Key West Holidays
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Where to stay in Key West
Find the best Key West areas and neighborhoods for the activities you enjoy most. Learn more about Key West
Old Town Key West
4 out of top 10 points of interest in this area
5/5(6 area reviews)
While visiting Old Town Key West, you might make a stop by sights like Duval Street and Ernest Hemingway Home and Museum.
Top hotels in Key West
Beachside Resort & Residences
3841 N Roosevelt Blvd Key West FL
Fully refundableReserve now, pay when you stay
The price is 5.928.504 ₫ per night from 8 Jan to 9 Jan
5.928.504 ₫
7.999.385 ₫ total
8 Jan - 9 Jan
includes taxes & fees
8.4/10 Very Good! (1,858 reviews)
The grounds are beautiful. Our room was a smaller room and it was nice but some things didn’t work properly. The toilet didn’t flush well, the shower head would turn on when filling the bathtub, tv would turn off randomly and the floors were dirty. Reasonably price in comparison to other places in ...
Reviewed on 1 Jan 2026
Blue Flamingo Resort Key West
3820 North Roosevelt Boulevard Key West FL
Fully refundableReserve now, pay when you stay
The price is 6.359.483 ₫ per night from 11 Jan to 12 Jan
6.359.483 ₫
8.631.994 ₫ total
11 Jan - 12 Jan
includes taxes & fees
8/10 Very Good! (1,812 reviews)
The hotel is perfect for the price. Only disappointment was show service which might be due to the holiday season.
Reviewed on 1 Jan 2026
Southernmost Beach Resort and Guesthouses
1319 Duval Street Key West FL
Fully refundable
The price is 8.960.015 ₫ per night from 13 Jan to 14 Jan
8.960.015 ₫
12.001.324 ₫ total
13 Jan - 14 Jan
includes taxes & fees
8.6/10 Excellent! (2,969 reviews)
The experience was great., this is the best time of the year to visit Key West. Resort amenities needed an upgrade especially pool areas, beach area is not exclusive to resort guests. customer service was great. Resort fees ( especially parking) expensive for what they offer. All overall good and ...
Reviewed on 3 Jan 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.
Popular places to visit
Duval Street
4.5/5(47 reviews)
With a visit to Duval Street, a favourite shopping spot in Key West, you can find the perfect gifts to bring home. Wander the seaside or discover the area's beautiful sunsets.
Mallory Square
4/5(36 reviews)
You can find out about the history of Key West with a trip to Mallory Square. Stroll along the area's beautiful beaches or experience its lively festivals.
Smathers Beach
4/5(10 reviews)
If a restful holiday is part of your travel plans, Smathers Beach might be the perfect place to visit during your trip to Key West. Stroll along the seaside or discover the area's sunrises.
