Windsor Hills, FL

Orlando

USA, Florida, Celebration, Palm Trees
Orlando, Florida. July 22, 2019 Orlando gold lettering on black background. Vector with travel icons and fireworks. Travel Postcard

Popular places to visit

Walt Disney World® Resort

Walt Disney World® Resort

4.5/5(2,451 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.

Walt Disney World® Resort
Universal Studios Florida

Universal Studios Florida

4.5/5(9,415 reviews)

Thrill rides based on your favorite movies create this internationally acclaimed theme park.

Universal Studios Florida
Universal Orlando Resort

Universal Orlando Resort

4.5/5(4,207 reviews)

Make your Florida vacation one to remember with a stay at this hotel and theme park complex.

Universal Orlando Resort
Disney Springs™

Disney Springs™

4.5/5(11,709 reviews)

Families have everything they could want in an area where boredom is absent and plenty of shopping and dining experiences are available.

Disney Springs™
Magic Kingdom® Park

Magic Kingdom® Park

4.5/5(8,859 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.

Magic Kingdom® Park
Orange County Convention Center

Orange County Convention Center

4.5/5(1,930 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.

Orange County Convention Center

Windsor Hills Hotel Deals

Villa 7748 - Updated Home w/ Arcade Rm! 3 mi from Disney, Pool Heat, BBQ & PS5

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

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Villa 7748 - Updated Home w/ Arcade Rm! 3 mi from Disney, Pool Heat, BBQ & PS5
Windsor Hills Condo w/all things Mickey. Pool/Waterpark and minutes from Disney!

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! (33 reviews)
Windsor Hills is a prime location for anyone visiting the area. It is easy to access and well maintained.Our particular unit was clean and well themed throughout! Our kids loved it and so did we!We look forward to getting back ASAP!

Reviewed on Mar 29, 2026

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Windsor Hills Condo w/all things Mickey. Pool/Waterpark and minutes from Disney!
Be our Guest - 3 bedroom, sleeps 7 + Condo w/ pool view by Disney and Universal

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! (97 reviews)
Perfect location. Just down the elevator and right to the pool. Very nice pool and splash zone with 2 big water slides. The clubhouse has a snall arcade and they do little activities with the kids. There is also a small store and restaurant. The condo had everything we needed and the kids loved the ...

Reviewed on Mar 27, 2026

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Be our Guest - 3 bedroom, sleeps 7 + Condo w/ pool view by Disney and Universal
Top-Rated Amazing Villa! Salt💧Pool, Game Room + Pool Heat, BBQ & Baby Gear

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! (372 reviews)
It as exactly the right size for our family. Liked the spices & we just added what we bought. We also added some new pool toys so some that needed to be replaced could. Would definitely stay again.

Reviewed on Apr 14, 2026

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Top-Rated Amazing Villa! Salt💧Pool, Game Room + Pool Heat, BBQ & Baby Gear
Disney Retreat in Windsor Hills Resort

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

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Disney Retreat in Windsor Hills Resort
Steps from Waterpark/Pool. Next to Disney w/ Frozen, Aladdin, Beauty&Beast theme

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

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Steps from Waterpark/Pool. Next to Disney w/ Frozen, Aladdin, Beauty&Beast theme
See all 1,891 properties in Windsor Hills
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

Sunset at the Twin Oaks Conservation Area near Kissimmee, Florida.

Orange Lake

While visiting Orange Lake, you might make a stop by sights like Walt Disney World® Resort and Orange Lake Golf.

Orange Lake
Bahama Bay

Bahama Bay

While visiting Bahama Bay, you might make a stop by sights like Northeast Regional Park and Lake Davenport.

Bahama Bay
Reunion

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.

Reunion
Big live oak tree draped in moss, St. Cloud, 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.

Champions Gate
A panoramic shot of an egret flying low over a lake in Celebration, Florida, giving the illusion of there being three separate birds.

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.

Highlands Reserve
Kissimmee Florida aerial view

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.

Regal Palms
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Windsor Hills, FL

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