Old Town Key West Vacations

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Where to stay in Old Town Key West

Find the best Old Town Key West areas and neighborhoods for the activities you enjoy most. Learn more about Old Town Key West
Audubon House and Tropical Gardens featuring a house

Key West Historic District

2 out of top 10 points of interest in this area
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.

Find hotels in Key West Historic District

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 AED 1,776 per night from Feb 10 to Feb 11
AED 1,776
AED 2,267 total
10 Feb - 11 Feb
includes taxes & fees
8.6/10 Excellent! (3,063 reviews)
The location was great. The room could have been cleaner. There were fruit flies in the bathroom.

Reviewed on 6 February 2026

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 AED 1,741 per night from Feb 10 to Feb 11
AED 1,741
AED 2,207 total
10 Feb - 11 Feb
includes taxes & fees
8.2/10 Very Good! (527 reviews)
Beautiful beach- gorgeous hotel-top level service - love everything about it!

Reviewed on 5 February 2026

Casa Marina 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
The price is AED 1,737 per night from Feb 11 to Feb 12
AED 1,737
AED 2,140 total
11 Feb - 12 Feb
includes taxes & fees
9.2/10 Wonderful! (1,151 reviews)
Staff was so nice . Need to invest in better pillows. Great location.

Reviewed on 8 February 2026

Winslow's Bungalows - Key West Historic Inns
See all 1,351 properties in Old Town Key West
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 Old Town Key West

Ernest Hemingway Home and Museum featuring heritage elements and a house

Ernest Hemingway Home and Museum

4.5/5(1,707 reviews)

You can spend time studying the exhibits at Ernest Hemingway Home and Museum in Key West. Wander the area's seaside or simply enjoy one of its lively bars.

Ernest Hemingway Home and Museum
South Beach featuring a sandy beach and general coastal views as well as a small group of people

South Beach

4/5(980 reviews)

If a restful vacation is part of your travel plans, South Beach might be the perfect place to seek out during your trip to Key West. Stroll along the seaside or discover the area's sunsets.

South Beach
Higgs Beach showing a sandy beach and tropical scenes as well as a large group of people

Clarence S. Higgs Memorial Beach Park

4/5(819 reviews)

Why not spend a carefree afternoon at Clarence S. Higgs Memorial Beach Park during your travels in Key West? Wander the seaside and gardens while you're in the area.

Clarence S. Higgs Memorial Beach Park