Windward Cay Hotels, Orlando

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Check prices for these dates

Tonight
15 Aug - 16 Aug
Tomorrow
16 Aug - 17 Aug
This weekend
15 Aug - 17 Aug
Next weekend
22 Aug - 24 Aug

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52669 Cheap Hotels in Windward Cay - Specials, Reviews, & Last Minute Deals

Lake Nona Wave Hotel
Outdoor pool, open 8:00 AM to 10:00 PM, pool loungers

Lake Nona Wave Hotel

4.0 star property
9.6 out of 10, Exceptional, (1002)
"Amazing stay!"
The price is AU$367
includes taxes & fees
28 Aug - 29 Aug
Lake Nona Wave Hotel
Hyatt Regency Orlando International Airport
Terrace/patio

Hyatt Regency Orlando International Airport

4.0 star property
9.4 out of 10, Exceptional, (3500)
"Great hotel"
The price is AU$310
includes taxes & fees
20 Aug - 21 Aug
Hyatt Regency Orlando International Airport
Fairfield Inn By Marriott Orlando Airport
Free daily continental breakfast

Fairfield Inn By Marriott Orlando Airport

3.5 star property
9.2 out of 10, Wonderful, (2179)
"Second time staying here. Very convenient to airport, but quiet."
The price is AU$123
includes taxes & fees
18 Aug - 19 Aug
Fairfield Inn By Marriott Orlando Airport
Ramada by Wyndham Suites Orlando Airport
Premium bedding, in-room safe, desk, blackout curtains

Ramada by Wyndham Suites Orlando Airport

3.0 star property
8.2 out of 10, Very good, (4713)
"Perfect spot to stay close to the airport!"
The price is AU$153
includes taxes & fees
4 Sept - 5 Sept
Ramada by Wyndham Suites Orlando Airport
Hampton Inn Orlando-International Airport
Outdoor pool, pool loungers

Hampton Inn Orlando-International Airport

2.5 star property
9.0 out of 10, Wonderful, (1471)
"Great stay. "
The price is AU$157
includes taxes & fees
25 Aug - 26 Aug
Hampton Inn Orlando-International Airport
Wingate by Wyndham - Orlando International Airport
Pillow-top beds, in-room safe, desk, blackout curtains

Wingate by Wyndham - Orlando International Airport

3.0 star property
8.8 out of 10, Excellent, (3570)
"The hotel was very clean, the staff were friendly and knowledgeable about the hotel and area"
The price is AU$129
includes taxes & fees
18 Aug - 19 Aug
Wingate by Wyndham - Orlando International Airport
Hyatt House Orlando Airport
Lobby

Hyatt House Orlando Airport

2.0 star property
9.6 out of 10, Exceptional, (2438)
"Breakfast amazing, the room was very clean and the bed comfortable check in was a breeze, and the front desk agents were very friendly and welcoming "
The price is AU$192
includes taxes & fees
25 Aug - 26 Aug
Hyatt House Orlando Airport
Hyatt Place Orlando Airport
Free buffet breakfast

Hyatt Place Orlando Airport

3.0 star property
8.8 out of 10, Excellent, (1289)
"Great service, location and breakfast. "
The price is AU$176
includes taxes & fees
18 Aug - 19 Aug
Hyatt Place Orlando Airport
Country Inn & Suites by Radisson, Orlando Airport, FL
Exterior

Country Inn & Suites by Radisson, Orlando Airport, FL

3.0 star property
7.8 out of 10, Good, (3994)
"Great stay!!"
The price is AU$132
includes taxes & fees
1 Sept - 2 Sept
Country Inn & Suites by Radisson, Orlando Airport, FL
La Quinta Inn & Suites by Wyndham Orlando Airport North
Dining

La Quinta Inn & Suites by Wyndham Orlando Airport North

3.0 star property
7.8 out of 10, Good, (7245)
"Wonderful stay. "
The price is AU$143
includes taxes & fees
20 Aug - 21 Aug
La Quinta Inn & Suites by Wyndham Orlando Airport North
Ramada by Wyndham Hotel & Water Park
Water park

Ramada by Wyndham Hotel & Water Park

3.0 star property
7.2 out of 10, Good, (1426)
"Excellent place for familys"
The price is AU$134
includes taxes & fees
17 Aug - 18 Aug
Ramada by Wyndham Hotel & Water Park
Wyndham Garden Orlando Airport
Outdoor pool, pool loungers

Wyndham Garden Orlando Airport

3.0 star property
9.0 out of 10, Wonderful, (3772)
"I enjoy really enjoyed the stay staff was friendly restaurant food was really good"
The price is AU$159
includes taxes & fees
2 Sept - 3 Sept
Wyndham Garden Orlando Airport
Sonesta Essential Orlando
Room, 2 Queen Beds

Sonesta Essential Orlando

3.0 star property
7.2 out of 10, Good, (1687)
"Excellent, great hospitality from the staff"
The price is AU$144
includes taxes & fees
15 Sept - 16 Sept
Sonesta Essential Orlando
The Delaney Hotel
Terrace/patio

The Delaney Hotel

3.5 star property
9.6 out of 10, Exceptional, (1000)
"Excelente, buen hotel"
The Delaney Hotel
Orlando Palms Hotel
Outdoor pool, open 9 AM to 10 PM, pool loungers

Orlando Palms Hotel

2.5 star property
7.6 out of 10, Good, (1992)
"Staff was super friendly, cost was amazing, and very close to the airport"
The price is AU$82
includes taxes & fees
21 Aug - 22 Aug
Orlando Palms Hotel
Garnet Inn & Suites, Orlando
Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, pool loungers

Garnet Inn & Suites, Orlando

2.0 star property
6.8 out of 10, (2081)
"The property was a breeze to stay in thank you"
Garnet Inn & Suites, Orlando
Rosen Shingle Creek
4 outdoor pools, open 5:30 AM to midnight, pool cabanas (surcharge)

Rosen Shingle Creek

4.5 star property
9.4 out of 10, Exceptional, (3958)
"Great stay!"
The price is AU$177
includes taxes & fees
7 Sept - 8 Sept
Rosen Shingle Creek
Alhambra Villas
Property grounds

Alhambra Villas

3.0 star property
9.0 out of 10, Wonderful, (1000)
"As always, a great hotel!"
The price is AU$141
includes taxes & fees
20 Aug - 21 Aug
Alhambra Villas
Hyatt House Orlando International Drive
Free daily buffet breakfast

Hyatt House Orlando International Drive

4.0 star property
9.4 out of 10, Exceptional, (810)
"Nice place to stay"
The price is AU$177
includes taxes & fees
4 Sept - 5 Sept
Hyatt House Orlando International Drive
TRYP by Wyndham Orlando
Daily full breakfast (USD 14.88 per person)

TRYP by Wyndham Orlando

3.0 star property
9.0 out of 10, Wonderful, (1003)
"Great place to stay"
The price is AU$162
includes taxes & fees
17 Aug - 18 Aug
TRYP by Wyndham 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.
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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

Walt Disney World Dolphin

Walt Disney World Dolphin

10/10 Excellent
"This was my 2nd time staying at this hotel and I absolutely love it!! I will definitely be back! "
Briana 1-night trip
Posted 6 hours ago
Walt Disney World Dolphin

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.