Old Town Key West, FL

Key West

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
Key West Historic District featuring signage

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
Fully refundable
The price is ₩256,189 per night from Nov 30 to Dec 1
₩256,189
₩394,145 total
Nov 30 - Dec 1
includes taxes & fees
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
8.6/10 Excellent! (2,859 reviews)
Wonderful place to stay. Uber pickup was easy. Trolly available across the street for trolly. We had great dining options.

Reviewed on Nov 6, 2025

Southernmost Beach Resort and Guesthouses
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 ₩368,146 per night from Dec 1 to Dec 2
₩368,146
₩501,077 total
Dec 1 - Dec 2
includes taxes & fees
Stay at this 4-star beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach ...
8.2/10 Very Good! (417 reviews)
Been staying at the casa for over 40 years always amazing

Reviewed on Nov 2, 2025

Casa Marina Key West, Curio Collection by Hilton
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 ₩343,250 per night from Nov 18 to Nov 19
₩343,250
₩472,690 total
Nov 18 - Nov 19
includes taxes & fees
Stay at this 4-star 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! (1,014 reviews)
Great beach view!

Reviewed on Nov 1, 2025

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

Winslow's Bungalows - Key West Historic Inns

4 out of 5
725 Truman Avenue, Key West, FL
Fully refundableReserve now, pay when you stay
The price is ₩287,969 per night from Nov 30 to Dec 1
₩287,969
₩397,306 total
Nov 30 - Dec 1
includes taxes & fees
Stay at this 4-star 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 ...
9.2/10 Wonderful! (1,035 reviews)
Great place to get away. Very nice staff and relaxed atmosphere.

Reviewed on Nov 3, 2025

Winslow's Bungalows - Key West Historic Inns
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 ₩367,929 per night from Dec 1 to Dec 2
₩367,929
₩470,964 total
Dec 1 - Dec 2
includes taxes & fees
Stay at this 4-star hotel in Key West. Enjoy a marina, 3 bars/lounges, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in ...
9/10 Wonderful! (1,004 reviews)
Perfect spot to enjoy sunsets. Nice staff. I will return.

Reviewed on Nov 3, 2025

Opal Key Resort & Marina, Key West
Southwinds Motel

Southwinds Motel

2 out of 5
1321 Simonton Street, Key West, FL
The price is ₩208,446 per night from Nov 19 to Nov 20
₩208,446
₩283,177 total
Nov 19 - Nov 20
includes taxes & fees
Stay at this hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and a 24-hour front desk. Our guests praise the breakfast and the pool in our reviews. ...
8.8/10 Excellent! (1,223 reviews)
The room wasn't spotless but was still clean. The inside of draws could be vaccumed or wiped down more. Staff was courteous. Heated pool wasn't so heated as they said. For the Queen bedroom, the bathroom toiletries wasn't much as far as soap and shampoo.

Reviewed on Nov 3, 2025

Southwinds Motel
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

Key West Butterfly and Nature Conservatory featuring zoo animals, animals and flowers

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
Key West featuring a marina, a coastal town and general coastal views

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
Clarence S. Higgs Memorial Beach Park which includes landscape views, tropical scenes and a sandy beach

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
Great location for great pictures, very nice beach

White St. Gallery

While White St. Gallery might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Duval Street and Saint Mary Star of the Sea.

White St. Gallery


Old Town Key West, FL