Windsor Hills
Orlando
Visit Windsor Hills
Things to do
Walt Disney World® Resort Theme Park Tickets
€151
per adult
88% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
€24
per adult
92% of travellers recommend
Walt Disney World® Theme Park Tickets
€595
per adult
88% of travellers recommend
WonderWorks All Access After Dark
€24
per traveller
90% of travellers recommend
Drawn to Life presented by Cirque du Soleil and Disney
€74
per adult
94% of travellers recommend
Boggy Creek Scenic Everglades Airboat Tour
€39
per adult
98% of travellers recommend
Top hotels in Windsor Hills
6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ
Kissimmee FL
Stay at this family-friendly holiday home in Kissimmee. Enjoy private pools, a fitness centre and a garden. Our guests praise the helpful staff in their reviews. ...
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 9 Aug 2026
🌴Beautiful home in Windsor Hills Resort -Disney 2.5 miles 🌴
Kissimmee FL
Stay at this family-friendly holiday home in Kissimmee. Enjoy free Wi-Fi, private pools and a fitness centre. Popular attractions ESPN Wide World of Sports Complex ...
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 21 Jul 2026
Magical Memories in Windsor Hills Resort
Four Corners FL
Stay at this family-friendly villa in Kissimmee. Enjoy free Wi-Fi, private pools and laundry facilities. Popular attractions Disney's Animal Kingdom® Theme Park ...
Livin the Dream❤️Closest FREE Resort to Disney! 3 Kings
Kissimmee FL
The price is €477 per night from 31 Aug to 1 Sept
€477
31 Aug - 1 Sept
includes taxes & fees
Stay at this family-friendly holiday home in Kissimmee. Enjoy private pools, 2 outdoor pickleball courts and a water park. Our guests praise the helpful staff ...
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 25 Jul 2026
Amazing 6-bedroom Villa with Private Pool Minutes from Disney! 5 Star Theming!
Kissimmee FL
Stay at this family-friendly holiday home in Kissimmee. Enjoy private pools, a fitness centre and laundry facilities. Popular attractions Disney's Animal Kingdom® ...
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 23 Jul 2026
Villa 7748 - Updated Home w/ Arcade Rm! 3 mi from Disney, Pool Heat, BBQ & PS5
Kissimmee FL
Stay at this family-friendly holiday home in Kissimmee. Enjoy free Wi-Fi, private pools and a fitness centre. Popular attractions Disney's Animal Kingdom® Theme ...
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 19 Jul 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 for the activities you enjoy most.
Photo by Gary Burke
Open Photo by Gary Burke
Bay Lake
Exciting theme parks plentiful wildlife and top sights from Epcot® to Walt Disney World® Resort – discover Bay Lake, a destination also famous for its entertainment.
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 neighbourhood.
Reunion
The top golf courses and fun-filled water parks 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
If you're spending some time in Florida Center, Universal Orlando Resort and Universal Studios Florida are top sights worth seeing.
Champions Gate
Ample dining options and top 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.
