Find hotels in Windward Cay, Orlando from AED 372

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Our top choices for Windward Cay hotels

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area
3.0 star property
8.4 km from Windward Cay
9.8 out of 10, Exceptional, (5,676 reviews)
"Great hotel!"
United States
BARRY
The price is AED 656
AED 738 total
includes taxes & fees
18 Mar - 19 Mar
Drury Plaza Hotel Orlando - Disney Springs Area

Wyndham Lake Buena Vista – Disney Springs® Area

Wyndham Lake Buena Vista – Disney Springs® Area
4.0 star property
8.2 km from Windward Cay
8.8 out of 10, Excellent, (2,808 reviews)
"Friendly, excellent staff, easy to access to Disney world!"
United States
Yukari
The price is AED 437
AED 641 total
includes taxes & fees
22 Mar - 23 Mar
Wyndham Lake Buena Vista – Disney Springs® Area

Wyndham Garden Lake Buena Vista – Disney Springs® Area

Wyndham Garden Lake Buena Vista – Disney Springs® Area
3.5 star property
8.2 km from Windward Cay
8.2 out of 10, Very Good, (4,012 reviews)
"Rooms were clean and staff was friendly. "
United States
Audrey Nou
The price is AED 347
AED 539 total
includes taxes & fees
4 Mar - 5 Mar
Wyndham Garden Lake Buena Vista – Disney Springs® Area

The Delaney Hotel

The Delaney Hotel
3.5 star property
25.9 km from Windward Cay
9.6 out of 10, Exceptional, (1,063 reviews)
"Always love staying here. "
United States
Cate
The Delaney Hotel

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
16.2 km from Windward Cay
9.2 out of 10, Wonderful, (5,286 reviews)
"great place to stay nearest to all location ."
Canada
VIMAL
The price is AED 389
AED 437 total
includes taxes & fees
25 Mar - 26 Mar
Home2 Suites by Hilton Orlando at Flamingo Crossings

Staybridge Suites Orlando at SeaWorld by IHG

Staybridge Suites Orlando at SeaWorld by IHG
3.0 star property
10.8 km from Windward Cay
9.2 out of 10, Wonderful, (554 reviews)
"Th hotel was clean and location was close to food, amusement parks"
United States
Dianne
The price is AED 463
AED 521 total
includes taxes & fees
22 Mar - 23 Mar
Staybridge Suites Orlando at SeaWorld by IHG

AC Hotel by Marriott Orlando Lake Buena Vista

AC Hotel by Marriott Orlando Lake Buena Vista
3.5 star property
8.4 km from Windward Cay
9.2 out of 10, Wonderful, (1,801 reviews)
"The staff was so nice and the hotel was close to Disney world! I would definitely stay there again!"
United States
Michelle
The price is AED 433
AED 488 total
includes taxes & fees
22 Mar - 23 Mar
AC Hotel by Marriott Orlando Lake Buena Vista

Aloft Orlando Lake Buena Vista

Aloft Orlando Lake Buena Vista
3.0 star property
9.5 km from Windward Cay
8.8 out of 10, Excellent, (1,954 reviews)
"Super nice hotel at a great price."
United States
Terry
The price is AED 331
AED 372 total
includes taxes & fees
22 Mar - 23 Mar
Aloft Orlando Lake Buena Vista

Holiday Inn Express Hotel & Suites Ocoee East by IHG

Holiday Inn Express Hotel & Suites Ocoee East by IHG
2.5 star property
26.8 km from Windward Cay
8.4 out of 10, Very Good, (1,004 reviews)
"The check in process was easy and friendly "
United States
Luisa
The price is AED 511
AED 574 total
includes taxes & fees
8 Mar - 9 Mar
Holiday Inn Express Hotel & Suites Ocoee East by IHG

Courtyard by Marriott Orlando Downtown

Courtyard by Marriott Orlando Downtown
3.0 star property
28.8 km from Windward Cay
9.6 out of 10, Exceptional, (1,007 reviews)
"Room was nice clean Great staff "
United States
John
The price is AED 558
AED 628 total
includes taxes & fees
8 Mar - 9 Mar
Courtyard by Marriott Orlando Downtown

