Title: The Windward House 3 Bedroom Home by RedAwning Reviews, Deals & Photos 2025 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # The Windward House 3 Bedroom Home by RedAwning Holiday home in Siesta Key, near Siesta Key Beach ![House, 3 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster](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 | Pool](https://images.trvl-media.com/lodging/106000000/105400000/105398600/105398519/w3839h2160x1y0-7e1a89db.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 | Private kitchen | Fridge, oven, coffee/tea maker, toaster](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, such as 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 Holiday home in Siesta Key, near Siesta Key Beach This smoke-free holiday home features a garden. The holiday home has 3 bedrooms and offers free WiFi and a private yard. Guests can appreciate conveniences, such as 2.5 bathrooms and a fridge, and other amenities include a coffee/tea maker and a Smart TV. Guest accommodation at this holiday home offers an iron/ironing board and a ceiling fan. 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 fridges 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 lift - Smoke-free property ### 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, pool 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 £166 includes taxes & fees 19 Oct - 20 Oct [](https://www.expedia.co.uk/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.co.uk/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 £180 includes taxes & fees 21 Oct - 22 Oct [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-10-21&endDate=2025-10-22&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! Siesta Key Village - Kitchen - Washer - Dryer - Pet-friendly £501 includes taxes & fees 3 Nov - 4 Nov [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-11-03&endDate=2025-11-04&selected=120442855&PinnedHotelID=120442855&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby](https://images.trvl-media.com/lodging/67000000/66220000/66219200/66219122/9622b4f7.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Beach Getaway Steps from the Sand w/ Shared Pool, Fast WiFi & Parking Siesta Key Village - Kitchen - Air conditioning - Parking available - Microwave 8.8 Excellent 65 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-10-29&endDate=2025-10-30&selected=66219122&PinnedHotelID=66219122&HadPinnedHotel=true®ionId=-1&adults=2) ![Cabin (Tiny House - The Siesta) | Living area | Flat-screen TV, Netflix, streaming services](https://images.trvl-media.com/lodging/22000000/21440000/21431000/21430911/69212d51.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Tiny House Siesta Sarasota - Kitchen - Pet-friendly - Parking included - Free WiFi 8.4 Very good 332 reviews £130 includes taxes & fees 16 Oct - 17 Oct [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-10-16&endDate=2025-10-17&selected=21430911&PinnedHotelID=21430911&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby, white sand, beach towels](https://images.trvl-media.com/lodging/10000000/9690000/9681100/9681036/62df108c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Siesta Key Beachside Villas Siesta Key Village - Pool - Free WiFi - Air conditioning - Parking available 8.8 Excellent 880 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-10-29&endDate=2025-10-30&selected=9681036&PinnedHotelID=9681036&HadPinnedHotel=true®ionId=-1&adults=2) ![2 outdoor pools, a heated pool](https://images.trvl-media.com/lodging/16000000/15200000/15191100/15191010/86bd1cda.