Jackson Square

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


Tours & day trips

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Wildlife & nature

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History & culture

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Private & custom tours

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Adventure & outdoor

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Popular places to visit


Top Jackson Square Hotel Deals

Southernmost Beach Resort
Southernmost Beach Resort
4 out of 5
1319 Duval Street, Key West, FL
Southernmost Beach Resort
Duval House
Duval House
3 out of 5
815 Duval St, Key West, FL
Duval House
NYAH Key West - Adults Only
NYAH Key West - Adults Only
3 out of 5
420 Margaret Street, Key West, FL
NYAH Key West - Adults Only
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
L'Habitation Guest House
L'Habitation Guest House
2.5 out of 5
408 Eaton Street, Key West, FL
L'Habitation Guest House
Coco Plum Inn
Coco Plum Inn
3 out of 5
611 Whitehead Street, Key West, FL
Coco Plum 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.