Hotels in Windward Cay

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Check prices for these dates

This weekend
7 Aug - 9 Aug
Next weekend
14 Aug - 16 Aug

Where to stay in Windward Cay?

Signature Villa | Private kitchen

Club Sevilla

Club Sevilla
2.0 star property
0.7 km from Windward Cay
9.0 out of 10, Wonderful, (1,001 reviews)
"Great stay for the price!"
United States
John
The price is AU$83
includes taxes & fees
23 Aug - 24 Aug
Club Sevilla
Reception

Seasons Florida Resort

Seasons Florida Resort
2.0 star property
1.6 km from Windward Cay
9.0 out of 10, Wonderful, (3,790 reviews)
"Wonderful stay, great central location, price."
United States
Jose
The price is AU$79
includes taxes & fees
31 Aug - 1 Sept
Seasons Florida Resort
Lobby

Embassy Suites by Hilton Orlando Lake Buena Vista South

Embassy Suites by Hilton Orlando Lake Buena Vista South
4.0 star property
3 km from Windward Cay
9.6 out of 10, Exceptional, (1,511 reviews)
"Very nice staff, clean rooms & great breakfast."
United States
Kelvin
The price is AU$183
includes taxes & fees
6 Sept - 7 Sept
Embassy Suites by Hilton Orlando Lake Buena Vista South
In-room safe, laptop workspace, blackout curtains, iron/ironing board

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel
3.0 star property
2.7 km from Windward Cay
8.4 out of 10, Very good, (5,301 reviews)
"Wonderful stay! Staff was friendly and everything was clean."
United States
Heather
The price is AU$95
includes taxes & fees
1 Sept - 2 Sept
Palazzo Lakeside Hotel
Water park

Radisson Hotel Orlando Lake Buena Vista South

Radisson Hotel Orlando Lake Buena Vista South
3.5 star property
3 km from Windward Cay
8.8 out of 10, Excellent, (3,927 reviews)
"Excellent location, quiet and clean rooms, lazy river and pool, convenience store in the lobby and great price. I couldn’t ask for more."
United States
Juan
The price is AU$104
includes taxes & fees
30 Aug - 31 Aug
Radisson Hotel Orlando Lake Buena Vista South
Reception

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
3.0 star property
3.2 km from Windward Cay
8.6 out of 10, Excellent, (3,203 reviews)
"Super friendly staff and great breakfast spread. Definitely recommend and will be staying there again."
United States
Bonny
The price is AU$86
includes taxes & fees
10 Aug - 11 Aug
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham
Outdoor pool, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)

Meliá Orlando Celebration

Meliá Orlando Celebration
4.0 star property
6.8 km from Windward Cay
8.8 out of 10, Excellent, (1,626 reviews)
"Great experience and hotel! I love the pool & the environment :) will definitely be coming back!"
United States
Heather
The price is AU$181
includes taxes & fees
4 Sept - 5 Sept
Meliá Orlando Celebration
Reception

Star Island Resort and Club

Star Island Resort and Club
3.5 star property
2.4 km from Windward Cay
8.4 out of 10, Very good, (1,504 reviews)
"Stayed here a couple times always clean and staff is friendly"
United States
John W
The price is AU$173
includes taxes & fees
12 Aug - 13 Aug
Star Island Resort and Club
Lobby

Hilton Vacation Club Polynesian Isles Kissimmee

Hilton Vacation Club Polynesian Isles Kissimmee
3.0 star property
3.9 km from Windward Cay
9.6 out of 10, Exceptional, (1,912 reviews)
"Excellent property. Very reasonably priced. Clean spacious units. Will definitely stay on our next visit."
United States
Larry
The price is AU$181
includes taxes & fees
28 Aug - 29 Aug
Hilton Vacation Club Polynesian Isles Kissimmee
Reception

