Title: Enjoy a Holiday of a Lifetime in a Luxury Villa on Windsor at Westside Resort, Orlando Villa 5051 - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=65265981&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 at Westside Resort, Orlando Villa 5051 Family-friendly villa with a hot tub and a fitness center ## Photo gallery for Enjoy a Holiday of a Lifetime in a Luxury Villa on Windsor at Westside Resort, Orlando Villa 5051 ![A heated pool, sun loungers - Enjoy a Holiday of a Lifetime in a Luxury Villa on Windsor at Westside Resort, Orlando Villa 5051 (Orlando)](https://images.trvl-media.com/lodging/66000000/65270000/65266000/65265981/9be9bd6a.jpg?impolicy=resizecrop&rw=598&ra=fit) ![TV, video games, foosball - Enjoy a Holiday of a Lifetime in a Luxury Villa on Windsor at Westside Resort, Orlando Villa 5051 (Orlando)](https://images.trvl-media.com/lodging/66000000/65270000/65266000/65265981/5d84e33c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop - Enjoy a Holiday of a Lifetime in a Luxury Villa on Windsor at Westside Resort, Orlando Villa 5051 (Orlando)](https://images.trvl-media.com/lodging/66000000/65270000/65266000/65265981/5b63eff6.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV, video games, foosball - Enjoy a Holiday of a Lifetime in a Luxury Villa on Windsor at Westside Resort, Orlando Villa 5051 (Orlando)](https://images.trvl-media.com/lodging/66000000/65270000/65266000/65265981/a39dfdfa.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - Enjoy a Holiday of a Lifetime in a Luxury Villa on Windsor at Westside Resort, Orlando Villa 5051 (Orlando)](https://images.trvl-media.com/lodging/66000000/65270000/65266000/65265981/8e9ff7d9.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies Welcome to Orlando Villa 5051, a luxurious home in the heart of Windsor at Westside Gate Resort. Relax by the private pool and spa or unwind with family and friends in the spacious lounge, games room, or home theater. This stunning vacation rental community offers resort-style amenities including a huge pool with cabanas, water slide, lazy river plus more. ### Entire home 7 bedrooms6 bathroomsSleeps 14 ## Popular amenities - Pool - Hot tub - Kitchen - Washer - Dryer - Air conditioning ## 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 at Westside Resort, Orlando Villa 5051 5 Star Villa Holidays is proud to present Orlando Villa 5051 We invite you to enjoy our wonderful home on your next trip to Orlando. Absolutely perfect for multi-family groups, or golf groups, this property features all the comforts of home and more! Book your vacation now at this beautiful home with pool and spa located in the gorgeous Windsor at Wesside Gate Resort. You will feel immediately relaxed as you enter our 7 bedroom executive home which sleeps up to 14 comfortably, . The living area offers plenty of space for all guests to spread out. For family get togethers the dining area is ideal to share a meal around the elegant dining table or have a quick meal at the kitchen breakfast bar.The bright and airy kitchen has all the appliances and utensils that you would expect in your own home. There is also a full size washer and dryer for your convenience.This home has 4 king bedrooms and 1 queen bedrooms with 2 twin fulls in All with flat screen TVs and plenty storage space.You can also enjoy a game of pool or Foosball in the games room, or you can all watch a movie in the home theater room.or gather together in the spacious lounge.Why not take a dip in your very own Private Pool and Spa, you can make the most of the famous Florida sunshine. Ideal place to sit and relax on the sun loungers or have an outdoor meal around the patio table by the pool.Windsor at Westside is one of 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. ## Property amenities ### Pool/Spa - Heated pool - Hot tub - Pool loungers - Private pool ### Internet - Available in the villa: Internet access ### Parking and transportation - Parking on site ### Kitchen - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Microwave - Oven - Refrigerator - Stovetop - Toaster ### Dining - Dining table ### Bedrooms - 7 bedrooms - Bedsheets provided ### Bathroom - 6 bathrooms - Hair dryer - Towels provided ### Living spaces - Dining table - Living room ### Entertainment - Games - TV with cable/satellite channels - Video games ### Outdoor areas - Garden - Patio ### Laundry - Laundry facilities - Washer/dryer ### 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 - Arcade/game room - Billiards/pool table - Foosball table - Gym - 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/61000000/60560000/60559000/60558940/d1d3217e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### EV\_8911 - 7 Bed 5 Bath Villa with Screened-In Private Pool, Games Room, Kids Bed Kissimmee - Pool - Kitchen - Washer - Air conditioning 6.6 4 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-09&endDate=2026-02-10&selected=60558940&PinnedHotelID=60558940&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/108000000/107280000/107273800/107273771/53f65d52.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Luxury 7 Bed Villa with Pool/Spa Kissimmee - Pool - Kitchen - Washer - Dryer [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-09&endDate=2026-02-10&selected=107273771&PinnedHotelID=107273771&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/61000000/60610000/60600700/60600699/c9322a5e.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Luxury 7Bd Pool Spa Gm Hm Windsor at Westside-8911ZL Kissimmee - Pool - Kitchen - Washer - Dryer [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-09&endDate=2026-02-10&selected=60600699&PinnedHotelID=60600699&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/97000000/96370000/96360200/96360200/21f53f01.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### EV\_2442 - 7 Bed 6 Bath Villa with Screened-In Private Pool, Kids Bedroom, Games Kissimmee - Pool - Kitchen - Washer - Dryer 8.4 Very good 5 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-09&endDate=2026-02-10&selected=96360200&PinnedHotelID=96360200&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/102000000/101220000/101212500/101212480/df75930a.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Last Minute Disney! 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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 1613410231 ## About the area Kissimmee is home to this villa. Flamingo Crossings Town Center and Old Town are worth checking out if shopping 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. Traveling with kids? Don't miss Disney's Hollywood Studios® and Disney's Blizzard Beach Water Park. [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%7C28.31694%2C-81.64593&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=-NliPpGcvi5cLXiR3WiD-ZcTdQY=) 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 9 min drive \- 9.4 km - ![Magic Kingdom® Park which includes rides](https://images.trvl-media.com/place/6123797/788d1b08-ae6d-4d61-86b9-eff1e639ae6e.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Magic Kingdom® Park 20 min drive \- 21.5 km - ![Disney Springs® showing a river or creek, a bridge and a sunset](https://images.trvl-media.com/place/502131/67928671-2a47-49aa-9f5b-bb7b815d8ef4.jpg?impolicy=resizecrop&rw=115.61&rh=65.03&ra=fit&q=high) Disney Springs™ 20 min drive \- 22.7 km - Northeast Regional Park 2 min drive \- 2.0 km - Lake Davenport 2 min drive \- 2.0 km ### Getting around - Kissimmee Station 33 min drive - Kissimmee, FL (ISM-Kissimmee Gateway) 29 min drive ### Restaurants - Wawa 5 min drive - Dutch Bros Coffee 4 min drive - McDonald's 5 min drive - 7-Eleven 3 min walk - Circle K 5 min drive ## Frequently asked questions ### Does Enjoy a Holiday of a Lifetime in a Luxury Villa on Windsor at Westside Resort, Orlando Villa 5051 have a pool? ### Is Enjoy a Holiday of a Lifetime in a Luxury Villa on Windsor at Westside Resort, Orlando Villa 5051 pet-friendly? ### How much is parking? ### What time is check-in at Enjoy a Holiday of a Lifetime in a Luxury Villa on Windsor at Westside Resort, Orlando Villa 5051? ### What time is check-out at Enjoy a Holiday of a Lifetime in a Luxury Villa on Windsor at Westside Resort, Orlando Villa 5051? ### Where is Enjoy a Holiday of a Lifetime in a Luxury Villa on Windsor at Westside Resort, Orlando Villa 5051 located? ## Have a question? 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