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About
Windsor Hills
Windsor Hills is a gated community with a 24/7 manned guardhouse. It is arguably the most sought-after vacation rental community in Kissimmee because of its top-notch amenities and location to Walt Disney World.
As owners in good standing with our HOA, all community amenities are available to our guests FREE of charge. *There may be a refundable deposit or minimal charge for some sports equipment to ensure their return and/or replacement.
Community Amenities
- 2x Olympic-size swimming pool with zero-entry option
- The pool is ADA compliant with special access equipment
- Large 10-person hot tub near the main pool area
- Sir Windsor Water Park with dueling slides, interactive splash zone and smaller slides for little children
- Games room; table tennis in the foyer
- Fitness room
- Movie theatre (movies are free)
- Tennis, basketball, volleyball and pickleball courts
- Putting green
- Picnic/ BBQ area
- 3 dedicated playground areas: the Castle playground is nearest the Villa
- Dog run located by the sports courts (We do not allow pets)
- EV charging station – around the corner at the sports courts
- ATM on site
- Internet access and computer / printing services at Welcome Center
- The Market Place & Grill – newly-renovated in 2024, it provides basic grocery items, light meals, snacks, alcoholic and non-alcoholic beverages and treats
- Festive seasonal decorations
- Weekly planned activities/events
- Selfie Spots, some of which change seasonally
- Uber, Lyft and taxi access (fees apply)
Close and Convenient
More About Our Location
*Times are approximate*
- 5 minutes to the nearest Super Walmart: 10 minutes to the nearest Publix Grocer
- 2 miles to the Magic Kingdom gates and within 10-15 minutes of any Disney park
- 5 minutes to Margaritaville and H20Live Water park
- 5 minutes to Island Grove Wine Co.
- 5-30 minutes to a vast array of award-winning restaurants
- 10-30 minutes to a variety of golf courses, including Disney courses
- 15 minutes to Disney Springs
- 15 minutes to the nearest Factory Outlet shopping
- 20 minutes to SeaWorld or Discovery Cove
- 25 minutes to Universal Orlando
- 25 minutes to numerous eateries and entertainment along International Drive
- 40 minutes to Orlando International Airport
- 40 minutes into downtown Orlando and 75 minutes into downtown Tampa for sporting or entertainment events
- 1 hr. to Cocoa Beach and 2 hours to Clearwater/ St. Pete’s