Jackson Square

Jackson Square showing an administrative buidling and heritage architecture
Jackson Square showing heritage architecture
Jackson Square featuring heritage elements and an administrative buidling
Jackson Square featuring a house and street scenes
Jackson Square featuring signage and art


Tours & day trips

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History & culture

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Wildlife & nature

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Private & custom tours

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Adventure & outdoor

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Popular places to visit


Top Hotel Deals

Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and Guesthouses
4 out of 5
1319 Duval Street, Key West, FL
Southernmost Beach Resort and Guesthouses
La Concha Key West, Autograph Collection
La Concha Key West, Autograph Collection
4 out of 5
430 Duval St, Key West, FL
La Concha Key West, Autograph Collection
The Cabana Inn Key West - Adults Only
The Cabana Inn Key West - Adults Only
3 out of 5
413 Applerouth Lane, Key West, FL
The Cabana Inn Key West - Adults Only
Pier House Resort & Spa
Pier House Resort & Spa
4 out of 5
1 Duval St, Key West, FL
Pier House Resort & Spa
Duval House
Duval House
3 out of 5
815 Duval St, Key West, FL
Duval House
The Marker Key West Harbor Resort
The Marker Key West Harbor Resort
4 out of 5
200 William Street, Key West, FL
The Marker Key West Harbor Resort
Opal Key Resort & Marina, Key West
Opal Key Resort & Marina, Key West
4 out of 5
245 Front Street, Key West, FL
Opal Key Resort & Marina, Key West
Winslow's Bungalows - Key West Historic Inns
Winslow's Bungalows - Key West Historic Inns
4 out of 5
725 Truman Avenue, Key West, FL
Winslow's Bungalows - Key West Historic Inns
Amsterdam's Curry Mansion Inn
Amsterdam's Curry Mansion Inn
3 out of 5
511 Caroline St, Key West, FL
Amsterdam's Curry Mansion Inn
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.