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Feb 6 - Feb 7
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Feb 7 - Feb 8
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Feb 6 - Feb 8
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Feb 13 - Feb 15

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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 ₩552,448
₩621,503 total
includes taxes & fees
Feb 10 - Feb 11
Almond Tree Inn Hotel - Adults Only
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 ₩556,571
₩626,142 total
includes taxes & fees
Feb 9 - Feb 10
Orchid Key Inn - Adults Only
Cigar House King Suite w/ Poolside porch | Balcony view

Island City House Hotel

Island City House Hotel
3.0 star property
Historic Seaport, 0.6 km from Jackson Square
9.6 out of 10, Exceptional, (1,002 reviews)
"Excellent stay"
United States
Emily Barbara
The price is ₩622,461
₩700,268 total
includes taxes & fees
Feb 8 - Feb 9
Island City House Hotel
Exterior

Douglas House

Douglas House
3.0 star property
Uptown - Upper Duval, 0.8 km from Jackson Square
9.6 out of 10, Exceptional, (276 reviews)
"Great place with a perfect location. "
United States
Brandon
The price is ₩522,877
₩647,060 total
includes taxes & fees
Mar 10 - Mar 11
Douglas House
Courtyard

H2O Suites - Adults Only

H2O Suites - Adults Only
3.5 star property
Uptown - Upper Duval, 1 km from Jackson Square
9.8 out of 10, Exceptional, (585 reviews)
"Great place!!"
United States
Joel
The price is ₩1,176,456
₩1,422,901 total
includes taxes & fees
Feb 15 - Feb 16
H2O Suites - Adults Only
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 ₩757,231
₩909,862 total
includes taxes & fees
Feb 8 - Feb 9
Opal Key Resort & Marina, Key West
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 ₩493,976
₩636,706 total
includes taxes & fees
Feb 8 - Feb 9
The Key West Hotel
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 ₩701,333
₩924,836 total
includes taxes & fees
Mar 9 - Mar 10
Southernmost House
Porch

Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Downtown Key West, 0.3 km from Jackson Square
9.0 out of 10, Wonderful, (1,144 reviews)
"Loved our stay here! "
United States
Brianna
The price is ₩490,845
₩609,909 total
includes taxes & fees
Mar 9 - Mar 10
Heron House - Adult Only
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 ₩882,342
₩1,067,183 total
includes taxes & fees
Feb 8 - Feb 9
Ridley House - Key West Historic Inns
Outdoor pool, free cabanas, sun 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 ₩985,042
₩1,222,476 total
includes taxes & fees
Feb 8 - Feb 9
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 ₩581,749
₩753,874 total
includes taxes & fees
Feb 8 - Feb 9
Silver Palms Inn
Exterior

The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
4.0 star property
Historic Seaport, 0.7 km from Jackson Square
9.2 out of 10, Wonderful, (1,001 reviews)
"Great place to stay!"
United States
Caleb
The price is ₩735,826
₩920,567 total
includes taxes & fees
Mar 3 - Mar 4
The Marker Key West Harbor Resort
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, (1,003 reviews)
"Wonderful stay as always "
United States
Julianne
The price is ₩568,498
₩639,571 total
includes taxes & fees
Feb 11 - Feb 12
Alexander Palms Court
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, (1,006 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, (879 reviews)
"Great location-comfortable bed- nice sundeck "
United States
Joseph Todd
The price is ₩748,527
₩916,640 total
includes taxes & fees
Feb 10 - Feb 11
Lighthouse Hotel - Key West Historic Inns
Private beach, white sand, sun loungers, beach umbrellas

Pier House Resort & Spa

Pier House Resort & Spa
4.0 star property
Historic Seaport, 0.7 km from Jackson Square
9.0 out of 10, Wonderful, (1,027 reviews)
"4th time staying, great staff, location "
United States
Jeffrey
Pier House Resort & Spa
Studio Suite | Terrace/patio

Eden House

Eden House
4.0 star property
Historic Seaport, 0.9 km from Jackson Square
9.0 out of 10, Wonderful, (1,004 reviews)
"Very quaint, clean hotel, would definitely stay again "
Canada
Harbagsh
The price is ₩919,108
₩1,158,076 total
includes taxes & fees
Feb 16 - Feb 17
Eden House
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 ₩659,640
₩844,059 total
includes taxes & fees
Feb 8 - Feb 9
Hyatt Centric Key West Resort and Spa
Bar (on property)

Southwinds Motel

Southwinds Motel
2.0 star property
Uptown - Upper Duval, 1.1 km from Jackson Square
8.8 out of 10, Excellent, (1,282 reviews)
"Clean room, friendly staff"
United States
Karen
The price is ₩580,634
₩702,608 total
includes taxes & fees
Mar 8 - Mar 9
Southwinds Motel
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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Compare popular hotels close to Jackson Square

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
Free daily continental breakfast
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0
Exceptional
1,002 reviews
View
Property grounds
Orchid Key Inn - Adults Only
3.5 star property
9.8
Exceptional
1,002 reviews
View
Cigar House King Suite w/ Poolside porch | Balcony view
Island City House Hotel
3.0 star property
9.6
Exceptional
1,002 reviews
View
Exterior
Douglas House
3.0 star property
9.6
Exceptional
276 reviews
View
Courtyard
H2O Suites - Adults Only
3.5 star property
9.8
Exceptional
585 reviews
View

Top Jackson Square Hotel Reviews

Duval House

Duval House

10/10 Excellent
"We stayed for 3 nights. The room was clean and we were able to rent bikes from Duval house that got us around with ease. It was fun to people watch on Duval street from the front of the hotel. "
Lisa B 3-night trip
Posted 1 day ago
Duval House

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.
See properties
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)
Along one of the southernmost streets in the continental U.S., enjoy a lively area filled with shops, pubs, restaurants and lots of sidewalk acts and vendors.
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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 biking. If you're looking for a convenient place to stay, check out the 1793 hotels and other accommodations you'll find within a mile.
Where is the best place to stay close to Jackson Square?
Adjacent to Jackson Square, La Concha Key West, Autograph Collection is one of the top choices for your stay based on our traveler data, and this hotel offers 3 restaurants and 2 bars. Other good options close by include Southernmost Beach Resort and Guesthouses and Duval House.
How many hotels will I be able to find close to Jackson Square?
Expedia has 1793 hotels and other accommodations 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! The majority of hotel bookings are refundable provided that you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, you might still have the option to cancel and be given a refund within a 24-hour period of your booking. Put your dates in and click on "Search", then you can use the "fully refundable" filter to review the best deals near Jackson Square.
Where can I learn more about changing or cancelling my trip in the area near Jackson Square?
For more information about updating your stay near Jackson Square or cancelling it, click here.
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.