Windsor Hills

Orlando

Kissimmee Florida aerial view
Southern live oak trees (Quercus virginiana) covered in Spanish moss (Tillandsia usneoides) - Clermont, Florida, USA
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Windsor Hills Hotel Deals

Fun for kids and parents 6BR/4BA with private pool & hot tub in resort community

Fun for kids and parents 6BR/4BA with private pool & hot tub in resort community

Kissimmee FL
Book a stay at this family-friendly vacation home in Kissimmee. Enjoy free WiFi, private pools, and a garden. Popular attractions Disney's Animal Kingdom® Theme ...
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Fun for kids and parents 6BR/4BA with private pool & hot tub in resort community
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
The price is CA $301 per night from Jul 12 to Jul 13
CA $301
CA $832 total
Jul 12 - Jul 13
includes taxes & 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! (380 reviews)
"10 min from Parks, ample room for family."

Reviewed on Jun 13, 2026

Top-Rated Amazing Villa! Salt💧Pool, Game Room + Pool Heat, BBQ & Baby Gear
To Disney, Universal & Resort fun w/ FREE water park, for adult & Children

To Disney, Universal & Resort fun w/ FREE water park, for adult & Children

Kissimmee FL
Book a stay at this family-friendly condo in Kissimmee. Enjoy free WiFi, laundry facilities, and tennis courts. Popular attractions Disney's Animal Kingdom® ...
9.4/10 Exceptional! (12 reviews)
"This was and excellent place. Would love to stay there again. A little short on dish towels , toilet paper, and trash bags. Put loved the living space and the pool and other activities. I hope we left it in the same excellent shape we found it.Kevin"

Reviewed on May 31, 2026

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To Disney, Universal & Resort fun w/ FREE water park, for adult & Children
2 Miles to Disney • Walk to Clubhouse • SOUTH-FACING Pool • Free Water Park

2 Miles to Disney • Walk to Clubhouse • SOUTH-FACING Pool • Free Water Park

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® ...
9.6/10 Exceptional! (167 reviews)
"The property was clean and nicely themed."

Reviewed on Jun 13, 2026

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2 Miles to Disney • Walk to Clubhouse • SOUTH-FACING Pool • Free Water Park
Luxury Themed 6BR • Poolside Theater • Game Room

Luxury Themed 6BR • Poolside Theater • Game Room

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)
"My family and I really enjoyed staying at this beautiful home!! We were in Orlando on a graduation trip for my niece and my son. We really enjoyed the laid back atmosphere, the private pool, and the grill was used for a bbq celebration for the two graduates!!! This beautiful home had everything we ..."

Reviewed on May 30, 2026

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Luxury Themed 6BR • Poolside Theater • Game Room
Hilltop 6BR Disney Villa: Theater, Pool/Spa, View

Hilltop 6BR Disney Villa: Theater, Pool/Spa, View

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® ...
10/10 Exceptional! (20 reviews)
"We have visited Orlando over 20 times and this was one of the best villas we have stayed at. We have stayed in Windsor hills 4 times previously. A good location with onsite facilities but close to so many restaurants, shopping and attractions. The villa itself is beautifully presented with lovely ..."

Reviewed on May 20, 2026

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Hilltop 6BR Disney Villa: Theater, Pool/Spa, View
See all 1,762 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.

Where to stay in Windsor Hills

Find the best Windsor Hills areas and neighborhoods for the activities you enjoy most. Learn more about Windsor Hills
Learn more about Windsor Hills

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 neighborhood.
Aerial photo Celebration FL golf course landscape near highways

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.
Photo by Gary Burke
Open Photo by Gary Burke

Bay Lake

A noteworthy feature of Bay Lake is its exciting theme parks. While you're in town, be sure to stop and check out Epcot® and Walt Disney World® Resort.
Ferris Wheel In Orlando Florida United States. Aerial View Of Exciting Amusement Park Perfect For Family Fun. Building Metropole Skyline Buildings Beautiful. Buildings Flyover Night. Orlando 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.
Photo by Peter Sutton
Open Photo by Peter Sutton

Florida Center

While visiting Florida Center, you might make a stop by sights like Universal Orlando Resort and Universal Studios Florida.

Windsor Hills

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