The Meadows Vacation Packages

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Top Holiday Package Deals in The Meadows

Price found within the past 48 hours. Click for updated prices.
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4 out of 5
Old Town Key West
per person
Aug. 1 - Aug. 4
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Key West (EYW)
8.4/10 Very Good! (618 reviews)
The service at the poolside or the private beach was amazing!! Within walking distance to many shops and restaurants. It's also easy to rent a scooter, bike or golf cart to get to the other end of the island. Highly recommend staying here!

Reviewed on Jun. 4, 2024

Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
Key West Historic District
Save 100% on your flight
per person
Aug. 1 - Aug. 4
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Key West (EYW)
8.8/10 Excellent! (1,007 reviews)
Location, service, the property in general, a first class experience.

Reviewed on Jun. 3, 2024

Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5
Northside Resort
per person
Jul. 8 - Jul. 15
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
7.8/10 Good! (1,609 reviews)
Beautiful setting the room AC could be updated but very clean

Reviewed on Jun. 4, 2024

Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns

3.5 out of 5
Old Town Key West
per person
Jul. 8 - Jul. 15
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
8.8/10 Excellent! (447 reviews)
Location, location, location! This cute little place is close to so much. Love the small cozy feel to this place. It was great place to stay. The staff was super helpful and very friendly. The breakfast was delicious.

Reviewed on Jun. 4, 2024

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only

3.5 out of 5
Key West Historic District
Save 100% on your flight
per person
Jul. 8 - Jul. 15
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Key West (EYW)
10/10 Exceptional! (1,002 reviews)
Except Service! Top Notch Staff! Free dink for happy hour and free daily breakfast!! Daniel and Jack were Great!!!

Reviewed on Jun. 4, 2024

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
Audubon House and Tropical Gardens featuring a house

Key West Historic District

4 out of top 10 points of interest in this area
4.5/5(156 area reviews)

Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.

Find hotel + flight trips in Key West Historic District

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 $189 per night from Jun. 10 to Jun. 11
CA $189
CA $213 total
includes taxes & fees
Jun 10 - Jun 11
8.8/10 Excellent! (1,008 reviews)
"Quaint place with friendly staff. Great location, we walked to downtown, which was less than a mile. Parking is available on side street. Interesting fact to have the spa/ hot tub (not what we thought it was a small pool) running given the plus 90F temperature, nevertheless the courtyard provided ..."

Reviewed on Jun. 2, 2024

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 $220 per night from Jun. 10 to Jun. 11
CA $220
CA $275 total
includes taxes & fees
Jun 10 - Jun 11
8.2/10 Very Good! (989 reviews)
"The property was veey nice. It was well kept the front desk peoplr were very pleasant and helpful.."

Reviewed on Jun. 2, 2024

The Palms Hotel
The Caroline #2 | 2 Bed, 1 Bath
The Caroline #2 | 2 Bed, 1 Bath
Key West
The price is CA $414 per night from Jun. 20 to Jun. 21
CA $414
CA $783 total
includes taxes & fees
Jun 20 - Jun 21
9.4/10 Exceptional! (6 reviews)
Great Location
"We loved the intimate setting. And how close the rental was to everything yet it felt VERY private and secluded. The owners were extremely accommodating whenever we had any questions or concerns. The owner's were extremely helpful and generous when we needed items that we had forgotten. Great hospitality ..."

Reviewed on May 14, 2024

The Caroline #2 | 2 Bed, 1 Bath
See all 2,676 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

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 $1,128. 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.

Discover the most popular places to visit in The Meadows

Image for The Unitarian Universalist Fellowship of Key West

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.

The Unitarian Universalist Fellowship of Key West

Other vacations you might like

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