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
88% of travellers recommend
WonderWorks All Access After Dark
$28
per traveler
88% of travellers recommend
Orlando: Polynesian Fire Luau with Dinner and Live Show
$75
per adult
92% of travellers recommend
Windsor Hills Hotel Deals
🌴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! (200 reviews)
"Great space for family!"
Reviewed on Aug 8, 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 ...
9.4/10 Exceptional! (271 reviews)
"The house was as described in the listing. We had a party of 13 and everyone had a place to sleep and eat. Check-in and check-out were easy and we were close to everything we needed."
Reviewed on Aug 9, 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! (162 reviews)
"The property, the home, the amenities and the staff were all excellent. Check in was a breeze and the communication with the host was quick, clear and positive. The home was everything it was described to be with some of the cutest decorative touches I’ve ever seen."
Reviewed on Jul 29, 2026
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! (60 reviews)
"Phenomenal home with excellent Disney theming! The house was clean and in a very quiet gated community. Check in and out were both easy. The beds were super comfy, playing games in the Cantina was so much fun, and the private pool with hot tub was a fantastic way to relax after a long day at the ..."
Reviewed on Aug 22, 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® ...
9.8/10 Exceptional! (97 reviews)
"The property was just like described and more. We liked it and will be back next year."
Reviewed on Aug 13, 2026
Tequilla Sunrise at Windsor Hills
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 ...
9.6/10 Exceptional! (76 reviews)
"Clean house, prompt and friendly host."
Reviewed on Jul 26, 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 The Orlando Eye 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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