With Windsor Hills Official Rentals

Welcome to Windsor Hills


Welcome to Windsor Hills Official Rentals,

The official rental website for Windsor Hills Resort
Please note:
The communal pool area is undergoing major refurbishment between September 2017 and the end of January 2018. During this time, the pool could be closed, but just for a few hours.
Images shown on this website may be out of date, but we cannot publish new ones until the construction work is complete. Also: some of the amenities may not be in use during this period.
However, the work being carried out should not impact your enjoyment of the pool area as the giant slide will not be closed until the new ones are in place

Officially endorsed by the Windsor Hills Resort, 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.

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.

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:


  • Never frozen in Florida at Windsor Hills !5-10 minutes to Disney: Gated resort with large heated pool and slide2 bedroom, 2 bathroom Condo on top level with beautiful sunsets. Sleeps 6Gate...

  • A great option for your next Disney holiday. Disney’s Home has 6 Magnificent Bedrooms, 4 Fabulous Bathrooms and all the amenities you need, perfect for 2 families to share. The HouseEnjoy all t...

  • Our Luxury Executive 5 Bed 5 Bath Villa/Home has been professionally furnished to the highest of standards, open plan living room opens directly to the pool area and features 42” high definition pla...