[See all properties](http://www.expedia.ca/Hotel-Search?regionId=&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 Island Resort , Orlando villa 5496 Villa in Four Corners with private pool ![TV, foosball](https://images.trvl-media.com/lodging/70000000/70000000/69995500/69995405/8c7daad7.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/70000000/70000000/69995500/69995405/013704f5.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Pool](https://images.trvl-media.com/lodging/70000000/70000000/69995500/69995405/bc289c44.jpg?impolicy=resizecrop&rw=297&ra=fit) ![6 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/70000000/70000000/69995500/69995405/70e07583.jpg?impolicy=resizecrop&rw=297&ra=fit) ![TV, foosball](https://images.trvl-media.com/lodging/70000000/70000000/69995500/69995405/4a93893c.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location Located in the Kissimmee area, Orlando Villa 5496 is nestled within Windsor Island, a luxurious resort community. Unwind with a drink from the tiki bar or enjoy poolside dining while lounging by the resort-style pool complete with cabanas and water slide. ### Entire home 6 bedrooms6 bathroomsSleeps 12 ## Popular amenities - Parking available - Air conditioning - Dryer - Hot tub - Pool ## 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 Island Resort , Orlando villa 5496 5 Star Villa Holidays is proud to present Orlando Villa 5496. Windsor Island is Kissimmee’s newest and most luxurious resort community.Bedroom Configuration1-King 1-King 1-Queen 1-Queen 1-Full and a Bunkbed with 1-Twin 2-TwinsThis 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 ### Pool/Spa - Hot tub - Private pool ### 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 - 6 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 - Foosball table ### 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 ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/97000000/96700000/96696800/96696741/c03df2ed.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Themed • Private Spa & Heated Pool • Water Park • Amazing Location Davenport - Pool - Hot tub - Kitchen - Washer 7.4 Good 3 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-15&endDate=2025-10-16&selected=96696741&PinnedHotelID=96696741&HadPinnedHotel=true®ionId=-1&adults=2) ![Indoor pool](https://images.trvl-media.com/lodging/110000000/109110000/109108100/109108018/35dbe2c6.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Upstay: 7BR Resort Home w Private Pool—near Disney Davenport - Pool - Hot tub - Kitchen - Washer 6.0 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-15&endDate=2025-10-16&selected=109108018&PinnedHotelID=109108018&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/114000000/113290000/113289900/113289852/d76e0b77.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Amazing 7 Bedroom Villa /Pool/Spa/ Disney Fireworks View/Close to Clubhouse Davenport - Pool - Hot tub - Kitchen - Washer [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-15&endDate=2025-10-16&selected=113289852&PinnedHotelID=113289852&HadPinnedHotel=true®ionId=-1&adults=2) ![A heated pool](https://images.trvl-media.com/lodging/98000000/97110000/97103800/97103718/9d594924.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### PROMO Modern 5 BR Villa, Pool/Spa, Resort - by Blue Sky Villas Davenport - Pool - Hot tub - Kitchen - Washer 10 Exceptional 16 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-15&endDate=2025-10-16&selected=97103718&PinnedHotelID=97103718&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/102000000/101950000/101945300/101945272/8b642a08.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Astonishing 7bd Dream vacation home/9mil-Disney! 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Davenport - Pool - Hot tub - Kitchen - Washer 8.8 Excellent 9 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-15&endDate=2025-10-16&selected=63543063&PinnedHotelID=63543063&HadPinnedHotel=true®ionId=-1&adults=2) ![Property grounds](https://images.trvl-media.com/lodging/102000000/101300000/101295800/101295710/7b622fa6.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Last Minute Disney! Private Pool, Hot Tub & Themed Bedrooms. Book Now! #94713 Orlando - Pool - Hot tub - Kitchen - Washer [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-15&endDate=2025-10-16&selected=101295710&PinnedHotelID=101295710&HadPinnedHotel=true®ionId=-1&adults=2) ![Pool](https://images.trvl-media.com/lodging/102000000/101950000/101945300/101945226/5b961aba.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Dreamy Disney villa w/ Pool+Spa Davenport - Pool - Hot tub - Kitchen - Washer [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-15&endDate=2025-10-16&selected=101945226&PinnedHotelID=101945226&HadPinnedHotel=true®ionId=-1&adults=2) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/114000000/113010000/113009400/113009336/w1855h1394x0y0-9d8159ae.