The Meadows Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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    With over 300,000 hotels worldwide, it's easy to create a perfect package

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Top Holiday Package Deals in The Meadows

Price found within the past 48 hours. Click for updated prices.
Hyatt Vacation Club at Sunset Harbor, Key West

Hyatt Vacation Club at Sunset Harbor, Key West

3.5 out of 5
Old Town Key West
Price was CA $1,979, price is now CA $1,617 per person
CA $1,617
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
8.6/10 Excellent! (380 reviews)
Great location, wonderful room, great pool, and great views. Lacking services: no shuttle, no restaurant, you pay resort fees per night but no amenities? We feel like they used the bait and switch on us, great reservation price on room but hit you with nightly fees once you get there. That was our only real negative

Reviewed on Jun 16, 2026

The Key West Hotel

The Key West Hotel

3 out of 5
Key West Historic District
Price was CA $2,894, price is now CA $2,239 per person
CA $2,239
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9.2/10 Wonderful! (559 reviews)
We loved staying here and highly recommended it. Only thing that people might not like is the solo musicians play till 11pm every night. We didn’t mind it since we are not early birds.

Reviewed on Jun 7, 2026

Paradise Place by Avantstay Key West Old Town Condo w/ Shared Pool

Paradise Place by Avantstay Key West Old Town Condo w/ Shared Pool

3 out of 5
Key West Historic District
Price was CA $3,056, price is now CA $2,485 per person
CA $2,485
per person
Aug 28 - Sep 4
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Key West (EYW)
No reviews
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
Key West Historic District
Price was CA $2,113, price is now CA $1,740 per person
CA $1,740
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
9/10 Wonderful! (1,171 reviews)
Awesome place to stay. Fun amenities, great staff. Cold AC. Convenient. Excellent!

Reviewed on Jun 18, 2026

Coconut Beach Resort

Coconut Beach Resort

2.5 out of 5
Old Town Key West
Price was CA $2,546, price is now CA $2,119 per person
CA $2,119
per person
Sep 9 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
8.8/10 Excellent! (194 reviews)
This was a great place to stay! Clean and well-placed on Key West. Pool and patio were great for getting some sun.

Reviewed on May 29, 2026

Where to stay in The Meadows

Find the best The Meadows areas and neighborhoods for the activities you enjoy most. Learn more about The Meadows
Old Town Key West

Old Town Key West

3 out of top 10 points of interest in this area
3.5/5(8 area reviews)

Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.

Find hotels in Old Town Key West

The Meadows Hotel Deals

Authors of Key West Guest House

Authors of Key West Guest House

3 out of 5
725 White St. & Petronia Key West FL
The price is CA $151 per night from Jul 1 to Jul 2
CA $151
CA $170 total
Jul 1 - Jul 2
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"Good"

Reviewed on Jun 17, 2026

Authors of Key West Guest House
The Palms Hotel

The Palms Hotel

3 out of 5
820 White St Key West FL
The price is CA $202 per night from Jul 14 to Jul 15
CA $202
CA $260 total
Jul 14 - Jul 15
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
"The place is super quaint and the room was cute and right next to the pool. They accommodated our dog, for an extra fee. Morning breakfast buffet was tasty and the attendant kept it open a little later for us latecomers. Pool was a perfect temp and very relaxing. Only about 1.25 miles from all the ..."

Reviewed on Jun 17, 2026

The Palms Hotel
Paradise Place by AvantStay | Key West Old Town Condo w/ Shared Pool

Paradise Place by AvantStay | Key West Old Town Condo w/ Shared Pool

Key West FL
Get rates
Paradise Place by AvantStay | Key West Old Town Condo w/ Shared Pool
See all 2,709 properties in The Meadows
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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Frequently asked questions

How much does a The Meadows vacation package cost?
Choose from any combination of car rentals, flights and hotels, and you can be vacationing in The Meadows from just CA $1,617. And the more you bundle, the more money you save. Your dream vacation has never been more affordable.
How do I get a cheap travel package to The Meadows?
Bundle your flights and hotels, throw in extras such as activities or a rental car, and save with a The Meadows vacation package. You won't just land exciting discounts on your adventure — you'll have loads of choice too. When you book through Expedia, you'll have your pick of over 550 air carriers and 1,000,000 properties all over the world. Your affordable vacation begins right here, right now!
Where should I stay in The Meadows?
Travelers come from all over the world to experience Ernest Hemingway Home and Museum and Audubon House and Tropical Gardens in The Meadows. Book a room close to these terrific attractions to make sightseeing easy.
What are the top hotels in The Meadows?
If it's your first visit to The Meadows, book a room at Tropical Old Town Bungalow - Lovely 2nd Floor 1bedroom Unit or Petite Pearl Spacious 1 Bedroom. Both offer comfortable beds and are favorites among many travelers.
How far in advance should I book my The Meadows vacation?
Savvy travelers often book early. You can normally look up international airfares on Expedia up to a year before your flight. If you're purchasing tickets last minute, don't stress. Bargain prices sometimes appear in the last weeks before departure.
What does an Expedia The Meadows travel package include?
Packages include flights, hotels and rental cars, but you can mix and match them to create your perfect The Meadows vacation. You can also add on a few activities and tours once you've made your booking. You're in the driver's seat! When you bundle your bookings with Expedia, you'll score deals you won't find anywhere else.
What should I know before booking a The Meadows travel package?
You'll save plenty with an Expedia travel package. Combine your airfares, rental cars and hotels and pick up fantastic discounts. You're not limited to hotels, however. Book with us and choose from oceanfront condos, mountain cabins and even ranches and treehouses!
Can I choose my airline with a The Meadows Expedia vacation package?
Expedia offers access to more than 550 airline partners worldwide, so you sure can! Simply select the carrier you want and craft the perfect The Meadows escape.
If I'm not able to travel, can I cancel my The Meadows vacation package?
Your situation can change suddenly, so yes, you can. You may be able to cancel and rebook your The Meadows vacation package at no cost if you've booked in the last 24 hours. For bookings older than that, you can still make the necessary changes, but your airline, hotel or car rental company may impose a charge. Looking for more information? Look up our Customer Service Portal. We'll help make sure your getaway goes off without a hitch.

Stay near popular The Meadows attractions

The Unitarian Universalist Fellowship of Key West

Find out about the history of Key West with a stop at The Unitarian Universalist Fellowship of Key West. Amble around the area's seaside or seek out the biking trails.
See properties
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.