Windward Cay Hotels, Orlando

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Tonight
28 Oct - 29 Oct
Tomorrow
29 Oct - 30 Oct
This weekend
31 Oct - 2 Nov
Next weekend
7 Nov - 9 Nov

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53456 Cheap Hotels in Windward Cay - Specials, Reviews, & Last Minute Deals

Terrace/patio
The Delaney Hotel
The Delaney Hotel
3.5 star property
9.6 out of 10, Exceptional, (1008)
"All around wonderful stay"
United States
Caleb
The Delaney Hotel
Premium bedding, in-room safe, desk, blackout curtains
Ramada by Wyndham Suites Orlando Airport
Ramada by Wyndham Suites Orlando Airport
3.0 star property
8.2 out of 10, Very good, (5001)
"Rooms super clean, breakfast excellent, staff super efficient, a lot of places around for dinner. "
United States
Tamara
The price is NZ$153
includes taxes & fees
29 Oct - 30 Oct
Ramada by Wyndham Suites Orlando Airport
Pillow-top beds, in-room safe, desk, blackout curtains
Wingate by Wyndham - Orlando International Airport
Wingate by Wyndham - Orlando International Airport
3.0 star property
8.8 out of 10, Excellent, (3707)
"Great service amazing breakfast at great price "
United States
Janelle
The price is NZ$161
includes taxes & fees
30 Oct - 31 Oct
Wingate by Wyndham - Orlando International Airport
Exterior
Country Inn & Suites by Radisson, Orlando Airport, FL
Country Inn & Suites by Radisson, Orlando Airport, FL
3.0 star property
7.8 out of 10, Good, (4160)
"Very nice hotel, plenty of food choices in the area."
United States
Juan
The price is NZ$134
includes taxes & fees
10 Nov - 11 Nov
Country Inn & Suites by Radisson, Orlando Airport, FL
Water park
Ramada by Wyndham Hotel & Water Park
Ramada by Wyndham Hotel & Water Park
3.0 star property
7.2 out of 10, Good, (1517)
"Excellent staff and service "
United States
MARITZA
The price is NZ$112
includes taxes & fees
19 Nov - 20 Nov
Ramada by Wyndham Hotel & Water Park
Property amenity
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
2.5 star property
8.4 out of 10, Very good, (989)
"The breakfast was good and the fresh cinnamon buns was also excellent. "
United States
Rena
The price is NZ$186
includes taxes & fees
3 Nov - 4 Nov
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
Aerial view
The Grove Resort & Water Park Orlando
The Grove Resort & Water Park Orlando
4.0 star property
8.0 out of 10, Very good, (8677)
"Great resort "
United States
Magali
The price is NZ$407
includes taxes & fees
4 Nov - 5 Nov
The Grove Resort & Water Park Orlando
Dining
La Quinta Inn & Suites by Wyndham Orlando Airport North
La Quinta Inn & Suites by Wyndham Orlando Airport North
3.0 star property
7.4 out of 10, Good, (554)
"Good value for money, good breakfast, friendly staff"
United Kingdom
Harvey
The price is NZ$132
includes taxes & fees
11 Nov - 12 Nov
La Quinta Inn & Suites by Wyndham Orlando Airport North
Outdoor pool, pool loungers
Wyndham Garden Orlando Airport
Wyndham Garden Orlando Airport
3.0 star property
9.0 out of 10, Wonderful, (3917)
"Wonderful Hotel, would stay here about! "
United States
Gregory
The price is NZ$171
includes taxes & fees
29 Oct - 30 Oct
Wyndham Garden Orlando Airport
Suite, 1 King Bed with Sofa bed, Balcony
Kompose Boutique Resort at Theme Parks
Kompose Boutique Resort at Theme Parks
3.0 star property
9.4 out of 10, Exceptional, (1637)
"Great place to stay"
United States
Maribel
The price is NZ$120
includes taxes & fees
30 Oct - 31 Oct
Kompose Boutique Resort at Theme Parks
Outdoor pool, open 9 AM to 10 PM, pool loungers
Orlando Palms Hotel
Orlando Palms Hotel
2.5 star property
7.6 out of 10, Good, (2204)
"The room was clean and nice staff"
United States
Glennrick
The price is NZ$83
includes taxes & fees
4 Nov - 5 Nov
Orlando Palms Hotel
Outdoor pool
DoubleTree by Hilton at the Entrance to Universal Orlando
DoubleTree by Hilton at the Entrance to Universal Orlando
4.0 star property
8.4 out of 10, Very good, (6849)
"Great stay"
United States
Bianca
The price is NZ$190
includes taxes & fees
5 Nov - 6 Nov
DoubleTree by Hilton at the Entrance to Universal Orlando
Exterior
Tru By Hilton Orlando Convention Center Area, FL
Tru By Hilton Orlando Convention Center Area, FL
3.5 star property
9.0 out of 10, Wonderful, (3482)
"Love this hotel everything was amazing!"
United States
Christine
The price is NZ$158
includes taxes & fees
26 Nov - 27 Nov
Tru By Hilton Orlando Convention Center Area, FL
View from property
Avanti International Resort
Avanti International Resort
4.0 star property
7.8 out of 10, Good, (4184)
"Wonderful place, really made the holiday and would absolutely stay again if I’m in the area - great pool, regular house keeping, comfortable rooms, happy staff."
United Kingdom
Philip
Avanti International Resort
Property grounds
Seasons Florida Resort
Seasons Florida Resort
2.0 star property
8.8 out of 10, Excellent, (3211)
"Great place to stay. "
United States
Bernadette
The price is NZ$105
includes taxes & fees
4 Nov - 5 Nov
Seasons Florida Resort
Terrace/patio
Hyatt Regency Orlando International Airport
Hyatt Regency Orlando International Airport
4.0 star property
9.4 out of 10, Exceptional, (3697)
"Great place to stay, clean and safe. "
United States
Melanie
The price is NZ$372
includes taxes & fees
29 Oct - 30 Oct
Hyatt Regency Orlando International Airport
1 bedroom, premium bedding, desk, laptop workspace
Candlewood Suites Orlando - Lake Buena Vista by IHG
Candlewood Suites Orlando - Lake Buena Vista by IHG
2.5 star property
9.0 out of 10, Wonderful, (2172)
"Always a wonderful stay here, both for business and pleasure. "
United States
Alberto
The price is NZ$132
includes taxes & fees
4 Nov - 5 Nov
Candlewood Suites Orlando - Lake Buena Vista by IHG
Outdoor pool, pool cabanas (surcharge), pool umbrellas
Hyatt Regency Orlando
Hyatt Regency Orlando
4.5 star property
9.2 out of 10, Wonderful, (1804)
"Great beautiful hotel "
United States
Barbara
The price is NZ$359
includes taxes & fees
15 Nov - 16 Nov
Hyatt Regency Orlando
Free buffet breakfast
Hyatt Place Orlando Airport
Hyatt Place Orlando Airport
3.0 star property
8.8 out of 10, Excellent, (1494)
"Great place to stay! "
United States
antonio
The price is NZ$193
includes taxes & fees
29 Oct - 30 Oct
Hyatt Place Orlando Airport
4 outdoor pools, open 5:30 AM to midnight, pool cabanas (surcharge)
Rosen Shingle Creek
Rosen Shingle Creek
4.5 star property
9.4 out of 10, Exceptional, (4112)
"Always a great experience when we stay here. "
United States
Marla
The price is NZ$191
includes taxes & fees
16 Nov - 17 Nov
Rosen Shingle Creek
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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Our guide on where to stay in Windward Cay

