Train Museum, Butterfly World and Coconut Cover Waterpark.

Sports fans find their calling at Sports Immortals Museum and Florida Atlantic (FAU) University Stadium. The museum highlights sports legends with over 1 million pieces from auto racing and baseball to football and wrestling. After touring the museum, get in the action at FAU Stadium. The venue hosts college football and Boca Raton Bowl, an NCAA Division 1 bowl game.

Want to experience local culture? Head to Mizner Park, a Boca Raton landmark and community hot spot. The park houses over 40 retailers as well as restaurants, Boca Raton Museum of Art, a movie theater, and an outdoor amphitheater. Mizner Park Amphitheater ranks among the top places for outdoor concerts, festivals and cultural celebrations. For more shopping, browse retailers at Town Center at Boca Raton and Festival Marketplace in Pompano Beach.

A thriving destination, often called the Heart of Gold Coast, Pompano Beach is known for boating and fishing. Pompano Beach delights outdoor enthusiasts with a fishing pier, over 50 parks and beachside playgrounds. Guests also enjoy touring the historic Hillsboro Inlet Lighthouse. When not playing, those who book a Pompano Beach vacation rental can shop, dine and attend fun events, including seafood festivals, fishing rodeos, and a holiday boat parade.

No matter where you stay – from Boca Raton south to Pompano Beach – you have hundreds of restaurants serving delicious meals with fresh ingredients. Seafood ranks among the most popular option, but visitors also find American and international classics, such as Asian, French, Greek, Japanese and Mexican.

Start planning your trip! Browse our Boca Raton area vacation rentals.

Maximize your rental investment. Learn about our Boca Raton vacation property management services.

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.

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.

Or learn about our personalized vacation property management program and our local teams in Fort Myers Beach-Bonita Springs and Fort Myers-Cape Coral.

Clearwater is a quiet Florida town that boasts some of the most beautiful beaches in all of Florida. Wiggle your toes in the sugary soft sand, partake in the wide array of watersports available, or spend the day sightseeing. No matter what Clearwater activities you choose, you can't go wrong with a Clearwater vacation and iTrip Vacation's lineup of Clearwater condo rentals.

Clearwater's diverse ecosystem has been gaining popularity as a leader in eco-tourism. With over 300 species of fish populating its waters, Clearwater is a prime fishing destination. The many local parks around our Clearwater condos provide the perfect setting for biking, hiking, bird watching, and many other nature-related activities. Clearwater activities extend past just beach fun. Get up close and personal with dolphins, sea turtles, and otters at the Marine Aquarium or visit the downtown area and take in a show or orchestra concert at the Ruth Eckerd Hall. There are also many shops near our Clearwater condos, a little something for every kind of shopper. At Countryside Mall, not only can you enjoy great shopping but also beat the summer heat on the indoor ice-rink located at the center of the mall.

A Clearwater vacation can't be complete without an evening visit to Pier 60, a short distance from our Clearwater condos, to see the most beautiful sunsets in Florida. Each night Sunsets at Pier 60 celebrate the setting sun with live music, local arts and crafts and street performers. After a long day of fun in the sun, you'll be glad to return to one of our Clearwater condos to recharge and start it all again in the morning. Here at iTrip Vacations, we know how important a truly spectacular vacation is and that is why we strive to offer only the best Clearwater condo rentals.

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.

Destin, FL, features clear, sparkling waters, sandy white beaches and a cornucopia of things to do. Whether on a family vacation, romantic getaway or relaxing with friends, our Destin Beach vacations rentals will leave you refreshed and rejuvenated.

Aside from its award-winning beaches, Destin offers attractions sure to please everyone in your group. Visit amusement parks, water parks, miniature golf courses, go-kart tracks, aquariums and museums. The Destin Harbor Boardwalk has grown into one of the most popular spots for family entertainment. Visitors can rent jet skis and pontoon boats, browse Destin shops, and try local restaurants. The boardwalk also hosts several family-friendly events throughout the year.

Take advantage of the city's natural beauty by snorkeling, swimming, surfing, boating or scuba diving. Top spots for outdoor recreation include Henderson Beach State Park and Crystal Sand Beach. You'll find fun-filled and affordable things to do in Destin.

iTrip offers an array of Destin vacation rentals – from affordable one-bedroom condos to sprawling three-bedroom luxury units. Those who want a spa-like vacation should try one of our upscale condos or resorts that offer on-site spas, salons, saunas and more. Many of iTrip's luxury Destin rentals offer championship golf courses, tennis facilities, gulf-front pools and private balconies overlooking the emerald water. From action-packed to personal escapes, we have a place for you.

