Search Hotels in Windsor Hills, Orlando

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
12 Dec - 13 Dec
Tomorrow
13 Dec - 14 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Windsor Hills hotels

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
The price is 19.156.377 ₫
28.842.786 ₫ total
includes taxes & fees
19 Dec - 20 Dec
Ultimate Adventure Villa Top Rated 5 Star Disney More
5 outdoor pools, free pool cabanas, pool umbrellas
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

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, (2730)
"Stayed here before always enjoyed it "
United States
Margaret
The price is 2.527.584 ₫
2.843.531 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
Aerial view
The Grove Resort & Water Park Orlando

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, (8775)
"It was a great place to stay."
United States
Katherine Mercedes Cruz
The price is 3.659.731 ₫
5.568.584 ₫ total
includes taxes & fees
14 Dec - 15 Dec
The Grove Resort & Water Park Orlando
Reception
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, (1966)
"Beautiful resort with very friendly staff. "
United States
kristie
The price is 1.607.649 ₫
2.870.125 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Kompose Boutique Resort at Theme Parks
6 outdoor pools, free pool cabanas, pool umbrellas
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

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
9.4 out of 10, Exceptional, (4084)
"Great stay!"
United States
Matthew
The price is 2.927.785 ₫
3.293.758 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Water park
Westgate Lakes Resort & Spa Universal Studios Area

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, (5557)
"Great resort! "
Canada
Inna
The price is 2.571.816 ₫
3.781.633 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Westgate Lakes Resort & Spa Universal Studios Area
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, (4351)
"Great resort "
United States
Camille
The price is 2.927.785 ₫
3.293.759 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Rosen Shingle Creek
Front of property – evening/night
Rosen Inn International

Rosen Inn International

Rosen Inn International
3.0 star property
18.9 km from Windsor Hills
8.4 out of 10, Very good, (5900)
"Excellent hotel. Will stay here every time I come back to Bogota"
United States
Daniel
The price is 2.106.057 ₫
2.369.347 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Rosen Inn International
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, (4495)
"Clean and very friendly staff"
United States
Nafeeza
The price is 4.186.311 ₫
5.835.164 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Caribe Royale Orlando
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, (6880)
"Wonderful stay. Great location!"
United States
Charmaine
The price is 2.582.875 ₫
2.905.734 ₫ total
includes taxes & fees
15 Dec - 16 Dec
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

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, (2942)
"Clean room, close to Disney and good breakfast at a reasonable price"
United States
pamela
The price is 1.990.472 ₫
2.712.937 ₫ total
includes taxes & fees
16 Dec - 17 Dec
SPOT X Hotel Orlando/Intl Dr by The Red Collection
Property amenity
Holiday Inn Express & Suites Clermont Se West Orlando by IHG

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, (1061)
"Great room great breakfast"
United States
Kelly
The price is 2.663.178 ₫
2.956.127 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
View from room
Rosen Inn Lake Buena Vista

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, (5625)
"I love staying here for a quick weekend getaway to visit family."
United States
Robert
The price is 1.979.678 ₫
2.227.171 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Rosen Inn Lake Buena Vista
View from property
Hotel Monreale Express and Studios IDrive District

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, (3080)
"Great place to stay for the price"
United States
Kyle
The price is 1.794.634 ₫
2.018.963 ₫ total
includes taxes & fees
11 Jan - 12 Jan 2026
Hotel Monreale Express and Studios IDrive District
Exterior
Home2 Suites by Hilton Orlando at Flamingo Crossings

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, (5055)
"Great location nice breakfast and front desk people is amazing "
United States
Orlando
The price is 2.717.153 ₫
3.056.797 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Home2 Suites by Hilton Orlando at Flamingo Crossings
5 outdoor pools, pool umbrellas, pool loungers
Summer Bay Orlando by Exploria Resorts

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, (2073)
"Enjoyed the friendly bartenders and staff. "
United States
Todd J
The price is 3.198.973 ₫
4.427.617 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Summer Bay Orlando by Exploria Resorts
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, (3291)
"Excellent location and value, very clean and friendly check in"
United States
Jason
The price is 1.599.487 ₫
1.815.418 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Seasons Florida Resort
3 outdoor pools, open 7 AM to 10:00 PM, pool cabanas (surcharge)
Hyatt Regency Grand Cypress

Hyatt Regency Grand Cypress

Hyatt Regency Grand Cypress
4.0 star property
11.3 km from Windsor Hills
9.2 out of 10, Wonderful, (2285)
"The staff was attentive and we really enjoyed the amenities! "
United States
Michelle
The price is 4.712.891 ₫
6.783.009 ₫ total
includes taxes & fees
13 Dec - 14 Dec
Hyatt Regency Grand Cypress
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, (4298)
"Enjoyed our stay "
United States
Sheltra
The price is 1.826.119 ₫
2.587.546 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Avanti International Resort
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, (4005)
"Very clean hotel and easy experience checking in and out "
United States
Arielle
The price is 2.169.510 ₫
2.440.435 ₫ total
includes taxes & fees
15 Dec - 16 Dec
Wyndham Garden 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.
View all properties

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

Explore a world of travel with Expedia

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.