Search Hotels in Windward Cay, Orlando

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Our top choices for Windward Cay hotels

In-room safe, laptop workspace, blackout curtains, iron/ironing board
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel
3.0 star property
2.7 km from Windward Cay
8.2 out of 10, Very good, (5147)
"Clean Room good breakfast great place "
United States
Prasad
The price is Rp469.860
Rp1.101.077 total
includes taxes & fees
5 Jan - 6 Jan
Palazzo Lakeside Hotel
Exterior
Country Inn & Suites by Radisson, Orlando Airport, FL

Country Inn & Suites by Radisson, Orlando Airport, FL

Country Inn & Suites by Radisson, Orlando Airport, FL
3.0 star property
22.9 km from Windward Cay
7.8 out of 10, Good, (4364)
"Always enjoy my stay here. "
United States
David
The price is Rp1.427.566
Rp1.606.012 total
includes taxes & fees
13 Jan - 14 Jan
Country Inn & Suites by Radisson, Orlando Airport, FL
Property grounds
Seasons Florida Resort

Seasons Florida Resort

Seasons Florida Resort
2.0 star property
1.6 km from Windward Cay
8.8 out of 10, Excellent, (3327)
"A great place to stay for the price"
United States
Jennie
The price is Rp1.050.840
Rp1.192.703 total
includes taxes & fees
5 Jan - 6 Jan
Seasons Florida Resort
Premium bedding, in-room safe, desk, blackout curtains
Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport
3.0 star property
23 km from Windward Cay
8.4 out of 10, Very good, (5228)
"Amazing place "
United States
Michael
The price is Rp1.488.690
Rp1.674.777 total
includes taxes & fees
26 Jan - 27 Jan
Ramada by Wyndham Suites Orlando Airport
2 outdoor pools, a heated pool, pool cabanas (surcharge), pool umbrellas
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort
3.5 star property
17.5 km from Windward Cay
9.0 out of 10, Wonderful, (5943)
"Great place to stay"
United States
Peggy
The price is Rp2.218.440
Rp2.495.744 total
includes taxes & fees
6 Jan - 7 Jan
Universal's Cabana Bay Beach Resort
Outdoor pool
DoubleTree by Hilton at the Entrance to Universal Orlando

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, (6928)
"we enjoyed the stay here, it is having nice rooms and breakfast."
United States
suresh
The price is Rp1.490.858
Rp1.677.215 total
includes taxes & fees
15 Jan - 16 Jan
DoubleTree by Hilton at the Entrance to Universal Orlando
View from room
Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando
3.0 star property
13.8 km from Windward Cay
8.6 out of 10, Excellent, (5500)
"Great stay"
United States
Stephanie
The price is Rp1.337.569
Rp1.504.764 total
includes taxes & fees
25 Jan - 26 Jan
Rosen Inn at Pointe Orlando
4 outdoor pools, open 5:30 AM to midnight, pool cabanas (surcharge)
Rosen Shingle Creek

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
13.4 km from Windward Cay
9.4 out of 10, Exceptional, (4378)
"Great place to stay. Definitely will stay here again.."
United States
Donnell
The price is Rp1.988.256
Rp2.236.787 total
includes taxes & fees
23 Jan - 24 Jan
Rosen Shingle Creek
Outdoor pool, pool umbrellas, pool loungers
Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center
3.5 star property
16.5 km from Windward Cay
7.4 out of 10, Good, (3985)
"Great location "
United States
Mark
The price is Rp1.039.331
Rp1.507.017 total
includes taxes & fees
5 Jan - 6 Jan
Wyndham I-Drive Avanti Resort & Conference Center
Lobby lounge
Aloft Orlando Lake Buena Vista

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, (1929)
"Good place to stay "
United States
victor
The price is Rp1.301.040
Rp1.463.669 total
includes taxes & fees
4 Jan - 5 Jan
Aloft Orlando Lake Buena Vista
View from room
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista
3.5 star property
8.9 km from Windward Cay
8.6 out of 10, Excellent, (5628)
"Great property to stay"
United States
Deepankar
The price is Rp1.365.925
Rp1.536.562 total
includes taxes & fees
24 Jan - 25 Jan
Rosen Inn Lake Buena Vista
6 outdoor pools, free pool cabanas, pool umbrellas
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