The Vietta Hotel

The Vietta Hotel
2.0 star property
2.6 km from Windward Cay
7.6 out of 10, Good, (1,007 reviews)
"Great place to stay for exploring Orlando. Clean and beautiful rooms, excellent customer service. Couldn't ask for more."
United States
Khyle
The price is AU$123
includes taxes & fees
30 Aug - 31 Aug
The Vietta Hotel
Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, pool loungers

Buena Vista Suites Orlando

Buena Vista Suites Orlando
4.0 star property
5.7 km from Windward Cay
9.2 out of 10, Wonderful, (2,469 reviews)
"Always immaculately clean and great service as always!"
United States
Matthew
The price is AU$208
includes taxes & fees
11 Aug - 12 Aug
Buena Vista Suites Orlando
Outdoor pool, a heated pool, pool umbrellas, pool loungers

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
8.6 out of 10, Excellent, (4,016 reviews)
"Lovely area for children"
United States
Robert
The price is AU$161
includes taxes & fees
6 Sept - 7 Sept
Holiday Inn Resort Orlando - Lake Buena Vista by IHG
Outdoor pool, pool loungers

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area
4.0 star property
8.4 km from Windward Cay
9.8 out of 10, Exceptional, (6,020 reviews)
"Staff was wonderful, breakfast delicious good choices and room was very nice. Loved the pool"
United States
Tabitha
The price is AU$223
includes taxes & fees
16 Aug - 17 Aug
Drury Plaza Hotel Orlando - Disney Springs Area
Exterior

Caribe Royale Orlando, WorldHotels Elite

Caribe Royale Orlando, WorldHotels Elite
4.5 star property
5.7 km from Windward Cay
9.2 out of 10, Wonderful, (5,266 reviews)
"amazing! Clean, Great amenities, great staff, absolutely perfect hotel"
United States
Lucinda
The price is AU$330
includes taxes & fees
16 Aug - 17 Aug
Caribe Royale Orlando, WorldHotels Elite
2 outdoor pools, a heated pool, pool cabanas (surcharge), pool umbrellas

Wyndham Lake Buena Vista – Disney Springs® Area

Wyndham Lake Buena Vista – Disney Springs® Area
4.0 star property
8.2 km from Windward Cay
8.8 out of 10, Excellent, (2,929 reviews)
"Room was clean and staff was helpful. Also it is walking distance to Disney Springs!"
United States
Sophia
The price is AU$214
includes taxes & fees
10 Aug - 11 Aug
Wyndham Lake Buena Vista – Disney Springs® Area
Aerial view

Wyndham Garden Lake Buena Vista – Disney Springs® Area

Wyndham Garden Lake Buena Vista – Disney Springs® Area
3.5 star property
8.2 km from Windward Cay
8.4 out of 10, Very good, (4,134 reviews)
"Rooms were very clean! Staff were all polite and Breakfast buffet was really good."
United States
Joann
The price is AU$176
includes taxes & fees
7 Sept - 8 Sept
Wyndham Garden Lake Buena Vista – Disney Springs® Area
Property amenity

SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista

SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista
3.0 star property
9.5 km from Windward Cay
8.8 out of 10, Excellent, (3,628 reviews)
"We only spent one night here. After our first night stay off of 95 your hotel was amazing!! We enjoyed the pool the great food served from the bar."
United States
Beverly
The price is AU$130
includes taxes & fees
18 Aug - 19 Aug
SpringHill Suites by Marriott Orlando Theme Parks/Lake Buena Vista
Exterior

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
6.5 km from Windward Cay
8.6 out of 10, Excellent, (4,787 reviews)
"Excellent stay, location and value"
United States
chris
The price is AU$145
includes taxes & fees
30 Aug - 31 Aug
Vacation Village Orlando, Celebration
Exterior

Hilton Vacation Club Grand Beach Orlando

Hilton Vacation Club Grand Beach Orlando
3.0 star property
6.3 km from Windward Cay
9.4 out of 10, Exceptional, (1,654 reviews)
"Excellent resort was more than expected"
United States
Jessica
The price is AU$182
includes taxes & fees
17 Aug - 18 Aug
Hilton Vacation Club Grand Beach Orlando
2 outdoor pools, a heated pool, pool cabanas (surcharge), pool umbrellas

