With Windsor Hills Official Rentals

Welcome to Windsor Hills

The official rental website for Windsor Hills

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

We have a new water park that guests think 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.

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!

.                                                            Copyright  Windsor Hills Official Rentals

A Few of our Properties:


  • Our family friendly condo is located on the top (4th) floor with elevators and staircase access. We enjoy sunset views from our west facing balcony which looks towards the recreation area (tennis cou...

  • Welcome to Silver Spoon House - END UNIT overlooking Courtyard in the Beautiful Windsor Hills, ‎ 24 Hour Security Gated Community‎ - only 10 minutes from the Gates of Disney. Your sure to love...

  • I am Norwegian, so speak Norwegian, and will have no problem communicating in Swedish and Danish since the languages are similar.
    5beds 5baths

    5 Bedrooms, 5 Baths, (Sleeps 12) - Pictures updated July - 20172.5 miles to Disney property, the absolute closest gated development - 5 bedroom, 5 bathroom, 5 master suite home with game room, 6 L...