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Orlando Hotel Guide. Hotels in Windward Cay, Orlando, United States of America

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Check prices for these dates

Next weekend
17 Jul - 19 Jul
In two weeks
24 Jul - 26 Jul

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Our top choices for Windward Cay hotels

Exterior

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, (2,309 reviews)
"great price for the stay and location"
United States
Robert
The price is €69
includes taxes & fees
15 Jul - 16 Jul
La Quinta Inn & Suites by Wyndham Orlando Airport
Lobby

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, (4,714 reviews)
"Very helpful and friendly staff. Good breakfast and very clean."
United States
Carlos
The price is €81
includes taxes & fees
19 Jul - 20 Jul
Country Inn & Suites by Radisson, Orlando Airport, FL
Restaurant

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, (4,061 reviews)
"Good places to, quite neighborhood, happy stay again future"
United States
kenny
The price is €79
includes taxes & fees
13 Jul - 14 Jul
Wingate by Wyndham - Orlando International Airport
Studio Suite, 1 King Bed, Accessible, Non Smoking (Mobility/Hearing Accessible)

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, (5,989 reviews)
"Everything was great for our stay. Kids enjoyed the pool and breakfast."
United States
Danielle
The price is €78
includes taxes & fees
13 Jul - 14 Jul
Ramada by Wyndham Suites Orlando Airport
Exterior

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, (2,781 reviews)
"Great stay."
United States
Jose
The price is €92
includes taxes & fees
19 Jul - 20 Jul
Hampton Inn & Suites Orlando Airport @ Gateway Village
Lobby

Orlando Palms Hotel

Orlando Palms Hotel
2.5 star property
16 km from Windward Cay
7.8 out of 10, Good, (3,067 reviews)
"Very close to the airport and affordable for a quick stay or vacation:)"
United States
Mickala
The price is €47
includes taxes & fees
11 Aug - 12 Aug
Orlando Palms Hotel
Terrace/patio

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 €114
includes taxes & fees
20 Jul - 21 Jul
Hyatt House Orlando Airport
In-room safe, laptop workspace, blackout curtains, iron/ironing board

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel
3.0 star property
2.7 km from Windward Cay
8.2 out of 10, Very good, (5,247 reviews)
"Great hotel"
United States
Kan
The price is €53
includes taxes & fees
13 Jul - 14 Jul
Palazzo Lakeside Hotel
Fitness facility

Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport
3.0 star property
19.9 km from Windward Cay
9.0 out of 10, Wonderful, (4,084 reviews)
"Great place to stay clean, nice pool and staff is terrific."
Canada
Deborah
The price is €91
includes taxes & fees
19 Jul - 20 Jul
Wyndham Garden Orlando Airport
Reception

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, (4,813 reviews)
"Great place to stay the weekend"
United States
Yolanda
The price is €62
includes taxes & fees
15 Jul - 16 Jul
Kompose Boutique Resort at Theme Parks
Exterior

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, (4,329 reviews)
"Perfect airport hotel"
United States
thiruppathi
The price is €184
includes taxes & fees
3 Aug - 4 Aug
Hyatt Regency Orlando International Airport
Free daily buffet breakfast

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, (5,187 reviews)
"Great hotel for a reasonable price."
United States
Marcia
The price is €91
includes taxes & fees
29 Jul - 30 Jul
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Exterior

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, (636 reviews)
"The hotel is awesome."
United States
Steven
The price is €76
includes taxes & fees
9 Aug - 10 Aug
EVEN Hotel Orlando International Airport by IHG
Exterior

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, (2,237 reviews)
"Great, easy convenient place to stay."
United States
Jacob
The price is €78
includes taxes & fees
10 Aug - 11 Aug
avid hotel Orlando International Airport by IHG
Reception

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
3.0 star property
3.2 km from Windward Cay
8.6 out of 10, Excellent, (3,178 reviews)
"A very lovely and magical place to spend a family vacation, with excellent service—the entire staff was very friendly."
United States
Sandra
The price is €59
includes taxes & fees
26 Jul - 27 Jul
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
Interior detail

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, (1,534 reviews)
"Excellent stay!"
United States
Poosha
The price is €86
includes taxes & fees
24 Jul - 25 Jul
Holiday Inn Orlando International Airport by IHG
Exterior

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, (2,041 reviews)
"It was really nice that it is really close to the airport. Comfortable beds and complimentary breakfast was good"
United States
Chad
The price is €86
includes taxes & fees
9 Aug - 10 Aug
Holiday Inn Express Orlando International Airport by IHG
Free daily buffet breakfast

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, (2,044 reviews)
"Nice clean hotel with friendly staff."
United States
Shezan
The price is €88
includes taxes & fees
19 Jul - 20 Jul
Hampton Inn Orlando-International Airport
Reception

Seasons Florida Resort

Seasons Florida Resort
2.0 star property
1.6 km from Windward Cay
9.0 out of 10, Wonderful, (3,705 reviews)
"Great location and good bang for your buck.if I was going up for another quick weekend getaway and want a cheap place I’d choose here."
United States
Justin
The price is €63
includes taxes & fees
14 Jul - 15 Jul
Seasons Florida Resort
Exterior

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
9.4 out of 10, Exceptional, (5,769 reviews)
"Is was a great place highly recommended"
United States
Abel
The price is €96
includes taxes & fees
10 Aug - 11 Aug
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.
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Where to stay in Windward Cay

Find the best Windward Cay areas for the activities you enjoy most.
The entrance to the Hollywood Studios area with a large sign and distinctive architecture.
Photo by Gary Burke
Open Photo by Gary Burke

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.

The entrance to Aquatica with colorful signage and a water slide.

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.

A golf course with bunkers, water hazards, and a large lake.

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.

A large Ferris wheel with blue lighting, surrounded by a parking lot and buildings.

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.

A roller coaster at Universal Orlando Resort, featuring a tall palm tree and a clear blue sky.
Photo by Peter Sutton
Open Photo by Peter Sutton

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

Holiday Inn Resort Orlando Suites - Waterpark by IHG

Holiday Inn Resort Orlando Suites - Waterpark by IHG

10/10 Excellent
"The room was very clean and the staff were friendly and helpful. However, I didn't get to enjoy the breakfast because I wasn't going to pay $20 for a breakfast that didn't serve turkey or chicken products. I think there should be a complimentary breakfast that each person that eats there could enjoy the dining experience at this resort without it being so expensive."
Felicia 4-night trip
Posted less than an hour ago
Holiday Inn Resort Orlando Suites - Waterpark by IHG

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.