Windward Cay Hotels near Orlando

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Top Trending Hotels Near Windward Cay, Orlando

Lake Nona Wave Hotel
Relax by the pool surrounded by colorful umbrellas and lounge chairs.

Lake Nona Wave Hotel

4.0 star property
9.6 out of 10, Exceptional, (1010)
"It was a good location and a fun looking hotel with some cool features."
The price is P9,490
P10,676 total
includes taxes & fees
Jul 28 - Jul 29
Lake Nona Wave Hotel
Caribe Royale Orlando
Guests can enjoy a game of tennis on our outdoor court.

Caribe Royale Orlando

4.5 star property
9.2 out of 10, Wonderful, (4258)
"Such a nice resort!"
The price is P9,546
P13,154 total
includes taxes & fees
Jul 20 - Jul 21
Caribe Royale Orlando
The Delaney Hotel
Relax in the outdoor seating area with a sofa, coffee table, and fire feature.

The Delaney Hotel

3.5 star property
9.6 out of 10, Exceptional, (1007)
"Excellent all around place and stay "
The Delaney Hotel
Wyndham Garden Orlando Airport
Relax by the pool surrounded by lush greenery and comfortable lounge seating.

Wyndham Garden Orlando Airport

3.0 star property
9.0 out of 10, Wonderful, (3764)
"Enjoyed my stay "
The price is P5,570
P6,266 total
includes taxes & fees
Aug 11 - Aug 12
Wyndham Garden Orlando Airport
DASKK Orlando Hotel near Universal Blvd, Ascend Hotel Collection
Relax in style at our hotel, where a comfortable seating area and elegant chandelier create a welcoming atmosphere.

DASKK Orlando Hotel near Universal Blvd, Ascend Hotel Collection

3.0 star property
9.0 out of 10, Wonderful, (371)
"The stay was very nice and the location was near everything. "
The price is P5,239
P5,893 total
includes taxes & fees
Aug 13 - Aug 14
DASKK Orlando Hotel near Universal Blvd, Ascend Hotel Collection
Pestana Orlando Suites - Lake Buena Vista
Hypo-allergenic bedding, minibar, in-room safe, individually decorated

Pestana Orlando Suites - Lake Buena Vista

4.0 star property
9.4 out of 10, Exceptional, (1635)
"We had a nice stay"
The price is P4,123
P5,275 total
includes taxes & fees
Jul 27 - Jul 28
Pestana Orlando Suites - Lake Buena Vista
SPOT X Hotel Orlando/Intl Dr by The Red Collection
Welcome to Spot Hotel, featuring a sleek facade with evenly spaced windows and balconies.

SPOT X Hotel Orlando/Intl Dr by The Red Collection

3.0 star property
8.6 out of 10, Excellent, (2621)
"Loved staying here "
The price is P4,033
P4,537 total
includes taxes & fees
Aug 6 - Aug 7
SPOT X Hotel Orlando/Intl Dr by The Red Collection
Hyatt Regency Grand Cypress
Relax in a lush oasis with multiple pools surrounded by palm trees and shaded seating areas.

Hyatt Regency Grand Cypress

4.0 star property
9.2 out of 10, Wonderful, (2176)
"Amazing place to stay "
The price is P8,594
P12,846 total
includes taxes & fees
Jul 14 - Jul 15
Hyatt Regency Grand Cypress
Hyatt House Orlando Airport
Relax in style with a comfortable sofa and matching armchairs around a central table.

Hyatt House Orlando Airport

2.0 star property
9.6 out of 10, Exceptional, (2312)
"Great stay"
The price is P6,733
P7,575 total
includes taxes & fees
Jul 14 - Jul 15
Hyatt House Orlando Airport
Hyatt Place Orlando Airport
Enjoy cooking in this well-equipped kitchen with an oven, microwave, and ample storage.

Hyatt Place Orlando Airport

3.0 star property
8.8 out of 10, Excellent, (1203)
"The staff was very helpful and shuttle service made this a super convenient stay!"
The price is P6,194
P6,968 total
includes taxes & fees
Aug 4 - Aug 5
Hyatt Place Orlando Airport
Kompose Boutique Resort at Theme Parks
Relax in style with a view of the outdoor pool from our spacious lobby, featuring a stunning chandelier and unique sculpture.

Kompose Boutique Resort at Theme Parks

4.0 star property
9.6 out of 10, Exceptional, (605)
"Great stay and perfect place for the whole family! "
The price is P4,472
P5,756 total
includes taxes & fees
Aug 11 - Aug 12
Kompose Boutique Resort at Theme Parks
Rosen Inn Lake Buena Vista
Guests can enjoy a refreshing swim in the hotel's central pool, surrounded by balconies and lounge chairs.

