Title: The Windward House 3 Bedroom Home by RedAwning - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=105398519&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 ## Photo gallery for The Windward House 3 Bedroom Home by RedAwning ![House, 3 Bedrooms | Private kitchen - The Windward House 3 Bedroom Home by RedAwning (Siesta Key)](https://images.trvl-media.com/lodging/106000000/105400000/105398600/105398519/03d959ba.jpg?impolicy=resizecrop&rw=598&ra=fit) ![House, 3 Bedrooms | Interior - The Windward House 3 Bedroom Home by RedAwning (Siesta Key)](https://images.trvl-media.com/lodging/106000000/105400000/105398600/105398519/w3839h2160x1y0-429d6e70.jpg?impolicy=resizecrop&rw=297&ra=fit) ![House, 3 Bedrooms | Private kitchen - The Windward House 3 Bedroom Home by RedAwning (Siesta Key)](https://images.trvl-media.com/lodging/106000000/105400000/105398600/105398519/w3839h2160x1y0-658a25c5.jpg?impolicy=resizecrop&rw=297&ra=fit) ![House, 3 Bedrooms | Pool - The Windward House 3 Bedroom Home by RedAwning (Siesta Key)](https://images.trvl-media.com/lodging/106000000/105400000/105398600/105398519/w3839h2160x1y0-7e1a89db.jpg?impolicy=resizecrop&rw=297&ra=fit) ![House, 3 Bedrooms | Dining - The Windward House 3 Bedroom Home by RedAwning (Siesta Key)](https://images.trvl-media.com/lodging/106000000/105400000/105398600/105398519/w3839h2160x1y0-bfa5b705.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies 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 ![TV](https://images.trvl-media.com/lodging/111000000/110680000/110675600/110675510/9fd591dc.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Modern Siesta Key Condo: Family-Friendly Retreat at Midnight Cove II 424D South Village - Pool - Kitchen - Washer - Dryer [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-25&endDate=2025-12-26&selected=110675510&PinnedHotelID=110675510&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby](https://images.trvl-media.com/lodging/45000000/44130000/44124500/44124447/w1919h1279x1y1-f1155923.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Anchorage Resort 7th Floor 2-Bedroom Condo w Private Balcony Beach Access South Village - Pool - Kitchen - Dryer - Free WiFi 8.4 Very good 5 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-12-25&endDate=2025-12-26&selected=44124447&PinnedHotelID=44124447&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby](https://images.trvl-media.com/lodging/102000000/101870000/101869100/101869020/w3840h2159x0y1-1735cd6e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Updated Condo in Popular Sea Winds. 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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 ![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 Farmers Market \- 11 min walk \- 0.9 km - Siesta Key Beach \- 14 min walk \- 1.2 km - Irma Beach \- 16 min walk \- 1.4 km - Shell Beach \- 3 min drive \- 2.5 km - Siesta Key Beach Playground \- 4 min drive \- 2.4 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 - ‪The Big Tiki Lounge - ‬4 min drive - ‪Sun Garden Cafe - ‬3 min drive ## Frequently asked questions ### Is The Windward House 3 Bedroom Home by RedAwning pet-friendly? ### What time is check-in at The Windward House 3 Bedroom Home by RedAwning? ### What time is check-out at The Windward House 3 Bedroom Home by RedAwning? ### Where is The Windward House 3 Bedroom Home by RedAwning located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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