Hotels near Jackson Square

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Wed, Mar 25
March 2026
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April 2026

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Tonight
Mar 10 - Mar 11
Tomorrow
Mar 11 - Mar 12
This weekend
Mar 13 - Mar 15
Next weekend
Mar 20 - Mar 22

Where to stay near Jackson Square?

The Conch House Heritage Inn

The Conch House Heritage Inn
Old Town Key West, 0.4 mi from Jackson Square
$430 nightly
$483 total
Apr 6 - Apr 7
Total with taxes and fees
The Conch House Heritage Inn

Marrero's Guest Mansion

Marrero's Guest Mansion
Downtown Key West, < 0.1 mi from Jackson Square
$439 nightly
$494 total
Apr 1 - Apr 2
Total with taxes and fees
Marrero's Guest Mansion

Santa Maria Suites

Santa Maria Suites
Uptown - Upper Duval, 0.7 mi from Jackson Square
$705 nightly
$794 total
Apr 7 - Apr 8
Total with taxes and fees
Santa Maria Suites

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
Old Town Key West, 0.3 mi from Jackson Square
$559 nightly
$629 total
Apr 5 - Apr 6
Total with taxes and fees
Opal Key Resort & Marina, Key West

Southernmost House

Southernmost House
Uptown - Upper Duval, 0.7 mi from Jackson Square
$592 nightly
$666 total
Mar 24 - Mar 25
Total with taxes and fees
Southernmost House

Caribbean House

Caribbean House
Bahama Village, 0.2 mi from Jackson Square
$258 nightly
$287 total
Mar 11 - Mar 12
Total with taxes and fees
Caribbean House

The Saint Hotel Key West, Autograph Collection, Adult Only

The Saint Hotel Key West, Autograph Collection, Adult Only
Historic Seaport, 0.1 mi from Jackson Square
$475 nightly
$534 total
Mar 22 - Mar 23
Total with taxes and fees
The Saint Hotel Key West, Autograph Collection, Adult Only

Eden House

Eden House
Historic Seaport, 0.6 mi from Jackson Square
$382 nightly
$430 total
Mar 12 - Mar 13
Total with taxes and fees
Eden House

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
Historic Seaport, 0.1 mi from Jackson Square
$454 nightly
$511 total
Apr 5 - Apr 6
Total with taxes and fees
La Concha Key West, Autograph Collection

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
Uptown - Upper Duval, 0.6 mi from Jackson Square
$539 nightly
$606 total
Mar 11 - Mar 12
Total with taxes and fees
Southernmost Beach Resort and Guesthouses

Kona Kai Oasis

Kona Kai Oasis
Uptown - Upper Duval, 0.7 mi from Jackson Square
$395 nightly
$444 total
Apr 8 - Apr 9
Total with taxes and fees
Kona Kai Oasis

Colors on White

Colors on White
Old Town Key West, 0.7 mi from Jackson Square
$309 nightly
$348 total
Apr 6 - Apr 7
Total with taxes and fees
Colors on White

Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West
New Town, 1.8 mi from Jackson Square
$321 nightly
$361 total
Mar 29 - Mar 30
Total with taxes and fees
Fairfield Inn and Suites by Marriott Key West

Sunnyside Up by Brightwild Pool Parking

Sunnyside Up by Brightwild Pool Parking
Old Town Key West, 0.8 mi from Jackson Square
$1,208 nightly
$1,359 total
Mar 31 - Apr 1
Total with taxes and fees
Sunnyside Up by Brightwild Pool Parking

Coconut Beach Resort Timeshare

Coconut Beach Resort Timeshare
Casa Marina, 0.9 mi from Jackson Square
$1,479 nightly
$1,664 total
Mar 30 - Mar 31
Total with taxes and fees
Coconut Beach Resort Timeshare

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
Downtown Key West, 0.4 mi from Jackson Square
$492 nightly
$554 total
Mar 12 - Mar 13
Total with taxes and fees
Almond Tree Inn Hotel - Adults Only

Key West Villas

Key West Villas
Downtown Key West, 0.2 mi from Jackson Square
$379 nightly
$426 total
Apr 6 - Apr 7
Total with taxes and fees
Key West Villas

L'Habitation Guest House

L'Habitation Guest House
Historic Seaport, 0.1 mi from Jackson Square
$299 nightly
$336 total
Apr 6 - Apr 7
Total with taxes and fees
L'Habitation Guest House

Tropical Inn

Tropical Inn
Downtown Key West, 0.3 mi from Jackson Square
$299 nightly
$333 total
Mar 11 - Mar 12
Total with taxes and fees
Tropical Inn

Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages
Historic Seaport, 0.2 mi from Jackson Square
$430 nightly
$484 total
Mar 17 - Mar 18
Total with taxes and fees
Simonton Court Historic Inn & Cottages
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Other landmarks near Jackson Square

KEY WEST, FLORIDA, USA - September 2012:  San Carlos institute is a historic Key West building also known as "La casa de Cuba"

San Carlos Institute - Casa Cuba

San Carlos Institute - Casa Cuba is just one of the attractions in Old Town Key West, Key West so you might want to stop by during your trip. Why not take a stroll along the beaches and watch the sunset while you're here? If you want to experience more of the culture Key West has to offer, head to Duval Street, Harry S. Truman Little White House, and Audubon House and Tropical Gardens.
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Vibrant atmosphere at Duval Street showcases Key West's historic charm and cultural richness in Florida's lively district

Duval Street

4.5/5 (9,716 reviews)
If you want to give your credit card some exercise, head out to Duval Street, a popular place for shoppers in Key West Historic District. Splash some more cash at We Cycle Key West and Mallory Dock.
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Harry S. Truman Little White House showing interior views and a house

Harry S. Truman Little White House

4.4/5 (983 reviews)
If you're planning a bit of sightseeing head to Harry S. Truman Little White House— just one of the monuments in Old Town Key West. Why not take a stroll along the beaches and watch the sunset while you're here?
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We Cycle Key West

We Cycle Key West is a famous shop in Old Town Key West and is definitely worth popping into during your stay in Key West. Splash some more cash at Duval Street and Mallory Dock.
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St. Paul's Episcopal Church

Key West Historic District is home to St. Paul's Episcopal Church, so why not stop by during your stay in Key West. Why not take a stroll along the beaches and watch the sunset while you're here?
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Key West Film Society

If you want to see a show while you're in town, try and grab some tickets at Key West Film Society in Key West Historic District. Why not take a stroll along the beaches and watch the sunset while you're here? If you enjoy the show and want to see another, Waterfront Playhouse and Red Barn Theater are both a short walk away.
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Red Barn Theater

If you want to see a show while you're in town, try and grab some tickets at Red Barn Theater in Key West Historic District. Why not take a stroll along the beaches and watch the sunset while you're here? If you enjoy the show and want to see another, Waterfront Playhouse and Key West Film Society are both a short walk away.
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Hellings House Museum

Hellings House Museum is just one of the attractions in Key West Historic District, Key West so you might want to stop by during your trip. If you want to experience more of the culture Key West has to offer, head to Audubon House and Tropical Gardens, Harry S. Truman Little White House, and Key West Shipwreck Museum.
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