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14 Dec - 15 Dec
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15 Dec - 16 Dec
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19 Dec - 21 Dec
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26 Dec - 28 Dec

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Our top choices for Windsor Hills hotels

Pool | Outdoor pool
Windsor Hills Getaway: 3br, Pool, Near Disney 3 Bedroom Townhouse

Windsor Hills Getaway: 3br, Pool, Near Disney 3 Bedroom Townhouse

Windsor Hills Getaway: 3br, Pool, Near Disney 3 Bedroom Townhouse
3.0 star property
Windsor Hills
Windsor Hills Getaway: 3br, Pool, Near Disney 3 Bedroom Townhouse
House | 5 bedrooms, Internet
Jedi Training Camp Top Rated 5 Star Villa

Jedi Training Camp Top Rated 5 Star Villa

Jedi Training Camp Top Rated 5 Star Villa
2.0 star property
Windsor Hills
Jedi Training Camp Top Rated 5 Star Villa
House | 4 bedrooms, Internet
Ultimate Adventure Villa Top Rated 5 Star Disney More

Ultimate Adventure Villa Top Rated 5 Star Disney More

Ultimate Adventure Villa Top Rated 5 Star Disney More
2.0 star property
Windsor Hills
Ultimate Adventure Villa Top Rated 5 Star Disney More
In-room safe, laptop workspace, blackout curtains, iron/ironing board
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel
3.0 star property
11.5 km from Windsor Hills
8.2 out of 10, Very good, (5152)
"Overall good experience would stay again"
United States
Jacquelyn
The price is 718.244 ₫
1.710.697 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Palazzo Lakeside Hotel
Reception
Seasons Florida Resort

Seasons Florida Resort

Seasons Florida Resort
2.0 star property
12.4 km from Windsor Hills
8.8 out of 10, Excellent, (3300)
"Excellent location and value, very clean and friendly check in"
United States
Jason
The price is 1.598.150 ₫
1.813.901 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Seasons Florida Resort
Exterior
Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG
3.5 star property
1.9 km from Windsor Hills
8.4 out of 10, Very good, (1043)
"Great place - hardworking staff!"
United States
Theodore
The price is 1.841.490 ₫
2.612.548 ₫ total
includes taxes & fees
16 Dec - 17 Dec
Holiday Inn Resort Kissimmee by the Parks by IHG
Fitness facility
Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport
3.0 star property
28.3 km from Windsor Hills
9.0 out of 10, Wonderful, (4009)
"Very clean hotel and easy experience checking in and out "
United States
Arielle
The price is 2.209.788 ₫
2.486.012 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Wyndham Garden Orlando Airport
Outdoor banquet area
Rosen Shingle Creek

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
19.7 km from Windsor Hills
9.4 out of 10, Exceptional, (4359)
"Great resort "
United States
Camille
The price is 2.925.338 ₫
3.291.004 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Rosen Shingle Creek
Lobby
Hyatt House Orlando International Drive

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
21.2 km from Windsor Hills
9.4 out of 10, Exceptional, (1360)
"The staff was really friendly and the property was nice and cozy "
United States
curtis
The price is 3.104.226 ₫
3.492.255 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Hyatt House Orlando International Drive
Free daily on-the-go breakfast
Tru By Hilton Orlando Convention Center Area, FL

Tru By Hilton Orlando Convention Center Area, FL

Tru By Hilton Orlando Convention Center Area, FL
3.5 star property
16.6 km from Windsor Hills
9.0 out of 10, Wonderful, (3655)
"Great location clean rooms "
United States
Erika
The price is 2.083.514 ₫
2.343.953 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Tru By Hilton Orlando Convention Center Area, FL
Lobby lounge
Aloft Orlando Lake Buena Vista

Aloft Orlando Lake Buena Vista

Aloft Orlando Lake Buena Vista
3.0 star property
12.8 km from Windsor Hills
8.8 out of 10, Excellent, (1907)
"Great stay"
United States
Gerard
The price is 2.051.946 ₫
2.308.440 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Aloft Orlando Lake Buena Vista
Outdoor pool, pool umbrellas, pool loungers
Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center
3.5 star property
19.6 km from Windsor Hills
7.4 out of 10, Good, (3896)
"Room was good hotel was nice and clean"
United States
Amy
The price is 1.639.189 ₫
2.376.805 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Wyndham I-Drive Avanti Resort & Conference Center
Courtyard
DoubleTree by Hilton at the Entrance to Universal Orlando

