[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Your Beautiful 5 Star Villa Minutes from Disney on the Prestigious Windsor Island Resort Villa in Kissimmee with a fitness center ![Pool](https://images.trvl-media.com/lodging/71000000/70040000/70039700/70039658/dc0d3c03.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Outdoor dining](https://images.trvl-media.com/lodging/71000000/70040000/70039700/70039658/b0da92a6.jpg?impolicy=resizecrop&rw=297&ra=fit) ![9 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/71000000/70040000/70039700/70039658/1968a1bb.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Bar (on property)](https://images.trvl-media.com/lodging/71000000/70040000/70039700/70039658/1331814b.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV](https://images.trvl-media.com/lodging/71000000/70040000/70039700/70039658/ca178f2e.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Windsor Island offers a luxurious retreat with Orlando Villa 5566. Enjoy the resort's centerpiece, an extraordinary 5,000 sq.ft. clubhouse and indulge in poolside dining at the tiki bar or work out at the fitness center. ### Entire home 9 bedrooms6 bathroomsSleeps 18 ## Popular amenities - Parking available - Air conditioning - Dryer - Gym ## 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. ### Your Beautiful 5 Star Villa Minutes from Disney on the Prestigious Windsor Island Resort  5 Star Villa Holidays is proud to present Orlando Villa 5566. Windsor Island is Kissimmee’s newest and most luxurious resort community. This 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 ### Internet - Available in the villa: Internet access ### Parking and transportation - Parking on site ### Food and drink - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Bedrooms - 9 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. - Wheelchair accessibility - Smoking not allowed ### Services and conveniences - Housekeeping (on request) - Iron/ironing board ### Things to do - Gym ### 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 - Housekeeping (on request) ## Similar properties ![A heated pool](https://images.trvl-media.com/lodging/115000000/114970000/114964900/114964847/191bc7e9.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Last Minute Disney! Private Pool, Game Room & Themed Bedrooms. Book Now! #138045 Orlando - Pool - Hot tub - Kitchen - Washer [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-01&selected=114964847&PinnedHotelID=114964847&HadPinnedHotel=true®ionId=-1&adults=2) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/115000000/114390000/114384600/114384572/1f6333b5.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 🏝️ 5BR/5BA Home w/ Private Pool & Spa, Themed Kids’ Rooms & Resort Fun | Storey Lake Near Disney Kissimmee - Pool - Hot tub - Kitchen - Washer 9.4 Exceptional 8 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-01&selected=114384572&PinnedHotelID=114384572&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103770000/103761700/103761611/9fa30bce.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### 8 Minutes from Disney with Game Room Kissimmee - Pool - Kitchen - Washer - Dryer [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-01&selected=103761611&PinnedHotelID=103761611&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/84000000/83640000/83639100/83639022/1650209d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Modern Luxury Villa in Storey Lake Kissimmee - Pool - Kitchen - Washer - Dryer 9.2 Wonderful 48 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-01&selected=83639022&PinnedHotelID=83639022&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/84000000/83320000/83314800/83314787/2ddd3dbc.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Game Room/SPA/Themed Bedrooms/Storey Lake 22088 Kissimmee - Pool - Hot tub - Kitchen - Washer 6.0 3 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-01&selected=83314787&PinnedHotelID=83314787&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/72000000/71940000/71935800/71935779/w1442h954x0y0-6654fe9a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Lakeview Storey Lake 10BR/5BA-Pool/Spa/Rec-Close to Disney/Universal Studios Kissimmee - Pool - Hot tub - Kitchen - Washer 9.8 Exceptional 47 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-31&endDate=2025-11-01&selected=71935779&PinnedHotelID=71935779&HadPinnedHotel=true®ionId=-1&adults=2) ## 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 ### 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 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 Onsite 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 ### Property is also known as Vrbo Property 1624884581 ## About the area Kissimmee is home to this villa. Mystic Dunes Golf Club and Reunion Resort Golf Course are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Old Town and Disney Springs™. Disney's Typhoon Lagoon Water Park and Walt Disney World® Resort are not to be missed. [Visit our Kissimmee travel guide](https://www.expedia.ca/Kissimmee.dx7927) [View more Villas in Orlando](https://www.expedia.ca/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%7C28.34049%2C-81.47815&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=QU1Rxu35c2kFz3DfevavgTAweEU=) Orlando, FL ### What's nearby - Old Town - 5 min drive - 4.6 km - Disney Springs™ - 6 min drive - 7.1 km - Orlando Vineland Premium Outlets - 6 min drive - 7.8 km - SeaWorld® Orlando - 10 min drive - 13.1 km - Epcot® - 10 min drive - 11.0 km ### Getting around - Poinciana Station - 13 min drive - Kissimmee Station - 16 min drive - Kissimmee, FL (ISM-Kissimmee Gateway) - 17 min drive ### Restaurants - ‪Wawa - ‬3 min drive - ‪Churromania - ‬3 min drive - ‪First Watch - ‬3 min drive - ‪Taco Bell - ‬14 min walk - ‪Starbucks - ‬3 min drive ## Frequently asked questions ### Is Your Beautiful 5 Star Villa Minutes from Disney on the Prestigious Windsor Island Resort pet-friendly? > No, pets are not allowed at this property. ### What time is check-in at Your Beautiful 5 Star Villa Minutes from Disney on the Prestigious Windsor Island Resort? > Check-in begins at 4:00 PM. ### What time is check-out at Your Beautiful 5 Star Villa Minutes from Disney on the Prestigious Windsor Island Resort? > Check-out is at 10:00 AM. ### Where is Your Beautiful 5 Star Villa Minutes from Disney on the Prestigious Windsor Island Resort located? > Situated in Kissimmee, this villa is 1 mi (1.7 km) from Lake Cecile and 2.9 mi (4.6 km) from Old Town. Capone's Dinner Show and Kissimmee Go-Karts 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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