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Windward Cay Hotels, Orlando

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Our top choices for Windward Cay hotels

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, (4,368 reviews)
"Great stay highly recommend"
United States
Rebeca
The price is NZ$159
includes taxes & fees
18 June - 19 June
Kompose Boutique Resort at Theme Parks

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
7.4 out of 10, Good, (2,115 reviews)
"great price for the stay and location"
United States
Robert
The price is NZ$145
includes taxes & fees
30 June - 1 July
La Quinta Inn & Suites by Wyndham Orlando Airport

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, (4,218 reviews)
"great stay , convenient location"
United States
RICHARD
The price is NZ$329
includes taxes & fees
17 June - 18 June
Hyatt Regency Orlando International Airport

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel
3.0 star property
16.1 km from Windward Cay
8.6 out of 10, Excellent, (1,584 reviews)
"Breakfast was great Clean room Good location"
Canada
Tracy
The price is NZ$156
includes taxes & fees
28 June - 29 June
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

Fairfield Inn By Marriott Orlando Airport

Fairfield Inn By Marriott Orlando Airport
3.5 star property
23.4 km from Windward Cay
9.0 out of 10, Wonderful, (2,497 reviews)
"Friendly staff, breakfast was excellent!"
Canada
Roger
The price is NZ$139
includes taxes & fees
29 June - 30 June
Fairfield Inn By Marriott Orlando Airport

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, (1,909 reviews)
"Great place to stay"
United States
Idoel
The price is NZ$208
includes taxes & fees
14 June - 15 June
Hyatt House Orlando International Drive

Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport
3.0 star property
22.9 km from Windward Cay
8.2 out of 10, Very good, (5,826 reviews)
"Close to airport, clean and friendly"
United States
Pam
The price is NZ$173
includes taxes & fees
30 June - 1 July
Ramada by Wyndham Suites Orlando Airport

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
8.6 out of 10, Excellent, (6,988 reviews)
"Great stay"
United States
Dianelly
The price is NZ$191
includes taxes & fees
12 July - 13 July
DoubleTree by Hilton at the Entrance to Universal Orlando

Orlando Palms Hotel

Orlando Palms Hotel
2.5 star property
16 km from Windward Cay
7.8 out of 10, Good, (2,926 reviews)
"Very close to the airport and affordable for a quick stay or vacation:)"
United States
Mickala
The price is NZ$95
includes taxes & fees
22 June - 23 June
Orlando Palms Hotel

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
7.8 out of 10, Good, (4,664 reviews)
"Clean rooms and great breakfast"
United States
Rebecca
The price is NZ$163
includes taxes & fees
7 July - 8 July
Country Inn & Suites by Radisson, Orlando Airport, FL

Hampton Inn Orlando-International Airport

Hampton Inn Orlando-International Airport
2.5 star property
23.3 km from Windward Cay
9.0 out of 10, Wonderful, (1,976 reviews)
"Great stay."
United States
John
The price is NZ$171
includes taxes & fees
22 June - 23 June
Hampton Inn Orlando-International Airport

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
6.5 km from Windward Cay
8.6 out of 10, Excellent, (4,301 reviews)
"Great stay"
United States
Martena
The price is NZ$176
includes taxes & fees
28 June - 29 June
Vacation Village Orlando, Celebration

Cambria Hotel Orlando Airport

Cambria Hotel Orlando Airport
3.0 star property
21.1 km from Windward Cay
8.8 out of 10, Excellent, (1,921 reviews)
"The room was very spacious and clean! Great location by airport!"
United States
Hector
The price is NZ$180
includes taxes & fees
6 July - 7 July
Cambria Hotel Orlando Airport

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
13.4 km from Windward Cay
9.4 out of 10, Exceptional, (4,908 reviews)
"Always love staying there"
United States
John
The price is NZ$225
includes taxes & fees
5 July - 6 July
Rosen Shingle Creek

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, (4,008 reviews)
"This was extremely convenient to the airport and the room and staff were wonderful!"
United States
Kelly
The price is NZ$160
includes taxes & fees
22 June - 23 June
Wingate by Wyndham - Orlando International Airport

Hyatt House Orlando Airport

Hyatt House Orlando Airport
3.5 star property
22.7 km from Windward Cay
9.6 out of 10, Exceptional, (2,988 reviews)
"Nice place to stay"
United States
LaToya
The price is NZ$226
includes taxes & fees
14 June - 15 June
Hyatt House 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, (4,090 reviews)
"Great staff & location, the rooms were big and clean."
United States
jorge
The price is NZ$179
includes taxes & fees
12 June - 13 June
Wyndham Garden Orlando Airport

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark
4.0 star property
13.8 km from Windward Cay
8.8 out of 10, Excellent, (3,644 reviews)
"Such a beautiful resort to be at."
United States
tammy
The price is NZ$372
includes taxes & fees
22 June - 23 June
Margaritaville Resort Orlando with H2O Waterpark

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, (4,947 reviews)
"Excelente hotel"
United States
Rene
The price is NZ$197
includes taxes & fees
14 June - 15 June
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

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, (2,222 reviews)
"Great, easy convenient place to stay."
United States
Jacob
The price is NZ$165
includes taxes & fees
18 June - 19 June
avid hotel Orlando International Airport 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.

Our guide on 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.

Reunion

The top golf courses and fun-filled water parks 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.

Florida Center

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

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 Medieval Times, Kissimmee Go-Karts and Capone's Dinner Show. While you're out sightseeing, Pirate's Island Adventure Golf and Pioneer Village at Shingle Creek are a couple of additional sights to visit in Kissimmee.