Orlando Hotel Guide. Hotels in Windsor Hills, Orlando, United States of America

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
19 Nov - 20 Nov
Tomorrow
20 Nov - 21 Nov
This weekend
21 Nov - 23 Nov
Next weekend
28 Nov - 30 Nov

Filter by

Guest rating
Guest rating
Star rating

Top Trending Hotels Near Windsor Hills, Orlando

House
Magical Adv 5 Star Villa Movie Room Arcade Pool and More

Magical Adv 5 Star Villa Movie Room Arcade Pool and More

2.0 star property
Windsor Hills
Magical Adv 5 Star Villa Movie Room Arcade Pool and More
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, (8755)
"Great stay"
United States
Breanna
The price is €154
includes taxes & fees
20 Nov - 21 Nov
The Grove Resort & Water Park Orlando
6 outdoor pools, free pool 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, (3937)
"Nice place to stay for family. "
United States
Niketan Chhaganbhai
The price is €75
includes taxes & fees
29 Nov - 30 Nov
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
7 outdoor pools, pool 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, (5503)
"Great staff and resort"
United States
Parker
The price is €120
includes taxes & fees
30 Nov - 1 Dec
Westgate Lakes Resort & Spa Universal Studios Area
Outdoor pool, pool umbrellas, pool 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, (1801)
"Great stay."
United States
Jasmin
The price is €81
includes taxes & fees
20 Nov - 21 Nov
Kompose Boutique Resort at Theme Parks
4 outdoor pools, open 5:30 AM to midnight, pool cabanas (surcharge)
Rosen Shingle Creek

Rosen Shingle Creek

4.5 star property
19.7 km from Windsor Hills
9.4 out of 10, Exceptional, (4232)
"Great resort "
United States
Camille
The price is €108
includes taxes & fees
25 Nov - 26 Nov
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, (5886)
"Close to all attractions "
United States
JoAnn
The price is €78
includes taxes & fees
25 Nov - 26 Nov
Rosen Inn International
5 outdoor pools, free pool 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, (2623)
"Stayed here before always enjoyed it "
United States
Margaret
The price is €93
includes taxes & fees
15 Dec - 16 Dec
Sheraton Vistana Villages Resort Villas, I-Drive/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, (6855)
"Great stay "
United States
Anthony
The price is €95
includes taxes & fees
25 Nov - 26 Nov
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, (2886)
"One of the best hotel!"
United States
Li
The price is €86
includes taxes & fees
10 Dec - 11 Dec
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, (5567)
"Amazing stay "
United States
Elsy
The price is €76
includes taxes & fees
17 Dec - 18 Dec
Rosen Inn Lake Buena Vista
Sports court
Caribe Royale Orlando

Caribe Royale Orlando

4.5 star property
11.1 km from Windsor Hills
9.2 out of 10, Wonderful, (4489)
"Hotel was very clean, staff was super friendly, a lot of food options!"
United States
Justin
The price is €211
includes taxes & fees
20 Nov - 21 Nov
Caribe Royale Orlando
3 outdoor pools, open 7 AM to 10:00 PM, pool 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, (2283)
"Rooms were a nice size and clean, we enjoyed the property grounds and overall atmosphere of the hotel."
United States
Casey
The price is €219
includes taxes & fees
29 Nov - 30 Nov
Hyatt Regency Grand Cypress
Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, pool 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, (4963)
"Really nice place to stay and the breakfast was really great to have each morning. "
United States
Amanda Kay
The price is €100
includes taxes & fees
30 Nov - 1 Dec
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, (3237)
"Staff nice , nice room for price ! "
United States
Paris
The price is €60
includes taxes & fees
25 Nov - 26 Nov
Seasons Florida Resort
5 outdoor pools, pool umbrellas, pool 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, (2063)
"The staff are very friendly and the resort is gorgeous! "
United States
Katherina
The price is €136
includes taxes & fees
23 Nov - 24 Nov
Summer Bay Orlando by Exploria Resorts
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, (3032)
"Definitely enjoyed my stay, great location and friendly atmosphere "
United States
Regina
The price is €68
includes taxes & fees
19 Dec - 20 Dec
Hotel Monreale Express and Studios IDrive District
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, (1032)
"Great room great breakfast"
United States
Kelly
The price is €97
includes taxes & fees
18 Dec - 19 Dec
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
View from property
Avanti International Resort

Avanti International Resort

4.0 star property
18 km from Windsor Hills
7.8 out of 10, Good, (4228)
"Great room, helpful cleaners, wonderful pool, great location"
United Kingdom
Gabrielle
The price is €85
includes taxes & fees
17 Dec - 18 Dec
Avanti International Resort
Outdoor pool, open 6:00 AM to midnight, pool umbrellas, pool loungers
Rosen Centre Hotel

Rosen Centre Hotel

4.0 star property
17.3 km from Windsor Hills
9.0 out of 10, Wonderful, (4094)
"Great stay"
United States
Richard
The price is €98
includes taxes & fees
25 Nov - 26 Nov
Rosen Centre Hotel
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

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

Magic Kingdom® Theme Park which includes 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.

Downtown Orlando

One of the most popular neighborhoods in Florida, this bustling area is full of art galleries, shops, bars and restaurants.

Universal Studios Florida® which includes signage, night scenes and a city

Florida Center

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

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.

Top Windsor Hills Hotel Reviews

Windsor Hills Private Luxury Pool House, Sleeps 13

Windsor Hills Private Luxury Pool House, Sleeps 13

10/10 Excellent
"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! "
Valerie S. 5-night trip
Posted 4 days ago
Windsor Hills Private Luxury Pool House, Sleeps 13

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.
Where is the best place to stay in Windsor Hills?
For your stay in Windsor Hills, Villa 7748 - Updated Home w/ Arcade Rm! 3 mi from Disney, Pool Heat, BBQ & PS5 is one of the top choices based on our traveller data. Other good choices for your stay in the neighbourhood include 2 Bedroom, 2 Bath Condo 2 miles from Disney and 10 miles from Universal studios. and Our DisneyDreamVilla - minutes to DisneyWorld!!!.
How many hotels can I expect to find in the Windsor Hills area?
Expedia has 1816 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.