Windsor Hills resort vacation rentals near Disney

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Showcasing the finest rental homes at the closest to WDW resort community since 2007!

Windsor Hills Best Vacation Rentals

Welcome to the Windsor Hills homeowners personal vacation rental site web portal. We provide direct links to a very select and limited group of owner's websites featuring 2 and 3 bedroom condos, 3 bedroom townhomes, and 4, 5, and 6 bedroom pool villas.

WHB is officially community endorsed and is owned and operated by an actual Windsor Hills homeowner. Honesty, integrity, quality, and value are the four keywords that describe our purpose. These listings are all screened before acceptance to ensure that they are who, what, and where they say they are.

Take the time to browse our listings and visit the websites of interest where you can then inquire directly for info or booking. See for yourself some very outstanding rental properties that are fully on par with the community itself, owned by people who truly care about your vacation experience. We take our name quite seriously.


Please use the navigational menu on the left to browse our site. For all vacation rental inquiries at Windsor Hills, click on the category's name or thumbnail image to go to that homeowner's own personal website to view precisely what they have to offer.

Windsor Hills: A well established meticulously maintained premier vacation rental community in the Central Florida Orlando/Kissimmee area and minutes away from the US 192 main entrance to Walt Disney World.

Windsor Hills main office guest relations number (For information only! Not rentals)

Visit the website for P&M's convenience store located inside the Windsor Hills clubhouse. Delicious sandwiches and ice cold drinks for your poolside enjoyment. Guest welcome packs of food and necessities delivered right to your Windsor Hills vacation home available!

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