[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # The Windward House 3 Bedroom Home by RedAwning Vacation home in Siesta Key, near Siesta Key Beach ![House, 3 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/106000000/105400000/105398600/105398519/03d959ba.jpg?impolicy=resizecrop&rw=598&ra=fit) ![House, 3 Bedrooms | Dining](https://images.trvl-media.com/lodging/106000000/105400000/105398600/105398519/w3839h2160x1y0-bfa5b705.jpg?impolicy=resizecrop&rw=297&ra=fit) ![House, 3 Bedrooms | Interior](https://images.trvl-media.com/lodging/106000000/105400000/105398600/105398519/w3839h2160x1y0-429d6e70.jpg?impolicy=resizecrop&rw=297&ra=fit) ![House, 3 Bedrooms | Pool](https://images.trvl-media.com/lodging/106000000/105400000/105398600/105398519/w3839h2160x1y0-7e1a89db.jpg?impolicy=resizecrop&rw=297&ra=fit) ![House, 3 Bedrooms | Private kitchen](https://images.trvl-media.com/lodging/106000000/105400000/105398600/105398519/w3839h2160x1y0-658a25c5.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location The Windward House 3 Bedroom Home by RedAwning provides amenities like an adjacent golf course and a garden. Guests can connect to free in-room WiFi. ### Entire home 3 bedrooms3 bathroomsSleeps 61696 sq ft ## Popular amenities - Pet-friendly - Outdoor space - Free WiFi ## Add dates for prices Check-in Check-out Travellers ## About this property ### Entire place You'll have the entire home to yourself and will only share it with other guests in your party. ### The Windward House 3 Bedroom Home by RedAwning Vacation home in Siesta Key, near Siesta Key Beach This smoke-free vacation home features a garden. The vacation home has 3 bedrooms and offers free WiFi and a private yard. Guests can appreciate conveniences like 2.5 bathrooms and a refrigerator, and other amenities include a coffee/tea maker and a Smart TV. Guest accommodations at this vacation home offer irons/ironing boards and ceiling fans. Smart televisions are featured in guestrooms. Guests can surf the web using the complimentary wireless Internet access (speed: 25+ Mbps). Guests can make use of the in-room refrigerators and coffee/tea makers. The recreational activities listed below are available either on site or nearby; fees may apply. ## Property amenities ### Beach - Beach nearby ### Pool/Spa - Communal pool ### Internet - Available in the house: Free WiFi ### Family friendly - Children stay free (see details) ### Food and drink - Coffee/tea maker - Oven - Refrigerator - Toaster ### Bedrooms - 3 bedrooms ### Bathroom - 2.5 bathrooms - Shampoo - Towels provided ### Entertainment - Smart TV ### Outdoor areas - Garden - Yard ### Work spaces - Laptop workspace ### Comfort - Ceiling fan - Heating ### Pets - Pet friendly - Service animals exempt from fees ### Suitability/Accessibility - No elevator - Smoking not allowed ### Services and conveniences - Iron/ironing board ### Location highlights - Next to a golf course ### Things to do - Cycling nearby - Horseback riding nearby - Sailing nearby ### Safety features - Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property) - Smoke detector (host has indicated there is a smoke detector on the property) - Fire extinguisher ### General - Garden ## Similar properties ![Outdoor pool, open 9 AM to 9 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/9600/9560/993b4c27.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Siesta Key Beach Resort and Suites Siesta Key Village - Pool - Hot tub - Free WiFi - Restaurant 9.0 Wonderful 1,016 reviews CA $205 CA $310 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-19&endDate=2025-10-20&selected=9560&PinnedHotelID=9560&HadPinnedHotel=true®ionId=-1&adults=2) ![322 Calle Miramar, Siesta Key, FL W/pool | Private kitchen](https://images.trvl-media.com/lodging/90000000/89720000/89714300/89714291/aa15caa1.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Siesta Key Island Rentals Siesta Key - Washer - Dryer - Parking included - Free WiFi 9.6 Exceptional 48 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-29&endDate=2025-10-30&selected=89714291&PinnedHotelID=89714291&HadPinnedHotel=true®ionId=-1&adults=2) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/880000/879700/879629/9de12888.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Tropical Breeze Resort Siesta Key Village - Pool - Hot tub - Pet-friendly - Parking included 9.0 Wonderful 1,006 reviews CA $267 CA $338 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-16&endDate=2025-10-17&selected=879629&PinnedHotelID=879629&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby](https://images.trvl-media.com/lodging/121000000/120450000/120442900/120442855/3f5fb152.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Sea Escape - Pet Friendly, Located in Siesta Key Village, Steps to Siesta Key Beach! 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Fees and deposits may not include tax and are subject to change. ### You need to know Extra-person charges may apply and vary depending on property policy Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed This property accepts credit/debit cards Cashless transactions are available Host has indicated there is a carbon monoxide detector on the property Host has indicated there is a smoke detector on the property Safety features at this property include a fire extinguisher This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room ### We should mention This property does not have elevators ### Property is also known as The Windward House 3 Bedroom Home The Windward House 3 Bedroom Home by RedAwning Siesta Key ## About the area Located in Siesta Key, this vacation home is next to a golf course and near the beach. St. Armands Circle and Mall at University Town Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Siesta Key Beach and Crescent Beach. Looking to enjoy an event or a game while in town? See what's happening at Stardust Event Center or Ed Smith Stadium. Discover the area's water adventures with sailing nearby, or enjoy the great outdoors with cycling and horse riding. [Visit our Siesta Key travel guide](https://www.expedia.ca/Siesta-Key.dx6881) [View more Vacation homes in Siesta Key](https://www.expedia.ca/Siesta-Key-Private-Vacation-Homes.d6881-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C27.27966%2C-82.56088&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=w4YVK6KRO5rVjNW6F_WGh1y7QoI=) 5022 Windward Avenue, Siesta Key, FL, 34242 ### What's nearby - Siesta Key Beach - 14 min walk - 1.2 km - Shell Beach - 3 min drive - 2.5 km - Crescent Beach - 8 min drive - 5.5 km - St. Armands Circle - 18 min drive - 14.9 km - Lido Beach - 21 min drive - 17.0 km ### Getting around - Sarasota-Bradenton Intl. Airport (SRQ) - 30 min drive ### Restaurants - ‪Circle K - ‬3 min drive - ‪Gilligan's Island Bar & Grill - ‬4 min drive - ‪Siesta Key Oyster Bar - ‬4 min drive - ‪Sun Garden Cafe - ‬3 min drive - ‪The Big Tiki Lounge - ‬4 min drive ## Frequently asked questions ### Is The Windward House 3 Bedroom Home by RedAwning pet-friendly? > Yes, pets are allowed at this property. A fee applies. Service animals are exempt from fees. ### What time is check-in at The Windward House 3 Bedroom Home by RedAwning? > Check-in begins at 4:00 PM. ### What time is check-out at The Windward House 3 Bedroom Home by RedAwning? > Check-out is at 10:00 AM. ### Where is The Windward House 3 Bedroom Home by RedAwning located? > Situated in Siesta Key, this golf vacation home is within 1 mi (2 km) of Irma Beach and Siesta Key Beach. Siesta Key Farmers Market and Shell Beach are also within 2 mi (3 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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