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, (6890)
"Wonderful stay. Great location!"
United States
Charmaine
The price is 2.580.717 ₫
2.903.307 ₫ total
includes taxes & fees
17 Dec - 18 Dec
DoubleTree by Hilton at the Entrance to Universal Orlando
View from room
Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando
3.0 star property
17.5 km from Windsor Hills
8.6 out of 10, Excellent, (5402)
"Room very clean and amazing location."
United States
Mehilin
The price is 2.130.604 ₫
2.396.831 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Rosen Inn at Pointe Orlando
Exterior
Caribe Royale Orlando

Caribe Royale Orlando

Caribe Royale Orlando
4.5 star property
11.1 km from Windsor Hills
9.2 out of 10, Wonderful, (4502)
"Beautiful room great ammenities, the staff was great"
United States
Jennifer
The price is 4.182.813 ₫
5.830.420 ₫ total
includes taxes & fees
17 Dec - 18 Dec
Caribe Royale Orlando
Poolside Family Suite - Exterior Entry (Includes Early Park Admission*) | View from room
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort
3.5 star property
20.3 km from Windsor Hills
9.0 out of 10, Wonderful, (5735)
"Great stay "
Canada
Marjorie
The price is 3.498.831 ₫
3.936.184 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Universal's Cabana Bay Beach Resort
Outdoor pool, a heated pool, pool umbrellas, pool loungers
Holiday Inn Resort Orlando - Lake Buena Vista by IHG

Holiday Inn Resort Orlando - Lake Buena Vista by IHG

Holiday Inn Resort Orlando - Lake Buena Vista by IHG
3.5 star property
10.8 km from Windsor Hills
8.4 out of 10, Very good, (3562)
"Love staying here friendly staff and well kept property. "
United States
Carlos
The price is 1.788.876 ₫
2.900.346 ₫ total
includes taxes & fees
14 Jan - 15 Jan 2026
Holiday Inn Resort Orlando - Lake Buena Vista by IHG
Exterior
Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway
3.0 star property
1.6 km from Windsor Hills
8.0 out of 10, Very good, (3912)
"Always great to stay there "
United States
Giandre
The price is 1.325.873 ₫
2.042.317 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Ramada by Wyndham Kissimmee Gateway
View from property
Avanti International Resort

Avanti International Resort

Avanti International Resort
4.0 star property
18 km from Windsor Hills
7.8 out of 10, Good, (4301)
"Enjoyed our stay "
United States
Sheltra
The price is 1.824.593 ₫
2.585.385 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Avanti International Resort
Lobby
Cambria Hotel Orlando Airport

Cambria Hotel Orlando Airport

Cambria Hotel Orlando Airport
3.0 star property
29.7 km from Windsor Hills
8.8 out of 10, Excellent, (1937)
"The room was clean and the staff was welcoming and friendly!"
United States
Otthoniel
The price is 2.209.780 ₫
2.486.002 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Cambria Hotel Orlando Airport
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 for the activities you enjoy most.

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

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

Bay Lake

Exciting theme parks plentiful wildlife and top sights from Epcot® to Walt Disney World® Resort – discover Bay Lake, a destination also famous for its entertainment.

Champions Gate

Ample dining options and top 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.

Universal Studios Florida® featuring night scenes, a city and signage

Florida Center

If you're spending some time in Florida Center, Universal Orlando Resort and Universal Studios Florida are top sights worth seeing.

Downtown Orlando

Ample dining options, great live music, and fantastic lake views are just a few top things to explore in Downtown Orlando. A visit to The Social or Orlando City Hall might round out your trip, and you can jump aboard the metro at Church Street Station or Lynx Central Station to get around town.

Top Windsor Hills Hotel Reviews

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Frequently asked questions

What's it like in Windsor Hills?
Travellers will be sure to enjoy their time in Four Corners's Windsor Hills neighbourhood.
How many hotels can I expect to find in the Windsor Hills area?
Expedia has 1885 hotels and other accommodation options 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, the majority of room reservations are fully refundable provided that you cancel before the hotel's cancellation deadline, which is usually within 24-48 hours of check in. If you have a reservation that's non-refundable, you might be able to still cancel and be given a refund within 24 hours of booking. Enter dates in and click on "Search", then filter by "fully refundable" to review the best options available in Windsor Hills.
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 popular places to visit in the area around Windsor Hills. While you're out sightseeing in Four Corners, make sure that you visit other sights such as Mystic Dunes Golf Club or Bonanza Golf & Gifts.