Find hotels in Windward Cay, Orlando from NT$1,688

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Aug 29 - Aug 30
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Aug 30 - Aug 31
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Aug 29 - Aug 31
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Sep 5 - Sep 7

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Discover 52,784 Windward Cay hotels and places to stay, with room rates, reviews, and availability. Most hotels are fully refundable.

Palazzo Lakeside Hotel
1 bedroom, in-room safe, laptop workspace, blackout drapes

Palazzo Lakeside Hotel

3.0 star property
8.2 out of 10, Very Good, (5179)
"Great hotel!"
The price is NT$1,211
NT$2,414 total
includes taxes & fees
Sep 1 - Sep 2
Palazzo Lakeside Hotel
Kompose Boutique Resort at Theme Parks
Suite, 1 King Bed with Sofa bed, Balcony | 1 bedroom, premium bedding, minibar, in-room safe

Kompose Boutique Resort at Theme Parks

3.0 star property
9.4 out of 10, Exceptional, (1143)
"Great stay"
The price is NT$1,866
NT$2,485 total
includes taxes & fees
Sep 8 - Sep 9
Kompose Boutique Resort at Theme Parks
CoCo Key Hotel and Water Resort 
Water park

CoCo Key Hotel and Water Resort 

3.5 star property
7.8 out of 10, Good, (3558)
"Great location and the water park was a blast. "
The price is NT$2,395
NT$4,241 total
includes taxes & fees
Sep 22 - Sep 23
CoCo Key Hotel and Water Resort 
Magic Moment Resort and Kids Club
Royal Room, 2 Queen Beds, Pool View | Pool | Outdoor pool, a heated pool, open 9 AM to 9:00 PM, free cabanas

Magic Moment Resort and Kids Club

3.0 star property
8.4 out of 10, Very Good, (2478)
"We loved our stay. The best stay for the money. "
Magic Moment Resort and Kids Club
Drury Plaza Hotel Orlando - Disney Springs Area
Outdoor pool, sun loungers

Drury Plaza Hotel Orlando - Disney Springs Area

3.0 star property
9.8 out of 10, Exceptional, (4825)
"AMAZING place to stay "
The price is NT$4,155
NT$4,674 total
includes taxes & fees
Sep 10 - Sep 11
Drury Plaza Hotel Orlando - Disney Springs Area
SPOT X Hotel Orlando/Intl Dr by The Red Collection
Front of property - evening/night

SPOT X Hotel Orlando/Intl Dr by The Red Collection

3.0 star property
8.6 out of 10, Excellent, (2695)
"Had a nice stay"
The price is NT$2,079
NT$2,339 total
includes taxes & fees
Sep 21 - Sep 22
SPOT X Hotel Orlando/Intl Dr by The Red Collection
The Grove Resort & Water Park Orlando
Aerial view

The Grove Resort & Water Park Orlando

4.0 star property
8.0 out of 10, Very Good, (8446)
"Great stay, easy parking and great water parks The rooms are awesome"
The price is NT$4,553
NT$6,497 total
includes taxes & fees
Sep 4 - Sep 5
The Grove Resort & Water Park Orlando
Rosen Shingle Creek
4 outdoor pools, open 5:30 AM to midnight, cabanas (surcharge)

Rosen Shingle Creek

4.5 star property
9.4 out of 10, Exceptional, (3990)
"Great stay!"
The price is NT$3,153
NT$3,547 total
includes taxes & fees
Sep 29 - Sep 30
Rosen Shingle Creek
Rosen Inn Lake Buena Vista
View from room

Rosen Inn Lake Buena Vista

3.5 star property
8.6 out of 10, Excellent, (5388)
"Nice place to stay."
The price is NT$2,322
NT$2,612 total
includes taxes & fees
Sep 3 - Sep 4
Rosen Inn Lake Buena Vista
Caribe Royale Orlando
Sport court

Caribe Royale Orlando

4.5 star property
9.2 out of 10, Wonderful, (4392)
"Great place to stay"
The price is NT$4,858
NT$6,772 total
includes taxes & fees
Aug 31 - Sep 1
Caribe Royale Orlando
Ramada by Wyndham Suites Orlando Airport
Premium bedding, in-room safe, desk, blackout drapes

