Title: You and Your Family will Love this Luxury Villa on Windsor Island Resort, Orlando Villa 5563 - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=70039590&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 ## Photo gallery for You and Your Family will Love this Luxury Villa on Windsor Island Resort, Orlando Villa 5563 ![Pool - You and Your Family will Love this Luxury Villa on Windsor Island Resort, Orlando Villa 5563 (Orlando)](https://images.trvl-media.com/lodging/71000000/70040000/70039600/70039590/b81e202e.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Lake - You and Your Family will Love this Luxury Villa on Windsor Island Resort, Orlando Villa 5563 (Orlando)](https://images.trvl-media.com/lodging/71000000/70040000/70039600/70039590/996d0ac6.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Point of interest - You and Your Family will Love this Luxury Villa on Windsor Island Resort, Orlando Villa 5563 (Orlando)](https://images.trvl-media.com/lodging/71000000/70040000/70039600/70039590/ad9d0744.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior detail - You and Your Family will Love this Luxury Villa on Windsor Island Resort, Orlando Villa 5563 (Orlando)](https://images.trvl-media.com/lodging/71000000/70040000/70039600/70039590/33d6d2f0.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds - You and Your Family will Love this Luxury Villa on Windsor Island Resort, Orlando Villa 5563 (Orlando)](https://images.trvl-media.com/lodging/71000000/70040000/70039600/70039590/a79c4cbc.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies 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 - 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. ### 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 ![TV, video games](https://images.trvl-media.com/lodging/66000000/65270000/65266000/65265972/2db891a0.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Your Family will love the 1st Class Amenities at Your Private Villa on Windsor Island Resort Orlando - Pool - Hot tub - Dryer - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-17&endDate=2026-02-18&selected=65265972&PinnedHotelID=65265972&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/94000000/93090000/93085200/93085166/2884bc2e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### At Last You can Rent the Perfect Luxury Villa on Windsor Island Resort Orlando - 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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 - Shingle Creek Regional Park 13 min walk \- 1.1 km - Lake Cecile 17 min walk \- 1.5 km - Lake Buena Vista Factory Stores 3 min drive \- 2.4 km - Congo River Golf 3 min drive \- 2.7 km - Capone's Dinner Show 3 min drive \- 3.1 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 You and Your Family will Love this Luxury Villa on Windsor Island Resort, Orlando Villa 5563 pet-friendly? ### How much is parking? ### What time is check-in at You and Your Family will Love this Luxury Villa on Windsor Island Resort, Orlando Villa 5563? ### What time is check-out at You and Your Family will Love this Luxury Villa on Windsor Island Resort, Orlando Villa 5563? ### Where is You and Your Family will Love this Luxury Villa on Windsor Island Resort, Orlando Villa 5563 located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. 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