Windward Cay Vacation Packages
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Top Holiday Package Deals in Windward Cay
Price found within the past 48 hours. Click for updated prices.
Westgate Lakes Resort & Spa Universal Studios Area
Price was CA $1,159, price is now CA $579 per person
CA $579
per person
Jun 1 - Jun 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.4/10 Very Good! (5,960 reviews)
Yes, thankfully no pets or borthersome pets
Reviewed on Mar 24, 2026
Palazzo Lakeside Hotel
Price was CA $1,976, price is now CA $814 per person
CA $814
per person
May 2 - May 7
found 23 hours ago
Roundtrip flight included
Hamilton (YHM) to Orlando (MCO)
8.2/10 Very Good! (5,182 reviews)
It’s a Good,clean,and confortable hotel. I highley recomend the pool is spacious and the evento have a kids club where your kids can play and have fun
Reviewed on Mar 23, 2026
Westgate Palace Hotel / Universal / I-Drive
International Drive District
Price was CA $2,594, price is now CA $1,171 per person
CA $1,171
per person
May 6 - May 13
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Orlando (MCO)
8.8/10 Excellent! (1,228 reviews)
1) room service not provided every day.
2) water flows in every where is super slow.
3)breakfasts is not available.
Reviewed on Mar 21, 2026
Westgate Vacation Villas Resort
Price was CA $1,165, price is now CA $666 per person
CA $666
per person
Apr 27 - May 2
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
8/10 Very Good! (1,820 reviews)
The place was ok, i like the areas, i purchase this place because of the water park that i saw on the pictures, so, i though that would be a great idea to be there for a weekend with a small water park on it, and when i got there, it got me by surprise that i had to pay $25 pp to get access to that pool.
Otherwise, i arrive to the resort at late night, i was happy because they upgrade the room, but, when i got to the villa that i was assigned, the door was open, so, i told my family to stay outside and i had to go inside and check every closet to make sure that there was no one in the apartment.
Overall this is a nice place to be, with many things or activities that you can do there with some extra cash.
Reviewed on Mar 24, 2026
Westgate Leisure Resort
International Drive District
Price was CA $1,481, price is now CA $861 per person
CA $861
per person
May 6 - May 13
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Orlando (MCO)
8.4/10 Very Good! (1,000 reviews)
Have stayed here a few times and will again in future. Quiet, plenty of room to relax.
Reviewed on Mar 19, 2026
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
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.
Windward Cay Hotel Deals
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
Fully refundableReserve now, pay when you stay
The price is CA $259 per night from Apr 12 to Apr 13
CA $259
CA $367 total
Apr 12 - Apr 13
includes taxes & fees
8/10 Very Good! (9,255 reviews)
We began staying at the grove many years ago when it opened. Since then, cleanliness has declined, and many rooms (we've stayed in the last few years). need serious fixing and upgrading (cabinets and dressers falling apart, showers needs updating, hallways to rooms are constantly full of garbage ...
Reviewed on Mar 24, 2026
Hyatt Regency Orlando International Airport
9300 Jeff Fuqua Boulevard Orlando FL
Fully refundableReserve now, pay when you stay
The price is CA $273 per night from Mar 30 to Mar 31
CA $273
CA $307 total
Mar 30 - Mar 31
includes taxes & fees
9.4/10 Exceptional! (4,068 reviews)
Quick easy check in; clean room and quiet n comfy.
Reviewed on Mar 24, 2026
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
The price is CA $176 per night from Apr 22 to Apr 23
CA $176
CA $198 total
Apr 22 - Apr 23
includes taxes & fees
9.2/10 Wonderful! (4,985 reviews)
Excellent!!! Everything was wonderful. The room was comfortable, spacious, very clean and had everything we could imagine. The property was safe, there are several pools, 5 bars, 4 restaurants and shuttle services. Close to all parks and places to eat. We will definitely stay again.
Reviewed on Mar 24, 2026
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
Discover the most popular places to visit in Windward Cay
Walt Disney World® Resort
4.5/5(226 reviews)
Walt Disney World® Resort is part of Orlando. It makes up part of bustling metropolis that is home to 240,000 inhabitants. Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando’s city center. If you are flying in, Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando International Airport.
Universal Studios Florida
4.5/5(989 reviews)
Movie sets and thrill rides combine to create this internationally acclaimed theme park.
Universal Orlando Resort
4.5/5(400 reviews)
Make your Florida vacation one to remember with a stay at this hotel and theme park complex.
Things to do
Universal Orlando Resort Theme Park Tickets (US & Canada)
CA $282
per adult
86% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
CA $37
per adult
92% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.