Hotels in Windward Cay, Orlando from CA $73

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Windward Cay hotels and places to stay

Interior
Seasons Florida Resort
2.0 star property
8.8 out of 10, Excellent, (1865)
"This has quickly become our favorite place to stay for weekend trips. Its a great value, clean and located close to the parks and great food choices. "
The price is CA $99
CA $113 total
includes taxes & fees
Jun 5 - Jun 6
Seasons Florida Resort
Exterior
Park Royal Orlando
2.5 star property
7.8 out of 10, Good, (1000)
"."
The price is CA $97
CA $110 total
includes taxes & fees
Jun 12 - Jun 13
Park Royal Orlando
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
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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 CA $271
CA $321 total
includes taxes & fees
May 24 - May 25
Knights Inn Kissimmee
Exterior
Caribbean Villa
9.8 out of 10, Exceptional, (12)
"Stay was nice, close to stores and easy drive to Disney. Would stay again."
The price is CA $116
CA $310 total
includes taxes & fees
May 27 - May 28
Caribbean Villa
ACO Bella Vida Resort 5 Bedroom Vacation Home with Pool (1870) | Living room
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
Pool
Lakeview Luxury Villa with Everything
10.0 out of 10, Exceptional, (231)
"The property was exactly as detailed in the advert and very impressive when you walked ghrough the front door. We've never been to Storey Lake before and now I'm rather regretting that. The location is perfect and the club facilities are an added bonus. Communication with the management team was the best I've experienced. On the few occasions I .messaged them, the response was almost immediate. My wife, family and I have been fortunate to visit Florida virtually every year since our initial...
Lakeview Luxury Villa with Everything
House, Multiple Beds, Kitchen, Garden View | Private kitchen
Blue Sky Hideway
4.0 star property
9.2 out of 10, Wonderful, (5)
"Beautiful house, very clean had a great stay while on business. "
Blue Sky Hideway
Luxury Villa, 4 Bedrooms, Pool Access | Courtyard view
4 Bedroom Townhouse, Resort, 15 Mins to Disney, Themed Rooms perfect for Kids
5.0 star property
6.0 out of 10, (4)
"One of the toilets was broken, a fan was broken and we weren’t left with anything to maintain the cleanliness of the home while we were there for two weeks. The location was great and it was a perfect size home for my family. "
4 Bedroom Townhouse, Resort, 15 Mins to Disney, Themed Rooms perfect for Kids
Villa, 4 Bedrooms | Pool
Family Retreat near Disney with Pool & Hot Tub! by RedAwning
3.0 star property
Family Retreat near Disney with Pool & Hot Tub! by RedAwning
Pool
Villas at Seven Dwarfs - 3BR 2BA townhome in
8.6 out of 10, Excellent, (93)
"The location was great. Accommodations exactly as pictured. Very clean, lots of space for everyone to be together and bedroom layout allowed for everyone to have there own space too. Pool area also very inviting and enjoyed. My only suggestion that would make things perfect would be for the host to think of a few updates. Coffee maker drip mechanism is broken, and the mattresses in all the rooms should be upgraded. They are old spring mattresses no pillow topper, you can feel the springs. They...
Villas at Seven Dwarfs - 3BR 2BA townhome in
Property grounds
Luxury near Disney.
9.8 out of 10, Exceptional, (75)
"Loved this condo. Very clean."
Luxury near Disney.
Iron/ironing board, internet, bed sheets, wheelchair access
Family-friendly Room with 2 DBL Beds & Pool in Kissimmee
8.6 out of 10, Excellent, (4)
"The room was clean, the property is well maintained. The staff is very friendly and polite. My only complaint would be the amount of towels. We had 2 towels in the room. The first night we did hear everything around... the room next to us made noise and we could hear clearly everything."
The price is CA $73
CA $111 total
includes taxes & fees
May 28 - May 29
Family-friendly Room with 2 DBL Beds & Pool in Kissimmee
A heated pool
Vacation rental with a touch of Class!
9.6 out of 10, Exceptional, (62)
"It was great walking the grounds and swimming in the pool that was a short walk. The neighbors were nice and the condo had everything I needed. Patti is great she took her time to help me how to do the whole process."
Vacation rental with a touch of Class!
Fridge, microwave, oven, stovetop
Modern 4 bedroom, Close to Disney, Pool, Game Room, Sleeps 11
10.0 out of 10, Exceptional, (27)
"We had a great time, very nice house, modern style, and we had everything we needed. The beds were very comfortable, and the place was very clean. We’ll use it again 🤗🤗"
Modern 4 bedroom, Close to Disney, Pool, Game Room, Sleeps 11
Microwave, dishwasher, coffee/tea maker, cookware/dishes/utensils
Relaxing 3 bed pool home 7 miles from Disney and 5 minutes from Midevil times
9.6 out of 10, Exceptional, (4)
"2 different families stayed at the house (sisters and cousins). The house was a good fit for us. Had all the stuff we need to sleep/shower/cook and plenty of towels. We thought the house could of been a little cleaner. Floors had crumbs and the coach looked like someone spilt food on it. We just wiped it off. The master show was not the best. We just used the other shower. Over all it was a 4. If you are looking a convenient stay this is the place."
Relaxing 3 bed pool home 7 miles from Disney and 5 minutes from Midevil times
Indoor pool, outdoor pool, sun loungers, lifeguards on site
Four Bedroom w/ Screened Pool Close to Disney 4563
3.5 star property
8.8 out of 10, Excellent, (9)
"Safety, security, quiet area "
Four Bedroom w/ Screened Pool Close to Disney 4563
Outdoor pool, a heated pool
12 BEDRM Family vacation- New! 10 min to disney Theater 🎭 Game-room 👾
9.6 out of 10, Exceptional, (25)
"Parking was not great."
12 BEDRM Family vacation- New! 10 min to disney Theater 🎭 Game-room 👾
A heated pool
Lakeview Storey Lake 10BR/5BA-Pool/Spa/Rec-Close to Disney/Universal Studios
10.0 out of 10, Exceptional, (20)
"The house was just what we needed. We were there for a high school cheer competition. It was very spacious & clean. Jason was an excellent host responding almost immediately to any questions we had."
Lakeview Storey Lake 10BR/5BA-Pool/Spa/Rec-Close to Disney/Universal Studios
Fridge, microwave, oven, stovetop
Close to Disney! NO Extra Fees! Gated! Clean & Comfy! Family Friendly!
10.0 out of 10, Exceptional, (198)
"The property was nice and well kept. Very Clean and in a nice guarded area. Barbara was amazing at sharing tips and tricks for our Disney adventures. Highly recommend this place to stay!"
Close to Disney! NO Extra Fees! Gated! Clean & Comfy! Family Friendly!
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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.

