Dog-Friendly Siesta Key Bungalow, Wifi, Adorable Cottage Close to Siesta Key Beach w/Private Yard

Winding Way Siesta Key
$826 - $1,750 / week   in Siesta Key  
2 Bedrooms 2 Bathrooms Sleeps 4

Totally renovated adorable Siesta Key bungalow nestled on a shaded street just minutes from Siesta Key beach and the village of Siesta Key with a variety of shops, restaurants and nightlife. Drive into the circular driveway and park your car under the covered parking to be away from the 10 minute typical afternoon showers which freshen the air and quickly lead back to a wonderfully sunny summer day here at the beach. The yard is green and canopied, the street is quiet and sleepy and the beautiful cottage is nestled in between the trees. A perfect home for cicadas and the breeze gently rustling the tropical palms. Dog friendly location for the well behaved furry friend.

Enjoy a restful night sleep on the comfy king sized bed in a quiet petite community of homes. Read the paper on the porch overlooking the tropical yard, or watch the news on the TV in the bedroom. Make a fresh cup of coffee in the totally renovated kitchen and bring it to a second screened in porch where you can listen to birds singing as you overlook the greenery in a quiet ravine. Check out the local news on the Fios equipped TV, surf the net on the WiFi or just read on the comfy sofa. Since there are two separate TV's, no need to decide who's favorite program to watch.

Meal prep is a delight on the brand new gas cooktop and double range oven in the fully-equipped kitchen. Dishwasher is ready for your vacation meal cleanup. The paneled new refrigerator will hold all of the drinks you might need for a day on the beach.

The guest room has a two twin beds. With two full bathrooms, the house makes for a quiet get-away for two couples or a small family with two older children.

The open floor plan makes for easy conversation and the filtered light from every room makes the house feel welcoming and friendly.

Two full baths and plenty of towels are available for your use. The main bath contains a tub/shower combination and the master, a shower.

Extra rooms with seating makes it easy for each person to have their own quiet private time, or gather together in the spacious living room with ample seating and TV. Each room has a pretty view of tranquility and greenery. Two are screened and outside. One is inside and fully air-conditioned. Plenty of space to choose.

One well-behaved dog is welcome, who will feel right at home in the house and in the yard. Ask us and we'll update the agreement to allow your pet. A refundable pet deposit of $300 will be added.

This home is for sale. Reservations are carefully managed so we will not cancel your reservation for this reason. We may ask you to show the home while you are present. We will do our best to accommodate your schedule as we do not wish to disturb you, however 1 to 2 showing per week may be scheduled. We will provide you with 24 hour notice, only qualified buyers will be shown the home, and showings will be limited. Your booking indicates that you agree to these conditions. This home is being rented with the express understanding that it may occasionally be shown to potential buyers.

February/March - Must book whole months. Not mid-Feb - Mid-March.

Okay to extend March into April or book half of January into February. Ask us before booking if this isn't clear.

New washer and dryer in the house make for light packing and more relaxing time. No need to go off site.

Covered parking for one car, and a graveled circular driveway gives room for additional parking. Beach chairs and towels are available in the house for your lounging by one of the best beaches in the world.

Enjoy privacy and convenience at once. Just 1.2 miles down Midnight Pass Rd and you are at the entrance of Siesta Key Beach. It's only a 5 minute car ride to beach access #8, a 7 minute bike ride or a 23 minute walk to the beach instead. Or call the Free-Ride Guy for a trip to either the beach or into the village. Side roads easily lead you to Siesta Key village where you can enjoy a myriad of restaurants and shops, listen to music, grab a drink or indulge in ice cream or pick up a few souvenirs or groceries as you stroll through town....Morton's local gourmet grocery is only a 6 minute car ride. Take a quick detour to visit the beach and the powder sands on your way home to your quiet bungalow for a relaxing evening in the spacious living room.

For a 3-D model view of the property, please paste the following link in your browser:

Book today to enjoy your time at the beach close to everything - yet tucked just far enough away on Siesta Key for restful quiet evenings at home.

Please note this unit complies with zoning requirements and can only be rented once every 30 days.

We help make the most of your vacation by providing Free Admission to some of the area’s top attractions each and every day including a choice of a free, bike rental, free kayak rental, or free dolphin fun cruise! Round-trip airport transportation provided for up to 3 passengers from SRQ or TPA with advance reservation. The fare is free but please tip the driver. Please inquire for more details. Create exciting memories, have more fun, and truly experience the Beaches of Sarasota! One free daily experience is non-cumulative and non-transferrable. Book now for an amazing vacation experience!


