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.
Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 out of 5
per person
Oct 5 - Oct 11
found 15 hours ago
Roundtrip flight included
Toronto (YYZ) to Key West (EYW)
9.2/10 Wonderful! (1,003 reviews)
Great place to stay. If I am back I would stay again

Reviewed on Aug. 1, 2025

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 out of 5
per person
Sep 2 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Key West (EYW)
9.6/10 Exceptional! (1,002 reviews)
Beautiful place ,the price incredible ,but the view from my balcony is the best , I fall in love with my apt/room .

Reviewed on Jul. 30, 2025

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only

3.5 out of 5
Old Town Key West
per person
Sep 2 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Key West (EYW)
10/10 Exceptional! (1,002 reviews)
It was just a all around grest place to stay. Clean, quiet, great staff snd walkable to nice restaurants and shopping.

Reviewed on Jul. 31, 2025

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
per person
Sep 2 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Key West (EYW)
8.4/10 Very Good! (304 reviews)
Kathy needs to get a raise !!! Pay that woman !!!

Reviewed on Jun. 9, 2025

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

3.5 out of 5
Old Town Key West
per person
Sep 2 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Key West (EYW)
9.8/10 Exceptional! (1,005 reviews)
great hotel in Key west ,friendly staff and old style 50's feel...rooms are on the small side ,however breakfast and water by the pool means rooms are for sleeping only

Reviewed on Aug. 1, 2025

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
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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

The Palms Hotel

The Palms Hotel

3 out of 5
820 White St, Key West, FL
The price is CA $165 per night from Aug 11 to Aug 12
CA $165
CA $217 total
Aug 11 - Aug 12
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
"Great staying"

Reviewed on Jul. 25, 2025

The Palms Hotel
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 $124 per night from Aug 3 to Aug 4
CA $124
CA $170 total
Aug 3 - Aug 4
includes taxes & fees
9/10 Wonderful! (1,000 reviews)
"We stayed in the Hellmann. Super comfortable bed and pillows. Very quiet and pleasant stay. However, extremely small bathroom with no shelves on wall to put stuff, so difficult to get ready for the day in there. A mirror in the room would maybe help. Otherwise we enjoyed the peace and quiet and the ..."

Reviewed on Jul. 28, 2025

Authors of Key West Guest House
Beachside Resort & Residences

Beachside Resort & Residences

3.5 out of 5
3841 N Roosevelt Blvd, Key West, FL
Fully refundableReserve now, pay when you stay
The price is CA $186 per night from Aug 18 to Aug 19
CA $186
CA $280 total
Aug 18 - Aug 19
includes taxes & fees
8.4/10 Very Good! (1,399 reviews)
"Wow I would definitely be back What an amazing time Love the views the nicely kept property All round 5 stars"

Reviewed on Jul. 30, 2025

Beachside Resort & Residences
See all 2,774 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.
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 $1,047. 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.