Windsor Hills Vacations

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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
International Drive showing landscape views

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 Aquatica or Pointe Orlando while you're exploring the neighborhood.

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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
9.8/10 Exceptional! (79 reviews)
This home was perfect for our Disney vacation! The weather was cooler but the kids were still able to swim due to the heated pool. The game room was perfect and provided a lot of excitement upon arrival. After coming back from a long day at the park, it was nice that everyone had their own space ...

Reviewed on 20 January 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
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

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Windsor Hills Condo w/all things Mickey. Pool/Waterpark and minutes from Disney!
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
9.2/10 Wonderful! (235 reviews)
Everything was as advertised

Reviewed on 2 January 2026

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6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ
See all 1,912 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.

Discover the most popular places to visit in Windsor Hills

Universal Studios Florida™

Universal Studios Florida

4.5/5(9,273 reviews)

Enjoy the excitement at Universal Studios Florida and find out why this is a popular theme park in Orlando. Experience the acclaimed theater scene and entertainment choices in this family-friendly area.

Universal Studios Florida
Disney Springs® showing a river or creek, a bridge and a sunset

Disney Springs™

4.5/5(11,529 reviews)

You can search for that perfect souvenir when you visit Disney Springs™, a favorite shopping spot in Lake Buena Vista. Experience the entertainment choices and acclaimed theater scene in this family-friendly area.

Disney Springs™
Orange County Convention Center showing modern architecture and theater scenes

Orange County Convention Center

4.5/5(1,902 reviews)

During your trip, find out what's happening at Orange County Convention Center, a top convention center in Orlando. Discover the entertainment choices in this family-friendly area, or seek out the golf courses.

Orange County Convention Center