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Feb 5 - Feb 6
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Feb 6 - Feb 7
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Feb 6 - Feb 8
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Feb 13 - Feb 15

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Our top choices for Windward Cay hotels

Interior

4716-4-ww-blend of Relaxation and Convenience

4716-4-ww-blend of Relaxation and Convenience
2.0 star property
Windward Cay
4716-4-ww-blend of Relaxation and Convenience
Reception

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
11.5 km from Windward Cay
9.4 out of 10, Exceptional, (2,615 reviews)
"amazing place to stay"
United States
caleb
The price is NT$1,699
NT$3,182 total
includes taxes & fees
Feb 8 - Feb 9
Kompose Boutique Resort at Theme Parks
Exterior

Caribe Royale Orlando

Caribe Royale Orlando
4.5 star property
5.6 km from Windward Cay
9.2 out of 10, Wonderful, (4,691 reviews)
"Great resort "
United States
Samuel
The price is NT$3,958
NT$5,802 total
includes taxes & fees
Feb 8 - Feb 9
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
3.5 star property
17.5 km from Windward Cay
9.0 out of 10, Wonderful, (6,264 reviews)
"Great spot for families."
United States
Lyndon
The price is NT$5,145
NT$5,788 total
includes taxes & fees
Feb 8 - Feb 9
Universal's Cabana Bay Beach Resort
Exterior

La Quinta by Wyndham Orlando Airport North - Free Airport Shuttle!

La Quinta by Wyndham Orlando Airport North - Free Airport Shuttle!
3.0 star property
22.8 km from Windward Cay
7.2 out of 10, Good, (1,214 reviews)
"It was great especially the breakfast "
Canada
Ahmad Taha
The price is NT$3,005
NT$3,380 total
includes taxes & fees
Feb 24 - Feb 25
La Quinta by Wyndham Orlando Airport North - Free Airport Shuttle!
Studio Suite, 1 King Bed, Accessible, Non Smoking (Mobility/Hearing Accessible) | Premium bedding, in-room safe, desk, blackout drapes

Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport
3.0 star property
22.9 km from Windward Cay
8.4 out of 10, Very Good, (5,325 reviews)
"The location was great for our needs and the room and breakfast were very good"
United States
Deborah Lynn
The price is NT$3,139
NT$3,531 total
includes taxes & fees
Mar 3 - Mar 4
Ramada by Wyndham Suites Orlando Airport
Lobby

Country Inn & Suites by Radisson, Orlando Airport, FL

Country Inn & Suites by Radisson, Orlando Airport, FL
3.0 star property
22.8 km from Windward Cay
8.0 out of 10, Very Good, (4,452 reviews)
"Great place to stay"
Canada
Edward
The price is NT$2,814
NT$3,166 total
includes taxes & fees
Mar 3 - Mar 4
Country Inn & Suites by Radisson, Orlando Airport, FL
Suite, 2 Queen Beds | Laptop workspace, blackout drapes, iron/ironing board, cribs/infant beds

Sonesta Essential Orlando Airport

Sonesta Essential Orlando Airport
3.0 star property
19.4 km from Windward Cay
8.0 out of 10, Very Good, (504 reviews)
"great stay"
United States
Ibrahim
The price is NT$2,790
NT$3,139 total
includes taxes & fees
Feb 24 - Feb 25
Sonesta Essential Orlando Airport
Outdoor pool, a heated pool, pool umbrellas, sun loungers

Holiday Inn Resort Orlando - Lake Buena Vista by IHG

Holiday Inn Resort Orlando - Lake Buena Vista by IHG
3.5 star property
7.6 km from Windward Cay
8.4 out of 10, Very Good, (3,713 reviews)
"Very nice staff ,clean rooms"
United States
Luis
The price is NT$2,241
NT$3,586 total
includes taxes & fees
Mar 4 - Mar 5
Holiday Inn Resort Orlando - Lake Buena Vista by IHG
Lobby

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
17.1 km from Windward Cay
9.4 out of 10, Exceptional, (1,509 reviews)
"Great place to stay and great amenities"
United States
Darshan
The price is NT$3,756
NT$4,226 total
includes taxes & fees
Feb 8 - Feb 9
Hyatt House Orlando International Drive
Outdoor banquet area

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
13.4 km from Windward Cay
9.4 out of 10, Exceptional, (4,465 reviews)
"Very nice place to stay with family. "
United States
Anick
The price is NT$4,262
NT$4,795 total
includes taxes & fees
Mar 7 - Mar 8
Rosen Shingle Creek
Outdoor pool

Hyatt Place Orlando/Lake Buena Vista

Hyatt Place Orlando/Lake Buena Vista
3.0 star property
9.1 km from Windward Cay
8.4 out of 10, Very Good, (1,480 reviews)
"Nice hotel, fast check-in love it"
United States
Yuberka
The price is NT$2,967
NT$3,338 total
includes taxes & fees
Feb 11 - Feb 12
Hyatt Place Orlando/Lake Buena Vista
Courtyard

