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Discover 1,886 Windsor Hills hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

House | 4 bedrooms, Internet
Ultimate Adventure Villa Top Rated 5 Star Disney More

Ultimate Adventure Villa Top Rated 5 Star Disney More

2.0 star property
Windsor Hills
The price is ￥170,904
￥236,094 total
includes taxes & fees
Dec 19 - Dec 20
Ultimate Adventure Villa Top Rated 5 Star Disney More
5 outdoor pools, free cabanas, pool umbrellas
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

4.0 star property
13.8 km from Windsor Hills
9.2 out of 10, Wonderful, (2684)
"Stayed here before always enjoyed it "
United States
Margaret
The price is ￥15,931
￥17,922 total
includes taxes & fees
Dec 7 - Dec 8
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
Aerial view
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4.0 star property
6.9 km from Windsor Hills
8.0 out of 10, Very Good, (8831)
"Great stay"
United States
Breanna
The price is ￥17,142
￥27,896 total
includes taxes & fees
Dec 2 - Dec 3
The Grove Resort & Water Park Orlando
6 outdoor pools, free cabanas, pool umbrellas
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4.0 star property
10.4 km from Windsor Hills
9.2 out of 10, Wonderful, (4028)
"Nice place to stay for family. "
United States
Niketan Chhaganbhai
The price is ￥16,461
￥18,518 total
includes taxes & fees
Dec 15 - Dec 16
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Outdoor pool, pool umbrellas, sun loungers
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

3.0 star property
1.8 km from Windsor Hills
9.4 out of 10, Exceptional, (1884)
"Great hotel "
United States
jacqueline
The price is ￥5,908
￥12,908 total
includes taxes & fees
Dec 3 - Dec 4
Kompose Boutique Resort at Theme Parks
7 outdoor pools, cabanas (surcharge), pool umbrellas
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4.0 star property
16.9 km from Windsor Hills
8.2 out of 10, Very Good, (5551)
"Great staff and resort"
United States
Parker
The price is ￥15,255
￥21,727 total
includes taxes & fees
Dec 2 - Dec 3
Westgate Lakes Resort & Spa Universal Studios Area
4 outdoor pools, open 5:30 AM to midnight, cabanas (surcharge)
Rosen Shingle Creek

Rosen Shingle Creek

4.5 star property
19.7 km from Windsor Hills
9.4 out of 10, Exceptional, (4331)
"Great resort "
United States
Camille
The price is ￥14,762
￥16,608 total
includes taxes & fees
Dec 15 - Dec 16
Rosen Shingle Creek
Front of property - evening/night
Rosen Inn International

Rosen Inn International

3.0 star property
18.9 km from Windsor Hills
8.4 out of 10, Very Good, (5928)
"Great Location "
United States
Diamond
The price is ￥12,369
￥13,915 total
includes taxes & fees
Dec 2 - Dec 3
Rosen Inn International
Exterior
Caribe Royale Orlando

Caribe Royale Orlando

4.5 star property
11.1 km from Windsor Hills
9.2 out of 10, Wonderful, (4531)
"Hotel was very clean, staff was super friendly, a lot of food options!"
United States
Justin
The price is ￥27,956
￥38,128 total
includes taxes & fees
Dec 15 - Dec 16
Caribe Royale Orlando
Outdoor pool
DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

4.0 star property
22.1 km from Windsor Hills
8.4 out of 10, Very Good, (6945)
"Great stay "
United States
Anthony
The price is ￥13,959
￥15,704 total
includes taxes & fees
Dec 15 - Dec 16
DoubleTree by Hilton at the Entrance to Universal Orlando
Property grounds
SPOT X Hotel Orlando/Intl Dr by The Red Collection

SPOT X Hotel Orlando/Intl Dr by The Red Collection

3.0 star property
13.1 km from Windsor Hills
8.6 out of 10, Excellent, (2937)
"One of the best hotel!"
United States
Li
The price is ￥9,728
￥13,754 total
includes taxes & fees
Dec 9 - Dec 10
SPOT X Hotel Orlando/Intl Dr by The Red Collection
View from room
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

3.5 star property
12.1 km from Windsor Hills
8.6 out of 10, Excellent, (5641)
"Amazing stay "
United States
Elsy
The price is ￥10,636
￥11,966 total
includes taxes & fees
Dec 15 - Dec 16
Rosen Inn Lake Buena Vista
Property amenity
Holiday Inn Express & Suites Clermont Se West Orlando by IHG

Holiday Inn Express & Suites Clermont Se West Orlando by IHG

2.5 star property
6.8 km from Windsor Hills
8.4 out of 10, Very Good, (1052)
"Great room great breakfast"
United States
Kelly
The price is ￥14,868
￥16,503 total
includes taxes & fees
Dec 3 - Dec 4
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
3 outdoor pools, open 7 AM to 10:00 PM, cabanas (surcharge)
Hyatt Regency Grand Cypress

Hyatt Regency Grand Cypress

4.0 star property
11.3 km from Windsor Hills
9.2 out of 10, Wonderful, (2299)
"Rooms were a nice size and clean, we enjoyed the property grounds and overall atmosphere of the hotel."
United States
Casey
The price is ￥25,160
￥37,090 total
includes taxes & fees
Dec 13 - Dec 14
Hyatt Regency Grand Cypress
Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers
Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings

