Windsor Hills, FL

Orlando

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

Popular places to visit


Windsor Hills Hotel Deals

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
Book a stay at this family-friendly condo in Kissimmee. Enjoy a water park, a fitness center, and laundry facilities. Popular attractions ESPN Wide World of ...
9.6/10 Exceptional! (28 reviews)
nice place, neat and close to everything we needed. Great kids room. Would recommend and would stay again.

Reviewed on 19 January 2026

Windsor Hills Condo w/all things Mickey. Pool/Waterpark and minutes from Disney!
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 water park. Popular attractions Disney's Animal Kingdom® ...
9.8/10 Exceptional! (80 reviews)
Wonderful stay! Everything was absolutely perfect! Can't wait to stay again!

Reviewed on 31 January 2026

Villa 7748 - Updated Home w/ Arcade Rm! 3 mi from Disney, Pool Heat, BBQ & PS5
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 water park. Our guests praise the pool and the helpful ...
10/10 Exceptional! (365 reviews)
Our hosts, Steve and Sandy were absolutely wonderful. We had a minor hiccup on our last day but was quickly resolved. The property is in great condition. Lots of extras in the pantry that made cooking a breeze. We all enjoyed relaxing in the hot tub after long days at Disney! 10/10 recommend. We ...

Reviewed on 17 February 2026

Top-Rated Amazing Villa! Salt💧Pool, Game Room + Pool Heat, BBQ & Baby Gear
6/4 Home Pool/Spa Close to Disney,  Free Water Park Use, Game RMThemed, WIFI BBQ

6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ

Kissimmee FL
Book a stay at this family-friendly vacation home in Kissimmee. Enjoy private pools, a water park, and a fitness center. Our guests praise the helpful staff ...
9.4/10 Exceptional! (254 reviews)
Host was very attentive. House was perfect for our family of 11. Close to allnthe parks.

Reviewed on 21 February 2026

6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ
C5 Dream Disney Family Vacation 2 miles to Disney

C5 Dream Disney Family Vacation 2 miles to Disney

Kissimmee FL
Stay at this apartment in Kissimmee. Enjoy free WiFi, laundry facilities, and cable/satellite TV service. Popular attractions ESPN Wide World of Sports Complex ...
8.6/10 Excellent! (41 reviews)
The positives: Excellent location, the community had great amenities, the host did provide updates. The layout of the apartment is great, but the details of upkeep were disappointing. The outlets were loose, which is worrisome with young children. The lamp doesn't work in the children's room. The ...

Reviewed on 5 February 2026

C5 Dream Disney Family Vacation 2 miles to 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 water park, and a fitness center. Our guests praise the helpful staff in our reviews. ...
9.8/10 Exceptional! (95 reviews)
The condo was very clean, location was perfect, resort was beautiful. Would highly recommend, and would stay there again!

Reviewed on 8 February 2026

Be our Guest - 3 bedroom, sleeps 7 + Condo w/ pool view by Disney and Universal
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.

Eid al-Fitr Sale

Members save up to 40% on hotels. Plan this year’s big trip and save.

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 which includes a garden

Bahama Bay

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

Bahama Bay
Reunion which includes golf and landscape views as well as a small group of people

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
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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
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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, FL, USA - February 20, 2022: Aerial photo of Orange lake resort

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


Windsor Hills, FL

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