Other neighbourhoods around Windward Cay

Hotels in top Orlando neighborhoods Learn more about Windward Cay
Universal Studios Orlando featuring signage, a city and night scenes

Florida Center

2 out of top 10 points of interest in this area

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Windward Cay Travel Info

Location
Kissimmee, United States of America
Similar neighborhoods
Orange Lake, Historic Downtown Kissimmee and Bahama Bay
Number of hotels
52,884
Known landmarks
Fun Spot America, Medieval Times and Capone's Dinner Show
Hotels with family-friendly amenities
Magic Moment Resort and Kids Club, Palazzo Lakeside and Magic Key Resort

Frequently asked questions

What's it like in Windward Cay?

Travelers to the Windward Cay neighborhood in Kissimmee will be sure to enjoy their stay.

What's a favorite place 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 traveler 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 find in Windward Cay?

Expedia has 33 hotels and other accommodations 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, most hotel reservations are refundable provided that you cancel before the hotel’s cancellation deadline, which in most cases is within 24 or 48 hours of your check-in date. If you booked a non-refundable reservation, you might be able to still cancel and be given a refund within a 24-hour period of booking. Plug in your dates, click on "Search", then use the "fully refundable" filter to get the best deals available in Windward Cay.

Where can I learn more about changing or cancelling my trip to Windward Cay?

For more information about changing or cancelling your trip to Windward Cay, click here.

What is there to do around this Kissimmee neighborhood?

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.

Recent Reviews in Windward Cay

Hyatt Regency Orlando

Hyatt Regency Orlando

5/5 Excellent
"They had a bathroom mirror with a digital clock built into it ...... AWESOME"
A verified traveller stayed at Hyatt Regency Orlando
Posted 2 hours ago
Hyatt Regency Orlando