Most Destin vacation rentals have amenities that provide the comforts of home, such as a fully-equipped kitchen, washer/dryer units, cable TV, DVD players and more. No matter what you need for your getaway, a Destin Beach vacation has everything you need. Find your vacation home today!

Have you considered listing your property? Learn about our Destin property management services.

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.

Begin planning your trip and view our Fort Myers vacation rentals.

Do you own a vacation home in Fort Myers? Read about our world-class property management program.

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.

Take a Fort Lauderdale vacation to experience beautiful beaches, vibrant arts and culture, and family-friendly attractions. iTrip Vacations Ft. Lauderdale Beaches manages rentals in Fort Lauderdale, Lauderdale by the Sea, Sea Ranch Lakes, Las Olas Beach, Oakland Park, Wilton Manors, Dania Beach, Hollywood and Hollywood by the Sea.

Start your vacation by spending time on sunny and always social Fort Lauderdale Beach. The area invites visitors to relax on 7 miles of sandy shores and features an award-winning wavewall and promenade. Families can also wind surf, swim, play volleyball, scuba dive, rollerblade and simply enjoy the view.

Boat tours are a great way to explore the Fort Lauderdale area, which includes sections of the Intracoastal Waterway and A1A Scenic and Historical Coastal Byway. These tours offer opportunities for deep-sea fishing, wildlife viewing, as well as admiring celebrity houses that showcase the rich and famous on Millionaire's Row. Other popular outdoor activities include biking, boating, cruising, fishing, snorkeling and eco-friendly tours.

In addition, the city sits only an hour from the Everglades region – a region where wild beauty makes up nearly two-thirds of the entire area. Families shouldn’t miss Butterfly World, the largest butterfly aviary in North America with Flamingo Gardens and Wray Botanical Collection. The Everglades also serves as home to the Seminole Indian Tribe, who welcome guests to learn about their culture.

When it's time for a beach break, head to dozens of shops and restaurants located along the coast. Those who vacation in Fort Lauderdale have easy access to two historical districts packed full of shopping, dining and activities. Las Olas – known as the heart of the city – is pedestrian-friendly and features a tropical beach, 75-plus shops, more than 30 al fresco dining options, three museums, and 12 art galleries. While strolling the streets or attending an exciting event, visitors enjoy a vibrant yet casual atmosphere, while admiring old-fashioned lampposts, palms and black olive trees filled with sparkling lights.

Another top gathering spot is Riverwalk Fort Lauderdale, home to the Downtown Riverwalk District. This area pairs the best of a tropical waterfront location with an urban entertainment center. When downtown, check out the Arts and Culture Entertainment District for concerts, special events, galleries, shopping and fine dining. Other top downtown attractions include Broward Center for the Performing Arts, Museum of Discovery and Science, and the Florida Grand Opera.

Those who book a Fort Lauderdale vacation rental also have proximity to casinos, nightlife spots, day spas, natural attractions, concert venues and events in nearby Hollywood. The city is located in between Fort Lauderdale and Miami, with additional places for arts and culture, family-friendly entertainment, and special events. In fact, strolling Hollywood Boardwalk ranks as a top free thing to do. The boardwalk houses bars, restaurants, shops and year-round live music, and don’t forget to step into Margaritaville Hollywood Beach Resort and Casino.

Hollywood offers a historic downtown district and trolley service, providing visitors a hassle-free way to get around the area. Those interested in a day trip can ride Brightline – a diesel electric rail with speeds up to 125 mph – which whisks visitors from downtown Fort Lauderdale to Miami and West Palm Beach for a leisure day of sightseeing.

Don't miss your chance to vacation in Fort Lauderdale! Browse available vacation rentals.

Looking for a local rental manager? Read about iTrip Vacations Ft. Lauderdale Beaches vacation property management program.

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.

Ready to create memories of a lifetime? Book your Jacksonville vacation rental.

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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.

Plan your getaway to the Florida Keys! View Key Colony Beach and Marathon vacation rentals. View Key Colony Beach and Marathon vacation rentals.

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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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Have you always dreamed of cruising down a beachside highway with the top down, soaking in the scenery and good vibrations? Ever wondered how man reached the moon? Florida’s Space Coast has all this to offer and more.

The Melbourne / Indialantic and Cocoa beach areas offer both the best surfing spots on the East Coast and three of "Florida’s Ten Best Beaches”, as declared by Southern Living, so you are sure to enjoy a spectacular beach getaway. Nestled between the Indian River Lagoon and the Atlantic Ocean, the City of Indialantic, offers many recreational opportunities for residents and visitors. Whether it’s kayaking, soaring over the crowds on a parasail, skipping the waves on a boogie board or just soaking up some rays. The beach fun never ends.

