[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # You and Your Family will Love this Luxury Villa on Windsor Island Resort, Orlando Villa 5563 Villa in Kissimmee ![Pool](https://images.trvl-media.com/lodging/71000000/70040000/70039600/70039590/b81e202e.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Lake](https://images.trvl-media.com/lodging/71000000/70040000/70039600/70039590/996d0ac6.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds](https://images.trvl-media.com/lodging/71000000/70040000/70039600/70039590/a79c4cbc.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior detail](https://images.trvl-media.com/lodging/71000000/70040000/70039600/70039590/33d6d2f0.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Point of interest](https://images.trvl-media.com/lodging/71000000/70040000/70039600/70039590/b4c2c123.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Windsor at Westside Resort offers a luxurious retreat with its 5,000 sq.ft. clubhouse, resort-style pool featuring cabanas and a water slide, as well as the convenience of a tiki bar for poolside dining. Families can also enjoy activities such as sand volleyball courts and multi-purpose sports courts. ### Entire home 9 bedrooms6 bathroomsSleeps 18 ## Popular amenities - Parking available - Air conditioning - Dryer ## 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. ### You and Your Family will Love this Luxury Villa on Windsor Island Resort, Orlando Villa 5563  5 Star Villa Holidays is proud to present Orlando Villa 5563. 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 ### 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 ![A heated pool](https://images.trvl-media.com/lodging/97000000/96980000/96970900/96970895/2d5b27cd.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Modern Marvel-Spacious, Themed, Fun-Filled Kissimmee - Pool - Hot tub - Kitchen - Washer 9.0 Wonderful 4 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-16&endDate=2025-10-17&selected=96970895&PinnedHotelID=96970895&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/71000000/70410000/70409200/70409119/6173ff15.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Lakeview Luxury Villa with Everything! 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Kissimmee - Pool - Hot tub - Kitchen - Washer 10 Exceptional 65 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-16&endDate=2025-10-17&selected=68825721&PinnedHotelID=68825721&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/61000000/60620000/60617800/60617742/60bfbf77.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Lakeview Luxury Villa with Everything Kissimmee - Pool - Kitchen - Washer - Dryer 9.8 Exceptional 390 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-16&endDate=2025-10-17&selected=60617742&PinnedHotelID=60617742&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 1624868599 ## About the area Kissimmee is home to this villa. Old Town and Disney Springs™ are worth checking out if shopping is on the agenda, while those wishing to experience the area's popular attractions can visit Disney's Typhoon Lagoon Water Park and Walt Disney World® Resort. Disney's Hollywood Studios® and Epcot® 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 - ‪Wendy's - ‬3 min drive - ‪Starbucks - ‬3 min drive ## Frequently asked questions ### Is You and Your Family will Love this Luxury Villa on Windsor Island Resort, Orlando Villa 5563 pet-friendly? > No, pets are not allowed at this property. ### What time is check-in at You and Your Family will Love this Luxury Villa on Windsor Island Resort, Orlando Villa 5563? > Check-in begins at 4:00 PM. ### What time is check-out at You and Your Family will Love this Luxury Villa on Windsor Island Resort, Orlando Villa 5563? > Check-out is at 10:00 AM. ### Where is You and Your Family will Love this Luxury Villa on Windsor Island Resort, Orlando Villa 5563 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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