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando
4.0 star property
18.9 km from Windward Cay
8.4 out of 10, Very Good, (6,910 reviews)
"Very nice hotel"
Canada
XIAOLAN
The price is NT$3,645
NT$4,101 total
includes taxes & fees
Mar 8 - Mar 9
DoubleTree by Hilton at the Entrance to Universal Orlando
Outdoor pool, a heated pool, pool umbrellas, sun loungers

Universal's Endless Summer Resort - Surfside Inn and Suites

Universal's Endless Summer Resort - Surfside Inn and Suites
3.0 star property
16.9 km from Windward Cay
9.4 out of 10, Exceptional, (2,345 reviews)
"Loved our stay!!! "
United States
Frederick
The price is NT$3,598
NT$4,048 total
includes taxes & fees
Mar 1 - Mar 2
Universal's Endless Summer Resort - Surfside Inn and Suites
View from room

Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando
3.0 star property
13.8 km from Windward Cay
8.6 out of 10, Excellent, (5,681 reviews)
"Great place to stay"
United States
Kamasha
The price is NT$2,528
NT$2,844 total
includes taxes & fees
Feb 8 - Feb 9
Rosen Inn at Pointe Orlando
Exterior

Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway
3.0 star property
11.4 km from Windward Cay
8.0 out of 10, Very Good, (3,891 reviews)
"Comfy clean beds and easy check in and out. "
United States
Richard
The price is NT$1,149
NT$1,949 total
includes taxes & fees
Feb 11 - Feb 12
Ramada by Wyndham Kissimmee Gateway
View from room

Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista
3.5 star property
8.9 km from Windward Cay
8.6 out of 10, Excellent, (5,625 reviews)
"Room was clean and beds were very comfortable."
United States
RONALD
The price is NT$2,922
NT$3,287 total
includes taxes & fees
Mar 8 - Mar 9
Rosen Inn Lake Buena Vista
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
7.2 km from Windward Cay
9.2 out of 10, Wonderful, (4,511 reviews)
"Room was very nice, staff helpful and great location for travelers. "
United States
Nancy
The price is NT$3,632
NT$4,086 total
includes taxes & fees
Feb 26 - Feb 27
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Property entrance

Holiday Inn Resort Orlando Suites - Waterpark by IHG

Holiday Inn Resort Orlando Suites - Waterpark by IHG
3.5 star property
6.2 km from Windward Cay
7.2 out of 10, Good, (4,755 reviews)
"Excellent for a quick Stay!"
United States
Matthew
The price is NT$2,493
NT$3,693 total
includes taxes & fees
Feb 8 - Feb 9
Holiday Inn Resort Orlando Suites - Waterpark by IHG
Exterior

Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG
3.5 star property
11.6 km from Windward Cay
8.4 out of 10, Very Good, (1,277 reviews)
"Clean room, good price and staff"
United States
Jacob
The price is NT$2,115
NT$3,027 total
includes taxes & fees
Feb 23 - Feb 24
Holiday Inn Resort Kissimmee by the 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 Windward Cay

Find the best Windward Cay areas and neighborhoods for the activities you enjoy most.
Visiting Aquatica water park in Orlando, Florida, enjoying thrilling water slides and attractions

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.

This is the third park built at the Walt Disney World Resort, opening on May 1, 1989 as Disney-MGM Studios. Today, it's known as Disney's Hollywood Studios.
Photo by Gary Burke
Open Photo by Gary Burke

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.

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.

Hollywood Rip Ride Rock it at Universal Studios, Orlando. Taken on a Sony a6000 with a 16 mm Sony lens. # TroveonTuesday
Photo by Peter Sutton
Open Photo by Peter Sutton

Florida Center

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

Orlando downtown welcome sign with tropical scene; Shutterstock ID 99801884

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.

Top Windward Cay Hotel Reviews

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"Great service and the place was so clean!! I would stay again. And they upgraded our room from a two-bedroom to a three-bedroom condo! "
Suzie 1-night trip
Posted 18 hours ago
The Grove Resort & Water Park Orlando

Frequently asked questions

What's it like in Windward Cay?
Travelers to the Windward Cay neighborhood in Kissimmee will be sure to enjoy their stay.
How many hotels will I find in Windward Cay?
Expedia has 31 hotels and other accommodations in Windward Cay to choose from, making this an ideal home base for exploring the greater Kissimmee area.
If I need to cancel my hotel reservation in Windward Cay, will I receive a refund?
Yes, most hotel reservations are refundable provided that you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you booked a non-refundable reservation, you might be able to still cancel and be given a refund within a 24-hour period of booking. Plug in your dates, click on "Search", then use the "fully refundable" filter to get the best deals available in Windward Cay.
Where can I learn more about changing or cancelling my trip to Windward Cay?
For more information about changing or cancelling your trip to Windward Cay, click here.
What is there to do around this Kissimmee neighborhood?
A few places to visit in the area around Windward Cay include Old Town, Medieval Times, and Kissimmee Go-Karts. While you're out sightseeing, Capone's Dinner Show and Pirate's Island Adventure Golf are a couple of additional sights to visit in Kissimmee.

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