Ramada by Wyndham Suites Orlando Airport

3.0 star property
8.2 out of 10, Very Good, (4799)
"Enjoyed our stay "
The price is NT$2,722
NT$3,063 total
includes taxes & fees
Sep 3 - Sep 4
Ramada by Wyndham Suites Orlando Airport
Legacy Vacation Resorts - Kissimmee/Orlando
4 outdoor pools

Legacy Vacation Resorts - Kissimmee/Orlando

3.5 star property
7.8 out of 10, Good, (2672)
"This resort is my favorite it quite and it’s close to things that the kids enjoy "
The price is NT$1,876
NT$2,580 total
includes taxes & fees
Sep 7 - Sep 8
Legacy Vacation Resorts - Kissimmee/Orlando
Rosen Inn International
Front of property - evening/night

Rosen Inn International

3.0 star property
8.4 out of 10, Very Good, (5767)
"Great location"
The price is NT$2,414
NT$2,716 total
includes taxes & fees
Sep 27 - Sep 28
Rosen Inn International
Baymont by Wyndham Orlando/International Dr/Universal Blvd
Lobby

Baymont by Wyndham Orlando/International Dr/Universal Blvd

2.5 star property
7.0 out of 10, Good, (1799)
"Great service and good breakfast."
The price is NT$1,922
NT$2,334 total
includes taxes & fees
Sep 1 - Sep 2
Baymont by Wyndham Orlando/International Dr/Universal Blvd
Wingate by Wyndham - Orlando International Airport
Pillowtop beds, in-room safe, desk, blackout drapes

Wingate by Wyndham - Orlando International Airport

3.0 star property
8.8 out of 10, Excellent, (3582)
"Great place "
The price is NT$2,227
NT$2,506 total
includes taxes & fees
Sep 1 - Sep 2
Wingate by Wyndham - Orlando International Airport
Home2 Suites by Hilton Orlando at Flamingo Crossings
Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers

Home2 Suites by Hilton Orlando at Flamingo Crossings

3.0 star property
9.2 out of 10, Wonderful, (4572)
"Great place to stay. "
The price is NT$3,350
NT$3,769 total
includes taxes & fees
Sep 9 - Sep 10
Home2 Suites by Hilton Orlando at Flamingo Crossings
The Delaney Hotel
Terrace/patio

The Delaney Hotel

3.5 star property
9.6 out of 10, Exceptional, (1010)
"great restaurant and even better rooms!"
The Delaney Hotel
Galleria Palms Hotel
Property entrance

Galleria Palms Hotel

2.5 star property
8.8 out of 10, Excellent, (3583)
"Great place to stay!! "
Galleria Palms Hotel
La Quinta Inn & Suites by Wyndham Orlando - IDrive Theme Parks
Front of property - evening/night

La Quinta Inn & Suites by Wyndham Orlando - IDrive Theme Parks

3.0 star property
8.6 out of 10, Excellent, (2185)
"Nice clean hotel, friendly staff, nice Area close to all Orlando things"
The price is NT$2,612
NT$2,939 total
includes taxes & fees
Sep 22 - Sep 23
La Quinta Inn & Suites by Wyndham Orlando - IDrive Theme Parks
Avanti International Resort
View from property

Avanti International Resort

4.0 star property
7.8 out of 10, Good, (4085)
"Great location "
Avanti International Resort
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 and neighborhoods for the activities you enjoy most.
International Drive showing landscape views

International Drive District

1 out of top 10 points of interest in this area

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

4 out of top 10 points of interest in this area

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

2 out of top 10 points of interest in this area

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

Reunion which includes golf and landscape views as well as a small group of people

Reunion

The waterparks and pristine golf courses 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.

Top Windward Cay Hotel Reviews

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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 28 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 Wat Florida Dhammaram. While you're out sightseeing, Kissimmee Go-Karts and Capone's Dinner Show are a couple of additional sights to visit in Kissimmee.