Windsor Hills Travel Guide
Tourist Guide
Visit Windsor Hills
Our pick of the best Windsor Hills Hotel Deals
Top-Rated Amazing Villa! Salt💧Pool, Game Room + Pool Heat, BBQ & Baby Gear
Kissimmee FL
The price is NZ$1,038 per night from 12 July to 13 July
NZ$1,038
12 July - 13 July
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 June 2026
Minutes to the Magic! 3-bedroom home, 6 minutes to Walt Disney World!
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 helpful staff in their reviews. ...
10/10 Exceptional! (132 reviews)
"We had a wonderful time. The home was clean, comfortable, and full of amenities. My daughter spent her evenings learning to swim in the private pool after long, hot days at the parks."
Reviewed on 17 June 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
Townhome with lots of Amenities
Kissimmee FL
The price is NZ$863 per night from 27 July to 28 July
NZ$863
27 July - 28 July
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 helpful staff in their reviews. ...
10/10 Exceptional! (91 reviews)
"Great property and very kind and responsive host. Not far from the parks, grocery store nearby. Beds were very comfortable. Has lots of dishes and pots and pans. Great gate team very helpful. Nicely decorated. We felt very safe as all female guests. Will stay again!"
Reviewed on 21 June 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! (214 reviews)
"We never got to the free waterpark. Having a private pool was good enough for us. 2 yr old loved the play kitchen."
Reviewed on 13 June 2026
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! (84 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 June 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.
Our guide on 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.
