Windsor Hills, FL
Orlando
Visit Windsor Hills
Things to do
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
$27
per adult
92% of travellers recommend
Windsor Hills Hotel Deals
Newly Totally Renovated-Video Game Room-Private Pool
Kissimmee FL
Stay at this vacation home in Kissimmee. Enjoy private pools, a fitness center, and laundry facilities. Popular attractions ESPN Wide World of Sports Complex ...
9.6/10 Exceptional! (105 reviews)
"Enjoyed our stay! Kids enjoyed the pool. Home was close to Disney. Owners very responsive to any questions we had. Home was clean and comfortable for our family of 5."
Reviewed on Aug 9, 2026
6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ
Kissimmee FL
Book a stay at this family-friendly vacation home in Kissimmee. Enjoy private pools, a fitness center, and a garden. Our guests praise the helpful staff in our ...
🌴Beautiful home in Windsor Hills Resort -Disney 2.5 miles 🌴
Kissimmee FL
Book a stay at this family-friendly vacation home in Kissimmee. Enjoy free WiFi, private pools, and a fitness center. Popular attractions ESPN Wide World of ...
9.8/10 Exceptional! (201 reviews)
"Beautiful house in an amazing location. Everything was clean, host communication was excellent. Perfect location for Disney parks. The pool was better than expected and perfect for the kids to splash around in and us to sit in during quieter times. We had an amazing time and would definitely come ..."
Reviewed on Aug 29, 2026
Fabulous Lake View/South Facing Pool Home- Game room -2 Miles to Disney!
Kissimmee FL
Book a stay at this family-friendly vacation home in Kissimmee. Enjoy private pools, a fitness center, and a garden. Popular attractions Disney's Animal Kingdom® ...
Mickey Mouse Farmhouse-Fully Upgraded Condo in Windsor Hills. 2 Miles to Disney!
Kissimmee FL
Book a stay at this family-friendly condo in Kissimmee. Enjoy free WiFi, a fitness center, and a garden. Popular attractions Disney's Animal Kingdom® Theme Park ...
9.8/10 Exceptional! (139 reviews)
"Great stay with little kids"
Reviewed on Sep 10, 2026
Top-Rated Amazing Villa! Salt💧Pool, Game Room + Pool Heat, BBQ & Baby Gear
Kissimmee FL
Book a stay at this family-friendly vacation home in Kissimmee. Enjoy free WiFi, private pools, and a fitness center. Our guests praise the pool and the helpful ...
10/10 Exceptional! (387 reviews)
"House was perfect for our family Disney trip, plenty of room, well stocked with everything you need. We never went to the resort pool because we enjoyed the pool at the house. Will stay again."
Reviewed on Sep 15, 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Where to stay in Windsor Hills
Find the best Windsor Hills areas and neighborhoods for the activities you enjoy most. Learn more about Windsor Hills
Learn more about Windsor Hills
Photo by Gary Burke
Open Photo by Gary Burke
Bay Lake
A noteworthy feature of Bay Lake is its exciting theme parks. While you're in town, be sure to stop and check out Epcot® and Walt Disney World® Resort.
International Drive District
Visitors to International Drive District rave about its breathtaking beach views, exciting theme parks, and popular shops. You might also want to make some time to see Orange County Convention Center or Orange County Convention Center North while you're exploring the neighborhood.
Photo by Peter Sutton
Open Photo by Peter Sutton
Florida Center
While visiting Florida Center, you might make a stop by sights like Universal Orlando Resort and Universal Studios Florida.
Champions Gate
Abundant dining options and pristine golf courses are well-reviewed features of Champions Gate. Make a stop by top sights like ChampionsGate Golf Club while you're exploring the area.
Reunion
The waterparks and pristine golf courses are top of the list for many visitors to Reunion. A stop by Reunion Resort Golf Course or Jack Nicklaus Course might round out your trip.
Windsor Hills, FL
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