Orlando Hotel Guide. Hotels in Windward Cay, Orlando, United States of America

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Top Trending Hotels Near Windward Cay, Orlando

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
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
Exterior
Fairytale Escape
4.0 star property
10.0 out of 10, Exceptional, (1)
"The area was quiet, clean and in the perfect location. Great price and perfect for a group. "
Fairytale Escape
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Pool
Location! Pool/spa, lakefront, arcade games, themed kids rooms,porch
10.0 out of 10, Exceptional, (43)
"The house was great! The arcade provided hours of entertainment. The neighborhood pool was not great. They make you buy their food and drinks but ran out of everything. The neighborhood pools are not large enough to accommodate the size of the neighborhood. We just used the pool in our backyard after a negative experience at the neighborhood pool."
The price is €737
includes taxes & fees
5 May - 6 May
Location! Pool/spa, lakefront, arcade games, themed kids rooms,porch
Exterior
Caribbean Villa
9.8 out of 10, Exceptional, (10)
"Has all you need!"
The price is €208
includes taxes & fees
6 May - 7 May
Caribbean Villa
Property grounds
Luxury near Disney.
9.8 out of 10, Exceptional, (75)
"Loved this condo. Very clean."
Luxury near Disney.
A heated pool
4714 - 5 Bedroom Pool Home in Storey Lake Resort Under 10 Minutes to Disney
9.8 out of 10, Exceptional, (30)
"Ease of check in and check out was wonderful. Abundance of information regarding policies was very helpful. Every possible question was answered before we even had to ask. Extremely clean property. Basics provided were extremely helpful until we were able to shop(paper towel, toilet paper, dish soap, laundry pods) Very nice supply of bath towels."
4714 - 5 Bedroom Pool Home in Storey Lake Resort Under 10 Minutes to Disney
Property grounds
Your child's dream home! Arcade room, outdoor pool with bar, family friendly!
9.8 out of 10, Exceptional, (16)
"Clean! Beautiful! So much to do! The kids had a blast! The adults did too! Frankie was a top notch host! Hope to stay again!"
Your child's dream home! Arcade room, outdoor pool with bar, family friendly!
Iron/ironing board, WiFi, bed sheets, wheelchair access
Royal Park Orlando Peaceful Room with 2 DBL Beds and Pool
9.6 out of 10, Exceptional, (12)
"The room we stayed in was pretty much exactly what we expected from the pictures and description. All the staff was very friendly, we never had any issues with our stay, and the price was much better than other places we looked at."
The price is €80
includes taxes & fees
8 May - 9 May
Royal Park Orlando Peaceful Room with 2 DBL Beds and Pool
Iron/ironing board, Internet, bed sheets, wheelchair access
Kissimmee Family Vacation Room with 2 DBL Beds & Pool
9.6 out of 10, Exceptional, (4)
"We enjoyed our recent stay, it was perfect for me, my husband, and our daughter. Our flight arrived late but the desk had someone available who checked us in quickly even though it was the middle of the night. Housekeeping came by every day to make our beds and give us fresh towels which was amazing! The property is pretty close to the Disney parks too. My only complaint is the cleanliness upon arrival. The cabinet doors were standing open, the floors weren’t clean, and the mirrors were dirty....
The price is €80
includes taxes & fees
9 May - 10 May
Kissimmee Family Vacation Room with 2 DBL Beds & Pool
A heated pool
Vacation rental with a touch of Class!
9.6 out of 10, Exceptional, (61)
"I would not book through VRBO again..listed property lacks some of the basic things. 1. Bathroom door lock was not working and property manager knew about it..shocked to see they rented property in such situation 2. Bad odor inside the property 3. Car sticker check every time enetering into the property which is a pain with long lanes"
Vacation rental with a touch of Class!
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
Outdoor pool, a heated pool
12 BEDRM Family vacation- New! 10 min to disney Theater 🎭 Game-room 👾
9.6 out of 10, Exceptional, (24)
"Great property, perfect for our stay."
12 BEDRM Family vacation- New! 10 min to disney Theater 🎭 Game-room 👾
Fridge, microwave, oven, dishwasher
Casa Adosada Cómoda y Central ! Cerca a Disney
9.4 out of 10, Exceptional, (12)
"We enjoyed our stay, the townhouse had plenty of space. Easy access to everything"
Casa Adosada Cómoda y Central ! Cerca a Disney
Fridge, microwave, oven, stovetop
Charming w/Pvt Pool Home Disney Area NO Carpet
9.4 out of 10, Exceptional, (25)
"Overall good stay need a few improvements but I’m sure the management will fix them asap they was reported to him.."
Charming w/Pvt Pool Home Disney Area NO Carpet
Iron/ironing board, Internet, bed sheets, wheelchair access
Tasteful Room with 2 DBL Beds Near Local-favorite Spots
9.2 out of 10, Wonderful, (12)
"We drove 15 hours to go to Disney and needed a one night recharge before our adventure began. This was very well located for both Disney and dinner after a long day, and a perfect place for us to sleep."
The price is €80
includes taxes & fees
3 Jun - 4 Jun
Tasteful Room with 2 DBL Beds Near Local-favorite Spots
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
Indoor pool, outdoor pool, pool loungers, lifeguards on site
Four Bedroom w/ Screened Pool Close to Disney 4563
3.5 star property
9.0 out of 10, Wonderful, (7)
"Excellent choice when traveling to theme parks. Great condition. Lots of room. "
Four Bedroom w/ Screened Pool Close to Disney 4563
Exterior
Family Vacation Home, Water Park, Endless Resort Amenities
5.0 star property
8.8 out of 10, Excellent, (23)
"A great stay in a gated community. Was a very short distance to Disney parks. The jacuzzi was amazing after long walks during day trips. Would definitely recommend and stay again. "
Family Vacation Home, Water Park, Endless Resort Amenities
Interior
Seasons Florida Resort
2.0 star property
8.6 out of 10, Excellent, (1831)
"Clean and comfortable. Good value for the price."
The price is €61
includes taxes & fees
21 May - 22 May
Seasons Florida Resort
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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.

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Destinations near Orlando Learn more about Windward Cay
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Windward Cay hotels information

Number of reviews
2,473
Accommodation
54,526 hotels
Lowest Price
€61
Highest Price
€737

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 34 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.

Recent Reviews in Windward Cay

Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

5/5 Excellent
"Excellent staff , breakfast buffet super good "
A verified traveller stayed at Rosen Inn at Pointe Orlando
Posted 13 hours ago
Rosen Inn at Pointe Orlando