Find hotels in Windward Cay, Orlando from NT$1,879

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Nov 30 - Dec 1
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Dec 12 - Dec 14

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Discover 54,358 Windward Cay hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Terrace/patio
The Delaney Hotel

The Delaney Hotel

3.5 star property
25.9 km from Windward Cay
9.6 out of 10, Exceptional, (1010)
"Really nice and clean space in the middle of Orlando. Will stay here for future Orlando vacations."
United States
Alex
The Delaney Hotel
Premium bedding, in-room safe, desk, blackout drapes
Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport

3.0 star property
23 km from Windward Cay
8.2 out of 10, Very Good, (5158)
"Great place to stay close to airport "
United States
Rebekah
The price is NT$2,802
NT$3,152 total
includes taxes & fees
Dec 1 - Dec 2
Ramada by Wyndham Suites Orlando Airport
Pillowtop beds, in-room safe, desk, blackout drapes
Wingate by Wyndham - Orlando International Airport

Wingate by Wyndham - Orlando International Airport

3.0 star property
23.5 km from Windward Cay
8.8 out of 10, Excellent, (3745)
"Good room, good breakfast and convenient to the airport."
United States
Mark
The price is NT$2,535
NT$2,852 total
includes taxes & fees
Dec 2 - Dec 3
Wingate by Wyndham - Orlando International Airport
Property amenity
Holiday Inn Express & Suites Clermont Se West Orlando by IHG

Holiday Inn Express & Suites Clermont Se West Orlando by IHG

2.5 star property
18.8 km from Windward Cay
8.4 out of 10, Very Good, (1050)
"Great room great breakfast"
United States
Kelly
The price is NT$2,988
NT$3,317 total
includes taxes & fees
Dec 2 - Dec 3
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
5 outdoor pools, pool umbrellas, sun loungers
Summer Bay Orlando by Exploria Resorts

Summer Bay Orlando by Exploria Resorts

3.5 star property
18.8 km from Windward Cay
8.8 out of 10, Excellent, (2064)
"The staff are very friendly and the resort is gorgeous! "
United States
Katherina
The price is NT$3,077
NT$4,461 total
includes taxes & fees
Dec 10 - Dec 11
Summer Bay Orlando by Exploria Resorts
Aerial view
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4.0 star property
18.4 km from Windward Cay
8.0 out of 10, Very Good, (8819)
"Great stay"
United States
Breanna
The price is NT$3,445
NT$5,606 total
includes taxes & fees
Dec 1 - Dec 2
The Grove Resort & Water Park Orlando
Free daily continental breakfast
La Quinta Inn & Suites by Wyndham Orlando Airport North

La Quinta Inn & Suites by Wyndham Orlando Airport North

3.0 star property
22.8 km from Windward Cay
7.4 out of 10, Good, (757)
"Nice rooms, comfy bed"
Canada
Dayn
The price is NT$1,670
NT$1,879 total
includes taxes & fees
Dec 9 - Dec 10
La Quinta Inn & Suites by Wyndham Orlando Airport North
Outdoor pool, sun loungers
Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport

3.0 star property
20 km from Windward Cay
9.0 out of 10, Wonderful, (4000)
"Excellent beds, clean and close to airport "
Canada
Rosalyn
The price is NT$2,285
NT$2,571 total
includes taxes & fees
Dec 15 - Dec 16
Wyndham Garden Orlando Airport
Outdoor pool, pool umbrellas, sun loungers
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, (1871)
"Great stay."
United States
Jasmin
The price is NT$1,188
NT$2,594 total
includes taxes & fees
Dec 2 - Dec 3
Kompose Boutique Resort at Theme Parks
6 outdoor pools, free cabanas, pool umbrellas
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4.0 star property
7.2 km from Windward Cay
9.4 out of 10, Exceptional, (4020)
"Nice place to stay for family. "
United States
Niketan Chhaganbhai
The price is NT$3,309
NT$3,722 total
includes taxes & fees
Dec 15 - Dec 16
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Property grounds
SPOT X Hotel Orlando/Intl Dr by The Red Collection

SPOT X Hotel Orlando/Intl Dr by The Red Collection

3.0 star property
9 km from Windward Cay
8.6 out of 10, Excellent, (2930)
"One of the best hotel!"
United States
Li
The price is NT$1,955
NT$2,765 total
includes taxes & fees
Dec 9 - Dec 10
SPOT X Hotel Orlando/Intl Dr by The Red Collection
Outdoor pool, open 9 AM to 10 PM, sun loungers
Orlando Palms Hotel

Orlando Palms Hotel

2.5 star property
16 km from Windward Cay
7.6 out of 10, Good, (2233)
"Great stay"
United States
Christian Mitchel
Orlando Palms Hotel
Lobby lounge
Aloft Orlando Lake Buena Vista

Aloft Orlando Lake Buena Vista

3.0 star property
9.5 km from Windward Cay
8.8 out of 10, Excellent, (1897)
"Great stay"
United States
Ramprasad
The price is NT$2,449
NT$2,755 total
includes taxes & fees
Dec 14 - Dec 15
Aloft Orlando Lake Buena Vista
Exterior
Cambria Hotel Orlando Airport