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Siesta Key Palms Resort Sarasota - Pool - Pet-friendly - Parking included - Free WiFi 9.2 Wonderful 1,009 reviews £93 includes taxes & fees 21 Oct - 22 Oct [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-10-21&endDate=2025-10-22&selected=15191010&PinnedHotelID=15191010&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby](https://images.trvl-media.com/lodging/111000000/110680000/110675600/110675510/fb633ee4.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.co.uk/Hotel-Search?startDate=2025-10-29&endDate=2025-10-30&selected=110675510&PinnedHotelID=110675510&HadPinnedHotel=true®ionId=-1&adults=2) ![Beach nearby, sun-loungers, beach towels](https://images.trvl-media.com/lodging/45000000/44040000/44039800/44039776/44478041.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Newly Renovated Large 4BR w/ Pool - Walk to Gated beach Siesta Key - Pool - Kitchen - Washer - Dryer 9.4 Exceptional 41 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2025-10-29&endDate=2025-10-30&selected=44039776&PinnedHotelID=44039776&HadPinnedHotel=true®ionId=-1&adults=2) ## Policies ### Check-in Check-in time starts at 4:00 PM Minimum check-in age - 25 ### Check-out Check-out before 10:00 AM ### Special check-in instructions Guests will receive an email within 5 days before arrival with check-in information ### Pets Pets are allowed for an extra charge Service animals are welcome, and are exempt from fees ### Children and extra beds Children are welcome Children can stay for free if using existing beds when occupying the parent or guardian's room Rollaway/extra beds are not available. Cots (infant beds) are not available ### Smoking Smoking is not permitted ### Payment types at the property ## Important information ### Optional extras - A pet fee will be charged - Service animals are exempt from fees The above list may not be comprehensive. Fees and deposits may not include tax and are subject to change. ### You need to know This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. 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 that there is a carbon monoxide detector on the property Host has indicated that 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 and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal. ### We should mention This property does not have any lifts ### 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 Beach - 14 min walk - 0.8 miles - Shell Beach - 3 min drive - 1.5 miles - Crescent Beach - 8 min drive - 3.4 miles - St. Armands Circle - 18 min drive - 9.3 miles - Lido Beach - 21 min drive - 10.6 miles #### Getting around - Sarasota, FL (SRQ-Sarasota-Bradenton Intl.) - 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? > Checkout is at 10:00 AM. ### Where is The Windward House 3 Bedroom Home by RedAwning located? > Situated in Siesta Key, this golf holiday home is within 1 mile (2 km) of Irma Beach and Siesta Key Beach. Siesta Key Farmers Market and Shell Beach are also within 2 miles (3 km). ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## The Windward House 3 Bedroom Home by RedAwning Reviews 10 - Excellent 0 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### No reviews yet Be the first to leave a review for this property after your stay. ## Expedia's Latest Trends ### Hotels > [Hyatt Regency Coconut Point Resort & Spa](https://www.expedia.co.uk/Naples-Hotels-Hyatt-Regency-Coconut-Point-Resort-Spa.h792025.Hotel-Information) > > [Streamline Hotel](https://www.expedia.co.uk/Daytona-Beach-Hotels-Streamline-Hotel.h17491689.Hotel-Information) > > [The Breakers Palm Beach](https://www.expedia.co.uk/Palm-Beach-Hotels-The-Breakers-Palm-Beach.h8479.Hotel-Information) > > [DoubleTree Resort by Hilton Grand Key - Key West](https://www.expedia.co.uk/Key-West-Hotels-DoubleTree-Resort-By-Hilton-Grand-Key-Key-West.h470834.Hotel-Information) > > [New tiny house available in