Rosen Inn Lake Buena Vista

3.5 star property
8.6 out of 10, Excellent, (5265)
"The location cleaness of the rooms and price is great.."
The price is P4,292
P4,829 total
includes taxes & fees
Aug 3 - Aug 4
Rosen Inn Lake Buena Vista
Bryan’s Spanish Cove
Relax by the serene pool surrounded by lush tropical surroundings and a tranquil lake.

Bryan’s Spanish Cove

3.0 star property
9.4 out of 10, Exceptional, (1005)
"Great place for a vacation "
The price is P7,138
P8,983 total
includes taxes & fees
Jul 30 - Jul 31
Bryan’s Spanish Cove
Hilton Vacation Club Aqua Sol Orlando West
Relax by the large swimming pool, water slide, and lazy river in a serene resort setting surrounded by lush greenery.

Hilton Vacation Club Aqua Sol Orlando West

4.0 star property
8.8 out of 10, Excellent, (3900)
"We enjoyed staying here. "
The price is P6,002
P8,341 total
includes taxes & fees
Jul 20 - Jul 21
Hilton Vacation Club Aqua Sol Orlando West
Palazzo Lakeside Hotel
Relax in comfort with a plush bed, tufted headboard, and cozy armchair.

Palazzo Lakeside Hotel

3.0 star property
8.2 out of 10, Very Good, (5129)
"Great stay "
The price is P9,918
P13,180 total
includes taxes & fees
Aug 9 - Aug 10
Palazzo Lakeside Hotel
Rosen Shingle Creek
Relax by the pool surrounded by lounge chairs and umbrellas, with a view of the resort's distinctive building in the background.

Rosen Shingle Creek

4.5 star property
9.4 out of 10, Exceptional, (3876)
"Great staff, great food, beautiful property"
The price is P6,733
P7,575 total
includes taxes & fees
Jul 18 - Jul 19
Rosen Shingle Creek
Alhambra Villas
Stunning hotel with modern design, surrounded by lush landscaping and a serene atmosphere.

Alhambra Villas

3.0 star property
9.0 out of 10, Wonderful, (991)
"Enjoy my stay love this place"
The price is P4,026
P5,211 total
includes taxes & fees
Jul 14 - Jul 15
Alhambra Villas
Drury Plaza Hotel Orlando - Disney Springs Area
Relax by the pool surrounded by palm trees and lounge chairs.

Drury Plaza Hotel Orlando - Disney Springs Area

3.0 star property
9.8 out of 10, Exceptional, (4415)
"Great position and lovely hotel"
The price is P7,682
P8,642 total
includes taxes & fees
Jul 23 - Jul 24
Drury Plaza Hotel Orlando - Disney Springs Area
La Quinta Inn & Suites by Wyndham Orlando - IDrive Theme Parks
La Quinta offers modern accommodations with city views from its rooms.

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

3.0 star property
8.6 out of 10, Excellent, (2097)
"Enjoyed our stay!"
The price is P5,041
P5,671 total
includes taxes & fees
Jul 28 - Jul 29
La Quinta Inn & Suites by Wyndham Orlando - IDrive Theme Parks
Hilton Vacation Club Mystic Dunes Orlando
Relax by the serene pool surrounded by a natural rock formation.

Hilton Vacation Club Mystic Dunes Orlando

4.0 star property
9.0 out of 10, Wonderful, (4107)
"Loved our stay! Location is a plus and hotel is amazing! "
The price is P5,327
P7,969 total
includes taxes & fees
Jul 20 - Jul 21
Hilton Vacation Club Mystic Dunes Orlando
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 map

International Drive

1 out of top 10 points of interest in this area

Visitors to International Drive rave about its breathtaking beach views, exciting theme parks, and popular shops. You might also want to make some time to see Aquatica or The Orlando Eye at ICON Park while you're exploring the neighborhood.

Universal Studios Florida® which includes signage, a city and night scenes
Florida Center map

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.

Magic Kingdom® Theme Park which includes interior views and rides as well as a couple
Photo by ©Disney
Open Photo by ©Disney
Bay Lake map

Bay Lake

3 out of top 10 points of interest in this area

A noteworthy feature of Bay Lake is its exciting theme parks. While you're in town, be sure to stop and check out Epcot® and Walt Disney World® Resort.

Downtown Orlando map

Downtown Orlando

Ample dining options, great live music, and fantastic lake views are just a few top things to explore in Downtown Orlando. A visit to The Social or Church Street Station might round out your trip, and you can jump aboard the metro at Church Street Station or Lynx Central Station to get around town.

Reunion map

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.

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.

What's a favorite place to stay in Windward Cay?

For your stay in Windward Cay, Windward Cay 4707 is one of the top choices based on our traveler data. Another good option for your stay in the area is Peaceful Windward Cay 3 Bedroom Home by Redawning.

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.