Title: You have Found the Perfect Holiday Mansion on Windsor Island Resort with every 5 Star Amenity - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=70039552&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # You have Found the Perfect Holiday Mansion on Windsor Island Resort with every 5 Star Amenity Vacation home in Kissimmee with private pool and patio ## Photo gallery for You have Found the Perfect Holiday Mansion on Windsor Island Resort with every 5 Star Amenity ![A heated pool - You have Found the Perfect Holiday Mansion on Windsor Island Resort with every 5 Star Amenity (Orlando)](https://images.trvl-media.com/lodging/71000000/70040000/70039600/70039552/43c184a7.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Dining - You have Found the Perfect Holiday Mansion on Windsor Island Resort with every 5 Star Amenity (Orlando)](https://images.trvl-media.com/lodging/71000000/70040000/70039600/70039552/ceeafbad.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Outdoor dining - You have Found the Perfect Holiday Mansion on Windsor Island Resort with every 5 Star Amenity (Orlando)](https://images.trvl-media.com/lodging/71000000/70040000/70039600/70039552/e4fbbe02.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - You have Found the Perfect Holiday Mansion on Windsor Island Resort with every 5 Star Amenity (Orlando)](https://images.trvl-media.com/lodging/71000000/70040000/70039600/70039552/3c9a96d4.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop - You have Found the Perfect Holiday Mansion on Windsor Island Resort with every 5 Star Amenity (Orlando)](https://images.trvl-media.com/lodging/71000000/70040000/70039600/70039552/da19321c.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Located in the heart of Kissimmee, Orlando Mansion 5530 offers a luxurious getaway at Windsor Island. Unwind by the resort-style pool, complete with cabanas and lazy river or get active at the fitness center. Savor a drink or bite to eat from the tiki bar while enjoying poolside dining. With sand volleyball courts and multi-purpose sports courts, this gated community is perfect for families to enjoy hours of fun. ### Entire home 10 bedrooms6 bathroomsSleeps 22 ## Popular amenities - Pool - Hot tub - Dryer - Air conditioning - Outdoor Space - 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 have Found the Perfect Holiday Mansion on Windsor Island Resort with every 5 Star Amenity 5 Star Villa Holidays is proud to present Orlando Mansion 5530. 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! Bedroom Configuration 1-King 2-Fulls 1-Queen 1-King 2-Twins 2-Twins 2-Twins 1-Queen 2-Twins 2-Twins ## Property amenities ### Pool/Spa - Heated pool - Hot tub - Private pool ### Internet - Available in the house: 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 - 10 bedrooms - Bedsheets provided ### Bathroom - 6 bathrooms - Hair dryer - Towels provided ### Living spaces - Fireplace - Living room ### Entertainment - Games - TV with cable/satellite channels - Video games ### Outdoor areas - Garden - Patio ### 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 - Billiards/pool table - Foosball table - Heated pool ### 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 - Garden - Gated community - Housekeeping (on request) ## Similar properties ![A heated pool](https://images.trvl-media.com/lodging/84000000/83270000/83260100/83260041/20f3a42f.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Marvellous Mansion on Windsor Island Resort, Orlando Mansion 5659 Orlando - Pool - Hot tub - Dryer - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-10&endDate=2026-02-11&selected=83260041&PinnedHotelID=83260041&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/71000000/70040000/70039600/70039554/a769b34f.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### You have Found the Ultimate Luxury 10 Bedroom Mansion on Windsor Island Resort, Orlando Mansion 5531 Orlando - Pool - Hot tub - Dryer - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-10&endDate=2026-02-11&selected=70039554&PinnedHotelID=70039554&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/84000000/83270000/83260100/83260037/7a188a63.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Luxury Mansion on Windsor Island Resort, Orlando Mansion 5658 Orlando - Pool - Hot tub - Dryer - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-10&endDate=2026-02-11&selected=83260037&PinnedHotelID=83260037&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/79000000/78450000/78447300/78447236/a680e324.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### New Listing! 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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 1624860219 ## About the area Kissimmee is home to this vacation home. Arnold Palmer's Bay Hill 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 Old Town and Disney's Typhoon Lagoon Water Park. Check out an event or a game at ESPN Wide World of Sports Complex, and consider making time for Walt Disney World® Resort, a top attraction not to be missed. [Visit our Kissimmee travel guide](https://www.expedia.ca/Kissimmee.dx7927) [View more Vacation homes in Orlando](https://www.expedia.ca/Orlando-Private-Vacation-Homes.d178294-aaPrivateVacationHomes.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 have Found the Perfect Holiday Mansion on Windsor Island Resort with every 5 Star Amenity pet-friendly? ### How much is parking? ### What time is check-in at You have Found the Perfect Holiday Mansion on Windsor Island Resort with every 5 Star Amenity? ### What time is check-out at You have Found the Perfect Holiday Mansion on Windsor Island Resort with every 5 Star Amenity? ### Where is You have Found the Perfect Holiday Mansion on Windsor Island Resort with every 5 Star Amenity located? ## Have a question? 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