Find the best Windward Cay areas for the activities you enjoy most.

International Drive District

Adventure activities, iconic attractions, shopping and world-class dining destinations make this famous street one of Orlando’s most popular tourist attractions.

Magic Kingdom® Theme Park featuring rides and interior views as well as a couple
Photo by ©Disney
Open Photo by ©Disney

Bay Lake

Exciting theme parks plentiful wildlife and top sights from Epcot® to Walt Disney World® Resort – discover Bay Lake, a destination also famous for its entertainment.

Universal Studios Florida® which includes a city, night scenes and signage

Florida Center

If you're spending some time in Florida Center, Universal Orlando Resort and Universal Studios Florida are top sights worth seeing.

Downtown Orlando

One of the most popular neighborhoods in Florida, this bustling area is full of art galleries, shops, bars and restaurants.

Champions Gate

Ample dining options and top golf courses are well-reviewed features of Champions Gate. Make a stop by top sights like ChampionsGate Golf Club while you're exploring the area.

Top Windward Cay Hotel Reviews

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"We have stayed here 4 times now, and every time is a truly relaxing vacation. The store is a little over priced but its a tourist location so thats as expected. All in all, wr will be staying again mext year."
Tyler 3-night trip
Posted 12 hours ago
The Grove Resort & Water Park Orlando

Explore a world of travel with Expedia

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.
How many hotels will I be able to find in Windward Cay?
Expedia has 28 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.