Windward Cay Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

    Plan, book, travel with confidence
    payments icon
    Better together
    Save up to CA $775 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Windward Cay

Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel
Westgate Palace Hotel / Universal / I-Drive
Westgate Lakes Resort & Spa Universal Studios Area
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
Westgate Vacation Villas Resort

Where to stay in Windward Cay

Find the best Windward Cay areas and neighborhoods for the activities you enjoy most. Learn more about Windward Cay

Windward Cay Hotel Deals

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 refundableReserve now, pay when you stay
The price is CA $144 per night from Jul. 28 to Jul. 29
CA $144
CA $162 total
includes taxes & fees
Jul 28 - Jul 29
8.2/10 Very Good! (6,261 reviews)
"Beautiful place and workers very kindly"

Reviewed on Jun. 26, 2024

DoubleTree 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 $313 per night from Jul. 1 to Jul. 2
CA $313
CA $421 total
includes taxes & fees
Jul 1 - Jul 2
8.2/10 Very Good! (5,703 reviews)
"The kids enjoyed the pool so much! Our room was amazing, the kids got their own room. It’s like living in a condo, with washer and dryer in the suite."

Reviewed on Jun. 24, 2024

The Grove Resort & Water Park Orlando
Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
3.5 out of 5
14500 Continental Gateway, Orlando, FL
Fully refundable
The price is CA $130 per night from Jul. 1 to Jul. 2
CA $130
CA $213 total
includes taxes & fees
Jul 1 - Jul 2
7/10 Good! (129 reviews)
"Location was great. Close to the parks."

Reviewed on Jun. 26, 2024

Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
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.

Explore other types of vacation packages

Frequently asked questions

How much does a Windward Cay vacation package cost?
Tailor make your Windward Cay vacation package from just CA $529. Pick from any combination of flights, hotels and rental cars to pull together the trip of your dreams. Don’t forget to add on a few experiences or activities!
How do I get a cheap travel package to Windward Cay?
Bundle your bookings with Expedia to save big on your next getaway. With more than 550 air carriers and 1,000,000 hotels throughout the world, your Windward Cay vacation package can be tailored exactly to suit your budget. With all those extra dollars, why not add one or more interesting experiences and tours? It’s an easy way to unlock even more savings. Your dream vacation in Windward Cay is much closer than you thought!
Where should I stay in Windward Cay?
A trip to Windward Cay isn’t complete without stopping by Old Town, Fun Spot America and Give Kids the World Village. Spend your evenings near these popular attractions and make sightseeing a breeze.
What are the top hotels in Windward Cay?
Make a reservation at Ref 43 Family Villa With Own Pool Near Disney. It’s one of the neighborhood’s most in-demand properties. Another top-rated option in Windward Cay is Lakeside Villa With Perfect Views From Your Private Pool In A Peaceful Community.
How far in advance should I book my Windward Cay vacation?
Reserving your spot early with Expedia means one less thing to worry about. Most air carriers advertise prices up to 12 months prior to departure dates. Usually, this is the cheapest time to book. If circumstances have left you booking late, great deals to Windward Cay will sometimes occur just a few weeks before departure.
What does an Expedia Windward Cay travel package include?
Much of that is up to you. You can select from a variety of Windward Cay packages, such as a rental car, flight and hotel. You can also book a flight and a hotel, or a flight with a rental car. Once you’ve made your booking, you can add on the fun stuff like experiences and tours. Whatever your perfect Windward Cay trip looks like, get set to save!
What should I know before booking a Windward Cay travel package?
Bundling your bookings into a Windward Cay vacation package is the easiest way to organize your trip. Not only that, you’ll save when you combine your hotels, flights and car rentals. Once you’ve booked, why not add on a tour or an activity?
If I'm not able to travel, can I cancel my Windward Cay vacation package?
Your situation can change unexpectedly, so yes, you can. You may be able to change or cancel your Windward Cay vacation package for free within 24 hours of booking. For bookings made more than 24 hours ago, you can still make changes, but your car rental company, airline or hotel may impose a charge. Need more information? Take a look at our Customer Service Portal. We’re here to help make sure your getaway goes off without a hitch.

Discover the most popular places to visit in Windward Cay

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.