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Check prices for these dates

Tonight
6 Feb - 7 Feb
Tomorrow
7 Feb - 8 Feb
This weekend
6 Feb - 8 Feb
Next weekend
13 Feb - 15 Feb

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Our top choices for Jackson Square hotels

Free daily continental breakfast

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
3.5 star property
Downtown Key West, 0.6 km from Jackson Square
10.0 out of 10, Exceptional, (1,002 reviews)
"Excellent hotel in a great location just off Duval Street. The staff were very attentive, rooms clean. "
United Kingdom
Stephen
The price is 9.752.574 ₫
10.971.647 ₫ total
includes taxes & fees
10 Feb - 11 Feb
Almond Tree Inn Hotel - Adults Only
Exterior detail

The Gardens Hotel

The Gardens Hotel
4.0 star property
Downtown Key West, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (1,000 reviews)
"Wonderful all around! "
United States
Elena
The price is 13.412.840 ₫
15.089.445 ₫ total
includes taxes & fees
10 Feb - 11 Feb
The Gardens Hotel
Superior Studio Suite, 1 King Bed with Sofa bed, Accessible, Refrigerator & Microwave | Free WiFi, bed sheets

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
3.5 star property
Old Town Key West, 1.1 km from Jackson Square
9.8 out of 10, Exceptional, (141 reviews)
"We absolutely loved finding this gem to stay on our first visit to Key West. Great location, wonderful staff, and excellent room. "
United States
Sammy
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Property grounds

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
3.5 star property
Uptown - Upper Duval, 0.6 km from Jackson Square
9.8 out of 10, Exceptional, (1,002 reviews)
"Clean room, great breakfast and nice staff"
United States
Tari
The price is 9.818.550 ₫
11.045.869 ₫ total
includes taxes & fees
9 Feb - 10 Feb
Orchid Key Inn - Adults Only
Courtyard

The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West, 1.2 km from Jackson Square
9.6 out of 10, Exceptional, (1,001 reviews)
"Great location and really nice room. Def stay here again. "
United States
Daniel
The Grand Guesthouse
Property grounds

Duval House

Duval House
3.0 star property
Downtown Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1,003 reviews)
"Great place! "
United States
David
The price is 7.766.525 ₫
9.295.804 ₫ total
includes taxes & fees
9 Feb - 10 Feb
Duval House
View from room

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
4.0 star property
Old Town Key West, 0.5 km from Jackson Square
9.2 out of 10, Wonderful, (1,038 reviews)
"Great location great staff"
United States
Lori
The price is 13.358.423 ₫
16.050.992 ₫ total
includes taxes & fees
7 Feb - 8 Feb
Opal Key Resort & Marina, Key West
Front of property – evening/night

Southernmost House

Southernmost House
4.0 star property
Uptown - Upper Duval, 1.1 km from Jackson Square
9.4 out of 10, Exceptional, (1,000 reviews)
"Excellent location, friendly staff, great amenities. Very happy we stayed there!"
United States
Gregory
The price is 12.447.220 ₫
16.413.927 ₫ total
includes taxes & fees
8 Mar - 9 Mar
Southernmost House
Property grounds

Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only
3.5 star property
Downtown Key West, 0.5 km from Jackson Square
9.2 out of 10, Wonderful, (1,001 reviews)
"Great location and very clean and quaint! Great front desk staff as well!"
United States
Krista
Paradise Inn Key West - Adults Only
Outdoor pool

The Key West Hotel

The Key West Hotel
2.5 star property
Historic Seaport, 0.3 km from Jackson Square
9.2 out of 10, Wonderful, (523 reviews)
"Great location, very clean, and great staff"
United States
William
The price is 9.059.413 ₫
11.620.464 ₫ total
includes taxes & fees
8 Feb - 9 Feb
The Key West Hotel
Outdoor pool, free pool cabanas, pool loungers

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
4.0 star property
Historic Seaport, 0.7 km from Jackson Square
9.2 out of 10, Wonderful, (1,004 reviews)
"The staff and management were super friendly and accommodating!"
United States
burton
The price is 17.377.275 ₫
21.565.873 ₫ total
includes taxes & fees
8 Feb - 9 Feb
Ocean Key Resort - A Noble House Resort
Outdoor pool

Silver Palms Inn

Silver Palms Inn
3.5 star property
Old Town Key West, 0.9 km from Jackson Square
9.2 out of 10, Wonderful, (1,016 reviews)
"Staff was very helpful, room was lovely and pool area. "
United States
Susan
The price is 10.262.723 ₫
13.299.201 ₫ total
includes taxes & fees
8 Feb - 9 Feb
Silver Palms Inn
Exterior

