Windsor Hills, FL
Orlando
Visit Windsor Hills
Popular places to visit
Walt Disney World® Resort
4.5/5(2,449 reviews)
Walt Disney World® Resort is part of Orlando. It makes up part of bustling metropolis that is home to 240,000 inhabitants. Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando’s city center. If you are flying in, Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando International Airport.
Universal Studios Florida
4.5/5(9,412 reviews)
Thrill rides based on your favorite movies create this internationally acclaimed theme park.
Universal Orlando Resort
4.5/5(4,206 reviews)
Make your Florida vacation one to remember with a stay at this hotel and theme park complex.
Disney Springs™
4.5/5(11,703 reviews)
Families have everything they could want in an area where boredom is absent and plenty of shopping and dining experiences are available.
Magic Kingdom® Park
4.5/5(8,856 reviews)
One of the most famous theme parks in the world offers a land of fun and fantasy at the foot of a fairytale castle.
Orange County Convention Center
4.5/5(1,929 reviews)
Florida's principal convention center is a large and stunning glass and metal building that hosts national and international trade shows and public events.
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
$288
per traveler
80% of travellers recommend
Andretti Indoor Karting & Games in Orlando
$31
per adult
88% of travellers recommend
Walt Disney World® Resort Disney After Hours
$191
per adult
WonderWorks All Access After Dark
$28
per traveler
88% of travellers recommend
Windsor Hills Hotel Deals
Villa 7748 - 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® ...
10/10 Exceptional! (82 reviews)
The game room was a huge hit for the kids, the pool being heated was helpful (a cold front dipped temperatures right before our stay). Plenty of towels and linens available. Great/fast communication with the host. Easy check out/clean up. Community clubhouse pool area is fun place to hang too.
Reviewed on Mar 22, 2026
Windsor Hills Condo w/all things Mickey. Pool/Waterpark and minutes from Disney!
Kissimmee FL
Stay at this condo in Kissimmee. Enjoy a fitness center, laundry facilities, and tennis courts. Popular attractions ESPN Wide World of Sports Complex and Disney's ...
9.6/10 Exceptional! (32 reviews)
We had a blast. Swimming and relaxing
Reviewed on Mar 15, 2026
Be our Guest - 3 bedroom, sleeps 7 + Condo w/ pool view by Disney and Universal
Kissimmee FL
Book a stay at this family-friendly condo in Kissimmee. Enjoy free WiFi, a fitness center, and laundry facilities. Our guests praise the helpful staff in our ...
9.8/10 Exceptional! (96 reviews)
What an incredible find! Love Windsor Hills Resort. Hope to be spending many more winters here. Very well equipped and very comfortable.. Security is top notch. Thank you for having us!
Reviewed on Mar 19, 2026
Top-Rated Amazing Villa! Salt💧Pool, Game Room + Pool Heat, BBQ & Baby Gear
Kissimmee FL
$577 nightly
The price is $645 total per night from Apr 18 to Apr 19
$645 total
Apr 18 - Apr 19
Total with taxes and fees
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! (371 reviews)
Everything about the villa was wonderful! Great amenities, everything was in working order, and it was so clean! We would highly recommend staying at this property!
Reviewed on Apr 3, 2026
Steps from Waterpark/Pool. Next to Disney w/ Frozen, Aladdin, Beauty&Beast theme
Kissimmee FL
Book a stay at this family-friendly condo in Kissimmee. Enjoy free WiFi, a fitness center, and laundry facilities. Our guests praise the pool and the helpful ...
10/10 Exceptional! (232 reviews)
Absolutely perfect little vacation home… clean and super cute! Our kids loved their rooms and the decor added a special touch for our Disney trip. The owners were very responsive and helpful with all of our questions… would definitely recommend to others and stay here again!
Reviewed on Mar 17, 2026
Disney Retreat in Windsor Hills Resort
Four Corners FL
Stay at this apartment in Kissimmee. Enjoy free WiFi, a fitness center, and laundry facilities. Popular attractions Disney's Animal Kingdom ® Theme Park and ESPN ...
9.6/10 Exceptional! (63 reviews)
I can honestly say that one of my greatest fears about traveling is a unclean, old, crusty stay in a Condo that makes me itch. I bring my own cleaning supplies, sheets, pillow, blanket, Lysol, etc. This was the BEST condo I have ever stayed in on vacation and we typically go on two yearly. It smelled ...
Reviewed on Feb 14, 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.
Other neighborhoods around Windsor Hills
Orange Lake
While visiting Orange Lake, you might make a stop by sights like Walt Disney World® Resort and Orange Lake Golf.
Bahama Bay
While visiting Bahama Bay, you might make a stop by sights like Northeast Regional Park and Lake Davenport.
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.
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.
Highlands Reserve
4/5(22 area reviews)
While Highlands Reserve isn't home to many top sights, Highland Reserve Golf Club and Northeast Regional Park are some notable places to visit nearby.
Regal Palms
3.5/5(12 area reviews)
While Regal Palms isn't home to many top sights, Highland Reserve Golf Club and Northeast Regional Park are some notable places to visit nearby.
Windsor Hills, FL
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