Title: Enjoy a Holiday of a Lifetime in a Luxury Villa on Windsor Island Resort , Orlando villa 5496 Reviews, Deals & Photos 2026 - Expedia.co.uk [See all properties](http://www.expedia.co.uk/Hotel-Search?regionId=6301&destination=Davenport%2C+Florida%2C+United+States+of+America&selected=69995405&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Enjoy a Holiday of a Lifetime in a Luxury Villa on Windsor Island Resort , Orlando villa 5496 ## Photo gallery for Enjoy a Holiday of a Lifetime in a Luxury Villa on Windsor Island Resort , Orlando villa 5496 ![Pool - Enjoy a Holiday of a Lifetime in a Luxury Villa on Windsor Island Resort , Orlando villa 5496 (Orlando)](https://images.trvl-media.com/lodging/70000000/70000000/69995500/69995405/fadc12ec.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Interior - Enjoy a Holiday of a Lifetime in a Luxury Villa on Windsor Island Resort , Orlando villa 5496 (Orlando)](https://images.trvl-media.com/lodging/70000000/70000000/69995500/69995405/ed159a29.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining - Enjoy a Holiday of a Lifetime in a Luxury Villa on Windsor Island Resort , Orlando villa 5496 (Orlando)](https://images.trvl-media.com/lodging/70000000/70000000/69995500/69995405/f9518f06.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop - Enjoy a Holiday of a Lifetime in a Luxury Villa on Windsor Island Resort , Orlando villa 5496 (Orlando)](https://images.trvl-media.com/lodging/70000000/70000000/69995500/69995405/013704f5.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV, table football - Enjoy a Holiday of a Lifetime in a Luxury Villa on Windsor Island Resort , Orlando villa 5496 (Orlando)](https://images.trvl-media.com/lodging/70000000/70000000/69995500/69995405/8c7daad7.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Located in the Kissimmee area, Orlando Villa 5496 is nestled within Windsor Island, a luxurious resort community. Unwind with a drink from the tiki bar or enjoy poolside dining while lounging by the resort-style pool complete with cabanas and water slide. ### Entire home 6 bedrooms6 bathroomsSleeps 12 ## Popular amenities - Pool - Hot tub - Dryer - Air-conditioning - Parking available ## 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. ### Enjoy a Holiday of a Lifetime in a Luxury Villa on Windsor Island Resort , Orlando villa 5496 5 Star Villa Holidays is proud to present Orlando Villa 5496. Windsor Island is Kissimmee’s newest and most luxurious resort community.Bedroom Configuration1-King 1-King 1-Queen 1-Queen 1-Full and a Bunkbed with 1-Twin 2-TwinsThis stunning vacation rental community features all the popular resort amenities of its sister communities - Windsor Hills Resort and Windsor Palms Resort, AND so much more! An extraordinary 5,000 sq.ft. clubhouse is the centerpiece, as well as a huge resort-style pool, complete with cabanas, a water slide, and lazy river – perfect for families to enjoy for hours! When it’s time for a drink or a bite to eat, the tiki bar serves both your favorite libation, along with a tempting menu for poolside dining. With all the latest in cardio and strength building equipment, the fitness center will keep you in shape while on vacation. For some friendly competition, there are sand volleyball courts and a multi-purpose sports courts. In addition, a sundry shop is located in the clubhouse, along with a video arcade. Windsor at Westside is a gated community, with an attendant, to ensure the safety for all our visiting guests.Windsor at Westside Resort is strategically located in the Kissimmee area, with easy access to the theme parks, dining and shopping. For those who are visiting Disney, the location provides quick access to all the Disney parks, via just one exit up Toll Road 429 to the Western Way Blvd. Disney entrance. Access to this “secret” west Disney entrance is just 8 minutes away and avoids the heavy traffic that can occur with the main Disney entrance.There is no better way to vacation than a rental home, and Windsor at Westside is sure to impress! ## Property amenities ### Pool/Spa - Hot tub - Private pool ### Internet - Available in the villa: Internet access ### Parking and transport - Parking on site ### Food and drink - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Hob - Microwave - Oven - Refrigerator - Toaster ### Bedrooms - 6 bedrooms - Bedsheets provided ### Bathroom - 6 bathrooms - Hair dryer - Towels provided ### Living spaces - Living room ### Entertainment - TV with cable/satellite channels ### Laundry - Dryer - Laundry facilities ### Comfort - Air conditioning - Heating ### Pets - No pets allowed ### Suitability/Accessibility - If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking. - In-room accessibility - Smoke-free property ### Services and conveniences - Housekeeping on request - Iron/ironing board ### Things to do - Foosball table ### Safety features - Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector) - Smoke detector not reported (host has not indicated whether there is a smoke detector on the property) ### General - Gated community - Housekeeping (on request) ## Similar properties ![Pool](https://images.trvl-media.com/lodging/96000000/95900000/95894500/95894416/7f3f3b49.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 30% Off! 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Stunning Pool, Stylish Decor! Kona Cove Retreat, Prime Disney! Davenport - Pool - Hot tub - Kitchen - Washing machine 9.8 Exceptional 30 reviews [](https://www.expedia.co.uk/Hotel-Search?startDate=2026-03-28&endDate=2026-03-29&selected=74429047&PinnedHotelID=74429047&HadPinnedHotel=true®ionId=-1&adults=2) [Compare similar properties](/Hotel-Search?startDate=2026-03-28&endDate=2026-03-29&selected=69995405&PinnedHotelID=69995405&HadPinnedHotel=true®ionId=-1&adults=2&comparePropertyIds=69995405,95894416,125053879,123103142,102311219) ## Policies ### Check-in Check-in time starts at 4:00 PM ### Check-out Check-out before 10:00 AM ### Special check-in instructions You will receive an email from the host with check-in and check-out instructions Information provided by the property may be translated using automated translation tools ### Pets Pets not allowed ### Children and extra beds Children are welcome ### Events No events allowed ### Smoking Smoking is not permitted ## Important information ### 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 On-site parties or group events are strictly prohibited Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip Host has not indicated whether there is a smoke detector on the property This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation 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. ### Property is also known as 1624877516 Villa ## About the area Four Corners is home to this villa. ChampionsGate Golf Club and Mystic Dunes Golf Club are worth checking out if an activity is on the agenda, while those wishing to experience the area's popular attractions can visit Walt Disney World® Resort and Disney's Animal Kingdom® Theme Park. Check out an event or a game at ESPN Wide World of Sports Complex, and consider making time for Disney's Hollywood Studios®, a top attraction not to be missed. [Visit our Davenport travel guide](https://www.expedia.co.uk/Davenport.dx6301) [View more Villas in Orlando](https://www.expedia.co.uk/Orlando-Villas.d178294-aaVillas.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%7C28.31506%2C-81.65945&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=kNOTXn0LMxxbTdBijt4C5HSo970=) Orlando, FL ### What's nearby - ![www.alamy.com](https://images.trvl-media.com/place/6034120/72f0831e-8a1f-4532-9296-e96104eeb131.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Walt Disney World® Resort 10 min drive \- 6.5 miles - Northeast Regional Park 15 min walk \- 0.9 miles - Lake Davenport 20 min walk \- 1.1 miles - Highland Reserve Golf Club 3 min drive \- 1.5 miles - Four Corners FC 3 min drive \- 1.9 miles ### Getting around - Kissimmee Station 36 min drive - Kissimmee, FL (ISM-Kissimmee Gateway) 42 min drive ### Restaurants - McDonald's 16 min walk - 7-Eleven 5 min drive - Dutch Bros Coffee 3 min drive - Circle K 5 min drive - Twistee Treat Berry Town 15 min walk ## Frequently asked questions ### Is Enjoy a Holiday of a Lifetime in a Luxury Villa on Windsor Island Resort , Orlando villa 5496 pet-friendly? ### How much is parking at Enjoy a Holiday of a Lifetime in a Luxury Villa on Windsor Island Resort , Orlando villa 5496? ### What time is check-in at Enjoy a Holiday of a Lifetime in a Luxury Villa on Windsor Island Resort , Orlando villa 5496? ### What time is check-out at Enjoy a Holiday of a Lifetime in a Luxury Villa on Windsor Island Resort , Orlando villa 5496? ### Where is Enjoy a Holiday of a Lifetime in a Luxury Villa on Windsor Island Resort , Orlando villa 5496 located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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