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, (4213)
"Enjoyed our stay. "
United States
WILLIAM
The price is Rp1.854.816
Rp2.086.668 total
includes taxes & fees
25 Jan - 26 Jan
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Lobby
Holiday Inn Resort Orlando - Lake Buena Vista by IHG

Holiday Inn Resort Orlando - Lake Buena Vista by IHG

Holiday Inn Resort Orlando - Lake Buena Vista by IHG
3.5 star property
7.6 km from Windward Cay
8.4 out of 10, Very good, (3600)
"Room was great, Staff was polite and hotel had many amenities. "
United States
Bridget
The price is Rp1.100.880
Rp1.801.439 total
includes taxes & fees
25 Jan - 26 Jan
Holiday Inn Resort Orlando - Lake Buena Vista by IHG
Exterior
Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway
3.0 star property
11.4 km from Windward Cay
8.0 out of 10, Very good, (3923)
"Phenomenal hotel for the price point as well as the children. "
United States
Destiny
The price is Rp899.219
Rp1.361.386 total
includes taxes & fees
20 Jan - 21 Jan
Ramada by Wyndham Kissimmee Gateway
Business centre
Spark by Hilton Orlando near Universal

Spark by Hilton Orlando near Universal

Spark by Hilton Orlando near Universal
2.5 star property
19.7 km from Windward Cay
9.0 out of 10, Wonderful, (517)
"This is a nice place to stay if you plan on visiting the nearby parks."
United States
Gustavo
The price is Rp1.447.991
Rp1.628.991 total
includes taxes & fees
21 Jan - 22 Jan
Spark by Hilton Orlando near Universal
Lobby
Hyatt House Orlando Airport

Hyatt House Orlando Airport

Hyatt House Orlando Airport
3.5 star property
22.7 km from Windward Cay
9.6 out of 10, Exceptional, (2841)
"Great location, friendly staff, great breakfast"
United States
Gabriel
The price is Rp2.435.280
Rp2.739.690 total
includes taxes & fees
8 Jan - 9 Jan
Hyatt House Orlando Airport
Pillow-top beds, in-room safe, desk, blackout curtains
Wingate by Wyndham - Orlando International Airport

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, (3752)
"Great accommodations and service! "
United States
Manuel
The price is Rp1.501.200
Rp1.688.850 total
includes taxes & fees
6 Jan - 7 Jan
Wingate by Wyndham - Orlando International Airport
Exterior
Cambria Hotel Orlando Airport

Cambria Hotel Orlando Airport

Cambria Hotel Orlando Airport
3.0 star property
21.1 km from Windward Cay
8.8 out of 10, Excellent, (1950)
"Clean room and pleasant staff. "
United States
Mariama Velinique
The price is Rp1.786.428
Rp2.009.732 total
includes taxes & fees
6 Jan - 7 Jan
Cambria Hotel Orlando Airport
Exterior
Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG
3.5 star property
11.8 km from Windward Cay
8.4 out of 10, Very good, (1125)
"Excellent amenities including breakfast and comfortable stay. "
Canada
SAGAR
The price is Rp1.120.062
Rp1.602.535 total
includes taxes & fees
4 Jan - 5 Jan
Holiday Inn Resort Kissimmee by the Parks by IHG
Outdoor pool, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
Meliá Orlando Celebration

Meliá Orlando Celebration

Meliá Orlando Celebration
4.0 star property
6.8 km from Windward Cay
8.6 out of 10, Excellent, (1572)
"was a very nice stay"
United States
Taylor Elaine
The price is Rp1.551.240
Rp2.366.476 total
includes taxes & fees
19 Jan - 20 Jan
Meliá Orlando Celebration
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 for the activities you enjoy most.

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

Bay Lake

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.

Universal Studios Florida® featuring night scenes, a city and signage

Florida Center

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

Champions Gate

Ample dining options and top 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.

Downtown Orlando

One of the most popular neighborhoods in Florida, this bustling area is full of art galleries, shops, bars and restaurants.

Top Windward Cay Hotel Reviews

Walt Disney World Dolphin

Walt Disney World Dolphin

10/10 Excellent
"Staff was very courteous and spoke fluent English"
James 4-night trip
Posted 15 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.
How many hotels will I be able to find in Windward Cay?
Expedia has 30 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 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.