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Southernmost Beach Resort
Southernmost Beach Resort

508 South St, Key West 33040

4.0 out of 5.0
4.5 out of 5 (2,536 reviews)

This Key West historical district hotel is 2 blocks from Southernmost Point. Ernest Hemingway Home and Museum, and Key West …

£329
Duval House
Duval House

815 Duval St, Key West 33040

3.0 out of 5.0
4.2 out of 5 (473 reviews)

Located in Key West Historic District, this bed & breakfast is steps from Reworx and Ernest Hemingway Home and Museum. Audubo …

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Pegasus International Hotel
Pegasus International Hotel

501 Southard Street, Key West 33040

2.5 out of 5.0
3.7 out of 5 (93 reviews)

Located in Key West Historic District, this hotel is within a 10-minute walk of San Carlos Institute - Casa Cuba, Ernest …

£256
The Saint Hotel Key West, Autograph Collection
The Saint Hotel Key West, Autograph Collection

417 Eaton Street, Key West 33040

3.5 out of 5.0
4.5 out of 5 (216 reviews)

Located in Key West Historic District, this romantic hotel is steps from Key West Film Society and Mallory Square. Audubon …

£322
Ambrosia Key West
Ambrosia Key West

622 Fleming St, Key West 33040

3.5 out of 5.0
4.6 out of 5 (187 reviews)

Located in Key West Historic District, this bed & breakfast is within a 10-minute walk of Nancy Forrester's Secret Garden, …

£249
Lighthouse Court Hotel - Key West
Lighthouse Court Hotel - Key West

902 Whitehead St, Key West 33040

3.5 out of 5.0
4.1 out of 5 (827 reviews)

This small hotel is located across the street from the Hemingway Home and Museum and next door to the Key West Lighthouse & …

£221
Bahamas House
Bahamas House

522 Bahama Street, Key West 33040

4.0 out of 5.0

Located in Key West Historic District, this villa is within a 10-minute walk of San Carlos Institute - Casa Cuba, Ernest …

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Casa 325
Casa 325

325 Duval St., Key West 33040

2.5 out of 5.0
4.3 out of 5 (79 reviews)

Located in Key West Historic District, this guesthouse is steps from Duval Street Wreckers Museum and Mallory Square. Audubon …

£191
Crowner s Jewel Townhouse
Crowner s Jewel Townhouse

516 Porter Lane, Key West 33040

3.5 out of 5.0

Situated in Key West, this vacation home is within a 10-minute walk of Harry S. Truman Little White House, Audubon House an …

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Almond Tree Inn
Almond Tree Inn

512 Truman Ave, Key West 33040

3.5 out of 5.0
4.8 out of 5 (690 reviews)

Located in Key West Historic District, this hotel is within a 5-minute walk of Tennessee Williams Key West Exhibit and Ernest …

£319
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Pocket Guide: Key West Historic District Jackson Square Hotels

Stay near Jackson Square

Jackson Square is at the far west side of Key West Island and hosts Monroe County’s main judicial buildings. Whether you are visiting Jackson Square on official business and or simply for sightseeing, you will find plenty of accommodation nearby. Relax beneath the veranda of a boutique guesthouse or go for a dip in an outdoor pool at hotels near Jackson Square.

The streets surrounding Jackson Square offer a range of hotels and inns, often at lower prices than those on the coast. Jackson Square is just a short walk from accommodation near Southernmost Point and, in the north, Mallory Square. Or you could head to the oceanfront to find expansive resorts with luxurious rooms overlooking Key West’s marinas and beaches.

Visit the Judicial Centre of Key West

Jackson Square is the judicial and governmental heart of Key West. Wander around the grassy square to appreciate the beautiful old-world architecture. One of the most impressive buildings is the Monroe County Courthouse, a red-brick building fronted by a white pillared pediment. The centre of the square is dominated by the Clerk of Court’s building. Elsewhere, find the offices of the county’s Supervisor of Elections, where they oversee electoral registration and counting.

One of the most eye-catching features of Jackson Square is the kapok tree. This tropical plant, recognisable by the twisted, tapered based of its trunk, is more commonly found in Mexico and the Caribbean, and is sacred to Mayan culture.

Things to Do near Jackson Square

In one corner of Jackson Square lies Mile Marker 0, the point in Florida Keys from which the rest of string of islands is measured. There are several family-friendly activities around this area. To the south lies the Ernest Hemingway Museum, which commemorates the life and work of one of America’s great writers. To the north sits Mallory Square, where you’ll find the Key West Aquarium and the fascinating Shipwreck Museum.

While you are unlikely to need to visit the courthouse and other legal institutions while staying in Key West, the attractive buildings on Jackson Square are still well worth seeing as they contribute to the overall charming atmosphere of the city.

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