Hilton Orlando Buena Vista Palace - Disney Springs® Area

Hilton Orlando Buena Vista Palace - Disney Springs® Area
4.0 star property
8.6 km from Windward Cay
8.6 out of 10, Excellent, (1,955 reviews)
"Beautiful resort with all the amenities and walking distance to Disney Springs."
United States
Anissa
The price is AU$253
includes taxes & fees
16 Aug - 17 Aug
Hilton Orlando Buena Vista Palace - Disney Springs® Area
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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When is the best time to visit Kissimmee?

Our prices for hotels in Kissimmee are cheapest in April
Price trends for hotels in Kissimmee
Pricing is based on two traveller single night rates
View properties in August
Currently viewing crowd sizes and weather for August.
Typical weather for Kissimmee
August
High 32°C / low 25°C. Partly sunny.
View properties in August
32°
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August, no crowd data, average high temperature 32 degrees Celsius, average low temperature 25 degrees Celsius. Partly sunny.
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31°
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September, no crowd data, average high temperature 31 degrees Celsius, average low temperature 24 degrees Celsius. Sunny most days.
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28°
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October, no crowd data, average high temperature 28 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
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25°
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November, no crowd data, average high temperature 25 degrees Celsius, average low temperature 17 degrees Celsius. Sunny most days.
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23°
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December, no crowd data, average high temperature 23 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
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21°
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January, no crowd data, average high temperature 21 degrees Celsius, average low temperature 12 degrees Celsius. Sunny most days.
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23°
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February, no crowd data, average high temperature 23 degrees Celsius, average low temperature 14 degrees Celsius. Sunny most days.
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25°
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March, no crowd data, average high temperature 25 degrees Celsius, average low temperature 15 degrees Celsius. Sunny most days.
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28°
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April, no crowd data, average high temperature 28 degrees Celsius, average low temperature 18 degrees Celsius. Sunny most days.
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30°
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May, no crowd data, average high temperature 30 degrees Celsius, average low temperature 21 degrees Celsius. Sunny most days.
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31°
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June, no crowd data, average high temperature 31 degrees Celsius, average low temperature 24 degrees Celsius. Sunny most days.
24°
32°
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July, no crowd data, average high temperature 32 degrees Celsius, average low temperature 25 degrees Celsius. Sunny most days.
25°
Monthly weather averages (˚C)

Check out reviews of Windward Cay hotels guests love

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"Very clean"
Aldricia Cypress- 2-night trip
Posted less than an hour ago
The Grove Resort & Water Park Orlando

Frequently asked questions

Is Windward Cay expensive to stay in?
You can find great hotels from AU$79 in Windward Cay to suit a range of budgets. To find the best low-cost hotel on Hotels.com that meets your needs, apply your search filters and then sort hotels by "Price: low to high".
How can I find discounted rates and deals for Windward Cay hotels?
Discover great deals on hotels in Windward Cay with Hotels.com. Sign up for free to unlock member only prices and start earning rewards. It's also a good idea to look at hotel prices mid-week or during the low season as you're likely to find off-peak deals. If you're up for a spontaneous trip, don't forget to check out our last-minute deals on Windward Cay hotels.
Can I receive a refund if I cancel my Windward Cay hotel booking?
The majority of hotels offer free cancellation, so you can receive a refund if you need to cancel your booking. Some Windward Cay hotels require you to cancel more than 24 hours before check-in, so look at your booking beforehand. For extra peace of mind before you book, filter hotels by "Property cancellation options" and select "Fully refundable property".
Is it worth staying in Windward Cay?
You're spoilt for choice with 32 hotels in the area so it's easy to find your perfect somewhere. Basing yourself in Windward Cay makes it easy to explore Kissimmee, including the areas of International Drive District and Lake Berkley.
Find out more about Windward Cay

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