From May through October, after sunset, magical moments are quietly occurring along Florida's coastline. Over night, our beaches become North America's #1 sea turtle nesting grounds. Mother loggerhead, green and leatherback turtles plod onto Florida beaches depositing eggs into sandy, concealed nests. Observe nests and if you're lucky enough, hatchlings, from a safe distance, and take in a truly unique and natural experience.

While you’re here, be sure to visit the quaint shops and the vast, delectable restaurants with gourmet cuisine in a relaxed atmosphere. The nightlife has everything from martini bars to art galleries that turn into dance clubs, or from traditional Irish pubs to jazz cabarets often hosting national recording artists.

And just a short drive away is the Kennedy Space Center, Brevard Zoo, Port Canaveral (where many cruise lines depart including the Disney Cruise Ship), and Cocoa Beach with its famous pier bustling with surfers, sight-seers, shoppers and night owls alike.

With so much to do, and so much to see, it’s no wonder this place is buzzing with action!

Located on the Gulf of Mexico, in an area known as the premier crown jewel of Southwest Florida, our Naples condo rentals offer sun drenched, white sandy beaches and are the ideal vacation destination. Experience Naples’s lush landscaping, subtropical climate, and average year round temperature of 75 degrees during your relaxing, dream vacation.

All of our Naples home rentals are located near the best attractions and entertainment. Spend the day enjoying all the beach activities available from water sports to just relaxing on the shoreline. Rent a boat and take in the beautiful waterside scenery and warm sunshine. Try your hand at fishing and a cast a line and maybe reel in some unique fish species.

For some exciting wildlife viewing, take a private boat trip to the remote Everglades manatee hideout and get an up-close view of the manatees of Naples. Take a Dolphin Explorer tour and join the crew of the Dolphin Explorer and get to see the elegant Naples dolphins. Visit the Naples Zoo at Caribbean Gardens, not far from many of our Naples home rentals, to experience more than just a walk through zoo. Hand-feed the heard of seven giraffe, attend keeper talks, and much much more.

Located near all of our Naples condo rentals is an abundance of delectable restaurants, offering all types of cuisine. Try the M Waterfront Grille at Venetian Village for a casual meal or refreshing cocktail, or stroll 5th Avenue where you’ll find Chops City Grille, Yabba Island Grill and Pazzo! Italian Café. After dinner, stroll and browse the many unique shops and boutiques available and find that perfect souvenir to take back home.

All of our Naples home rentals offer amazing entertainment and relaxation for everyone. Our rentals come in a variety of styles and sizes, with accommodations for groups of all sizes. No matter which rental you choose, you will be met with limitless comfort and luxury, as well as exceptional service. Experience one of the best cities in Florida and book your Naples condo rentals with iTrip today!

Orlando vacations aren’t that easily forgotten! Experience this once in a lifetime kind of trip by researching iTrip's many Orlando Home rentals. Our Orlando condos are near some of the best Florida theme parks and attractions. Be a kid again and experience the special brand of magic that only Disney can create by visiting Disney World. If you’re looking for a different kind of magic head over to the Wizarding World of Harry Potter where you can create magical memories that will last a lifetime. For an exciting big screen adventure visit Universal Studios where you’ll feel like you’re in the movies. Our Orlando condo rentals are just a short distance from all of these great attractions.

Would you rather have an adventure under the sea? Then explore SeaWorld and commune with the fish. Do you want to take a trip around the world? Travel to Epcot located inside the Walt Disney World Resort and visit countries all around the world then dine at world-class restaurants! iTrip has Orlando condo rentals near all these great attractions so you’ll never be far away from the fun! No matter what you’re looking for, Orlando vacations have it all!

It’s not all fun and games in Orlando. If it’s business mixed in with pleasure, you’ll find the Orange County Convention Center, which is the second largest exhibition center in the United States, has more 2.1 million square feet of space and has 479,190 square feet of meeting rooms. Orlando is also home to amazing beaches as well as beachfront property so you can get your fill of sunshine while staying in one of iTrip’s great Orlando condos. Orlando, FL vacations start with iTrip! Research our amazing Orlando condo rentals now and enjoy memories for a lifetime!

Vacation in Palm Beach and escape to Florida's west coast! iTrip Vacations Palm Beach manages rentals in Palm Beach County, including Delray Beach, Highland Beach, Lake Worth, Palm Beach Gardens, West Palm Beach and Wellington.

