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 SAR 571 per night from May 13 to May 14
SAR 571
SAR 752 total
includes taxes & fees
13 May - 14 May
9/10 Wonderful! (1,115 reviews)
"A wonderful stay. A cute place with a pool. Bed was comfortable. Breakfast was good too. Walk to Duvall street was easy."

Reviewed on 7 May 2025

Heron House - Adult Only
Duval House
Duval House
3 out of 5
815 Duval St, Key West, FL
The price is SAR 671 per night from May 13 to May 14
SAR 671
SAR 836 total
includes taxes & fees
13 May - 14 May
9.2/10 Wonderful! (1,000 reviews)
"This property was older, but very well maintained and full of charm. The gardens were beautiful and just added to the overall experience. You can step out right on Duvall street, or sit at a table within the property and people watch Duvall street. The breakfast features fresh fruit and fruit and ..."

Reviewed on 4 May 2025

Duval House
Pegasus International Hotel
Pegasus International Hotel
2.5 out of 5
501 Southard Street, Key West, FL
The price is SAR 594 per night from May 14 to May 15
SAR 594
SAR 816 total
includes taxes & fees
14 May - 15 May
8/10 Very Good! (1,000 reviews)
"I love the parking option."

Reviewed on 29 April 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