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Family-Friendly 5BR Resort Home! - Pool, Perks & Sleeps 12 Davenport - Pool - Kitchen - Washer - Dryer 9.6 Exceptional 7 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2025-10-15&endDate=2025-10-16&selected=113009336&PinnedHotelID=113009336&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 1624877516 Villa ## About the area ![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%7C28.31506%2C-81.65945&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=kNOTXn0LMxxbTdBijt4C5HSo970=) Orlando, FL #### What's nearby - Northeast Regional Park - 15 min walk - 1.3 km - Highland Reserve Golf Club - 4 min drive - 2.4 km - Mystic Dunes Golf Club - 12 min drive - 10.4 km - ChampionsGate Golf Club - 12 min drive - 10.4 km - Disney's Animal Kingdom® Theme Park - 16 min drive - 13.8 km #### Getting around - Kissimmee Station - 36 min drive - Kissimmee, FL (ISM-Kissimmee Gateway) - 42 min drive #### Restaurants - ‪Dutch Bros Coffee - ‬3 min drive - ‪McDonald's - ‬16 min walk - ‪Twistee Treat Berry Town - ‬15 min walk - ‪7-Eleven - ‬5 min drive - ‪Circle K - ‬5 min drive ## Frequently asked questions ### Is Enjoy a Holiday of a Lifetime in a Luxury Villa on Windsor Island Resort , Orlando villa 5496 pet-friendly? > No, pets are not allowed at this property. ### What time is check-in at Enjoy a Holiday of a Lifetime in a Luxury Villa on Windsor Island Resort , Orlando villa 5496? > Check-in begins at 4:00 PM. ### What time is check-out at Enjoy a Holiday of a Lifetime in a Luxury Villa on Windsor Island Resort , Orlando villa 5496? > Check-out is at 10:00 AM. ### Where is Enjoy a Holiday of a Lifetime in a Luxury Villa on Windsor Island Resort , Orlando villa 5496 located? > Situated in Four Corners, this villa is within 3 mi (5 km) of Highland Reserve Golf Club, Four Corners FC, and Northeast Regional Park. Lake Davenport is 2.8 mi (4.5 km) away. ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## Enjoy a Holiday of a Lifetime in a Luxury Villa on Windsor Island Resort , Orlando villa 5496 Reviews 10 - Excellent 0 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### No reviews yet Be the first to leave a review for this property after your stay. ## Expedia's Latest Trends ### Hotels > [Touchstone Resort](https://www.expedia.ca/Huntsville-Hotels-Touchstone-Resort.h37486278.Hotel-Information) > > [Grand Lisboa Macau](https://www.expedia.ca/Macau-Hotels-Grand-Lisboa-Macau.h2867646.Hotel-Information) > > [Villas Bali](https://www.expedia.ca/Bali-Villas.d602651-aaVillas.Travel-Guide-Accommodation) > > [Palmetto Beachfront Hotel, a By the Sea Resort](https://www.expedia.ca/Panama-City-Hotels-Palmetto-Inn-Suites.h9591782.Hotel-Information) > > [Holiday Inn Miami West - Airport Area by IHG](https://www.expedia.ca/Miami-Hotels-Holiday-Inn-Miami-West-Airport-Area.h3672.Hotel-Information) > > [ibis Ambassador Seoul Myeongdong](https://www.expedia.ca/Seoul-Hotels-Ibis-Ambassador-Seoul-Myeongdong.h1501011.Hotel-Information) > > [Caesars Windsor](https://www.expedia.ca/Windsor-Hotels-Caesars-Windsor.h2232457.Hotel-Information) > > [The Ritz-Carlton Naples, Tiburón](https://www.expedia.ca/Naples-Hotels-The-Ritz-Carlton-Naples.h788295.Hotel-Information) > > [Treadwell Inn](https://www.expedia.ca/St-Andrews-Hotels-Treadwell-Inn.h35714392.Hotel-Information) > > [Alhambra Villas](https://www.expedia.ca/Kissimmee-Hotels-Alhambra-Villas.h1784933.Hotel-Information) > > [The Ritz-Carlton, Amelia Island](https://www.expedia.ca/Jacksonville-Hotels-The-Ritz-Carlton.h27136.Hotel-Information) > > [Playa Largo Resort & Spa, Autograph Collection](https://www.expedia.ca/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.Hotel-Information) > > [Seminole Hard Rock Hotel & Casino Tampa](https://www.expedia.ca/Tampa-Hotels-Seminole-Hard-Rock-Hotel-Casino-Tampa.h1044188.Hotel-Information) > > [Embassy Suites By Hilton St Augustine Beach-Oceanfront Resort](https://www.expedia.ca/St-Augustine-Hotels-Embassy-Suites-By-Hilton-St-Augustine-Beach-Oceanfront-Resor.h1047488.Hotel-Information) ### Flights > [Air Canada](https://www.expedia.ca/Air-Canada-Flights.cAC.Travel-Guide-Airlines) > > [Flights from Toronto (YYZ) to Edmonton (YEG)](https://www.expedia.ca/lp/flights/yyz/yeg/toronto-to-edmonton) > > [Flights from Dieppe (YQM) to London (LHR)](https://www.expedia.ca/lp/flights/yqm/lhr/moncton-to-london) > > [flights from saint john airport](https://www.expedia.ca/lp/airports/ysj/flights-from-saint-john-airport) > > [Flights from Ottawa (YOW) to Abbotsford (YXX)](https://www.expedia.ca/lp/flights/yow/yxx/ottawa-to-abbotsford) > > [Flights from Pearson Intl. to QLA-All Airports](https://www.expedia.ca/lp/flights/yyz/qla/toronto-to-los-angeles) > > [flights from grande prairie airport](https://www.expedia.ca/lp/airports/yqu/flights-from-grande-prairie-airport) > > [Flights from Edmonton (YEG) to Kitchener (YKF)](https://www.expedia.ca/lp/flights/yeg/ykf/edmonton-to-kitchener) > > [Flights from Toronto (YYZ) to Montreal (YUL)](https://www.expedia.ca/lp/flights/yyz/yul/toronto-to-montreal) > > [Flights from Vancouver (YVR) to Delhi (DEL)](https://www.expedia.ca/lp/flights/yvr/del/vancouver-to-delhi) > > [Flights from Las Vegas (LAS) to Vancouver (YVR)](https://www.expedia.ca/lp/flights/las/yvr/las-vegas-to-vancouver) > > [Flights from Kelowna (YLW) to Sacramento (SMF)](https://www.expedia.ca/lp/flights/ylw/smf/kelowna-to-sacramento) ### Activities > [Things to do in New York](https://www.expedia.ca/Things-To-Do-In-New-York.d178293.Travel-Guide-Activities) ### Packages > [Ethiopia Vacations](https://www.expedia.ca/Ethiopia.d56.Destination-Travel-Guides) > > [Florida Vacations](https://www.expedia.ca/Florida.d211.Destination-Travel-Guides)