From spacious beaches and kids' attractions to outdoor recreation, visitors will find exciting things to do in Palm Beach. Our guests have access to the Gulf Stream, Lake Mangonia and Atlantic Ocean, offering water lovers an outdoor retreat full of fun and relaxation. Enjoy boating, inshore and offshore fishing, biking, paddleboarding and scuba diving. With over 30 miles of beaches and sunny weather, it's easy to spend time outside.

Play golf? West Palm Beach houses over 15 golf courses, including remote spots near lakes and top-rated courses with ocean views. Play PGA National Estates Golf Course and Bear Lakes Country Club in Palm Beach Gardens. For more challenging games paired with scenic views, head to West Palm Beach Golf Course, Okeeheelee Golf Course and Banyan Cay Resort.

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 from around the world. For a day of splashing and playing, head to Rapids Water Park, home to over 40 slides and features. Groups can't miss the chance to see the Houston Astros and Washington Nationals play baseball at Fitteam Ballpark of the Palm Beaches, their spring training facility. Other attractions include South Florida Science Center and Aquarium and Mounts Botanical Gardens.

Those interested in seeing the entire area should book a Palm Beach tour. Several companies offer guided trips that 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, Bethesda by the Sea, Norton Museum of Art and Ann Norton Sculpture Gardens.

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. In addition, West Palm Beach also features an antique row and design district and Palm Beach Outlets.

While shopping ranks as a must-do activity, the Palm Beach food scene welcomes hungry guests to sample the best fare in the area. Cafes, pubs, fine dining and family-friendly spots – visitors can dig into rich flavors and atmospheres. Restaurants serve everything from fresh seafood and steaks to European flavors and contemporary fusions. West Palm Beach Food Tours allow visitors to try some of the best restaurants while meeting award-winning chefs.

In addition to playing, shopping and dining, West Palm Beach also hosts annual celebrations that unite the community. In January, South Florida Fair draws thousands to rides, games and live music. Sunfest – held in May – 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.

Plan your trip today! View Palm Beach vacation rentals to get started.

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Tropical paradise – check. Fun in the sun – check. Attractions – check.

Our Panama City Beach vacation rentals provide all the above and more. Known for sandy white beaches, blue-green waters and mild weather, Panama City Beach is the perfect beach vacation destination. The area offers a variety of outdoor activities, including boating, fishing, surfing, swimming, snorkeling, scuba diving and more! But this coastal city also provides way more than sun and surf.

Our Panama City Beach rentals are conveniently located near award-winning restaurants, great shopping, entertainment and attractions. Visit the Shipwreck Island Waterpark, Zoo World or Gulf World Marine Park, and find go karts, arcades and miniature golf. Check out the famous Pier Park, an entertainment complex that has more than 1 million square-feet of boutiques, specialty stores, restaurants and a movie theater.

Nature lovers will want to explore Camp Helen and St. Andrews state parks, featuring hiking, public beaches, wildlife, and native flowers and plants. Both parks provide additional water recreation activities. St. Andrews State Park is also a popular place for birding, biking and camping.

After a fun-filled day, relax in your home away from home. Our vacation rentals are the perfect place to kick back and spend time with loved ones. Whether staying in a condo or beach home, guests will enjoy amenities such as fully-equipped kitchens, private balconies overlooking the Gulf, lagoon-style pools, hot tubs and more.

Explore our PCB rentals and get ready to plan your perfect getaway!

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Visit any of iTrip’s Sanibel Island condo rentals for the trip of a lifetime. The sub-tropical climate and year round sunshine makes these islands the ideal vacation destinations. The pair of islands pride themselves as being natural settings with pristine beaches, having no structure over three stories, and being two-thirds nature preserves.

Enjoy the beautiful beaches just outside your Sanibel Island condos with boating, kayaking, water-skiing, or fishing. Play a round of golf on any one of the challenging scenic courses available or spend the day looking for seashells. For some adventure, stray from your Sanibel Island cottages and bike the 30+ miles of bicycle trails, while taking in the breathtaking scenery around you.

Located not far from many of our Sanibel Island condo rentals is the Ding Darling nature preserve where visitors can see exotic wildlife. Or just take a stroll down the beach and watch the dolphins frolic just yards away.

Not far from both of our island rentals is an assortment of off island day trips available. Visit theme parks, museums, wildlife sanctuaries, nature centers, or even a southern vineyard. Boston Red Sox fans can have the chance to see their favorite team during Spring Training.

