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Top hotels in Windsor Hills

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
A water park and an outdoor pool are featured at this smoke-free vacation home. There's fun for all ages with a playground and an arcade/game room, and families ...
Quick response and easy access to property. We enjoyed the games along with the pool and jacuzzi. All the games were in working order and the pool was heated and comfortable. Would highly recommend.

Reviewed on Nov 4, 2025

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Opens in a new windowVilla 7748 - Updated Home w/ Arcade Rm! 3 mi from Disney, Pool Heat, BBQ & PS5
Create Disney Memories! 3-Bed TownHome, just a 7-min drive to Disney, Book Today

Create Disney Memories! 3-Bed TownHome, just a 7-min drive to Disney, Book Today

Kissimmee FL
A water park and an outdoor pool are featured at this smoke-free vacation home. There's fun for all ages with a playground and an arcade/game room, and families ...
Very welcoming and nice.

Reviewed on Nov 10, 2025

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Opens in a new windowCreate Disney Memories! 3-Bed TownHome, just a 7-min drive to Disney, Book Today
2 Bedroom, 2 Bath Condo 2 miles from Disney and 10 miles from Universal studios.

2 Bedroom, 2 Bath Condo 2 miles from Disney and 10 miles from Universal studios.

Kissimmee FL
A water park and an outdoor pool are featured at this smoke-free condo. There's fun for all ages with a playground and an arcade/game room, and families will ...
Well cleaned, and easy to get to. Loved that it was on first floor.

Reviewed on Nov 1, 2025

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Opens in a new window2 Bedroom, 2 Bath Condo 2 miles from Disney and 10 miles from Universal studios.
🌴Beautiful home in Windsor Hills Resort -Disney 2.5 miles 🌴

🌴Beautiful home in Windsor Hills Resort -Disney 2.5 miles 🌴

Kissimmee FL
This vacation home features an outdoor pool and a gym. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite ...
Accommodations were great. Host was responsive when needed. Will book again in the future.

Reviewed on Oct 30, 2025

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Opens in a new window🌴Beautiful home in Windsor Hills Resort -Disney 2.5 miles 🌴
Lake View and Top floor on Disney's doorstep - Great location

Lake View and Top floor on Disney's doorstep - Great location

Kissimmee FL
This condo features a gym and a hot tub. Laundry facilities and barbecue grills are also provided.
Very clean. Safe as it is in a gated community. Amazing amenities with a large clean pool and water slides. Close to wal mart and no more than 15 min drive to Disney parks. Would stay again

Reviewed on Oct 21, 2025

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Opens in a new windowLake View and Top floor on Disney's doorstep - Great location
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
A water park and an outdoor pool are featured at this smoke-free vacation home. There's fun for all ages with a playground and an arcade/game room, and families ...
This is a perfect family home. All the amenities you need, super close to the playground and water slides, my family had a blast at this resort without breaking the bank

Reviewed on Nov 6, 2025

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Opens in a new windowFun for kids and parents 6BR/4BA with private pool & hot tub in resort community
Vacation Rental near Disney, Univeral Studios, Epic, w/free parking and Wi-Fi.

Vacation Rental near Disney, Univeral Studios, Epic, w/free parking and Wi-Fi.

Kissimmee FL
A water park and a hot tub are featured at this smoke-free condo. There's fun for all ages with a playground and an arcade/game room, and families will appreciate ...
10/10 Everything is like the pictures. Clean, quiet and Comfortable. We went to the wrong unit when we first arrived (not following directions) Patti was extremely helpful and answered all our questions right away.My son used the gym every morning.My family really enjoyed our stay!

Reviewed on Oct 22, 2025

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Opens in a new windowVacation Rental near Disney, Univeral Studios, Epic, w/free parking and Wi-Fi.
Windsor Hills Private Luxury Pool House, Sleeps 13

Windsor Hills Private Luxury Pool House, Sleeps 13

Kissimmee FL
This villa features an outdoor pool and a gym. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry ...
Our host Ben was very accommodating, and the house was spacious and fit our needs great. The private pool was nice and it was great that strollers and other kid items were available to use. Would definitely stay again!

Reviewed on Nov 15, 2025

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Opens in a new window Windsor Hills Private Luxury Pool House, Sleeps 13
Spacious Family Condo - Garden View - 2 Miles from Disney

Spacious Family Condo - Garden View - 2 Miles from Disney

2 out of 5
Kissimmee FL
A hot tub is available at this condo.
Clean and spacious, just as described

Reviewed on Oct 27, 2025

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Opens in a new windowSpacious Family Condo - Garden View - 2 Miles from Disney
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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.

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

Windsor Hills Private Luxury Pool House, Sleeps 13

Windsor Hills Private Luxury Pool House, Sleeps 13

5 out of 5
Posted 9 days ago
Travelocity Verified Review
"Our host Ben was very accommodating, and the house was spacious and fit our needs great. The private pool was nice and it was great that strollers and other kid items were available to use. Would definitely stay again! "
A verified traveler stayed at Windsor Hills Private Luxury Pool House, Sleeps 13
Windsor Hills Private Luxury Pool House, Sleeps 13

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