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Windward Cay hotels in Orlando

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Our top choices for Windward Cay hotels

1. 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, (4,231 reviews)
"great stay , convenient location"
United States
RICHARD
The price is HK$1,392
HK$1,566 total
includes taxes & fees
7 Jul - 8 Jul
Hyatt Regency Orlando International Airport

2. 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, (2,502 reviews)
"Friendly staff, breakfast was excellent!"
Canada
Roger
The price is HK$659
HK$742 total
includes taxes & fees
23 Jun - 24 Jun
Fairfield Inn By Marriott Orlando Airport

3. 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, (1,986 reviews)
"Great stay."
United States
John
The price is HK$688
HK$774 total
includes taxes & fees
29 Jun - 30 Jun
Hampton Inn Orlando-International Airport

4. Staybridge Suites Orlando Airport South by IHG

Staybridge Suites Orlando Airport South by IHG
3.0 star property
23 km from Windward Cay
9.0 out of 10, Wonderful, (2,048 reviews)
"Great stay, very good breakfast"
United States
Tara
The price is HK$690
HK$776 total
includes taxes & fees
29 Jun - 30 Jun
Staybridge Suites Orlando Airport South by IHG

5. 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, (4,013 reviews)
The price is HK$642
HK$722 total
includes taxes & fees
22 Jun - 23 Jun
Wingate by Wyndham - Orlando International Airport

6. 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, (5,879 reviews)
"Amazing loved this place"
United States
Kareisha Grant
The price is HK$699
HK$787 total
includes taxes & fees
15 Jul - 16 Jul
Ramada by Wyndham Suites Orlando Airport

7. 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, (1,538 reviews)
"Great location to the airport and places to eat/shop"
United States
leon
The price is HK$745
HK$838 total
includes taxes & fees
3 Jul - 4 Jul
Holiday Inn Orlando International Airport by IHG

8. Hyatt House Orlando Airport

Hyatt House Orlando Airport
3.5 star property
22.7 km from Windward Cay
9.6 out of 10, Exceptional, (2,953 reviews)
"Nice place to stay"
United States
LaToya
The price is HK$910
HK$1,024 total
includes taxes & fees
5 Jul - 6 Jul
Hyatt House Orlando Airport

9. DoubleTree by Hilton Orlando Airport

DoubleTree by Hilton Orlando Airport
4.0 star property
23.2 km from Windward Cay
8.6 out of 10, Excellent, (2,433 reviews)
"Airport shuttle and location were great!"
United States
Kimberly
The price is HK$647
HK$728 total
includes taxes & fees
2 Jul - 3 Jul
DoubleTree by Hilton Orlando Airport

10. Hyatt Place Orlando Airport

Hyatt Place Orlando Airport
3.0 star property
22.9 km from Windward Cay
9.0 out of 10, Wonderful, (1,769 reviews)
"Hotel staff were very helpful and the hotel was clean."
United States
Stacey
The price is HK$796
HK$896 total
includes taxes & fees
23 Jun - 24 Jun
Hyatt Place Orlando Airport

11. 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, (2,181 reviews)
"great price for the stay and location"
United States
Robert
The price is HK$579
HK$651 total
includes taxes & fees
16 Jul - 17 Jul
La Quinta Inn & Suites by Wyndham Orlando Airport

12. 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, (4,643 reviews)
"Clean rooms and great breakfast"
United States
Rebecca
The price is HK$626
HK$704 total
includes taxes & fees
15 Jul - 16 Jul
Country Inn & Suites by Radisson, Orlando Airport, FL

13. 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, (2,731 reviews)
"Great stay."
United States
Jose
The price is HK$765
HK$860 total
includes taxes & fees
28 Jun - 29 Jun
Hampton Inn & Suites Orlando Airport @ Gateway Village

14. EVEN Hotel Orlando International Airport by IHG

EVEN Hotel Orlando International Airport by IHG
3.5 star property
21.2 km from Windward Cay
9.4 out of 10, Exceptional, (568 reviews)
"Great location!"
United States
Mark
The price is HK$697
HK$785 total
includes taxes & fees
20 Jul - 21 Jul
EVEN Hotel Orlando International Airport by IHG

15. 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, (2,217 reviews)
"Great, easy convenient place to stay."
United States
Jacob
The price is HK$690
HK$776 total
includes taxes & fees
20 Jul - 21 Jul
avid hotel Orlando International Airport by IHG

16. 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)
"The room was very spacious and clean! Great location by airport!"
United States
Hector
The price is HK$726
HK$817 total
includes taxes & fees
13 Jul - 14 Jul
Cambria Hotel Orlando Airport

17. Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport
3.0 star property
19.9 km from Windward Cay
9.0 out of 10, Wonderful, (4,048 reviews)
"Good hotel near the airport"
United States
Brandon
The price is HK$690
HK$776 total
includes taxes & fees
22 Jun - 23 Jun
Wyndham Garden Orlando Airport

18. Sleep Inn & Suites Orlando International Airport

Sleep Inn & Suites Orlando International Airport
2.5 star property
19.4 km from Windward Cay
8.0 out of 10, Very good, (1,575 reviews)
"Overall good stay"
United States
Nakia
The price is HK$476
HK$536 total
includes taxes & fees
30 Jun - 1 Jul
Sleep Inn & Suites Orlando International Airport

19. The Delaney Hotel

The Delaney Hotel
3.5 star property
25.9 km from Windward Cay
9.6 out of 10, Exceptional, (1,125 reviews)
"Excellent hotel!"
United States
Jeffrey
The price is HK$1,039
HK$1,169 total
includes taxes & fees
28 Jun - 29 Jun
The Delaney Hotel

20. Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall
3.5 star property
16.9 km from Windward Cay
9.2 out of 10, Wonderful, (1,370 reviews)
"Hotel was excellent employees are very nice"
United States
Dawn
The price is HK$1,539
HK$1,934 total
includes taxes & fees
11 Jul - 12 Jul
Florida Hotel & Conference Center in the Florida Mall
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.

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.

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.

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 33 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.

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