With Windsor Hills Official Rentals

Welcome to Windsor Hills


Welcome to Windsor Hills Official Rentals,

The official rental website for Windsor Hills

Please note: The communal pool area is undergoing major refurbishment between September 2017 and the end of September  2018. New water features are being installed  to increase your enjoyment of the pool area. The new hot tub is operating, but it is unlikely any of the other new features will be open before September. 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 and the huge pool will remain open as usual.

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:


  • I also speak Italian

    3beds 3baths

    Disney Townhome You are only 2½ Miles from Disney World when you stay at Windsor Hills…If you're planning a vacation to the Orlando area and/or Walt Disney World, look no further for a place t...

  • 3 Br Townhome:  $10-$15 reduction off our normal nightly rates for 2018 bookings

    3beds 3baths

    Special offer for early bookings in 2018: $10-$15 off our normal rates for bookings 7 nights or longer

  • Wallace 3BR Condo Amenities*Check In at 4 p.m.; Check Out at 10 a.m. (unless otherwise agreed upon) Fully Equipped Kitchen Formal Dining Area Three Bedrooms; 1 King Bedroom, 1 Queen Bedroom, an...