Windsor Hills
Orlando
Visit Windsor Hills
Things to do
Walt Disney World® Resort Theme Park Tickets
€167
per adult
88% of travellers recommend
Walt Disney World® Theme Park Tickets
€684
per adult
88% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
€29
per adult
92% of travellers recommend
Drawn to Life presented by Cirque du Soleil and Disney
€74
per adult
96% of travellers recommend
Florida: 90 Minute Everglades Cruise
€47
per adult
100% of travellers recommend
WonderWorks All Access After Dark
€24
per traveller
90% of travellers recommend
Top hotels in Windsor Hills
Fun for kids and parents 6BR/4BA with private pool & hot tub in resort community
Kissimmee FL
Stay at this family-friendly holiday home in Kissimmee. Enjoy free Wi-Fi, private pools and a garden. Popular attractions Disney's Animal Kingdom® Theme Park ...
9.6/10 Exceptional! (83 reviews)
"Home was lovely. Everything was in good condition except the air hockey table did not work. Did let them know the first night but everything else was great.. excellent communication and the kids loved the pool. Lots of room to hang out and well stocked. The community is one of our favorite we have ..."
Reviewed on 24 Jun 2026
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! (265 reviews)
"This was just like the rating said when I reviewed. It excellent stay. Real close to the Disney Parks. Also right down the street from Walmart. Overall, the house was beautiful, clean, and very spacious. I had a party of 7 and everyone loved the place."
Reviewed on 13 Jun 2026
Top-Rated Amazing Villa! Salt💧Pool, Game Room + Pool Heat, BBQ & Baby Gear
Kissimmee FL
The price is €527 per night from 12 Jul to 13 Jul
€527
12 Jul - 13 Jul
includes taxes & fees
Stay at this family-friendly holiday home in Kissimmee. Enjoy free Wi-Fi, private pools and a fitness centre. Our guests praise the pool and the helpful staff ...
10/10 Exceptional! (381 reviews)
"Our family had a wonderful time. Days were spent in the pool and making food on the grill, walking the neighborhood, playing in the neighborhood playground, and at the tennis courts. Billiards, video games, and air hockey kept us busy during the hottest parts of the day. Bonus that the beds were ..."
Reviewed on 24 Jun 2026
Villa 2655 - 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 ...
9.8/10 Exceptional! (76 reviews)
"We enjoyed staying at this property. The home was very clean. We all loved the game room .Only suggestion I would make is the pool needs a handrail to enter the pool.It was difficult for my young son whom is special needs to enjoy the pool without a handrail, he would have to sit down on his butt ..."
Reviewed on 29 May 2026
Free Water Park-Walk to Clubhouse-6BR Disney Home-Sleeps 15-Private Pool & Spa
Kissimmee FL
Stay at this family-friendly holiday home in Kissimmee. Enjoy free Wi-Fi, private pools and a fitness centre. Our guests praise the pool and the helpful staff ...
9.4/10 Exceptional! (213 reviews)
"Had a great stay! The house was clean, nice and exactly what was pictured. Very family friendly! The house had a stroller and high chair."
Reviewed on 6 Jun 2026
New Disney Townhome Windsor Hills Resort, 3BED 3BATH, Private Pool Parking WiFi
Kissimmee FL
The price is €335 per night from 1 Jul to 2 Jul
€335
1 Jul - 2 Jul
includes taxes & fees
Stay at this family-friendly holiday home in Kissimmee. Enjoy private pools, a fitness centre and laundry facilities. Popular attractions ESPN Wide World of ...
9.8/10 Exceptional! (29 reviews)
"One of the best townhouses that we have stayed in at Windsor Hills. Luciano, the property manager, was extremely helpful and always quick to respond to our questions/requests. Lovely unit that had everything we needed for our 9 night stay."
Reviewed on 17 May 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.
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 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.
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.
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.
