Brand New Windsor Island Resort 10 Bedroom Luxury Villa
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!
Add dates for prices
Have a question?
AI iconBetaBeta
Get instant answers with AI powered search of property information and reviews.
Similar properties
10 Bedroom Magical Vacation Villa w/ Private Heated Pool & Spa 9 Miles from WDW
Davenport
10 Bedroom Magical Vacation Villa w/ Private Heated Pool & Spa 9 Miles from WDW
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
On-site 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 indicated that there is a smoke detector on the property
About the area
Davenport
Located in Four Corners, this villa is near theme parks. ChampionsGate Golf Club and Mystic Dunes Golf Club are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit Old Town and Disney Springs™. Travelling with kids? Don't miss Walt Disney World® Resort and Disney's Animal Kingdom® Theme Park.
Walt Disney World® Resort - 10 min drive - 10.7 km
Getting around
Kissimmee Station - 34 min drive
Kissimmee, FL (ISM-Kissimmee Gateway) - 44 min drive
Restaurants
McDonald's - 18 min walk
7-Eleven - 5 min drive
Dutch Bros Coffee - 3 min drive
Circle K - 4 min drive
Twistee Treat Berry Town - 15 min walk
Frequently asked questions
Is Brand New Windsor Island Resort 10 Bedroom Luxury Villa pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Brand New Windsor Island Resort 10 Bedroom Luxury Villa?
As of 2 Apr, 2026, prices found for a 1-night stay for 2 adults at Brand New Windsor Island Resort 10 Bedroom Luxury Villa on 8 Jun, 2026 start from S$589, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Brand New Windsor Island Resort 10 Bedroom Luxury Villa?
On-site parking is available at the property.
What time is check-in at Brand New Windsor Island Resort 10 Bedroom Luxury Villa?
Check-in begins at 4:00 PM.
What time is check-out at Brand New Windsor Island Resort 10 Bedroom Luxury Villa?
Checkout is at 10:00 AM.
Where is Brand New Windsor Island Resort 10 Bedroom Luxury Villa located?
This family-friendly Four Corners villa is within 2 mi (3 km) of Four Corners FC and Highland Reserve Golf Club. Lake Davenport and Northeast Regional Park are also within 3 miles (5 km).
Reviews
8.0
Very good
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
This property is awesome. Everything was clean and functional. My only critique would be it need new knives, they were all dull. I donated a hand mixer didn't have one. And also there were ants everywhere, but we go some bug spray
Overall the stay was amazing. I don’t like the fact that we have to pay to use the grill and to have the pool heated. I think that should be included. Please bring your own washclothes they had a plenty of towels but not washcloths, better quality of pans and variety needed. Plenty of space and the house is lovely you will definitely be satisfied
Darlene B.
Stayed 5 nights in Jun 2023
Verified
4/10 Poor
Martha L.
16 Aug, 2023
Liked: Cleanliness, check-in
Disliked: Communication, location
Bad experience with the Executivevillasflorida.com
I would advise that anyone renting a house managed by Executive Villas Florida (EVF), that their office is closed from noon on Saturday until 9:00 am on Monday.What the property lacked was pots and pans that did not have the coating peeling off and any large casserole pans.
For some reason, the resort did not pick up trash from the street for the first two days of our trip, resulting in disgusting smells and over-flowing cans all along the curb.
The rental reservation was handled in an odd way.
After I paid the final payment along with the Accidental Damage Protection through VRBO on June 22, 2023, I received a message about an hour later from VRBO that the reservation was cancelled. I immediated sent a message to VRBO and receive an email (through VRBO) from Executive Villas Florda that the reservation was still good. All further, com and info was sent to my private email outside of VRBO. I still don't know what happened, EVF claimed it was a mistake on their part.
At the conclusion of the rental, I received an accusation from EVF. The email was worded, "Hello Matah, (name misspelled) We noticed after your check out that a lamp from the bedroom is missing.Do you care to explain what happened?" Included were 2 photos, one from July 9 - a month prior to our rental, showing 2 lamps in a room, and one from July 12, showing 1 lamp. I believe that we are being accused of taking the lamp. We have been good VRBO customers for several years.