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
Universal Orlando Resort Express Passes
$117
per traveler
80% of travellers recommend
Andretti Indoor Karting & Games in Orlando
$31
per adult
90% of travellers recommend
WonderWorks All Access After Dark
$28
per traveler
90% of travellers recommend
Walt Disney World® Resort Disney After Hours
$169
per adult
100% of travellers recommend
Windsor Hills Hotel Deals
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 ...
9.4/10 Exceptional! (270 reviews)
"This house was spacious and nice! A lot of small details could have made it a great stay. There was no dish soap or rag or sponge to wash dishes, no body wash in the dispensers in the shower, dirty pans in the cabinets, no laundry detergent but we were asked to wash towels. Overall we enjoyed the ..."
Reviewed on Aug 9, 2026
Magical Memories in Windsor Hills Resort
Four Corners FL
Book a stay at this family-friendly villa in Kissimmee. Enjoy free WiFi, private pools, and laundry facilities. Popular attractions Disney's Animal Kingdom® ...
Amazing 6-bedroom Villa with Private Pool Minutes from Disney! 5 Star Theming!
Kissimmee FL
Book a stay at this family-friendly vacation home in Kissimmee. Enjoy private pools, a fitness center, and laundry facilities. Popular attractions Disney's Animal ...
10/10 Exceptional! (59 reviews)
"Fun Disney themed home with special touches made the magic alive! Clean, spacious, AC was consistent and pool was on spot after some hot days at the park. Nice quiet neighborhood with no rear neighbors, has a view of a valley behind. Very close to Disney and Walmart/Target with lots of other convenience. ..."
Reviewed on Jul 23, 2026
Villa 7748 - Updated Home w/ Arcade Rm! 3 mi from Disney, Pool Heat, BBQ & PS5
Kissimmee FL
Book a stay at this family-friendly vacation home in Kissimmee. Enjoy free WiFi, private pools, and a fitness center. Popular attractions Disney's Animal Kingdom® ...
10/10 Exceptional! (93 reviews)
"We really liked this property! It was perfect for 7 of us, lots of space and plenty of bathrooms. I would say, that having stayed in a few other homes over the years, bring essentials like hand soap, garbage bags, dishwasher soap, etc. There were a few things left for us, but for example, one garbage ..."
Reviewed on Jul 19, 2026
🌴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! (198 reviews)
"The amenities at Windsor Hills are a great perk! We appreciated the host's quick communication when it came to resolving an issue. The house was not as clean as I expected it to be based on previous reviews and the washing machine is a front loader with a mold issue (the door needs to be kept open ..."
Reviewed on Jul 21, 2026
Dream Disney Family Vacation, Best Resort, 2 Miles To Disney, Space For 8
Kissimmee FL
Stay at this condo in Kissimmee. Enjoy free WiFi, laundry facilities, and tennis courts. Popular attractions ESPN Wide World of Sports Complex and Disney's Animal ...
9.2/10 Wonderful! (160 reviews)
"Property was really clean and organized"
Reviewed on Jun 19, 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 Aquatica while you're exploring the neighborhood.
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.
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.
Windsor Hills, FL
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- Visit West Kissimmee
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- Walt Disney World® Resort
- Visit Disney's Maingate East
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