Although you are welcome to book our properties for a month or longer, Xplorie is not eligible for stays of 28 days or more. Not eligible on all properties. Inquire for more details.

To purchase a vacation home like this one, Sue Ann Levin with Sue Ann Brokerage or click here to see properties for sale.

Property Type: Home Beds: 3 Accommodates: 4 Check In: : 3pm Bedrooms: 2 Check Out: : 10am Bathrooms: 2.0 Pet Friendly: Yes
Air Conditioning Bathtub Cable Clothes Dryer Coffee Maker Covered Patio Dishwasher Family Friendly Fireplace Full Kitchen Hair Dryer Internet Internet Access Iron and Board Kitchen Laundry Microwave Open Patio Patio Pets Considered Refrigerator Satellite or Cable Screened Patio TV WIFI Walk to beach Washing Machine bathtub bed linens cooking basics dishes and silverware extra pillows and blankets hangers heating hot water lock on bedroom door near Siesta Key oven private entrance private living room shampoo smoke detector stove walk to Siesta Beach
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Phone (941) 225-2145
Reviews - 5 stars based on 10 reviews
Winding Way Siesta Key
5/5 stars
Close to the beach. Quiet neighborhood. Furniture and appliances much better than most Airbnbs. Property manager Loretta very easy to communicate with.
Reviewed on Nov 4, 2019 by Jack, Sarasota, FL   Report
Winding Way Siesta Key
5/5 stars
We absolutely loved our stay. This place is not just lovely and is on a great street, the location is ideal for a trip to the beach...a walk in the evening or just sitting on the back porch listening to the sounds of nature. Love, love, love this house! Will hope to return again!
Reviewed on Apr 16, 2019 by Lisa, Louisville, KY   Report
Winding Way Siesta Key
5/5 stars
Great house, spacious, and airy. Perfect if travelling with a dog. Well stocked. New Kitchen, high end appliances.
Reviewed on Feb 27, 2019 by Margarete, King City, ON   Report
Winding Way Siesta Key
5/5 stars
This was our first Airbnb. The location along with the tip of John's free rides made the key 100% easy access. It was a great two weeks. My only regret is not renting it for the whole month we are down here.
Reviewed on Feb 21, 2019 by Robert, Chicago   Report
Winding Way Siesta Key
5/5 stars
Had a great stay here. Close proximity to the beach and restaurants. Roomy and clean inside and quiet neighborhood. The staff was also great and went over-and-beyond to make our stay enjoyable. They knew we were staying here in the area for an infant adoption. The staff from Sarasota Beach Vacations went and picked out some apparel and gear for our baby boy. Thank you so much for making our trip here enjoyable.
Reviewed on Jul 30, 2018 by Jay, Cumming, GA   Report
Winding Way Siesta Key
5/5 stars
Great time, thank you!
Reviewed on Jan 11, 2018 by Tanjanna, Columbus, IN   Report
Winding Way Siesta Key
5/5 stars
Home and landscape are lovely. Backyard is serene & beautiful with old palm trees, a canal & fountain. Overall a great place to lay back & relax on vacation.
Reviewed on Apr 28, 2017 by Steve, Cincinnati, Ohio   Report
Winding Way Siesta Key
5/5 stars
Loved the Siesta Key area, but especially loved the house. It was very spacious with everything recently updated. It was in a very quiet area which is very nice! Would definitely stay here again !
Reviewed on Feb 20, 2017 by Judy, Mendota, IL   Report
Winding Way Siesta Key
5/5 stars
The house is great. It has been kept very clean. Everything you may ever need is here. The kitchen is amazing, king size bed is very comfortable. The area around the house is quaet and peaceful. The beach access just 5 min drive and Siesta Key village is very close too. We are very happy here and enjoy our stay a lot. Thank you very much.
Reviewed on Sep 6, 2016 by Svetlana, Toronto   Report
Winding Way Siesta Key
5/5 stars
wow !!! this location was amazing,the house was very clean and modern...lots of room....close to the beach...lots of shade in the back the enclosed screened in patio....would rent this home again....priced right
Reviewed on Jul 19, 2016 by Theresa, harrodsburg ky   Report

Dear Theresa, So glad you had a great time. We'd be very happy to have you back! Loretta

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