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
3.0 star property
16.3 km from Windward Cay
9.6 out of 10, Exceptional, (2,015 reviews)
"We loved this hotel everything was great! The breakfast, location and amenities "
United States
Catalina
The price is AED 525
AED 591 total
includes taxes & fees
24 Mar - 25 Mar
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Hilton Vacation Club Grand Beach Orlando

Hilton Vacation Club Grand Beach Orlando
3.0 star property
6.3 km from Windward Cay
9.4 out of 10, Exceptional, (1,465 reviews)
"Always a great stay. We love this location and resort after 9 years in a row."
United States
Jeannette
The price is AED 447
AED 606 total
includes taxes & fees
12 Mar - 13 Mar
Hilton Vacation Club Grand Beach Orlando

Homewood Suites by Hilton Orlando at Flamingo Crossings

Homewood Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
16.3 km from Windward Cay
9.4 out of 10, Exceptional, (2,287 reviews)
"Great place to stay "
United States
ALTON
The price is AED 571
AED 643 total
includes taxes & fees
8 Mar - 9 Mar
Homewood Suites by Hilton Orlando at Flamingo Crossings

SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista
3.0 star property
9.5 km from Windward Cay
8.6 out of 10, Excellent, (3,569 reviews)
"Loved the pool area, very clean, good location, breakfast is decent, staff is great! "
Canada
Jordana
The price is AED 378
AED 426 total
includes taxes & fees
24 Mar - 25 Mar
SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

Candlewood Suites Orlando - Lake Buena Vista by IHG

Candlewood Suites Orlando - Lake Buena Vista by IHG
2.5 star property
9.3 km from Windward Cay
9.0 out of 10, Wonderful, (2,372 reviews)
"Staff very nice..room and property clean well maintained "
United States
Natalie
The price is AED 305
AED 384 total
includes taxes & fees
8 Mar - 9 Mar
Candlewood Suites Orlando - Lake Buena Vista by IHG

La Quinta Inn & Suites by Wyndham Orlando - IDrive Theme Parks

La Quinta Inn & Suites by Wyndham Orlando - IDrive Theme Parks
3.0 star property
9.8 km from Windward Cay
8.6 out of 10, Excellent, (2,545 reviews)
"Everything was great, clean and breakfast included and pet friendly. Will definitely stay there again "
United States
Rosalba
The price is AED 374
AED 420 total
includes taxes & fees
4 Mar - 5 Mar
La Quinta Inn & Suites by Wyndham Orlando - IDrive Theme Parks

avid hotel Orlando International Airport by IHG

avid hotel Orlando International Airport by IHG
2.5 star property
21.2 km from Windward Cay
9.2 out of 10, Wonderful, (2,173 reviews)
"Great quick stay for a good value!"
United States
Pamela
The price is AED 485
AED 545 total
includes taxes & fees
22 Mar - 23 Mar
avid hotel Orlando International Airport by IHG

Element Orlando Universal Blvd.

Element Orlando Universal Blvd.
3.0 star property
15.1 km from Windward Cay
9.2 out of 10, Wonderful, (2,079 reviews)
"Excellent stay. Clean rooms great amenities and perfect location for visiting Orlando."
United States
Sakinah
The price is AED 372
AED 418 total
includes taxes & fees
22 Mar - 23 Mar
Element Orlando Universal Blvd.

Meliá Orlando Celebration

Meliá Orlando Celebration
4.0 star property
6.8 km from Windward Cay
8.8 out of 10, Excellent, (1,588 reviews)
"Would definitely stay here again"
United States
Brad
The price is AED 338
AED 517 total
includes taxes & fees
23 Mar - 24 Mar
Meliá Orlando Celebration

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, (4,918 reviews)
"Excellent for a quick Stay!"
United States
Matthew
The price is AED 257
AED 450 total
includes taxes & fees
4 Mar - 5 Mar
Holiday Inn Resort Orlando Suites - Waterpark 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.

Where to stay in Windward Cay

Find the best Windward Cay areas and neighborhoods 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 Orange County Convention Center or The Orlando Eye while you're exploring the neighborhood.

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.

Florida Center

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

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

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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.