Windward Cay Holidays from AU$1,887
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Your Windward Cay Holiday
Take all the hassle out of organising your next break with a Windward Cay holiday package. Soak in the sights and sounds of this captivating neighbourhood and enjoy what it has to offer. Kick start your trip to Windward Cay by checking out nearby attractions such as Old Town, Give Kids the World Village and Medieval Times. Expedia can help you turn your ideal Windward Cay holiday into reality, whatever your budget or travel plans.
Top Holiday Package Deals in Windward Cay
Price found within the past 48 hours. Click for updated prices.
Meliá Orlando Celebration
AU$1,887
per person
11 Nov - 18 Nov
found 23 hours ago
Return direct flight included
Brisbane (BNE) to Orlando (MCO)
8.8/10 Excellent! (1,633 reviews)
The check in process is confusing and unnecessary. The app lets you check in and tells you to scan the QR code on arrival for the key cards. When you arrive to scan the code, there are 2 guest agents there who tell you to go over to the desk. Basically do the check in process again. Just seems like a big circle that could be streamlined. The only other negative, is that the rooms are sound proof but the entry door is NOT. You can hear everyone and everything in the hallway. Now for the positives — I mentioned it was our anniversary with our reservation, and they set up the sweetest display in our room. It was a great added touch. The food at The Wilson is so, so good. The bed was comfy and the toiletries smelled great.
Reviewed on 9 Oct 2026
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
AU$2,706
per person
11 Nov - 18 Nov
found 23 hours ago
Return direct flight included
Brisbane (BNE) to Orlando (MCO)
9.2/10 Wonderful! (1,001 reviews)
The property was conveniently located by plenty of food options, activities and near all theme parks such as Disney seaworld and universal. Plenty of parking and the staff were amazing.
Reviewed on 7 Oct 2026
Lake Buena Vista Resort Village & Spa
AU$2,257
per person
11 Nov - 18 Nov
found 23 hours ago
Return direct flight included
Brisbane (BNE) to Orlando (MCO)
8.4/10 Very good! (10,597 reviews)
Great location and facilities when traveling with the family. The only 2 recommendations are: to do a better dust control in the rooms with curtains, fans and the nightstands lamp shades and replace the king bed mattress.
Reviewed on 9 Oct 2026
Our guide on 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
Bay Lake
3 out of top 10 points of interest in this area
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.
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.
Florida Center
2 out of top 10 points of interest in this area
If you're spending some time in Florida Center, Universal Orlando Resort and Universal Studios Florida are top sights worth seeing.
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.
Reunion
The top golf courses and fun-filled water parks are top of the list for many visitors to Reunion. A stop by Reunion Resort Golf Course or Jack Nicklaus Course might round out your trip.
Our pick of the best Windward Cay Hotel Deals
Hyatt Regency Orlando International Airport
9300 Jeff Fuqua Boulevard Orlando FL
Fully refundableReserve now, pay when you stay
AU$354
2 Nov - 3 Nov
includes taxes & fees
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
Fully refundableReserve now, pay when you stay
AU$221
1 Nov - 2 Nov
includes taxes & fees
Marriott's Grande Vista
5925 Avenida Vista Orlando FL
Fully refundableReserve now, pay when you stay
AU$155
30 Oct - 31 Oct
includes taxes & fees
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.
Frequently asked questions
How much does a Windward Cay holiday package cost?
Tailor make your Windward Cay holiday package from just AU$1,887. 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 holiday 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 holiday 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 neighbourhood'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 holiday?
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 holiday package is the easiest way to organise 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 holiday package?
Your situation can change unexpectedly, so yes, you can. You may be able to change or cancel your Windward Cay holiday 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.
Activities
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
AU$43
per adult
92% of travellers recommend
Walt Disney World® Resort Theme Park Tickets
AU$187
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.