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Our top choices for Windward Cay hotels

4716-4-ww-blend of Relaxation and Convenience

4716-4-ww-blend of Relaxation and Convenience
2.0 star property
Windward Cay
The price is Rp38.695.200
Rp50.632.328 total
includes taxes & fees
3 Mar - 4 Mar
4716-4-ww-blend of Relaxation and Convenience

Hyatt House Orlando Airport

Hyatt House Orlando Airport
3.5 star property
22.7 km from Windward Cay
9.6 out of 10, Exceptional, (2,975 reviews)
"Clean, great location, amazing breakfast, accommodating staff…would definitely recommend."
Canada
Kathy
The price is Rp2.708.664
Rp3.047.247 total
includes taxes & fees
25 Feb - 26 Feb
Hyatt House Orlando Airport

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, (1,000 reviews)
"The check in process was easy and friendly "
United States
Luisa
The price is Rp2.074.318
Rp2.333.607 total
includes taxes & fees
26 Feb - 27 Feb
Holiday Inn Express Hotel & Suites Ocoee East by IHG

La Quinta Inn & Suites by Wyndham Orlando Airport

La Quinta Inn & Suites by Wyndham Orlando Airport
3.0 star property
22.8 km from Windward Cay
7.2 out of 10, Good, (1,303 reviews)
"It was great especially the breakfast "
Canada
Ahmad Taha
The price is Rp1.631.674
Rp1.835.633 total
includes taxes & fees
23 Feb - 24 Feb
La Quinta Inn & Suites by Wyndham Orlando Airport

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, (5,353 reviews)
"Great hotel "
United States
Aniese
The price is Rp1.674.440
Rp1.883.745 total
includes taxes & fees
10 Mar - 11 Mar
Ramada by Wyndham Suites Orlando Airport

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, (4,456 reviews)
"Great place to stay"
Canada
Edward
The price is Rp1.503.056
Rp1.690.937 total
includes taxes & fees
2 Mar - 3 Mar
Country Inn & Suites by Radisson, Orlando Airport, FL

Orlando Palms Hotel

Orlando Palms Hotel
2.5 star property
16 km from Windward Cay
7.6 out of 10, Good, (2,373 reviews)
"Love this place "
United States
Lisa
The price is Rp1.128.352
Rp1.470.212 total
includes taxes & fees
22 Feb - 23 Feb
Orlando Palms Hotel

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
13.4 km from Windward Cay
9.4 out of 10, Exceptional, (4,543 reviews)
"Very nice place to stay with family. "
United States
Anick
The price is Rp2.274.605
Rp2.558.930 total
includes taxes & fees
6 Mar - 7 Mar
Rosen Shingle Creek

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, (2,536 reviews)
"Very clean great staff"
United States
Eugene
The price is Rp2.469.427
Rp2.778.105 total
includes taxes & fees
17 Mar - 18 Mar
Hampton Inn & Suites Orlando Airport @ Gateway Village

Cambria Hotel Orlando Airport

Cambria Hotel Orlando Airport
3.0 star property
21.1 km from Windward Cay
8.8 out of 10, Excellent, (1,939 reviews)
"Great hotel amazing staff "
United States
Gloria
The price is Rp2.106.309
Rp2.369.598 total
includes taxes & fees
23 Feb - 24 Feb
Cambria Hotel Orlando Airport

Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport
3.0 star property
19.9 km from Windward Cay
9.0 out of 10, Wonderful, (4,091 reviews)
"Very clean, friendly staff & close to the airport easy travel "
United States
Justin Paul
The price is Rp2.118.095
Rp2.382.941 total
includes taxes & fees
2 Mar - 3 Mar
Wyndham Garden Orlando Airport

Holiday Inn Orlando International Airport by IHG

Holiday Inn Orlando International Airport by IHG
3.5 star property
23.2 km from Windward Cay
8.6 out of 10, Excellent, (1,388 reviews)
"Clean room , good beds and beautiful lobby "
Canada
Linda
The price is Rp1.939.622
Rp2.182.074 total
includes taxes & fees
22 Feb - 23 Feb
Holiday Inn Orlando International Airport by IHG

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, (1,949 reviews)
"Clean, nice rooms , easy shuttle… perfect for what was needed!"
United States
Veronika
The price is Rp2.060.849
Rp2.318.287 total
includes taxes & fees
23 Feb - 24 Feb
Holiday Inn Express Orlando International Airport by IHG

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, (586 reviews)
"great stay"
United States
Ibrahim
The price is Rp1.559.948
Rp1.754.942 total
includes taxes & fees
24 Feb - 25 Feb
Sonesta Essential Orlando Airport

Wingate by Wyndham - Orlando International Airport

Wingate by Wyndham - Orlando International Airport
3.0 star property
23.4 km from Windward Cay
8.8 out of 10, Excellent, (3,852 reviews)
"Helpful staff, clean room, good breakfast, great location for airport travel"
United States
Lee
The price is Rp2.204.132
Rp2.479.648 total
includes taxes & fees
2 Mar - 3 Mar
Wingate by Wyndham - Orlando International Airport

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, (2,158 reviews)
"Great quick stay for a good value!"
United States
Pamela
The price is Rp1.804.926
Rp2.030.542 total
includes taxes & fees
2 Mar - 3 Mar
avid hotel Orlando International Airport 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, (1,002 reviews)
"Room was nice clean Great staff "
United States
John
The price is Rp2.424.528
Rp2.727.595 total
includes taxes & fees
1 Mar - 2 Mar
Courtyard by Marriott Orlando Downtown

Comfort Suites Orlando Airport

Comfort Suites Orlando Airport
2.5 star property
19.5 km from Windward Cay
8.4 out of 10, Very good, (1,443 reviews)
"Great room, clean and professional helpful staff. "
United States
Cesar
The price is Rp1.984.391
Rp2.232.440 total
includes taxes & fees
17 Mar - 18 Mar
Comfort Suites Orlando Airport

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
3.0 star property
16.4 km from Windward Cay
9.4 out of 10, Exceptional, (4,538 reviews)
"Room was clean staff was great "
United States
Dominic Milan
The price is Rp2.256.158
Rp2.538.177 total
includes taxes & fees
10 Mar - 11 Mar
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Days Inn by Wyndham Orlando Conv. Center/International Dr

Days Inn by Wyndham Orlando Conv. Center/International Dr
2.0 star property
12.6 km from Windward Cay
8.2 out of 10, Very good, (2,627 reviews)
"Great staff, clean room, and in a great place!"
United States
Eva
The price is Rp1.174.381
Rp1.321.179 total
includes taxes & fees
18 Mar - 19 Mar
Days Inn by Wyndham Orlando Conv. Center/International Dr
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 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.

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.

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.

Florida Center

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

Downtown Orlando

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

Top Windward Cay Hotel Reviews

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 32 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.