Cambria Hotel Orlando Airport

3.0 star property
21.1 km from Windward Cay
8.8 out of 10, Excellent, (1952)
"Great place to stay "
United States
Yanersi
The price is NT$3,309
NT$3,722 total
includes taxes & fees
Dec 7 - Dec 8
Cambria Hotel Orlando Airport
View from property
Avanti International Resort

Avanti International Resort

4.0 star property
14.4 km from Windward Cay
7.8 out of 10, Good, (4257)
"Great room, helpful cleaners, wonderful pool, great location"
United Kingdom
Gabrielle
The price is NT$1,971
NT$2,853 total
includes taxes & fees
Dec 21 - Dec 22
Avanti International Resort
Outdoor pool
DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

4.0 star property
18.8 km from Windward Cay
8.4 out of 10, Very Good, (6936)
"Great stay "
United States
Anthony
The price is NT$2,806
NT$3,156 total
includes taxes & fees
Dec 15 - Dec 16
DoubleTree by Hilton at the Entrance to Universal Orlando
4 outdoor pools, open 5:30 AM to midnight, cabanas (surcharge)
Rosen Shingle Creek

Rosen Shingle Creek

4.5 star property
13.4 km from Windward Cay
9.4 out of 10, Exceptional, (4325)
"Great resort "
United States
Camille
The price is NT$3,491
NT$3,927 total
includes taxes & fees
Dec 14 - Dec 15
Rosen Shingle Creek
Property grounds
Seasons Florida Resort

Seasons Florida Resort

2.0 star property
1.6 km from Windward Cay
8.8 out of 10, Excellent, (3278)
"Staff nice , nice room for price ! "
United States
Paris
The price is NT$1,907
NT$2,165 total
includes taxes & fees
Dec 2 - Dec 3
Seasons Florida Resort
Exterior
Tru By Hilton Orlando Convention Center Area, FL

Tru By Hilton Orlando Convention Center Area, FL

3.5 star property
12.2 km from Windward Cay
9.0 out of 10, Wonderful, (3646)
"Perfect hotel for a quick stay, clean not too noisy."
United States
Rachel
The price is NT$2,486
NT$2,797 total
includes taxes & fees
Dec 15 - Dec 16
Tru By Hilton Orlando Convention Center Area, FL
Suite, Multiple Beds | In-room safe, desk, laptop workspace, blackout drapes
Holiday Inn Express & Suites Orlando - Lake Buena Vista by IHG

Holiday Inn Express & Suites Orlando - Lake Buena Vista by IHG

3.0 star property
9.5 km from Windward Cay
8.8 out of 10, Excellent, (2261)
"Every thing was good, it was an enjoyable stay ! "
United States
Cheyenne
The price is NT$2,574
NT$2,896 total
includes taxes & fees
Dec 2 - Dec 3
Holiday Inn Express & Suites Orlando - Lake Buena Vista 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.
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Where to stay in Windward Cay

Find the best Windward Cay areas and neighborhoods for the activities you enjoy most.
International Drive showing landscape views

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.

Magic Kingdom® Park showing rides and interior views as well as a couple
Photo by ©Disney
Open Photo by ©Disney

Bay Lake

Home to all four Walt Disney World Resort theme parks and one water park, this city offers endless entertainment, including Disney's Fort Wilderness Resort & Campground and Magnolia and Palm Golf Courses.

Downtown Orlando

Downtown Orlando

Orlando's historic core boasts art galleries, retail, restaurants, and nightclubs, with attractions like Lake Eola Park, Linton E. Allen Memorial Fountain, and performing arts theaters, all accessible via public transportation.

Universal Studios Orlando featuring signage, a city and night scenes

Florida Center

While visiting Florida Center, you might make a stop by sights like Universal Orlando Resort and Universal Studios Florida.

Champions Gate

Abundant dining options and pristine 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.

Top Windward Cay Hotel Reviews

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

10/10 Excellent
"Other than the very expensive cost of parking, i guess they are competing with Universal everything was good "
Isaac 1-night trip
Posted 3 hours ago
DoubleTree by Hilton at the Entrance to Universal Orlando

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Frequently asked questions

What's it like in Windward Cay?
Travelers to the Windward Cay neighborhood in Kissimmee will be sure to enjoy their stay.
How many hotels will I find in Windward Cay?
Expedia has 29 hotels and other accommodations 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, most hotel reservations are refundable provided that you cancel before the hotel's cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you booked a non-refundable reservation, you might be able to still cancel and be given a refund within a 24-hour period of booking. Plug in your dates, click on "Search", then use the "fully refundable" filter to get the best deals available in Windward Cay.
Where can I learn more about changing or cancelling my trip to Windward Cay?
For more information about changing or cancelling your trip to Windward Cay, click here.
What is there to do around this Kissimmee neighborhood?
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.