Downtown Key West Vacations

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Where to stay in Downtown Key West

Find the best Downtown Key West areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Key West
Key West Historic District

Old Town Key West

4 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.

Find hotels in Old Town Key West

Downtown Key West Hotel Deals

Heron House - Adult Only
Heron House - Adult Only
3.5 out of 5
512 Simonton St, Key West, FL
The price is AED 555 per night from May 12 to May 13
AED 555
AED 732 total
12 May - 13 May
includes taxes & fees
9/10 Wonderful! (1,119 reviews)
"Very helpful owners and staff. Everything was easy."

Reviewed on 10 May 2025

Heron House - Adult Only
Duval House
Duval House
3 out of 5
815 Duval St, Key West, FL
The price is AED 657 per night from May 13 to May 14
AED 657
AED 819 total
13 May - 14 May
includes taxes & fees
9.2/10 Wonderful! (1,002 reviews)
"Very good location. Gardens and surrounding areas receive little care and maintenance."

Reviewed on 8 May 2025

Duval House
Pegasus International Hotel
Pegasus International Hotel
2.5 out of 5
501 Southard Street, Key West, FL
The price is AED 576 per night from May 15 to May 16
AED 576
AED 793 total
15 May - 16 May
includes taxes & fees
8/10 Very Good! (1,001 reviews)
"Clean comfortable and parking included. Also pretty quiet for Duval St."

Reviewed on 7 May 2025

Pegasus International Hotel
See all 2,864 properties in Downtown 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 Downtown 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
San Carlos Institute - Casa Cuba

San Carlos Institute - Casa Cuba

4.5/5(22 reviews)

You can spend an afternoon exploring the galleries in San Carlos Institute - Casa Cuba during your trip to Key West. Stroll along the area's beautiful beaches or experience its lively festivals.

San Carlos Institute - Casa Cuba
Jackson Square featuring heritage architecture and an administrative buidling

Jackson Square

4.5/5(81 reviews)

You can learn about the history of Key West with a stop at Jackson Square. Stroll along the seaside or discover the area's beautiful sunsets.

Jackson Square