Windward Cay Hotels, Orlando

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Check prices for these dates

Tonight
7 Aug - 8 Aug
Tomorrow
8 Aug - 9 Aug
This weekend
8 Aug - 10 Aug
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15 Aug - 17 Aug

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51220 Cheap Hotels in Windward Cay - Specials, Reviews, & Last Minute Deals

Ramada by Wyndham Suites Orlando Airport
Relax in a cozy space with a neatly made bed, flat-screen TV, and workspace area.

Ramada by Wyndham Suites Orlando Airport

3.0 star property
8.2 out of 10, Very good, (4689)
"Very good hotel "
The price is AU$110
includes taxes & fees
10 Aug - 11 Aug
Ramada by Wyndham Suites Orlando Airport
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, (2413)
"Great stay"
The price is AU$191
includes taxes & fees
31 Aug - 1 Sept
Hyatt House Orlando Airport
Hyatt Regency Orlando International Airport
Relax by the pool surrounded by palm trees and lounge chairs.

Hyatt Regency Orlando International Airport

4.0 star property
9.4 out of 10, Exceptional, (3478)
"Great stay and very clean "
The price is AU$344
includes taxes & fees
12 Aug - 13 Aug
Hyatt Regency Orlando International 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, (1273)
"Great service, location and breakfast. "
The price is AU$177
includes taxes & fees
21 Aug - 22 Aug
Hyatt Place Orlando Airport
Hampton Inn Orlando-International Airport
Relax by the rectangular pool surrounded by lounge chairs and umbrellas.

Hampton Inn Orlando-International Airport

2.5 star property
9.0 out of 10, Wonderful, (1455)
"Great stay. "
The price is AU$153
includes taxes & fees
25 Aug - 26 Aug
Hampton Inn Orlando-International Airport
La Quinta Inn & Suites by Wyndham Orlando Airport North
Enjoy a fully equipped kitchenette with a microwave, toaster, coffee maker, and refrigerator.

La Quinta Inn & Suites by Wyndham Orlando Airport North

3.0 star property
7.8 out of 10, Good, (7223)
"Great price, close to airport"
The price is AU$144
includes taxes & fees
21 Aug - 22 Aug
La Quinta Inn & Suites by Wyndham Orlando Airport North
Wingate by Wyndham - Orlando International Airport
Two single beds with white linens and a central nightstand.

Wingate by Wyndham - Orlando International Airport

3.0 star property
8.8 out of 10, Excellent, (3565)
"Great place "
The price is AU$117
includes taxes & fees
12 Aug - 13 Aug
Wingate by Wyndham - Orlando International Airport
Country Inn & Suites by Radisson, Orlando Airport, FL
Classic hotel with a covered entrance and palm trees.

Country Inn & Suites by Radisson, Orlando Airport, FL

3.0 star property
7.8 out of 10, Good, (3976)
"Great stay!!"
The price is AU$139
includes taxes & fees
25 Aug - 26 Aug
Country Inn & Suites by Radisson, Orlando Airport, FL
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, (3758)
"I enjoy really enjoyed the stay staff was friendly restaurant food was really good"
The price is AU$143
includes taxes & fees
12 Aug - 13 Aug
Wyndham Garden Orlando Airport
The Eo Inn - Downtown
Hotel features a unique architectural style with a white facade and black roof, surrounded by lush greenery and offering a balcony with a railing.

The Eo Inn - Downtown

3.0 star property
8.0 out of 10, Very good, (1000)
"Good hotel "
The price is AU$155
includes taxes & fees
21 Aug - 22 Aug
The Eo Inn - Downtown
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, (3951)
"Great place to stay "
The price is AU$176
includes taxes & fees
7 Sept - 8 Sept
Rosen Shingle Creek
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, (1000)
"Amazing stay!"
The price is AU$365
includes taxes & fees
21 Aug - 22 Aug
Lake Nona Wave Hotel
Galleria Palms Hotel
Relax by the pool surrounded by lush greenery and palm trees, with lounge chairs and umbrellas at your disposal.

Galleria Palms Hotel

2.5 star property
8.8 out of 10, Excellent, (3577)
"This hotel is very good and affordable!"
Galleria Palms Hotel
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, (1694)
"Excellent stay, friendly staff "
The price is AU$152
includes taxes & fees
11 Aug - 12 Aug
Pestana Orlando Suites - Lake Buena Vista
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, (1002)
"Excelente, buen hotel"
The Delaney Hotel
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, (5149)
"Nice place will stay again "
The price is AU$123
includes taxes & fees
10 Aug - 11 Aug
Palazzo Lakeside Hotel
Rosen Centre Hotel
Relax by the pool surrounded by lush greenery and palm trees, with lounge chairs and umbrellas at your disposal.

Rosen Centre Hotel

4.0 star property
9.0 out of 10, Wonderful, (3880)
"It was an amazing stay"
The price is AU$153
includes taxes & fees
1 Sept - 2 Sept
Rosen Centre Hotel
Club Sevilla
Club Sevilla's elegant entrance features a distinctive red awning, palm trees, and a beautifully maintained garden.

Club Sevilla

2.0 star property
9.0 out of 10, Wonderful, (1004)
"Always a great stay. Quiet and secluded. Great value for location."
The price is AU$119
includes taxes & fees
21 Aug - 22 Aug
Club Sevilla
Holiday Inn Orlando International Dr-ICON by IHG
Enjoy meals at the large dining table and stay productive at the computer desk, with a view of the outdoors through the large windows.

Holiday Inn Orlando International Dr-ICON by IHG

3.0 star property
9.0 out of 10, Wonderful, (2129)
"Excellent stay with family for the price."
The price is AU$168
includes taxes & fees
21 Aug - 22 Aug
Holiday Inn Orlando International Dr-ICON by IHG
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

3.0 star property
9.4 out of 10, Exceptional, (955)
"We had a great stay!"
The price is AU$119
includes taxes & fees
10 Aug - 11 Aug
Kompose Boutique Resort at Theme Parks
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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Our guide on where to stay in Windward Cay

Find the best Windward Cay areas for the activities you enjoy most.
International Drive District map

International Drive District

1 out of top 10 points of interest in this area

Visitors to International Drive District 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 neighbourhood.

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

Bay Lake

4 out of top 10 points of interest in this area

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.

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.

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

Florida Center

2 out of top 10 points of interest in this area

If you're spending some time in Florida Center, Universal Orlando Resort and Universal Studios Florida are top sights worth seeing.

Reunion map

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.

Top Windward Cay Hotel Reviews

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

10/10 Excellent
"Stay was amazing, property was nice"
Cameron Devon 3-night trip
Posted 20 hours ago
Westgate Lakes Resort & Spa Universal Studios Area

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.

What's a favourite hotel to stay in Windward Cay?

For your stay in Windward Cay, Sanitized safe home near Disney, Walmart shopping Entertainment, Resturants is one of the top choices based on our traveller data. Another good option for your stay in the area is SANITIZED HOME W/ POOL NEAR DISNEY WALMART RESTURANTS SHOPPING MEDEVIL .

How many hotels will I be able to find in Windward Cay?

Expedia has 28 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 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.