Windward Cay Hotels, Orlando

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Tonight
23 Oct - 24 Oct
Tomorrow
24 Oct - 25 Oct
This weekend
24 Oct - 26 Oct
Next weekend
31 Oct - 2 Nov

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53459 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, (1003)
"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, (4982)
"Very nice stay"
United States
Donald
The price is AU$145
includes taxes & fees
27 Oct - 28 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, (3689)
"Great service amazing breakfast at great price "
United States
Janelle
The price is AU$137
includes taxes & fees
28 Oct - 29 Oct
Wingate by Wyndham - Orlando International Airport
Water park
Ramada by Wyndham Hotel & Water Park
Ramada by Wyndham Hotel & Water Park
3.0 star property
7.2 out of 10, Good, (1505)
"Excellent staff and service "
United States
MARITZA
The price is AU$100
includes taxes & fees
18 Nov - 19 Nov
Ramada by Wyndham Hotel & Water Park
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, (4131)
"Close to airport, clean facilities."
United States
Sandra
The price is AU$112
includes taxes & fees
27 Oct - 28 Oct
Country Inn & Suites by Radisson, Orlando Airport, FL
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, (8645)
"Great stay "
United States
Robert
The price is AU$355
includes taxes & fees
16 Nov - 17 Nov
The Grove Resort & Water Park Orlando
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, (980)
"The breakfast was good and the fresh cinnamon buns was also excellent. "
United States
Rena
The price is AU$152
includes taxes & fees
30 Oct - 31 Oct
Holiday Inn Express & Suites Clermont Se West Orlando by IHG
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, (1604)
"Great place to stay"
United States
Maribel
The price is AU$107
includes taxes & fees
26 Oct - 27 Oct
Kompose Boutique Resort at Theme Parks
Front of property – evening/night
SPOT X Hotel Orlando/Intl Dr by The Red Collection
SPOT X Hotel Orlando/Intl Dr by The Red Collection
3.0 star property
8.6 out of 10, Excellent, (2838)
"Exelente hotel nos encanto "
United States
Carmen
The price is AU$132
includes taxes & fees
10 Nov - 11 Nov
SPOT X Hotel Orlando/Intl Dr by The Red Collection
Outdoor pool, pool loungers
Wyndham Garden Orlando Airport
Wyndham Garden Orlando Airport
3.0 star property
9.0 out of 10, Wonderful, (3902)
"Wonderful Hotel, would stay here about! "
United States
Gregory
The price is AU$165
includes taxes & fees
4 Nov - 5 Nov
Wyndham Garden Orlando Airport
Dining
La Quinta Inn & Suites by Wyndham Orlando Airport North
La Quinta Inn & Suites by Wyndham Orlando Airport North
3.0 star property
7.6 out of 10, Good, (517)
"Good value for money, good breakfast, friendly staff"
United Kingdom
Harvey
The price is AU$118
includes taxes & fees
27 Oct - 28 Oct
La Quinta Inn & Suites by Wyndham Orlando Airport North
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, (6817)
"Great stay"
United States
Bianca
The price is AU$169
includes taxes & fees
29 Oct - 30 Oct
DoubleTree by Hilton at the Entrance to Universal Orlando
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, (2176)
"Great place highly recommend "
United States
Edwin
The price is AU$85
includes taxes & fees
4 Nov - 5 Nov
Orlando Palms Hotel
Property grounds
Seasons Florida Resort
Seasons Florida Resort
2.0 star property
8.8 out of 10, Excellent, (3196)
"Great place to stay. "
United States
Bernadette
The price is AU$97
includes taxes & fees
26 Oct - 27 Oct
Seasons Florida Resort
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, (4100)
"Always a great experience when we stay here. "
United States
Marla
The price is AU$160
includes taxes & fees
17 Nov - 18 Nov
Rosen Shingle Creek
Outdoor pool, pool cabanas (surcharge), pool umbrellas
Hyatt Regency Orlando
Hyatt Regency Orlando
4.5 star property
9.2 out of 10, Wonderful, (1792)
"Great beautiful hotel "
United States
Barbara
The price is AU$318
includes taxes & fees
15 Nov - 16 Nov
Hyatt Regency 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, (3451)
"Love this hotel everything was amazing!"
United States
Christine
The price is AU$141
includes taxes & fees
30 Oct - 31 Oct
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, (4167)
"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
The price is AU$151
includes taxes & fees
23 Nov - 24 Nov
Avanti International Resort
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, (2165)
"Always a wonderful stay here, both for business and pleasure. "
United States
Alberto
The price is AU$118
includes taxes & fees
2 Nov - 3 Nov
Candlewood Suites Orlando - Lake Buena Vista by IHG
View from room
Rosen Inn Lake Buena Vista
Rosen Inn Lake Buena Vista
3.5 star property
8.6 out of 10, Excellent, (5502)
"Great hotel!"
Canada
Amanda
The price is AU$118
includes taxes & fees
30 Oct - 31 Oct
Rosen Inn Lake Buena Vista
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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Hotels in Windward Cay with a pool

A heated pool
Beautiful pool home 20 minutes from Disney!
Beautiful pool home 20 minutes from Disney!
  • Pool
6.8 out of 10, (3)
The price is AU$522
includes taxes & fees
5 Nov - 6 Nov
Beautiful pool home 20 minutes from Disney!
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Top guest rated hotels in Windward Cay

Exterior
Cozy studio in Kissimmee
Cozy studio in Kissimmee
    10.0 out of 10, Exceptional, (1)
    The price is AU$218
    includes taxes & fees
    6 Nov - 7 Nov
    Cozy studio in Kissimmee
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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

    Marriott's Grande Vista

    Marriott's Grande Vista

    10/10 Excellent
    "Comfortable "
    Rachel 3-night trip
    Posted 3 days ago
    Marriott's Grande Vista

    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.

    Explore a world of travel with Expedia