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 ...
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
Fun for kids and parents 6BR/4BA with private pool & hot tub in resort community
Kissimmee FL
Book a stay at this family-friendly vacation home in Kissimmee. Enjoy free WiFi, private pools, and a garden. Popular attractions Disney's Animal Kingdom® Theme ...
9.6/10 Exceptional! (88 reviews)
"Great Home, Great location, Great Amenities, close to shops. Host respond take awhile. We didn’t get the pool cleaned. Overall great vacation"
Reviewed on Aug 16, 2026
Villa 2655 - 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! (83 reviews)
"Truly enjoyed our stay. Great spacious house and very clean. The only suggestion would be a bigger Keurig machine. You’re very close to all the restaurants and you have a Publix, Walmart, and Target nearby. Highly recommend staying here. If you have a disability would not recommend this house. Toilets ..."
Reviewed on Jul 24, 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 ...
9.4/10 Exceptional! (77 reviews)
"Firstly the property was clean and as per the photos, there were just a few things that would stop me booking again.On the day of travel, I received a link to fill out a check in form. The link wouldn’t work so I emailed and didn’t hear back. We had a very long travel day and I was anxious at not ..."
Reviewed on Aug 24, 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.
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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