Search Hotels in Windward Cay, Orlando

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Top Trending Hotels Near Windward Cay, Orlando

Interior
Seasons Florida Resort
2.0 star property
8.8 out of 10, Excellent, (1846)
"Good place!! "
The price is ₹4,841
per night
11 Jun - 12 Jun
Seasons Florida Resort
Lobby
Econo Lodge Inn & Suites Maingate Central
2.5 star property
5.8 out of 10, (1003)
"Better in pics. Need to be updatr"
The price is ₹2,803
per night
29 May - 30 May
Econo Lodge Inn & Suites Maingate Central
Property entrance
Club Sevilla
2.0 star property
8.8 out of 10, Excellent, (1000)
"Exelente lugar "
The price is ₹3,905
per night
16 May - 17 May
Club Sevilla
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Exterior
Park Royal Orlando
2.5 star property
7.8 out of 10, Good, (1001)
"The property has been going thru renovations, and although they have a little more to do ( example- check in motel Lobby building) The reviews I read online were very accurate The property is a great place to stay, rooms were great, beds newer, comfy, etc. stayed here because of the great ratings, given, it did not disappoint. Compared to other property’s in Kissimmee and Orlando, with their issue’s worth the extra drive to go a bit further for the peace of mind. The area, and business’s in ...
The price is ₹4,818
per night
5 Jun - 6 Jun
Park Royal Orlando
Standard Room, 2 Queen Beds, Non Smoking | Desk, iron/ironing board, free WiFi, bed sheets
Vivo Flex Living Kissimmee
2.5 star property
6.8 out of 10, (1000)
"Small property. Nice and quiet at night. But after a certain hour no staff are on property. Don’t have any issues. But if I did not sure how long it would take for them to show up"
The price is ₹6,013
per night
17 May - 18 May
Vivo Flex Living Kissimmee
Outdoor pool
Ambassador Inn
2.0 star property
4.4 out of 10, (710)
"Great place"
The price is ₹3,047
per night
19 May - 20 May
Ambassador Inn
Front of property – evening/night
Sevilla Inn - Near Medieval Times
2.0 star property
5.6 out of 10, (825)
"It was an extremely nice room every thing was kept very well. I would stay there again. "
The price is ₹5,846
per night
19 May - 20 May
Sevilla Inn - Near Medieval Times
Lobby
Red Carpet Inn
2.5 star property
4.2 out of 10, (571)
"Staff is rude!"
The price is ₹2,804
per night
16 May - 17 May
Red Carpet Inn
Outdoor pool
RW Hotel
2.5 star property
6.4 out of 10, (158)
"I loved it"
The price is ₹5,428
per night
13 Jun - 14 Jun
RW Hotel
Exterior
Family Vacation Home, Water Park, Endless Resort Amenities
5.0 star property
9.0 out of 10, Wonderful, (24)
"My entire family enjoyed our stay. The unit was spacious, comfortable, clean, and well equipped. The resort amenities kept the kids busy. The resort staff and security were friendly and helpful."
Family Vacation Home, Water Park, Endless Resort Amenities
Lobby
Sunshine Inn
2.0 star property
7.4 out of 10, Good, (137)
"The room was clean lovely and my stay was so comfortable."
The price is ₹5,011
per night
19 May - 20 May
Sunshine Inn
Lobby
Knights Inn Kissimmee
2.0 star property
4.8 out of 10, (328)
"I was in town due to a death in the family. This little hotel was a nice break from the tasks at hand. The staff were very nice, always polite and accommodating. They had the coolest cat who I bought treats for. The room was a bit older and weathered, but it was comfortable and clean. A nice quiet retreat after my days of work. Thank you. "
The price is ₹16,619
per night
17 May - 18 May
Knights Inn Kissimmee
Exterior
Days Inn by Wyndham Kissimmee West
2.5 star property
6.0 out of 10, (1001)
"Excellent hotel"
The price is ₹5,428
per night
4 Jun - 5 Jun
Days Inn by Wyndham Kissimmee West
Villa | 4 bedrooms
Gorgeous New Home With Private Pool Within Minutes to Disney and Most Attractions
4.0 star property
10.0 out of 10, Exceptional, (1)
"Property was excellent for a family vacation. More then enough space for everyone, and was very clean. Not only was the property perfect but Adriana was an amazing host. She was very prompt with her responses and contacted me before, and during my stay to ensure I did not need anything. Would highly recommend. "
Gorgeous New Home With Private Pool Within Minutes to Disney and Most Attractions
Front of property – evening/night
Seven Dwarfs Vacations Resort
2.5 star property
7.4 out of 10, Good, (15)
"I loved everything about my experience! Mrs Linda is so kind and motherly. She was very prompt with every phone conversation. My family and I will most definitely stay again! "
Seven Dwarfs Vacations Resort
ACO Bella Vida Resort 5 Bedroom Vacation Home with Pool (1870) | Living room | TV
Bella Vida Resort
3.5 star property
7.2 out of 10, Good, (73)
"Very Clean. Nice and quiet area. Comfortable living accommodations"
Bella Vida Resort
Front of property
Near Theme Parks! Gorgeous 3 BR Town Home, Splash Park, Pool, Lake, And More!
3.5 star property
10.0 out of 10, Exceptional, (7)
"Large bedrooms. Beautiful property with excellent amenities. "
Near Theme Parks! Gorgeous 3 BR Town Home, Splash Park, Pool, Lake, And More!
Outdoor pool
Rodeway Inn Maingate Central
2.0 star property
5.6 out of 10, (877)
"Very nice room; close to everything. My only complaint is the homeless people hanging around."
The price is ₹4,509
per night
19 May - 20 May
Rodeway Inn Maingate Central
Outdoor pool, pool loungers
Sonoma Resort
3.5 star property
7.6 out of 10, Good, (18)
"I didn't take pictures as I thought it was a good price, even though the home we were assigned was in poor condition. The carpets were stained everywhere, the dining room table had areas severely damaged (and covered by a pretty cutting board), the chairs were stained, and the beds were super uncomfortable (and squeaked badly). The worst part was that the home had german roaches. We kept all food (snacks) in the fridge so the bugs could not get to it. Was disappointed but the pool made up for...
Sonoma Resort
Apartment | 5 bedrooms, soundproofing, Internet
Luxurious Family-friendly 5 Bd 12 Guests w Screened Pool Close to Disney
3.0 star property
8.0 out of 10, Very good, (2)
"Overall it was a decent vacation rental. The annoying parts were the complex check in process for both the property check in and then check in when driving up to the gate. For the check in process, it was a bit more annoying then the typical hotel check in. You have to go through another 5 steps at another website/system, almost had the property cancel on me on the day of check in because of missing documentation. The deposit is also annoying, they had extra charges so I had to call to get that...
Luxurious Family-friendly 5 Bd 12 Guests w Screened Pool Close to Disney
Don't see what you're looking for?
See all available properties in Windward Cay
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.

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

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

Expedia has 33 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.