Old Town Key West, FL

Key West

Key West Historic District
Key West Historic District
South Beach showing a beach, tropical scenes and general coastal views
Ernest Hemingway Home and Museum featuring interior views and a house
Florida Keys featuring a sandy beach, tropical scenes and general coastal views

Popular places to visit


Old Town Key West Hotel Deals

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street Key West FL
The price is ₩687,961 per night from Jan 26 to Jan 27
₩687,961
₩882,258 total
Jan 26 - Jan 27
includes taxes & fees
Book a stay at this beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.6/10 Excellent! (3,008 reviews)
NA but view from restaurant on beach great

Reviewed on Jan 20, 2026

Southernmost Beach Resort and Guesthouses
Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns

4 out of 5
725 Truman Avenue Key West FL
The price is ₩681,288 per night from Jan 27 to Jan 28
₩681,288
₩841,428 total
Jan 27 - Jan 28
includes taxes & fees
Stay at this hotel in Key West. Enjoy free breakfast, free WiFi, and 3 outdoor pools. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
9.2/10 Wonderful! (1,122 reviews)
Outstanding place. Great location minutes from Duval Street, walkable to everything. Room was safe, clean, updated, great shower and three pools all heated! Breakfast was a feast of so many options you have to limit yourself or you won't eat again that day. We didn't have a car but they had two big ...

Reviewed on Jan 19, 2026

Winslow's Bungalows - Key West Historic Inns
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4 out of 5
1435 Simonton Street Key West FL
The price is ₩660,609 per night from Feb 1 to Feb 2
₩660,609
₩843,147 total
Feb 1 - Feb 2
includes taxes & fees
Book a stay at this beach resort in Key West. Enjoy a full-service spa, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.4/10 Very Good! (1,002 reviews)
Fantastic beach resort stay. My kids loved the pool, and the restaurant was very good (though expensive). The suite was ideal for our family -- once the kids were asleep the grownups could enjoy drinks on the balcony.

Reviewed on Jan 15, 2026

The Reach Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street Key West FL
The price is ₩516,841 per night from Jan 22 to Jan 23
₩516,841
₩681,409 total
Jan 22 - Jan 23
includes taxes & fees
Book a stay at this beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and Southernmost ...
8.2/10 Very Good! (508 reviews)
Friendly as they come. Nice experience! Great location with the private beach and old Florida feel.

Reviewed on Jan 16, 2026

Casa Marina Key West, Curio Collection by Hilton
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

4 out of 5
245 Front Street Key West FL
The price is ₩827,834 per night from Jan 27 to Jan 28
₩827,834
₩989,640 total
Jan 27 - Jan 28
includes taxes & fees
Stay at this hotel in Key West. Enjoy a marina, 3 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. ...
9/10 Wonderful! (1,024 reviews)
Great place!

Reviewed on Jan 19, 2026

Opal Key Resort & Marina, Key West
Duval House

Duval House

3 out of 5
815 Duval St Key West FL
The price is ₩502,032 per night from Jan 27 to Jan 28
₩502,032
₩596,626 total
Jan 27 - Jan 28
includes taxes & fees
Stay at this B&B in Key West. Enjoy parking (surcharge), daily housekeeping, and a garden. Our guests praise the breakfast and the pool in our reviews. Popular ...
9.4/10 Exceptional! (1,001 reviews)
Yes

Reviewed on Jan 17, 2026

Duval House
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.

Other neighborhoods around Old Town Key West

Sunset on Carnival Cruise in Key West.

Uptown - Upper Duval

4.5/5(72 area reviews)

If you're spending some time in Uptown - Upper Duval, Duval Street and Key West Butterfly and Nature Conservatory are top sights worth seeing.

Uptown - Upper Duval
Duval Street

Downtown Key West

If you're spending some time in Downtown Key West, Duval Street and Ernest Hemingway Home and Museum are top sights worth seeing.

Downtown Key West
Audubon House and Tropical Gardens featuring a house

Key West Historic District

4.5/5(4,033 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.

Key West Historic District
Harry S. Truman Little White House which includes a house and cycling

Bahama Village

5/5(38 area reviews)

Bahama Village is noteworthy for its historic sites, and you can make a stop at top attractions like Duval Street and Key West Lighthouse and Keeper's Quarters Museum.

Bahama Village
Not a bad beach, just not very big.

Casa Marina

While visiting Casa Marina, you might make a stop by sights like Clarence S. Higgs Memorial Beach Park and Florida Keys Beaches.

Casa Marina
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The Meadows

Though The Meadows might not have many top sights, you can venture to the surrounding area to see attractions like Duval Street and Ernest Hemingway Home and Museum.

The Meadows


Old Town Key West, FL