For some nightlife fun, visit the many delicious restaurants, artisan shops, and art galleries. Both Sanibel Island and Captiva are home to a number of talented artists that contribute to the large art scene. When visiting the gallery, view and discuss art with the artists themselves. Sample delectably fresh seafood and a wide variety of ethnic foods available.

iTrip offers Sanibel Island condo rentals that are perfect for all parties from families to a romantic getaway for two. All of our rentals provide guests with luxurious amenities and infinite comforts.

Experience the luxury of island life and being planning your vacation to paradise today. Book any of our Sanibel Island condos easily today with iTrip!

Miami is one of Florida’s – and the world’s – most popular vacation spots. Though destinations are often said to have something for everyone, iTrip's many Miami villa rentals truly offer multiple enticements for everyone from beach from to delicious dining and shopping. For a night our on the town, venture from your Miami villas and visit South Beach, bejeweled by the eye candy of the Art Deco district; The bustle of Called Ocho and the highly caffeinated energy of Little Havana; The plush hotels of Downtown and Brickell; The luxury villas of Fisher Island where celebrities are frequently spotted; The famous Trump Doral Golf Course, or the historic hideaways of Coconut Gove & Coral Gables. For endless shopping opportunities visit the Doral area, only a short distance from our Miami villas, for modern, sprawling malls. For outdoor fun, Miami offers deep-sea fishing, Championship golf courses and tennis tournaments, Top Professional basketball, football, hockey and baseball teams, boat shows and auto racing, art festivals, including Art Basel and countless music concerts. Our Miami villas are also a short distance from a overwhelming amount of amazing restaurants where you can refuel and relax. Enjoy all that Miami has to offer by researching and booking one of iTrip's Miami villa rentals.

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.

It's time to explore this historic destination! View St. Augustine vacation rentals.

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Explore pristine Florida beaches in the St. Petersburg area, home to Madeira Beach and Treasure Island. Pick from houses, condos and cottages, and get ready to enjoy sugar white sand and warm breezes. Vacations in the St. Petersburg area offer abundant outdoor recreation – on and off the water – a lively arts scene, and award-winning restaurants.

Madeira Beach, located west of St. Petersburg 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 alligators at The Alligator Attraction and dolphins playing in the Gulf's waters. Walk into dozens of unique shops that sell everything from beachwear to shells to find the perfect souvenir or gift.

Madeira Beach's restaurants welcome family and friends to try the 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 to celebrate food, music, and arts and crafts.

Water lovers can parasail, rent jet skis or deep-sea fish 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. Visitors can also relax while birdwatching, boating and canoeing, all within easy access of their vacation rental.

Treasure Island – adjacent to St. Petersburg – 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 the sun set over the Gulf of Mexico with someone special. Treasure Island also offers guests fun-filled attractions and things to do, paired with restaurants serving everything from breakfast to fresh seafood dinners.

Other popular attractions in the St. Petersburg area include the award-winning Salvador Dali Museum and Fort De Soto Park, the largest park within the Pinellas County Park System, measuring more than 1,100 acres.

View the properties to find your perfect vacation home, and plan to discover all St. Petersburg offers!

Key Largo, called "the first of the Florida Keys," because of its northernmost location along the Florida Keys chain, is an hour's drive from Miami International airport. Yet it is a world away. Home to a national marine sanctuary, John Pennekamp Coral Reef State Park, Key Largo boasts some of the most fascinating diving/snorkeling adventures in Florida. A host of eco-tourism and dive-snorkel services are ready to help you discover the natural wonders of Key Largo. If you like to go fishing, be sure to reserve your charter boat and enjoy the sport fishing experience of a life time with the best charter captains and fishing guides in the world. You can go after sailfish offshore, bonefish along the Atlantic shallows, or redfish and tarpon in the Florida Bay. After a day of great fishing, you can visit some of the many family-owned restaurants that will serve you the day’s fresh catch or prepare your own! And don’t forget to try the key lime pie, which is a Key specialty. Islamorada is only 15 miles off Key Largo and it is home to the Theater of the Sea where you can swim with the dolphins. It is also home to the world famous Tiki Bar serving up frozen drink such as Piña Coladas, Rum Runners or my personal favorite, a Miami Vice. There are also several other local bars and restaurants, often featuring live bands to help you wind down after a day of fun in the South Florida sun. Whether sinking your feet in the sand, snorkeling, kayaking, fishing, dining, shopping or sight-seeing, Key Largo and Islamorada have enough to keep any visitor in awe from beginning to end. Staying a week, a month or more? You’re always a local when you’re in Key Largo. Come visit your home away from home.