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Check prices for these dates

This weekend
Aug 7 - Aug 9
Next weekend
Aug 14 - Aug 16

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Our top choices for Windward Cay hotels

Lobby

1. Embassy Suites by Hilton Orlando Lake Buena Vista South

Embassy Suites by Hilton Orlando Lake Buena Vista South
4.0 star property
3 km from Windward Cay
9.6 out of 10, Exceptional, (1,510 reviews)
"Very nice hotel for the price"
United States
Nick
The price is NT$3,682
NT$4,179 total
includes taxes & fees
Aug 16 - Aug 17
Embassy Suites by Hilton Orlando Lake Buena Vista South
Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers

2. Buena Vista Suites Orlando

Buena Vista Suites Orlando
4.0 star property
5.7 km from Windward Cay
9.2 out of 10, Wonderful, (2,456 reviews)
"Great location excellent breakfast options and terrific food at location"
United States
Marquez
The price is NT$3,722
NT$5,023 total
includes taxes & fees
Aug 16 - Aug 17
Buena Vista Suites Orlando
Exterior

3. Caribe Royale Orlando, WorldHotels Elite

Caribe Royale Orlando, WorldHotels Elite
4.5 star property
5.7 km from Windward Cay
9.2 out of 10, Wonderful, (5,249 reviews)
"Nice place for vacation."
United States
jair
The price is NT$5,487
NT$7,560 total
includes taxes & fees
Aug 7 - Aug 8
Caribe Royale Orlando, WorldHotels Elite
Reception

4. Seasons Florida Resort

Seasons Florida Resort
2.0 star property
1.6 km from Windward Cay
9.0 out of 10, Wonderful, (3,780 reviews)
"Nice and a good place to stay."
United States
Joel
The price is NT$1,719
NT$1,951 total
includes taxes & fees
Aug 16 - Aug 17
Seasons Florida Resort
Exterior

5. Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport
4.0 star property
21.3 km from Windward Cay
9.4 out of 10, Exceptional, (4,381 reviews)
"Enjoyed stay"
United States
Tracy
The price is NT$5,974
NT$6,720 total
includes taxes & fees
Aug 10 - Aug 11
Hyatt Regency Orlando International Airport
Outdoor pool, sun loungers

6. Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area
4.0 star property
8.4 km from Windward Cay
9.8 out of 10, Exceptional, (6,004 reviews)
"Staff is great, the hotel is nice and safe overall great place to stay."
United States
Kayanna
The price is NT$5,356
NT$6,026 total
includes taxes & fees
Aug 6 - Aug 7
Drury Plaza Hotel Orlando - Disney Springs Area
In-room safe, laptop workspace, blackout drapes, iron/ironing board

7. Palazzo Lakeside Hotel

Palazzo Lakeside Hotel
3.0 star property
2.7 km from Windward Cay
8.4 out of 10, Very Good, (5,282 reviews)
"Clean and modern rooms, and great breakfast."
United States
Jose
The price is NT$967
NT$2,203 total
includes taxes & fees
Aug 16 - Aug 17
Palazzo Lakeside Hotel
Coffee/tea maker, mini-fridge, shared microwave

8. 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, (1,918 reviews)
"Room was clean, staff was very nice, would definitely stay again"
United States
Alessandra
The price is NT$3,198
NT$3,598 total
includes taxes & fees
Aug 16 - Aug 17
AC Hotel by Marriott Orlando Lake Buena Vista
Property amenity

9. 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
8.8 out of 10, Excellent, (3,611 reviews)
"I enjoyed my stay here"
United States
Tracey
The price is NT$2,617
NT$2,944 total
includes taxes & fees
Aug 12 - Aug 13
SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista
In-room safe, blackout drapes, iron/ironing board, cribs (free)

10. Radisson Hotel Orlando Lake Buena Vista South

Radisson Hotel Orlando Lake Buena Vista South
3.5 star property
3 km from Windward Cay
8.8 out of 10, Excellent, (3,923 reviews)
"Love staying at this place. They do need to get more floaties for the lazy river besides that love being here"
United States
Soraida
The price is NT$1,428
NT$2,354 total
includes taxes & fees
Aug 27 - Aug 28
Radisson Hotel Orlando Lake Buena Vista South
Exterior

11. 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
9.4 out of 10, Exceptional, (5,872 reviews)
"Loved our stay"
United States
Kelly
The price is NT$2,693
NT$3,029 total
includes taxes & fees
Aug 18 - Aug 19
Home2 Suites by Hilton Orlando at Flamingo Crossings
Terrace/patio

