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18 Dec - 19 Dec
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Our top choices for Windsor Hills hotels

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
Property grounds
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, (3291)
"Excellent location and value, very clean and friendly check in"
United States
Jason
The price is 2.132.811 ₫
2.420.741 ₫ total
includes taxes & fees
31 Dec - 1 Jan 2026
Seasons Florida Resort
4 outdoor pools, open 5:30 AM to midnight, pool cabanas (surcharge)
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, (4357)
"Amazing place"
United States
Joseph
The price is 2.928.007 ₫
3.294.007 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Rosen Shingle Creek
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, (1051)
"Great hotel"
United States
Steven
The price is 1.869.004 ₫
2.644.246 ₫ total
includes taxes & fees
6 Jan - 7 Jan 2026
Holiday Inn Resort Kissimmee by the Parks by IHG
Free daily buffet breakfast
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, (1373)
"The staff was really friendly and the property was nice and cozy "
United States
curtis
The price is 3.106.232 ₫
3.494.511 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Hyatt House Orlando International Drive
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, (3926)
"The bar and pool were great"
United States
Melissa
The price is 1.640.248 ₫
2.378.340 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Wyndham I-Drive Avanti Resort & Conference Center
Outdoor pool
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, (6916)
"Wonderful stay. Great location!"
United States
Charmaine
The price is 2.569.379 ₫
2.890.552 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
DoubleTree by Hilton at the Entrance to Universal Orlando
Exterior
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, (1941)
"Clean room and pleasant staff. "
United States
Mariama Velinique
The price is 2.582.384 ₫
2.905.182 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Cambria Hotel Orlando Airport
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, (1911)
"Great stay"
United States
Gerard
The price is 2.158.568 ₫
2.428.390 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Aloft Orlando Lake Buena Vista
Lobby
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
3.0 star property
19.4 km from Windsor Hills
8.6 out of 10, Excellent, (702)
"Clean, rooms with modern style, staff was very nice"
United States
Tania
The price is 1.991.411 ₫
2.240.338 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
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, (3927)
"Always great to stay there "
United States
Giandre
The price is 1.326.730 ₫
2.043.638 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Ramada by Wyndham Kissimmee Gateway
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, (4514)
"Excellent hotel I will be booking again"
United States
Wilshaundra
The price is 4.185.516 ₫
5.834.056 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Caribe Royale Orlando
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, (5147)
"Beautiful place to stay."
United States
Mohammad
The price is 777.267 ₫
1.778.505 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Palazzo Lakeside Hotel
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, (5425)
"Fantastic hotel"
United States
Gabe
The price is 2.132.574 ₫
2.399.146 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Rosen Inn at Pointe Orlando
Outdoor pool, pool umbrellas, pool loungers
Kompose Boutique Resort at Theme Parks

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, (1996)
"Very nice place to stay in, we love it!!"
United States
Basim
The price is 1.693.949 ₫
2.968.055 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Kompose Boutique Resort at Theme Parks
Business centre
Spark by Hilton Orlando near Universal

Spark by Hilton Orlando near Universal

Spark by Hilton Orlando near Universal
2.5 star property
22.9 km from Windsor Hills
9.0 out of 10, Wonderful, (441)
"The rooms and breakfast were lovely"
United States
MacKenzie Rose
The price is 2.293.873 ₫
2.580.607 ₫ total
includes taxes & fees
13 Jan - 14 Jan 2026
Spark by Hilton Orlando near Universal
Lobby
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, (3568)
"Love staying here friendly staff and well kept property. "
United States
Carlos
The price is 1.790.508 ₫
2.902.993 ₫ total
includes taxes & fees
14 Jan - 15 Jan 2026
Holiday Inn Resort Orlando - Lake Buena Vista by IHG
Bar (on property)
SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista
3.0 star property
12.7 km from Windsor Hills
8.6 out of 10, Excellent, (3465)
"Wonderful staff and great location and clean room"
United States
farrah a
The price is 2.290.188 ₫
2.576.462 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista
Water park
Red Lion Hotel Orlando Lake Buena Vista South

Red Lion Hotel Orlando Lake Buena Vista South

Red Lion Hotel Orlando Lake Buena Vista South
3.5 star property
10.7 km from Windsor Hills
8.8 out of 10, Excellent, (4259)
"Beautiful place to stay, reliable price, the location was perfect, super clean, definitely I will return back in a future to this hotel."
United States
Aurelis
The price is 1.790.032 ₫
2.629.241 ₫ total
includes taxes & fees
8 Jan - 9 Jan 2026
Red Lion Hotel Orlando Lake Buena Vista South
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

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 1880 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.