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, (3,489 reviews)
"Amazing breakfast and location to disney is a huge plus. "
Canada
Saira
The price is NZ$185
includes taxes & fees
12 Apr - 13 Apr
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, (1,694 reviews)
"Perfect location!"
Canada
Necia
The price is NZ$171
includes taxes & fees
19 Apr - 20 Apr
La Quinta Inn & Suites by Wyndham Orlando 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
8.4 out of 10, Very good, (1,123 reviews)
"Clean room, big breakfast, friendly staff "
United States
April
The price is NZ$129
includes taxes & fees
30 Apr - 1 May
DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

Hyatt House Orlando Airport

Hyatt House Orlando Airport
3.5 star property
22.7 km from Windward Cay
9.6 out of 10, Exceptional, (3,026 reviews)
"Clean room, early check in, helpful/friendly staff, awesome pool & great breakfast! "
Canada
Jillian
The price is NZ$252
includes taxes & fees
28 Apr - 29 Apr
Hyatt House Orlando Airport

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, (2,606 reviews)
"We loved the location! "
United States
Brittany
The price is NZ$203
includes taxes & fees
13 Apr - 14 Apr
Hampton Inn & Suites Orlando Airport @ Gateway Village

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, (5,537 reviews)
"Nice and close to airport, kids liked the pool"
United States
Jennifer
The price is NZ$202
includes taxes & fees
11 May - 12 May
Ramada by Wyndham Suites Orlando Airport

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort
3.5 star property
17.5 km from Windward Cay
9.0 out of 10, Wonderful, (6,615 reviews)
"Was a great location with plenty to do! "
United States
Erica
The price is NZ$288
includes taxes & fees
19 Apr - 20 Apr
Universal's Cabana Bay Beach Resort

Hyatt Place Orlando Airport

Hyatt Place Orlando Airport
3.0 star property
22.9 km from Windward Cay
9.0 out of 10, Wonderful, (1,686 reviews)
"This was such a nice friendly place! "
United States
Cheryl
The price is NZ$202
includes taxes & fees
27 Apr - 28 Apr
Hyatt Place Orlando Airport

Cambria Hotel Orlando Airport

Cambria Hotel Orlando Airport
3.0 star property
21.1 km from Windward Cay
8.8 out of 10, Excellent, (1,904 reviews)
"Comfortable stay and near airport "
United States
Maira
The price is NZ$194
includes taxes & fees
4 May - 5 May
Cambria Hotel 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
8.4 out of 10, Very good, (6,876 reviews)
"Staff is very friendly and helpful"
United States
Karla
The price is NZ$188
includes taxes & fees
11 May - 12 May
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, (2,600 reviews)
" Clean quiet and friendly staff ut was a great stay i would stay there again whenever im in town"
United States
Lakisha
The price is NZ$142
includes taxes & fees
14 Apr - 15 Apr
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, (4,692 reviews)
"Great family place to stay. "
United States
Alberto
The price is NZ$220
includes taxes & fees
10 May - 11 May
Rosen Shingle Creek

Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport
3.0 star property
19.9 km from Windward Cay
9.0 out of 10, Wonderful, (4,064 reviews)
"Great clean hotel great price very affordable "
United States
Raymond
The price is NZ$220
includes taxes & fees
12 Apr - 13 Apr
Wyndham Garden 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, (1,699 reviews)
"Friendly staff and rooms were clean."
United States
Maritza
The price is NZ$229
includes taxes & fees
12 Apr - 13 Apr
Hyatt House Orlando International Drive

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, (1,851 reviews)
"Great location - tons of food options to walk to. "
United States
Kenneth
The price is NZ$191
includes taxes & fees
4 May - 5 May
Hampton Inn Orlando-International 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, (3,882 reviews)
"Rooms nice and clean, and breakfast was good"
United States
Edward
The price is NZ$206
includes taxes & fees
13 Apr - 14 Apr
Wingate by Wyndham - Orlando International 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
8.4 out of 10, Very good, (1,475 reviews)
"Great staff, Good breakfast, Good Internet Connection."
United States
Carlos Luis Rojas
The price is NZ$184
includes taxes & fees
3 May - 4 May
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, (1,959 reviews)
"The rooms were clean and the staff were really friendly. Will definitely stay here again. "
Canada
Michael
The price is NZ$207
includes taxes & fees
4 May - 5 May
Holiday Inn Express Orlando International Airport by IHG

Spark by Hilton Orlando near Universal

Spark by Hilton Orlando near Universal
2.5 star property
19.7 km from Windward Cay
8.8 out of 10, Excellent, (1,028 reviews)
"Clean room and great location "
United States
Isamar Hernandez
The price is NZ$172
includes taxes & fees
4 May - 5 May
Spark by Hilton Orlando near Universal

DoubleTree by Hilton Orlando Airport

DoubleTree by Hilton Orlando Airport
4.0 star property
23.2 km from Windward Cay
8.8 out of 10, Excellent, (2,310 reviews)
"Very accommodating and clean hotel. I’d stay here again when in Orlando. "
United States
Michael
The price is NZ$244
includes taxes & fees
4 May - 5 May
DoubleTree by Hilton Orlando Airport
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.

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.