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Our top choices for Windward Cay hotels

Hyatt House Orlando Airport

Hyatt House Orlando Airport
3.5 star property
22.7 km from Windward Cay
9.6 out of 10, Exceptional, (3,012 reviews)
"Clean room, early check in, helpful/friendly staff, awesome pool & great breakfast! "
Canada
Jillian
The price is Rp2.224.380
Rp2.502.426 total
includes taxes & fees
29 Apr - 30 Apr
Hyatt House Orlando Airport

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, (1,660 reviews)
"Good location, decent rooms"
United States
Antionette Jacqueline
The price is Rp1.479.298
Rp1.664.211 total
includes taxes & fees
19 Apr - 20 Apr
La Quinta Inn & Suites by Wyndham 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, (2,589 reviews)
"Nice Hotel Convient to airport"
United States
Roger
The price is Rp1.804.295
Rp2.029.832 total
includes taxes & fees
3 May - 4 May
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, (5,535 reviews)
"It was a very nice stay. "
Canada
Larry
The price is Rp1.787.994
Rp2.011.494 total
includes taxes & fees
3 May - 4 May
Ramada by Wyndham Suites 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, (3,864 reviews)
"Great and easy stay."
United States
Jennifer
The price is Rp1.847.424
Rp2.078.352 total
includes taxes & fees
14 Apr - 15 Apr
Wingate by Wyndham - Orlando International 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, (4,041 reviews)
"Great place! "
United States
Jomana
The price is Rp1.948.455
Rp2.192.118 total
includes taxes & fees
3 May - 4 May
Wyndham Garden Orlando Airport

Hyatt Place Orlando Airport

Hyatt Place Orlando Airport
3.0 star property
22.9 km from Windward Cay
9.0 out of 10, Wonderful, (1,667 reviews)
"This was such a nice friendly place! "
United States
Cheryl
The price is Rp1.782.900
Rp2.005.763 total
includes taxes & fees
27 Apr - 28 Apr
Hyatt Place Orlando Airport

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)
"Great stay "
United States
Tiffney
The price is Rp1.748.940
Rp1.967.558 total
includes taxes & fees
5 May - 6 May
Holiday Inn Express Orlando International Airport by IHG

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, (6,553 reviews)
"Always great stays here!"
Canada
Jud
The price is Rp2.258.340
Rp2.540.717 total
includes taxes & fees
7 May - 8 May
Universal's Cabana Bay Beach Resort

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, (1,467 reviews)
"Nice hotel, airport shuttle very convenient."
United States
Randall
The price is Rp1.630.080
Rp1.833.840 total
includes taxes & fees
3 May - 4 May
Holiday Inn Orlando International Airport by IHG

Cambria Hotel Orlando Airport

Cambria Hotel Orlando Airport
3.0 star property
21.1 km from Windward Cay
8.8 out of 10, Excellent, (1,892 reviews)
"On of the best hotel and affordable "
United States
Edax
The price is Rp1.645.362
Rp1.851.032 total
includes taxes & fees
4 May - 5 May
Cambria Hotel Orlando Airport

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area
3.0 star property
8.4 km from Windward Cay
9.8 out of 10, Exceptional, (5,778 reviews)
"perfect place to stay with family"
United States
Migdalia
The price is Rp3.056.230
Rp3.438.258 total
includes taxes & fees
26 Apr - 27 Apr
Drury Plaza Hotel Orlando - Disney Springs Area

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, (1,841 reviews)
"Great location - tons of food options to walk to. "
United States
Kenneth
The price is Rp1.669.304
Rp1.877.967 total
includes taxes & fees
4 May - 5 May
Hampton Inn Orlando-International 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, (6,846 reviews)
"Great place to stay. Staff are great and the location was perfect. "
United States
Mohamad
The price is Rp1.818.558
Rp2.046.090 total
includes taxes & fees
3 May - 4 May
DoubleTree by Hilton at the Entrance to Universal Orlando

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, (2,190 reviews)
"Great stay"
United States
Nicole
The price is Rp1.816.860
Rp2.043.968 total
includes taxes & fees
4 May - 5 May
avid hotel 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, (1,007 reviews)
"Clean room and great location "
United States
Isamar Hernandez
The price is Rp1.392.530
Rp1.566.596 total
includes taxes & fees
3 May - 4 May
Spark by Hilton Orlando near Universal

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando
4.0 star property
18.3 km from Windward Cay
8.0 out of 10, Very good, (9,406 reviews)
"We really enjoyed our stay, great location and enjoyed the pool and all amenities."
United States
JUSTIN P
The price is Rp2.738.025
Rp4.016.449 total
includes taxes & fees
5 May - 6 May
The Grove Resort & Water Park Orlando

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
13.4 km from Windward Cay
9.4 out of 10, Exceptional, (4,682 reviews)
"Great family place to stay. "
United States
Alberto
The price is Rp2.159.856
Rp2.429.837 total
includes taxes & fees
12 Apr - 13 Apr
Rosen Shingle Creek

Orlando Palms Hotel

Orlando Palms Hotel
2.5 star property
16 km from Windward Cay
7.8 out of 10, Good, (2,572 reviews)
"Great place to stay at"
United States
Glennrick
The price is Rp1.264.094
Rp1.624.785 total
includes taxes & fees
7 Apr - 8 Apr
Orlando Palms Hotel

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
9.2 out of 10, Wonderful, (5,377 reviews)
"great stay"
United States
Sara
The price is Rp1.879.686
Rp2.114.647 total
includes taxes & fees
5 May - 6 May
Home2 Suites by Hilton Orlando at Flamingo Crossings
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.