Windsor Hills is located only two miles from Disney's World Drive

Welcome to Windsor Hills Rental Villas

At Windsor Hills, we pride ourselves on our distinctive vacation rental home community dedicated to providing a safe, comfortable & enjoyable environment for families visiting top attractions including Disney World, Universal  Studios Florida, Sea World, Gatorland and more!





Enjoy your own end-unit townhouse with walk-out splash pool near the main clubhouse. Our townhouse is well appointed and comfortable.





Beautiful and affordable Windsor Hills condominiums situated near the main clubhouse. A perfect home-away-from-home for families


Pool Homes


Pool Homes

Pool homes provide all the comforts of home with no rear neighbors and south facing pools with spa combinations. Relaxing!


Family Retreat - 6 Bedroom Pool Home

SOUTH FACING POOL with no rear neighbors this 6 bedroom Windsor Hills villa has an amazing game room, private pool, WiFi, pool/spa and resort facilities.  Just two miles from Disney's World Drive.  8 HDTVs  include a 56” in the family room, plus HDTVs in each bedroom. MORE


Mickey's Movie Manor - 4 Bedroom Pool Home

SOUTH FACING POOL with no rear neighbors. With all the Orlando vacation rental homes available nothing is closer to Disney then Windsor Hills and with endless entertainment options even closer at hand.  Check out the in-house theater room. MORE


Key West - 3 Bedroom Townhouse

SOUTH FACING SPLASH POOL - END UNIT near main clubhouse. This gorgeous end-unit townhouse is located in the prestigious Windsor Hills Resort. The townhouse is just steps away from the main clubhouse and is well maintained, continually updated, and sure to please. MORE


Touch of Modern - 3 Bedroom Condo

If you want a newly refurbished 3 bedroom condo with free WiFi, flat screen smart TV’s, a fully equipped kitchen with a coffee  machine to wake you up, bunk beds for the kids, new mattress, telephone  for local calls and so much more just 2 miles from Disney's World Drive. MORE


Key Largo - 2 Bedroom Condo

GROUND FLOOR condo at Windsor Hills is in Windsor Hills Resort just outside the Magic Kingdom. This condo is fully furnished and well appointed with all housewares, linens, tropical and Disney themes, flat panel LCD televisions, DSL high-speed and more. See more...

Windsor Hills - 2600 Old Lake Wilson Road, Kissimmee, Florida 34747, United States