Windsor Hills, FL
Orlando
Visit Windsor Hills
Things to do
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
$31
per adult
92% of travellers recommend
Universal Orlando Resort Express Passes
$138
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
Orlando: Museum of Illusions Admission Ticket
$30
per adult
80% of travellers recommend
Windsor Hills Hotel Deals
Kissimmee Resort Villa, 4 Bed / 4 Bath En-Suite, Heated South Pool & AC Arcade
Kissimmee FL
Book a stay at this family-friendly villa in Kissimmee. Enjoy free WiFi, private pools, and a fitness center. Our guests praise the pool and the property condition ...
9.8/10 Exceptional! (174 reviews)
"We had a great stay! The kids loved the pool!"
Reviewed on Apr 21, 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! (388 reviews)
"Quick to respond, beautiful property, amazing family vacation, would definitely return"
Reviewed on Sep 24, 2026
Minutes Away from Theme Parks! 3-Bed Townhome, 6 minutes to Disney World!
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 helpful staff in ...
10/10 Exceptional! (217 reviews)
"This townhouse was the perfect place to stay! Kids loved the pools and access to arcade games, adults loved the comfortable beds. Kitchen was stocked with everything needed. Location was close to restaurants and shopping. We will be back!"
Reviewed on Oct 8, 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! (91 reviews)
"The property was exactly as described and accurately reflected the listing photos. Check-in was seamless, and the location was fantastic for visiting Disney! The home could benefit from some general maintenance and minor updates, particularly with a few of the older TVs. That said, nothing was unexpected, ..."
Reviewed on Oct 19, 2026
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! (108 reviews)
"The property was beautiful, nice and roomy, communication was great, the pool in the back yard kept the kids entertained. There were a couple things brought up to the owners about the kids room, they quickly sent over the property management team. Overall we couldn't ask for a better stay!"
Reviewed on Oct 11, 2026
EPIC! Themed-Arcade-Theatre-Pool Table-Pool&Spa-3mi>Disney
Kissimmee FL
Book a stay at this family-friendly vacation home in Kissimmee. Enjoy free WiFi, private pools, and a water park. Popular attractions Disney's Animal Kingdom® ...
10/10 Exceptional! (14 reviews)
"The hosts communicated well. The property was nice and very roomy. Plenty of things for everyone to do for the days we didn't visit the big area attractions. We all enjoyed just hanging out around the house with all the entertainment and amenities. We would go back!"
Reviewed on Oct 18, 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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