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Top Trending Hotels Near Windward Cay, Orlando

Terrace/patio
The Delaney Hotel

The Delaney Hotel

3.5 star property
25.9 km from Windward Cay
9.6 out of 10, Exceptional, (1004)
"All around wonderful stay"
United States
Caleb
The Delaney Hotel
Premium bedding, in-room safe, desk, blackout curtains
Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport

3.0 star property
23 km from Windward Cay
8.2 out of 10, Very good, (5086)
"Great place to stay close to airport "
United States
Rebekah
The price is Rp1.413.412
Rp1.590.088 total
includes taxes & fees
24 Nov - 25 Nov
Ramada by Wyndham Suites Orlando Airport
Pillow-top beds, in-room safe, desk, blackout curtains
Wingate by Wyndham - Orlando International Airport

Wingate by Wyndham - Orlando International Airport

3.0 star property
23.5 km from Windward Cay
8.8 out of 10, Excellent, (3690)
"Good room, good breakfast and convenient to the airport."
United States
Mark
The price is Rp1.458.521
Rp1.640.835 total
includes taxes & fees
19 Nov - 20 Nov
Wingate by Wyndham - Orlando International Airport
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
18.8 km from Windward Cay
8.4 out of 10, Very good, (1023)
"Staff was great room was clean and breakfast was great "
United States
Brittney
The price is Rp1.687.407
Rp1.873.022 total
includes taxes & fees
16 Dec - 17 Dec
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
5 outdoor pools, pool umbrellas, pool loungers
Summer Bay Orlando by Exploria Resorts

Summer Bay Orlando by Exploria Resorts

3.5 star property
18.8 km from Windward Cay
8.8 out of 10, Excellent, (2070)
"The staff are very friendly and the resort is gorgeous! "
United States
Katherina
The price is Rp1.729.174
Rp2.475.726 total
includes taxes & fees
1 Dec - 2 Dec
Summer Bay Orlando by Exploria Resorts
Aerial view
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4.0 star property
18.4 km from Windward Cay
8.0 out of 10, Very good, (8742)
"Great stay"
United States
Breanna
The price is Rp2.489.343
Rp3.552.325 total
includes taxes & fees
18 Nov - 19 Nov
The Grove Resort & Water Park Orlando
Exterior
Country Inn & Suites by Radisson, Orlando Airport, FL

Country Inn & Suites by Radisson, Orlando Airport, FL

3.0 star property
22.9 km from Windward Cay
7.8 out of 10, Good, (4216)
"Clean room, pleasant staff, nice amenities."
United States
Jackqueline
The price is Rp1.158.496
Rp1.303.308 total
includes taxes & fees
9 Dec - 10 Dec
Country Inn & Suites by Radisson, Orlando Airport, FL
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
7.2 km from Windward Cay
9.2 out of 10, Wonderful, (3927)
"Nice place to stay for family. "
United States
Niketan Chhaganbhai
The price is Rp1.657.334
Rp1.864.501 total
includes taxes & fees
7 Dec - 8 Dec
Sheraton Vistana Resort Villas, Lake Buena Vista/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
9 km from Windward Cay
8.6 out of 10, Excellent, (2877)
"Nice location, nice rooms, clean and comfortable"
United States
LIBARDO
The price is Rp1.204.408
Rp1.655.516 total
includes taxes & fees
1 Dec - 2 Dec
SPOT X Hotel Orlando/Intl Dr by The Red Collection
Outdoor pool, pool umbrellas, pool loungers
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, (1788)
"Everything about the hotel was excellent, from location to amenities. "
United States
Sheilla Maria
The price is Rp1.020.129
Rp1.821.230 total
includes taxes & fees
18 Nov - 19 Nov
Kompose Boutique Resort at Theme Parks
Lobby lounge
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, (1862)
"Great stay"
United States
Ramprasad
The price is Rp1.169.490
Rp1.315.677 total
includes taxes & fees
1 Dec - 2 Dec
Aloft Orlando Lake Buena Vista
Free daily continental breakfast
La Quinta Inn & Suites by Wyndham Orlando Airport North