the country on a 5 acre motocross track MX](https://www.expedia.co.uk/Myakka-City-Hotels-New-Tiny-House-Available-In-The-Country-On-A-5-Acre-Motocross-Track-MX.h35668895.Hotel-Information) > > [Hilton Cocoa Beach Oceanfront](https://www.expedia.co.uk/Cocoa-Beach-Hotels-Hilton-Cocoa-Beach-Oceanfront.h12537.Hotel-Information) > > [Hampton Inn Key Largo Manatee Bay](https://www.expedia.co.uk/Key-Largo-Hotels-Hampton-Inn-Key-Largo-Manatee-Bay.h5731.Hotel-Information) > > [Ocean Pointe Suites at Key Largo](https://www.expedia.co.uk/Tavernier-Hotels-Ocean-Pointe-Suites-At-Key-Largo.h5502.Hotel-Information) > > [The Resort at Longboat Key Club](https://www.expedia.co.uk/Sarasota-Hotels-The-Resort-At-Longboat-Key-Club.h27542.Hotel-Information) > > [Windsor Island Luxury | Home in Windsor Island Resort, Private Pool, Arcade](https://www.expedia.co.uk/Davenport-Hotels-Windsor-Island-Luxury-NEW-Home-In-Windsor-Island-Resort.h60809096.Hotel-Information) > > [Inn On The Lakes](https://www.expedia.co.uk/Sebring-Hotels-Inn-On-The-Lakes.h2717560.Hotel-Information) > > [Margaritaville Beach House Key West](https://www.expedia.co.uk/Key-West-Hotels-Margaritaville-Beach-House-Key-West.h48713884.Hotel-Information) > > [Pink Shell Beach Resort and Marina](https://www.expedia.co.uk/Fort-Myers-Hotels-Pink-Shell-Beach-Resort-And-Marina.h15603.Hotel-Information) > > [Solterra Resort](https://www.expedia.co.uk/Orlando-Hotels-Solterra-Resort.h18526478.Hotel-Information) > > [Atlantic Bay Resort](https://www.expedia.co.uk/Tavernier-Hotels-Atlantic-Bay-Resort.h2841625.Hotel-Information) > > [Balmoral Resort Florida](https://www.expedia.co.uk/Haines-City-Hotels-Balmoral-Resort-Florida.h19447044.Hotel-Information) > > [Shorewalk Vacation Villas](https://www.expedia.co.uk/Sarasota-Hotels-Shorewalk-Vacation-Villas.h13316.Hotel-Information) > > [Stunning 6 Bedroom Villa on Solterra Resort - pool overlooking conservation area](https://www.expedia.co.uk/Orlando-Hotels-Stunning-6-Bedroom-Villa-In-Solterra-Resort-Lazy-River-Now-Open.h25169903.Hotel-Information) > > [Four Seasons Resort Palm Beach](https://www.expedia.co.uk/Palm-Beach-Hotels-Four-Seasons-Resort-Palm-Beach.h20271.Hotel-Information) > > [Holiday Inn Key Largo by IHG](https://www.expedia.co.uk/Key-Largo-Hotels-Holiday-Inn-Key-Largo.h7230.Hotel-Information) > > [Tranquility Bay Beachfront Hotel and Resort](https://www.expedia.co.uk/Marathon-Hotels-Tranquility-Bay-Beachfront-Hotel-And-Resort.h117099.Hotel-Information) > > [Rod And Gun Club](https://www.expedia.co.uk/Naples-Hotels-Rod-And-Gun-Club.h13279263.Hotel-Information) > > [Sea Club I Beach Resort](https://www.expedia.co.uk/Sarasota-Hotels-Sea-Club-I-Beach-Resort.h8109251.Hotel-Information) > > [Four Points by Sheraton Cocoa Beach](https://www.expedia.co.uk/Cocoa-Beach-Hotels-Four-Points-By-Sheraton-Cocoa-Beach.h1210926.Hotel-Information) > > [La Quinta Inn & Suites by Wyndham Cocoa Beach Oceanfront](https://www.expedia.co.uk/Cocoa-Beach-Hotels-La-Quinta-Inn-Suites-By-Wyndham-Cocoa-Beach-Oceanfront.h894002.Hotel-Information) > > [Hyatt Place Titusville / Kennedy Space Center](https://www.expedia.co.uk/Titusville-Hotels-Hyatt-Place-Titusville-Space-Center.h44354265.Hotel-Information) > > [Baker's Cay Resort Key Largo, Curio Collection by Hilton](https://www.expedia.co.uk/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information) > > [Dockside Inn & Resort](https://www.expedia.co.uk/Vero-Beach-Hotels-Dockside-Inn-Resort.h1837964.Hotel-Information) > > [Tortuga Inn Beach Resort](https://www.expedia.co.uk/Sarasota-Hotels-Tortuga-Inn-Beach-Resort.h1054101.Hotel-Information) > > [Isla Bella Beach Resort & Spa](https://www.expedia.co.uk/Marathon-Hotels-Isla-Bella-Beach-Resort-Spa.h24101706.Hotel-Information)