3.0 star property
7.1 km from Windsor Hills
9.2 out of 10, Wonderful, (5049)
"Really nice place to stay and the breakfast was really great to have each morning. "
United States
Amanda Kay
The price is ￥16,118
￥18,132 total
includes taxes & fees
Dec 8 - Dec 9
Home2 Suites by Hilton Orlando at Flamingo Crossings
Property grounds
Seasons Florida Resort

Seasons Florida Resort

2.0 star property
12.4 km from Windsor Hills
8.8 out of 10, Excellent, (3284)
"Great room and service. "
United States
Derrick
The price is ￥8,375
￥9,505 total
includes taxes & fees
Dec 7 - Dec 8
Seasons Florida Resort
Lobby
Hotel Monreale Express and Studios IDrive District

Hotel Monreale Express and Studios IDrive District

3.0 star property
18.4 km from Windsor Hills
7.4 out of 10, Good, (3067)
"Great place to stay for the price"
United States
Kyle
The price is ￥9,292
￥10,454 total
includes taxes & fees
Dec 14 - Dec 15
Hotel Monreale Express and Studios IDrive District
5 outdoor pools, pool umbrellas, sun loungers
Summer Bay Orlando by Exploria Resorts

Summer Bay Orlando by Exploria Resorts

3.5 star property
6.8 km from Windsor Hills
8.8 out of 10, Excellent, (2066)
"The staff are very friendly and the resort is gorgeous! "
United States
Katherina
The price is ￥15,308
￥22,194 total
includes taxes & fees
Dec 10 - Dec 11
Summer Bay Orlando by Exploria Resorts
View from property
Avanti International Resort

Avanti International Resort

4.0 star property
18 km from Windsor Hills
7.8 out of 10, Good, (4263)
"Great room, helpful cleaners, wonderful pool, great location"
United Kingdom
Gabrielle
The price is ￥11,815
￥16,455 total
includes taxes & fees
Dec 15 - Dec 16
Avanti International Resort
Outdoor pool, free cabanas, pool umbrellas
Holiday Inn & Suites Orlando I-Drive Theme Parks by IHG

Holiday Inn & Suites Orlando I-Drive Theme Parks by IHG

3.0 star property
13.3 km from Windsor Hills
9.0 out of 10, Wonderful, (1696)
"Good place to stay "
United States
Arturo
The price is ￥12,369
￥13,916 total
includes taxes & fees
Dec 14 - Dec 15
Holiday Inn & Suites Orlando I-Drive Theme Parks by IHG
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.
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Where to stay in Windsor Hills

Find the best Windsor Hills areas and neighborhoods for the activities you enjoy most.
International Drive showing landscape views

International Drive District

Adventure activities, iconic attractions, shopping and world-class dining destinations make this famous street one of Orlando’s most popular tourist attractions.

Magic Kingdom® Park showing rides and interior views as well as a couple
Photo by ©Disney
Open Photo by ©Disney

Bay Lake

Home to all four Walt Disney World Resort theme parks and one water park, this city offers endless entertainment, including Disney's Fort Wilderness Resort & Campground and Magnolia and Palm Golf Courses.

Downtown Orlando

Downtown Orlando

Orlando's historic core boasts art galleries, retail, restaurants, and nightclubs, with attractions like Lake Eola Park, Linton E. Allen Memorial Fountain, and performing arts theaters, all accessible via public transportation.

Universal Studios Orlando featuring signage, a city and night scenes

Florida Center

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

Top Windsor Hills Hotel Reviews

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

10/10 Excellent
"House was amazing and so much fun! Kids had an absolute blast in the pool and the arcade room, they couldn’t get enough. House was clean and comfy - a great space to come back to after being at the Disney parks all day. "
Becky C. 4-night trip
Posted 7 days ago
Villa 7748 - Updated Home w/ Arcade Rm! 3 mi from Disney, Pool Heat, BBQ & PS5

Explore a world of travel with Expedia

Frequently asked questions

What's it like in Windsor Hills?
Travelers will be sure to enjoy their time in Four Corners's Windsor Hills neighborhood.
Where is the best place to stay in Windsor Hills?
For your stay in Windsor Hills, Spacious Family Condo - Garden View - 2 Miles from Disney is one of the top choices based on our traveler data. Other good choices for your stay in the neighborhood include Spacious 3 Bedroom TownHome..3 minutes from Disney World! and 2 Bedroom, 2 Bath Condo 2 miles from Disney and 10 miles from Universal studios..
How many hotels will I find in the Windsor Hills area?
Expedia has 1885 hotels and other accommodations in Windsor Hills to choose from, making this an ideal home base for exploring the greater Four Corners area.
If I need to cancel my hotel reservation in Windsor Hills, will I receive a refund?
Yes, most hotel room reservations are fully refundable as long as you cancel prior to the hotel's cancellation deadline, which often is within 24-48 hours of your scheduled arrival. If your reservation is non-refundable, you might be able to still cancel and get a refund within a 24-hour period of booking. Plug in your dates, click on "Search", then use the "fully refundable" filter to review the best deals available in Windsor Hills.
Where can I learn more about changing or cancelling my trip to Windsor Hills?
For more details about picking new dates or cancelling your trip to Windsor Hills, head over to our customer service page.
What are the top things to see and do in Windsor Hills?
Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are some favorite places to visit in the area around Windsor Hills. While you're out sightseeing in Four Corners, be sure to visit other sights like Mystic Dunes Golf Club or Bonanza Golf & Gifts.