The Meadows Vacations from $659

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Your The Meadows Vacation

Make travel planning simple by creating a vacation package to The Meadows. We'll take care of all the details, so you can focus on soaking up everything this neighborhood has to offer. Your trip to The Meadows wouldn't be complete without seeing major attractions nearby such as Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Mallory Square. Stop dreaming and start doing. When you're ready to book your ideal vacation to The Meadows, Expedia is here to help.

The Latest The Meadows Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
Old Town Key West
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
8.6/10 Excellent! (2,555 reviews)
Great place great amenities clean loved it

Reviewed on Jul 8, 2025

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only

3.5 out of 5
Old Town Key West
Save 100% on your flight
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
10/10 Exceptional! (1,002 reviews)
Great Breakfast and Happy Hour! Wonderful Staff!

Reviewed on Jul 4, 2025

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

3.5 out of 5
Old Town Key West
Save 100% on your flight
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
9.8/10 Exceptional! (1,002 reviews)
Location location location. Nice clean room Adults only

Reviewed on Jul 5, 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
Save 100% on your flight
per person
Sep 21 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) 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

Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
Old Town Key West
Save 100% on your flight
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Atlanta (ATL) to Key West (EYW)
8.2/10 Very Good! (193 reviews)
Constructive Criticism: 1) lanai door would not lock 2) Pools were too hot. Health Department recommends no more than 85 degrees. Pools were 93. 3) No hot water in shower at times 4) No Microwave in room 5) USB ports on nightstand were dead

Reviewed on Jul 8, 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
Key West Historic District

Old Town Key West

3 out of top 10 points of interest in this area
4.5/5(226 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
$164 nightly
The price is $182 total per night from Jul 10 to Jul 11
$182 total
Jul 10 - Jul 11
Total includes taxes and fees
8.6/10 Excellent! (1,001 reviews)
"Beautiful location"

Reviewed on Jul 3, 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
$119 nightly
The price is $134 total per night from Jul 14 to Jul 15
$134 total
Jul 14 - Jul 15
Total includes taxes and fees
9/10 Wonderful! (1,005 reviews)
"Amazing place to stay, will be back next time in Key West"

Reviewed on Jul 6, 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
$210 nightly
The price is $236 total per night from Jul 21 to Jul 22
$236 total
Jul 21 - Jul 22
Total includes taxes and fees
8.4/10 Very Good! (1,302 reviews)
"Expensive compared to a “real resort”"

Reviewed on Jul 6, 2025

Beachside Resort & Residences
See all 2,798 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

Kid Friendly Vacations

Kid Friendly Vacations

Discover the most popular places to visit in The Meadows

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