Find a cheap Hotel in Windward Cay

Start date: Check-in selected.
To Date
End date: Check-out

Wander Wisely with exceptional service, 24/7 support

Save an extra 10% or more on select hotels with Member Discounts

Access exclusive hotel deals, only with the Travelocity app

Check prices for these dates

Tonight
Dec 13 - Dec 14
Tomorrow
Dec 14 - Dec 15
Next weekend
Dec 19 - Dec 21
In two weeks
Dec 26 - Dec 28

Filter by

Guest rating
Guest rating
Star rating
Payment type
Payment type
Property type
Property type
Area
Area
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveller experience
Traveller experience

Hotels near Windward Cay

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr Orlando FL
Fully refundableReserve now, pay when you stay
The price is CA $153 per night from Jan 4 to Jan 5
CA $153
CA $172 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff in ...
The rooms were clean and recently renovated Staff was extremely helpful

Reviewed on Dec 9, 2025

Opens in a new windowSheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

4 out of 5
12401 International Dr Orlando FL
Fully refundableReserve now, pay when you stay
The price is CA $132 per night from Jan 4 to Jan 5
CA $132
CA $149 total
Jan 4 - Jan 5, 2026
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 5 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
Our villa exceeded expectations! We thoroughly enjoyed our stay. Room and property were clean and beautiful! In room laundry was awesome! We did not eat on site, so can’t rate the food. The location was central to everything we planned to do while in Orlando.

Reviewed on Dec 9, 2025

Opens in a new windowSheraton Vistana Villages Resort Villas, I-Drive/Orlando
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3.5 out of 5
6550 Adventure Way Orlando FL
Fully refundableReserve now, pay when you stay
The price is CA $183 per night from Dec 15 to Dec 16
CA $183
CA $206 total
Dec 15 - Dec 16
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
Clean room, access to Universal… The closeness to many diverse restaurants & amenities…

Reviewed on Dec 11, 2025

Opens in a new windowUniversal's Cabana Bay Beach Resort
Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

3 out of 5
9000 International Drive Orlando FL
Fully refundableReserve now, pay when you stay
The price is CA $122 per night from Dec 20 to Dec 21
CA $122
CA $138 total
Dec 20 - Dec 21
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 3 outdoor pools, and 2 coffee shops/cafes. Our guests praise the pool and the helpful ...
The entire property was well-maintained and welcoming. The lobby and shops were beautifully decorated for Christmas and even had a “Letters to Santa” station set up. The rooms were clean and the bed and pillows extremely comfortable. You could not ask for a better centrally located area. We were ...

Reviewed on Dec 11, 2025

Opens in a new windowRosen Inn at Pointe Orlando
DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

4 out of 5
5780 Major Blvd Orlando FL
Fully refundable
The price is CA $123 per night from Dec 15 to Dec 16
CA $123
CA $138 total
Dec 15 - Dec 16
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
Clean room, pool, food availability, shuttle to Universal, able to walk to Universal

Reviewed on Dec 10, 2025

Opens in a new windowDoubleTree by Hilton at the Entrance to Universal Orlando
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue Winter Garden FL
Fully refundableReserve now, pay when you stay
The price is CA $191 per night from Dec 14 to Dec 15
CA $191
CA $291 total
Dec 14 - Dec 15
includes taxes & fees
Book a stay at this family-friendly resort in Four Corners. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
Clean and spacious condos . Easy to get in and out staff was very friendly.

Reviewed on Dec 8, 2025

Opens in a new windowThe Grove Resort & Water Park Orlando
Avanti International Resort

Avanti International Resort

4 out of 5
8738 International Dr Orlando FL
The price is CA $86 per night from Dec 15 to Dec 16
CA $86
CA $124 total
Dec 15 - Dec 16
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, an outdoor pool, and breakfast (surcharge). Our guests praise the pool and the helpful ...
Room updared but clean

Reviewed on Dec 11, 2025

Opens in a new windowAvanti International Resort
DoubleTree by Hilton Hotel Orlando at SeaWorld

DoubleTree by Hilton Hotel Orlando at SeaWorld

4 out of 5
10100 International Drive Orlando FL
Fully refundableReserve now, pay when you stay
The price is CA $90 per night from Dec 21 to Dec 22
CA $90
CA $141 total
Dec 21 - Dec 22
includes taxes & fees
Book a stay at this family-friendly resort in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our ...
Great location friendly staff

Reviewed on Dec 9, 2025

Opens in a new windowDoubleTree by Hilton Hotel Orlando at SeaWorld
La Quinta Inn & Suites by Wyndham Orlando Airport North

La Quinta Inn & Suites by Wyndham Orlando Airport North

3 out of 5
7160 N Frontage Rd Orlando FL
Fully refundableReserve now, pay when you stay
The price is CA $109 per night from Dec 17 to Dec 18
CA $109
CA $123 total
Dec 17 - Dec 18
includes taxes & fees
Book a stay at this business-friendly hotel in Orlando. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the helpful staff and ...
All good

Reviewed on Dec 9, 2025

Opens in a new windowLa Quinta Inn & Suites by Wyndham Orlando Airport North
Don't see what you're looking for?
See all available properties in Windward Cay
View all properties
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.

About Windward Cay Hotels

Search Windward Cay area hotels for the best deals on Travelocity.ca. Zoom in on Windward Cay neighborhood to help narrow your hotel selection.

Get Started - Lets Roam Windward Cay!

Recent Windward Cay hotel reviews by fellow wanderers

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

5 out of 5
Posted 2 days ago
Travelocity Verified Review
"Clean room, access to Universal… The closeness to many diverse restaurants & amenities… "
A verified traveller stayed at Universal's Cabana Bay Beach Resort
Universal's Cabana Bay Beach Resort

Hotels near…

Areas of Windward Cay