Ridley House - Key West Historic Inns

Ridley House - Key West Historic Inns
3.5 star property
Historic Seaport, 0.5 km from Jackson Square
9.2 out of 10, Wonderful, (873 reviews)
"Love our stay here. The location is the best , just two blocks from the heart of Duval , but quiet and quaint. The rooms were clean , small pool in the center. Friendly staff and a lovely breakfast each morning. Will definitely be back ! "
United States
Melissa
The price is 15.565.519 ₫
18.826.323 ₫ total
includes taxes & fees
8 Feb - 9 Feb
Ridley House - Key West Historic Inns
King Suite #1, Full Kitchen, Ground Floor, Pool View, Private Bathroom | Room amenity

Alexander Palms Court

Alexander Palms Court
2.5 star property
Casa Marina, 1.2 km from Jackson Square
9.2 out of 10, Wonderful, (1,001 reviews)
"Wonderful stay as always "
United States
Julianne
The price is 10.028.948 ₫
11.282.761 ₫ total
includes taxes & fees
12 Feb - 13 Feb
Alexander Palms Court
Front of property

Winslow's Bungalows - Key West Historic Inns

Winslow's Bungalows - Key West Historic Inns
4.0 star property
Old Town Key West, 0.8 km from Jackson Square
9.2 out of 10, Wonderful, (1,146 reviews)
"Beautiful place, clean, friendly and good location to everywhere!!"
United States
Mark
The price is 13.496.822 ₫
16.499.951 ₫ total
includes taxes & fees
10 Feb - 11 Feb
Winslow's Bungalows - Key West Historic Inns
Exterior

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
4.0 star property
Historic Seaport, 0.2 km from Jackson Square
9.0 out of 10, Wonderful, (329 reviews)
"Nice rooms and the staff was amazing way beyond what i expected, i will definitely be back again "
United States
Joshua
The price is 15.221.350 ₫
18.000.674 ₫ total
includes taxes & fees
8 Mar - 9 Mar
La Concha Key West, Autograph Collection
BBQ/picnic Area

Banana's Foster Guesthouse

Banana's Foster Guesthouse
2.0 star property
Historic Seaport, 0.5 km from Jackson Square
9.0 out of 10, Wonderful, (8 reviews)
"The room was spotless and very comfortable."
United States
KARLA
Banana's Foster Guesthouse
Food and drink

The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only
3.0 star property
Downtown Key West, < 0.1 km from Jackson Square
8.8 out of 10, Excellent, (1,005 reviews)
"Great Location and Very Friendly Staff! Would come back here again!"
United States
Milos
The Cabana Inn Key West - Adults Only
Hemingway King Suite | Premium bedding, in-room safe, individually furnished

Lighthouse Hotel - Key West Historic Inns

Lighthouse Hotel - Key West Historic Inns
3.5 star property
Bahama Village, 0.5 km from Jackson Square
9.0 out of 10, Wonderful, (878 reviews)
"Great location-comfortable bed- nice sundeck "
United States
Joseph Todd
The price is 13.204.871 ₫
16.170.594 ₫ total
includes taxes & fees
11 Feb - 12 Feb
Lighthouse Hotel - Key West Historic Inns
Exterior

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
4.0 star property
Historic Seaport, 0.7 km from Jackson Square
9.0 out of 10, Wonderful, (1,005 reviews)
"Our room was clean, staff was very friendly and accommodating. The location was perfect…plan to return. "
United States
Carol
The price is 11.644.864 ₫
14.900.487 ₫ total
includes taxes & fees
8 Feb - 9 Feb
Hyatt Centric Key West Resort and Spa
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.
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Top Jackson Square Hotel Reviews

Pegasus International Hotel

Pegasus International Hotel

10/10 Excellent
"Location location "
MICHAEL 3-night trip
Posted 6 days ago
Pegasus International Hotel

Hotels near other Jackson Square attractions

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

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.
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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)
With a visit to Duval Street, a favourite shopping spot in Key West, you can find the perfect gifts to bring home. Wander the seaside or discover the area's beautiful sunsets.
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Frequently asked questions

What's the area like around Jackson Square?
Jackson Square is located in an area of Key West known for its beautiful ocean views, bar scene and cycling. If you're looking for a convenient place to stay, take a look at the 1793 hotels and other accommodation options you'll find within a mile.
How many hotels can I expect to find close to Jackson Square?
Expedia has 1793 hotels and other accommodation options within a mile from Jackson Square.
If I need to cancel the hotel reservation for my stay near Jackson Square, will I receive a refund?
Yes, you'll find most hotel bookings are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you booked a non-refundable reservation, it might still be possible to cancel it and be given a refund within 24 hours of your booking. Add your dates and click on "Search", then you can filter by "fully refundable" to get the top deals on offer near Jackson Square.
What can I see and do near Jackson Square?
Harry S. Truman Little White House, Audubon House and Tropical Gardens and Ernest Hemingway Home and Museum feature a variety of fascinating exhibits to see while you're in town. Key West Lighthouse and Keeper's Quarters Museum, Key West Historic Seaport and Fort Zachary Taylor Historic State Park are some of the local landmarks to explore. You can check out the local talent at Red Barn Theater, Waterfront Playhouse and Key West Film Society.