With Windsor Hills Official Rentals

Welcome to Windsor Hills


Welcome to Windsor Hills Official Rentals,

The official rental website for Windsor Hills
The resort is currently constructing major additions to the poolside amenities. During this time the huge pool and giant slide will remain open.

Please take a look at our fantastic resort style amenities!

Officially endorsed by the Windsor Hills Community, this website takes the stress and worry out of finding the perfect holiday home for you and your family. Here, we do the work for you by showcasing some of the most luxurious vacation homes that Windsor Hills has to offer.

Book in complete confidence
Forget trawling the web into the small hours. Here you can save valuable time by browsing through our extensive list of Windsor Hills properties. Quickly and easily find a home that meets your needs.

We offer personal service: If you are unsure about anything click on the “contact us here” button

Booking through us is simple:

  • Browse through our extensive list of properties.
  • Choose a home that meets your needs.
  • Request a quote using the contact details on the page.
  • Secure your vacation dates.

For more details on booking one of our vacation properties, see how we work. Or fill in the form on the right to receive quotes from a number of homes in the categories selected. Please be sure to complete every section, including  a second choice and how many bedrooms you require .


If you have any questions or concerns, feel free to contact us here. We will get back to you asap!

A Few of our Properties:


  • This 3 bedroom condo sleeps 6, is located in Windsor Hills Community in Kissimmee near all the amusement parks. The condo has all the comforts of home in a Disney like setting. Master bedroom has a k...

  • 6 Bedrooms, 4 Bathrooms, Sleeps 12 Stunning 6 Bedroom 4 Bath Home with, South Facing Pool in Highly Sought after Windsor Hills Community. This house is only ONE of a handfull with an EXTRA LARGE pool...

  • Feel at home while enjoying your holiday.The Haven is an executive home overlooking the woodland conservation area in Windsor Hills community community located only two miles from the entrance to ...