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Top hotels in Windsor Hills

Villa 7748 - Updated Home w/ Arcade Rm! 3 mi from Disney, Pool Heat, BBQ & PS5
Great location, clean, spacious and quick response time!! We stayed here purposefully looking for off Disney property but still close enough to make it easier to get to the parks. The space was plentiful, heated pool/hot tub and arcade games were our girls favorite things. The themed rooms were magical ...
Reviewed on Feb 14, 2026

Steps from Waterpark/Pool. Next to Disney w/ Frozen, Aladdin, Beauty&Beast theme
Great stay!
Reviewed on Mar 2, 2026

Top-Rated Amazing Villa! Salt💧Pool, Game Room + Pool Heat, BBQ & Baby Gear
The house i perfect size. perfect location. the pool and hot tub are amazimg. the safe resort has a amazing rec center and pool with water slides. very nive place to stay
Reviewed on Mar 15, 2026

Be our Guest - 3 bedroom, sleeps 7 + Condo w/ pool view by Disney and Universal
The condo was very clean, location was perfect, resort was beautiful. Would highly recommend, and would stay there again!
Reviewed on Feb 8, 2026

Windsor Hills Condo w/all things Mickey. Pool/Waterpark and minutes from Disney!
The water slide section of the pool was closed.
Reviewed on Feb 19, 2026

Disney Retreat in Windsor Hills Resort
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

6/4 Home Pool/Spa Close to Disney, Free Water Park Use, Game RMThemed, WIFI BBQ
This place was perfect! Decorated in a Disney theme that got the kids excited, plenty of room to spread out and we adored using the pool on our down days. It checked every box for our 7 person vacation with room to spare and fun to be had.
Reviewed on Mar 5, 2026

Windsor Hills Private Luxury Pool House, Sleeps 13
Great amenities, lots of room, clean!
Reviewed on Feb 4, 2026

3-bedroom townhome in delightful Kissimmee with WiFi, AC, and Cable TV.
Windsor Hills Hotel Guide
Don’t keep your travel plans on repeat year after year. The same city with the same hotel every season will bore you and give you an itch to go looking for something new. Expand your geographical horizons to more than just those five blocks around your usual haunt.
Nowhere else can you find better deals on Windsor Hills area hotels. You’ll find the best prices on the quirky, the haunted, the old, the new, and the legendary. If you’re wondering what side of the pricing scale some of these hotels fall on, you need not to worry. Compare cheap hotels near Windsor Hills to find the perfect one to will fit your budget.
Leave the ordinary routine you’re set on behind and go. Go anywhere you want. Anywhere that makes you think, “I wonder what that’s like?” Part of Travelocity’s mission is to get you off-the-beaten path and the hotels near Windsor Hills are perfect for that. Find your new favorite watering hole on a quiet street. Discover a place to escape for the weekend with tasty local fare and unique sights. We want you to consider the places outside your normal comfort zone. Browse our selection and find the ideal hotel, in a place you’d like to explore.
Recent Windsor Hills hotel reviews by fellow wanderers

Top-Rated Amazing Villa! Salt💧Pool, Game Room + Pool Heat, BBQ & Baby Gear
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