Over 130 Windsor Hills Vacation Rentals Ready to Book DIRECT! Windsor Hills Resort is situated just minutes away from Walt Disney World® in Kissimmee, Florida, and is the closest vacation rental resort to the theme parks!

Windsor Hills is one the best rental communities in Central Florida & located just minutes from Walt Disney World & other top attractions! Single family homes, condos & villas to rent for a memorable family vacation!

Enjoy the luxury of a world-class resort, with access to these magnificent amenities — all while being just minutes from the magic of the Walt Disney World theme parks, and within quick reach of all the amazing attractions Central Florida has to offer!

Windsor Hills Resort is the premier vacation rental resort in the heart of Florida’s world-class vacation destination! Located in Kissimmee, Florida, Windsor Hills Resort is just minutes from Walt Disney World® , Disney Springs, ESPN Sports Complex, Universal Studios, Sea World, Gatorland, and more!

Windsor Hills is the perfect retreat to escape the frenetic atmosphere of the parks. Easy to get to and only 20 minutes drive from Disney by car or bus, it provides the optimal base for a full on day at the parks then some well earned rest in the comfort of your own home away from home.

Windsor Hills Resort Kissimmee Florida - Closest to Disney. Windsor Hills is a beautiful gated community just 2 miles (3km) from the gates of Walt Disney World. From comfortable condos and townhomes to spacious 4-bedroom,5-bedroom & 6-bedroom homes, you'll find accommodations to suit your every vacation need.

We offer 2 and 3 bedrooms condos, 3 bedroom townhomes with splash pool and 4, 5 and 6 bedroom single family homes with full-size pools. Our Community Center has a game room, fitness center, Marketplace convenience store and grill, movie theater, ATM , …

Stay in one of our many vacation villas in Windsor Hills Resort, ranging from two-bedroom condos to six-bedroom homes. Prices estimated by average nightly rate. Enter dates to see exact rates! Check out more of our beautiful resort rentals and luxurious vacation homes today!

At Windsor Hills Resort, you’ll find a range of luxury condo rentals, including 2-bedroom and 3-bedroom options that cater to smaller groups. The condos are located closest to the main pool area, waterpark, clubhouse, and sports park.