12. Hyatt House Orlando Airport

Hyatt House Orlando Airport
3.5 star property
22.7 km from Windward Cay
9.6 out of 10, Exceptional, (2,906 reviews)
"The hotel is excelent!"
United States
Osvaldo
The price is NT$3,571
NT$4,018 total
includes taxes & fees
Aug 18 - Aug 19
Hyatt House Orlando Airport
Exterior

13. Hampton Inn & Suites Orlando Airport @ Gateway Village

Hampton Inn & Suites Orlando Airport @ Gateway Village
3.0 star property
22.8 km from Windward Cay
9.4 out of 10, Exceptional, (2,798 reviews)
"Great stay, very close to the airport."
United States
Ianna
The price is NT$3,020
NT$3,397 total
includes taxes & fees
Aug 10 - Aug 11
Hampton Inn & Suites Orlando Airport @ Gateway Village
Reception

14. Star Island Resort and Club

Star Island Resort and Club
3.5 star property
2.4 km from Windward Cay
8.4 out of 10, Very Good, (1,501 reviews)
"My family enjoyed our stay. I would come back for our next trip"
United States
Caroline
The price is NT$2,946
NT$3,896 total
includes taxes & fees
Aug 30 - Aug 31
Star Island Resort and Club
Exterior

15. Holiday Inn Express Orlando International Airport by IHG

Holiday Inn Express Orlando International Airport by IHG
2.5 star property
20.9 km from Windward Cay
9.0 out of 10, Wonderful, (2,047 reviews)
"It was a wonderful stay"
United States
Turrell
The price is NT$2,714
NT$3,053 total
includes taxes & fees
Aug 23 - Aug 24
Holiday Inn Express Orlando International Airport by IHG
Reception

16. Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
3.0 star property
3.2 km from Windward Cay
8.6 out of 10, Excellent, (3,193 reviews)
"Good and unique hotel."
United States
Alexander
The price is NT$1,352
NT$2,640 total
includes taxes & fees
Aug 9 - Aug 10
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
Exterior

17. Wyndham Grand Orlando Resort Bonnet Creek

Wyndham Grand Orlando Resort Bonnet Creek
4.0 star property
8.1 km from Windward Cay
8.8 out of 10, Excellent, (3,073 reviews)
"This was definitely a great place to stay for the price and we would stay here again."
United States
Ian
The price is NT$4,626
NT$6,731 total
includes taxes & fees
Aug 16 - Aug 17
Wyndham Grand Orlando Resort Bonnet Creek
Outdoor pool, a heated pool, pool umbrellas, sun loungers

18. 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
8.6 out of 10, Excellent, (4,005 reviews)
"Easy to find from the Orlando airport, great proximity to Disney parks, friendly, helpful staff."
United States
gloria
The price is NT$2,035
NT$3,380 total
includes taxes & fees
Sep 1 - Sep 2
Holiday Inn Resort Orlando - Lake Buena Vista by IHG
Outdoor pool, open 7:00 AM to 11:00 PM, cabanas (surcharge)

19. Meliá Orlando Celebration

Meliá Orlando Celebration
4.0 star property
6.8 km from Windward Cay
8.8 out of 10, Excellent, (1,619 reviews)
"Very good stay"
United States
Roxana
The price is NT$2,778
NT$4,327 total
includes taxes & fees
Aug 23 - Aug 24
Meliá Orlando Celebration
Front of property - evening/night

20. 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
8.8 out of 10, Excellent, (2,926 reviews)
"Great friendly staff and delicious breakfast. Would definitely stay again."
United States
Susanna
The price is NT$2,878
NT$3,238 total
includes taxes & fees
Aug 12 - Aug 13
La Quinta Inn & Suites by Wyndham Orlando - IDrive Theme Parks
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.
The entrance to the Hollywood Studios area with a large sign and distinctive architecture.
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.

The entrance to Aquatica with colorful signage and a water slide.

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.

A golf course with bunkers, water hazards, and a large lake.

Reunion

The waterparks and pristine golf courses are top of the list for many visitors to Reunion. A stop by Reunion Resort Golf Course or Jack Nicklaus Course might round out your trip.

A roller coaster at Universal Orlando Resort, featuring a tall palm tree and a clear blue sky.
Photo by Peter Sutton
Open Photo by Peter Sutton

Florida Center

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

A large Ferris wheel with blue lighting, surrounded by a parking lot and buildings.

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.

Top Windward Cay Hotel Reviews

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

10/10 Excellent
"Beautiful hotel. Very centrally located. Rooms were clean, staff was helpful. Very pleased with our stay. We will be back!"
Bradley 1-night trip
Posted less than an hour ago
DoubleTree by Hilton at the Entrance to Universal 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 32 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, Pioneer Village at Shingle Creek and 192 Flea Market are a couple of additional sights to visit in Kissimmee.

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