Meadows Vacations from $1,310
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Your Meadows Vacation
Reserving a Meadows vacation package is a wonderful way to become acquainted with this unique neighborhood. From its must-visit places to its lesser-known delights, you won't be short of adventures. Want to head out and see the sights during your trip to Meadows? Be sure to stop by nearby attractions such as Ernest Hemingway Home and Museum, Audubon House and Tropical Gardens and Mallory Square. No matter what your dream Meadows vacation may look like, you can make it a reality with Expedia.
The Latest Meadows Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Oceans Edge Key West Resort, Hotel & Marina
Save 100% on your flight
Price was $1,906, price is now $1,310 per person
$1,310
per person
Mar 18 - Mar 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (1,736 reviews)
Although not a lot of amenities you didn't need to pay for, we enjoyed the option to be away from the craziness of Key West and still be able to enjoy it via the very convenient shuttle. Gorgeous resort - we will be back!
Reviewed on Jan 13, 2026
The Key West Hotel
Key West Historic District
Save 100% on your flight
Price was $2,973, price is now $1,857 per person
$1,857
per person
Mar 18 - Mar 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9.2/10 Wonderful! (505 reviews)
Being right on Duval Street if city noise bothers you you might want to stay a block or two off Duval. But if you want all the action then this place is fantastic. Staff is great and the room was nicely appointed and very comfortable.
Reviewed on Dec 12, 2025
Pier House Resort & Spa
Key West Historic District
Save 100% on your flight
Price was $2,706, price is now $1,916 per person
$1,916
per person
Mar 18 - Mar 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Key West (EYW)
9/10 Wonderful! (1,006 reviews)
I booked balcony view and we got the view of the back end of the cafe/bar . Listened to their hvac system while outside and the obnoxiously loud fountain that at night would gush water. Then on top of this was the ants in the room. They were all over the coffee area . Getting in our food . Had to throw away food. Also in the bathroom had ants fall down into my underwear. They said they were sending house keeping but if they came this needed more intervention. Hate to say this our room was nice. The air conditioner comes on every 15 minutes right above your head so another bad point. At $950 a night for the weekend. It makes me ill.
Reviewed on Jan 11, 2026
Where to stay in Meadows
Find the best Meadows areas and neighborhoods for the activities you enjoy most. Learn more about Meadows
Old Town Key West
5 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.
Meadows Hotel Deals
Authors of Key West Guest House
725 White St. & Petronia Key West FL
$239 nightly
The price is $269 total per night from Jan 19 to Jan 20
$269 total
Jan 19 - Jan 20
Total with taxes and fees
9/10 Wonderful! (1,005 reviews)
Spacious room with comfortable bed, quiet air conditioning and ceiling fan, no street noise, satisfactory continental breakfast and attentive front desk.
Reviewed on Jan 12, 2026
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
$412 nightly
The price is $464 total per night from Jan 15 to Jan 16
$464 total
Jan 15 - Jan 16
Total with taxes and fees
8.6/10 Excellent! (1,894 reviews)
Beautiful property, helpful staff , would highly recommend
Reviewed on Jan 11, 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
$342 nightly
The price is $384 total per night from Jan 15 to Jan 16
$384 total
Jan 15 - Jan 16
Total with taxes and fees
8/10 Very Good! (1,846 reviews)
Everything was clean, people were friendly. A lot to do there
Reviewed on Jan 11, 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.
Discover the most popular places to visit in 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.
Things to do
Shipwreck Treasure Museum Tickets
$19
per adult
78% of travellers recommend
Sunset Sail in Key West with Beverages Included
$79
per adult
98% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.