La Quinta Inn & Suites by Wyndham Orlando Airport North

3.0 star property
22.8 km from Windward Cay
7.4 out of 10, Good, (673)
"Comfortable room, staff was helpful and happy to assist. Good value and close to airport."
United States
Sheri
The price is Rp1.189.538
Rp1.338.230 total
includes taxes & fees
24 Nov - 25 Nov
La Quinta Inn & Suites by Wyndham Orlando Airport North
Outdoor pool
DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

4.0 star property
18.8 km from Windward Cay
8.4 out of 10, Very good, (6843)
"Great stay "
United States
Anthony
The price is Rp1.630.269
Rp1.834.052 total
includes taxes & fees
23 Nov - 24 Nov
DoubleTree by Hilton at the Entrance to Universal Orlando
4 outdoor pools, open 5:30 AM to midnight, pool cabanas (surcharge)
Rosen Shingle Creek

Rosen Shingle Creek

4.5 star property
13.4 km from Windward Cay
9.4 out of 10, Exceptional, (4227)
"Great stay "
United States
Catherine
The price is Rp1.857.818
Rp2.090.044 total
includes taxes & fees
23 Nov - 24 Nov
Rosen Shingle Creek
Outdoor pool, pool loungers
Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport

3.0 star property
20 km from Windward Cay
9.0 out of 10, Wonderful, (3953)
"Would stay again! "
United States
Matthew
The price is Rp1.376.657
Rp1.548.572 total
includes taxes & fees
15 Dec - 16 Dec
Wyndham Garden Orlando Airport
Property grounds
Seasons Florida Resort

Seasons Florida Resort

2.0 star property
1.6 km from Windward Cay
8.8 out of 10, Excellent, (3242)
"Great place!"
United States
Andrea
The price is Rp1.014.950
Rp1.151.969 total
includes taxes & fees
18 Nov - 19 Nov
Seasons Florida Resort
Meeting facility
Hampton Inn & Suites Orlando Intl Dr N

Hampton Inn & Suites Orlando Intl Dr N

2.5 star property
16 km from Windward Cay
9.2 out of 10, Wonderful, (1037)
"Second time staying at this hotel and loved it great hotel for family and close to the main attractions "
United States
Kadeisha
The price is Rp1.424.773
Rp1.602.870 total
includes taxes & fees
24 Nov - 25 Nov
Hampton Inn & Suites Orlando Intl Dr N
Outdoor pool, open 9 AM to 10 PM, pool loungers
Orlando Palms Hotel

Orlando Palms Hotel

2.5 star property
16 km from Windward Cay
7.6 out of 10, Good, (2177)
"Great stay"
United States
Christian Mitchel
The price is Rp753.434
Rp1.047.031 total
includes taxes & fees
10 Dec - 11 Dec
Orlando Palms Hotel
Property entrance
Holiday Inn Express & Suites Orlando - Lake Buena Vista by IHG

Holiday Inn Express & Suites Orlando - Lake Buena Vista by IHG

3.0 star property
9.5 km from Windward Cay
8.8 out of 10, Excellent, (2229)
"Staff, rooms, location great "
United States
James
The price is Rp1.386.681
Rp1.560.016 total
includes taxes & fees
24 Nov - 25 Nov
Holiday Inn Express & Suites Orlando - Lake Buena Vista by IHG
View from property
Avanti International Resort

Avanti International Resort

4.0 star property
14.4 km from Windward Cay
7.8 out of 10, Good, (4217)
"clean room , great staff !"
United States
genesis
The price is Rp1.263.885
Rp1.760.250 total
includes taxes & fees
14 Dec - 15 Dec
Avanti International Resort
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 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 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.

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® 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.

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 Windward Cay Hotel Reviews

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

10/10 Excellent
"Breakfast was just ok did not care for"
melanie 6-night trip
Posted 2 days ago
Universal's Cabana Bay Beach Resort

Explore a world of travel with Expedia

Frequently asked questions

What's it like in Windward Cay?
Travellers to the Windward Cay neighbourhood in Kissimmee will be sure to enjoy their stay.
How many hotels will I be able to find in Windward Cay?
Expedia has 29 hotels and other accommodation options 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! The majority of hotel reservations are fully refundable if you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a non-refundable reservation, it might still be possible to cancel it and receive a refund within a 24-hour period of booking. Put your dates in and click on "Search", then you can filter by "fully refundable" to review the best options available in Windward Cay.
What is there to do around this Kissimmee neighbourhood?
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.