Hotels near Jackson Square

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Our top choices for Jackson Square hotels

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, (1,001 reviews)
"Clean room , friendly staff , excellent location . Would stay again ! "
United States
Kathleen
The price is S$799
includes taxes & fees
10 Feb - 11 Feb
Almond Tree Inn Hotel - Adults Only

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 S$803
includes taxes & fees
5 Feb - 6 Feb
The Gardens Hotel

The Marquesa Hotel

The Marquesa Hotel
3.5 star property
Old Town Key West, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (1,003 reviews)
"Fantastic location. Staff was great from check in til out. Knowledgeable and clean"
United States
Matthew
The price is S$785
includes taxes & fees
22 Feb - 23 Feb
The Marquesa Hotel

Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages
2.5 star property
Historic Seaport, 0.4 km from Jackson Square
9.8 out of 10, Exceptional, (905 reviews)
"Great stay, clean room, and amazing staff!"
United States
Jennifer
The price is S$589
includes taxes & fees
24 Feb - 25 Feb
Simonton Court Historic Inn & Cottages

Key West Villas

Key West Villas
3.5 star property
Downtown Key West, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (251 reviews)
"Awsome staff great location "
United States
Jeffrey
Key West Villas

L'Habitation Guest House

L'Habitation Guest House
2.5 star property
Historic Seaport, 0.2 km from Jackson Square
9.4 out of 10, Exceptional, (938 reviews)
"Great location "
United States
Scott
The price is S$517
includes taxes & fees
9 Feb - 10 Feb
L'Habitation Guest House

The Conch House Heritage Inn

The Conch House Heritage Inn
3.5 star property
Old Town Key West, 0.7 km from Jackson Square
9.8 out of 10, Exceptional, (152 reviews)
"Large clean room and excellent staff! Made for a great stay. "
United States
Daniel
The price is S$700
includes taxes & fees
8 Feb - 9 Feb
The Conch House Heritage Inn

Tropical Inn

Tropical Inn
3.5 star property
Downtown Key West, 0.4 km from Jackson Square
9.6 out of 10, Exceptional, (373 reviews)
"Nice place to stay "
United States
yulio
The price is S$439
includes taxes & fees
5 Feb - 6 Feb
Tropical Inn

Duval House

Duval House
3.0 star property
Downtown Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1,002 reviews)
"Great place! "
United States
David
The price is S$527
includes taxes & fees
5 Feb - 6 Feb
Duval House

Ella's Cottages - Key West Historic Inns

Ella's Cottages - Key West Historic Inns
3.5 star property
Old Town Key West, 0.5 km from Jackson Square
9.4 out of 10, Exceptional, (429 reviews)
"Excellent food, location, friendly staff and pool was awesome."
United States
Karen
The price is S$920
includes taxes & fees
5 Mar - 6 Mar
Ella's Cottages - Key West Historic Inns

Caribbean House

Caribbean House
3.0 star property
Bahama Village, 0.4 km from Jackson Square
9.2 out of 10, Wonderful, (312 reviews)
"Great place to stay in the middle of key west"
United States
jerry
The price is S$465
includes taxes & fees
8 Feb - 9 Feb
Caribbean House

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, (1,036 reviews)
"Great location great staff"
United States
Lori
The price is S$837
includes taxes & fees
5 Feb - 6 Feb
Opal Key Resort & Marina, Key West

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, (1,000 reviews)
"Great location and really nice room. Def stay here again. "
United States
Daniel
The Grand Guesthouse

The Saint Hotel Key West, Autograph Collection, Adult Only

The Saint Hotel Key West, Autograph Collection, Adult Only
3.5 star property
Historic Seaport, 0.2 km from Jackson Square
9.0 out of 10, Wonderful, (350 reviews)
"Fantastic spot, close to everything, but just far enough away. "
United States
Ruth
The price is S$656
includes taxes & fees
9 Feb - 10 Feb
The Saint Hotel Key West, Autograph Collection, Adult Only

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 S$664
includes taxes & fees
19 Feb - 20 Feb
The Key West Hotel

The Garden House

The Garden House
3.0 star property
Historic Seaport, 0.5 km from Jackson Square
9.2 out of 10, Wonderful, (678 reviews)
"The room was clean. The breakfast was amazing and the Host was available tent I’ve to our needs and a fun person to be around . We slept great and we wanted to know what kind of mattress it was."
United States
Hollie
The price is S$459
includes taxes & fees
8 Feb - 9 Feb
The Garden House

Santa Maria Suites

Santa Maria Suites
4.0 star property
Uptown - Upper Duval, 1.2 km from Jackson Square
9.6 out of 10, Exceptional, (1,001 reviews)
"Room was clean, staff was helpful "
United States
Barbara
The price is S$906
includes taxes & fees
10 Feb - 11 Feb
Santa Maria Suites

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 S$870
includes taxes & fees
3 Mar - 4 Mar
The Marker Key West Harbor Resort

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, (1,003 reviews)
"Clean room and front desk very friendly."
United States
Jennifer Renee
The price is S$1,242
includes taxes & fees
8 Feb - 9 Feb
Ocean Key Resort - A Noble House Resort

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 S$975
includes taxes & fees
5 Feb - 6 Feb
Ridley House - Key West Historic Inns
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.

Top Jackson Square Hotel Reviews

Hotels near other Jackson Square attractions

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.
What's the best hotel 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 traveller 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 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.