With Windsor Hills Official Rentals

Welcome to Windsor Hills


Great deals on Harry Potters Hideout; 5 br south facing pool villa

The official rental website for Windsor Hills

Every owner on this website has been verified and is in good standing with the community.

Book with us, do not fall victim to the scammers! Beware of websites offering huge discounts!

We have a new water park that  is fantastic, plus a new hot tub to relax in at the end of a long day at the parks!

Please take a look at our wonderful resort style amenities!

Windsor Hills is the nearest gated resort to Disney, only 2.5 miles!

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.

There are no booking fees with our website.  All guests have free use of all the amenities.

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, Condos, Townhomes and Pool homes.  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 below

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 direct with the homeowner

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 .

Every owner listed has agreed to our code of conduct

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

2 /3 br Condos; 3 br Townhomes with splash pools; 4, 5 & 6 br pool villas

Windsor Hills Community;  Kissimmee; Orlando; Florida 34747

Windsor Hills Official Rentals:…………the site you can trust!©

A Few of our Properties:


  • Lovely family townhome with greater privacy than most for the patio and pool. Smoke-free and pet-free home. We have owned our vacation home since 2004 and visit each year. ...

  • Your search for the perfect vacation rental ends here.This luxurious fully furnished 3 bedroom and 3 bathroom townhome with a private heated splash pool is in the serene community of the Windsor H...


    4beds 4baths

    * Canadian Owned - The owners, Judy & Michael (from Winnipeg, Canada) pride themselves as being honest, responsive (email is best), and easy to deal with. * South facing pool, spa, and deck area ...