Windsor Hills, FL
Orlando
Visit Windsor Hills
Things to do
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
$34
per adult
92% of travellers recommend
Universal Orlando Resort Express Passes
$213
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
90% of travellers recommend
Walt Disney World® Resort Disney After Hours
$186
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! (269 reviews)
"The property could use some updating, there’s a weird smell when you walk in and unsightly repairs throughout and the couches had random spots. The lights in the pool didn’t work so we couldn’t utilize the pool at night, I reached out to the host but didn’t hear back until the morning of check-out ..."
Reviewed on Jul 7, 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
SUNNY DISNEY ESCAPE: as close to Disney as you can get with the comforts of home
Kissimmee FL
Book a stay at this family-friendly condo in Kissimmee. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions ESPN Wide World of Sports ...
10/10 Exceptional! (165 reviews)
"Great clean modern place the family loved it..kitchen had everything you needed. Definitely family friendly place.Amenities were great. Staff at resort was very friendly. The house was clean and cozy. For sure would return next summer. Definitely recommend this host and home."
Reviewed on Jul 22, 2026
Livin the Dream❤️Closest FREE Resort to Disney! 3 Kings
Kissimmee FL
$500 nightly
The price is $558 total per night from Aug 18 to Aug 19
$558 total
Aug 18 - Aug 19
Total with taxes and fees
Book a stay at this family-friendly vacation home in Kissimmee. Enjoy private pools, 2 outdoor pickleball courts, and a water park. Our guests praise the helpful ...
10/10 Exceptional! (115 reviews)
"The place was advertised exactly as seen listed and host is super friendly and responsive. Highly recommend the stay here and the game room was super cool."
Reviewed on Jul 25, 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! (58 reviews)
"From the moment we stepped foot into this home, we felt the magic! Every room was more than we expected. Perfect for our party of 11 (7 adults, 4 children 3-9 y/o). Home was large enough where we had our own space and there was no running into each other. The community amenities were excellent too! ..."
Reviewed on Jul 3, 2026
Top-Rated Amazing Villa! Salt💧Pool, Game Room + Pool Heat, BBQ & Baby Gear
Kissimmee FL
$543 nightly
The price is $607 total per night from Aug 2 to Aug 3
$607 total
Aug 2 - Aug 3
Total with taxes and fees
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! (384 reviews)
"Lovely villa and the location is amazing! Communication with the hosts was top notch and they were very informative and quick to respond to a couple of very minor issues we encountered. As a person who needs to be very organized I really appreciated the helpful labels on things and guides to help ..."
Reviewed on Jul 20, 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
- Visit Loughman
- Walt Disney World® Resort
- Visit Disney's Maingate East
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- Visit Tangelo Park
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