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 32 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 Medieval Times, Wat Florida Dhammaram 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.

Windward Cay Hotels: 52,082 Cheap Accommodation in Windward Cay

52082 Cheap Hotels in Windward Cay - Specials, Reviews, & Last Minute Deals

"Pre flight excellent"

includes taxes & fees

12 Feb - 13 Feb

Premium bedding, in-room safe, desk, blackout curtains

"I needed a place to stay near MCO because my flight arrived late. I appreciated the free shuttle from the airport. The room was large and clean. The door handles on the front and bathroom doors were a little wonky and typical of most hotel rooms, the air conditioner worked but was loud. It was a nice room, nothing fancy. Since I was only staying for one night all I needed was a clean bed and room, and a door that locked, this fit the bill."

includes taxes & fees

3 Feb - 4 Feb

"Overall ok for overnight stay."

includes taxes & fees

24 Feb - 25 Feb

Pillow-top beds, in-room safe, desk, blackout curtains

"Clean, comfortable "

includes taxes & fees

25 Feb - 26 Feb

"Very nice place to stay with wonderful breakfast."

includes taxes & fees

9 Feb - 10 Feb

Premium bedding, pillow-top beds, in-room safe, desk

"Public areas in NEED of maintenance. Would’ve liked something in the room upon arrival. Water…(?) "

includes taxes & fees

18 Feb - 19 Feb

"Good stay. Reasonable prices. "

includes taxes & fees

17 Feb - 18 Feb

"Great location and good staff … needs an update and then a five star place to stay! Management should offer their team to update a room a day and then they are there … again great location but needs some refreshing and deep cleaning "

includes taxes & fees

3 Feb - 4 Feb

Standard Suite, Multiple Beds, Non Smoking (with Bunk Beds) | View from room

"Quite and safe"

includes taxes & fees

5 Feb - 6 Feb

"Very clean. No issues. "

includes taxes & fees

24 Feb - 25 Feb

"Cool"

includes taxes & fees

2 Mar - 3 Mar

"Clean convenient and simple. "

includes taxes & fees

13 Feb - 14 Feb

Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, pool loungers

"Close to the airport"

includes taxes & fees

1 Feb - 2 Feb

4 outdoor pools, open 5:30 AM to midnight, pool cabanas (surcharge)

"Older but clean"

includes taxes & fees

20 Feb - 21 Feb

"Very very clean and comfortable. Quiet and well maintained. A hidden gem in Poinciana. "

includes taxes & fees

2 Mar - 3 Mar

"We were pleased with the staff, breakfast was great. It’s close to where we were visiting and attractions. Will visit again. "

includes taxes & fees

5 Feb - 6 Feb

"The stay was pleasant. It was very cold durin my stay but the AC work amazingly "

includes taxes & fees

2 Feb - 3 Feb

"Pleasantly surprised. Very nice place and the staff was super."

includes taxes & fees

15 Feb - 16 Feb

In-room safe, desk, laptop workspace, blackout curtains

"Great, clean, convenient place to stay--staff extremely friendly and helpful. Breakfast solid (bacon better than sausage). Only negative I'd have is that the pillows (there were 4-5 of them!) are a bit deflated/flat with no support. Yes, I did stack them which helped...but their quality just doesn't fit in with how nice the rest of the facility is. Bathroom/shower fantastic. Could also use a TV channel listing, as it takes long minutes to find specific channels. Also, no Golf Channel, which kind...

includes taxes & fees

2 Feb - 3 Feb