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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, (1,004 reviews)
"Excellent hotel in a great location just off Duval Street. The staff were very attentive, rooms clean. "
United Kingdom
Stephen
The price is ฿17,223
฿19,376 total
includes taxes & fees
12 Mar - 13 Mar
Almond Tree Inn Hotel - Adults Only

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)
"Great accommodations and great staff"
United States
Julian
The price is ฿16,047
฿19,827 total
includes taxes & fees
22 Feb - 23 Feb
The Marquesa Hotel

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 ฿16,280
฿18,315 total
includes taxes & fees
10 Feb - 11 Feb
The Gardens Hotel

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, (1,003 reviews)
"Clean room, great breakfast and nice staff"
United States
Tari
The price is ฿12,932
฿14,549 total
includes taxes & fees
11 Feb - 12 Feb
Orchid Key Inn - Adults Only

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 ฿24,560
฿29,758 total
includes taxes & fees
10 Feb - 11 Feb
H2O Suites - Adults Only

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, (142 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

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 ฿14,126
฿15,891 total
includes taxes & fees
17 Feb - 18 Feb
Island City House Hotel

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, (939 reviews)
"Great location "
United States
Scott
The price is ฿11,710
฿13,174 total
includes taxes & fees
10 Mar - 11 Mar
L'Habitation Guest House

Ambrosia Key West

Ambrosia Key West
3.5 star property
Old Town Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1,000 reviews)
"Great place to stay"
United States
Melody
The price is ฿11,496
฿12,933 total
includes taxes & fees
11 Feb - 12 Feb
Ambrosia 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, (1,003 reviews)
"Great location and really nice room. Def stay here again. "
United States
Daniel
The Grand Guesthouse

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, (1,002 reviews)
"Room was clean, staff was helpful "
United States
Barbara
The price is ฿18,254
฿22,664 total
includes taxes & fees
10 Feb - 11 Feb
Santa Maria Suites

Duval House

Duval House
3.0 star property
Downtown Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1,006 reviews)
"Great place! "
United States
David
The price is ฿11,318
฿13,411 total
includes taxes & fees
10 Feb - 11 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, (431 reviews)
"Excellent food, location, friendly staff and pool was awesome."
United States
Karen
The price is ฿16,374
฿20,016 total
includes taxes & fees
10 Feb - 11 Feb
Ella's Cottages - Key West Historic Inns

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, (1,045 reviews)
"Great location great staff"
United States
Lori
The price is ฿16,678
฿20,004 total
includes taxes & fees
10 Feb - 11 Feb
Opal Key Resort & Marina, Key West

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

Caribbean House

Caribbean House
3.0 star property
Bahama Village, 0.4 km from Jackson Square
9.2 out of 10, Wonderful, (315 reviews)
"Cute little place. "
United States
Wendy
The price is ฿13,242
฿15,686 total
includes taxes & fees
1 Mar - 2 Mar
Caribbean House

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, (524 reviews)
"Great location, very clean, and great staff"
United States
William
The price is ฿12,148
฿15,400 total
includes taxes & fees
11 Feb - 12 Feb
The Key West Hotel

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 ฿15,108
฿19,922 total
includes taxes & fees
1 Mar - 2 Mar
Southernmost House

The Garden House

The Garden House
3.0 star property
Historic Seaport, 0.5 km from Jackson Square
9.2 out of 10, Wonderful, (680 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 ฿9,603
฿11,482 total
includes taxes & fees
10 Feb - 11 Feb
The Garden House

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, (1,147 reviews)
"Loved our stay here! "
United States
Brianna
The price is ฿8,817
฿11,113 total
includes taxes & fees
23 Feb - 24 Feb
Heron House - Adult Only
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.

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
1,004 reviews
View
Exterior
The Marquesa Hotel
3.5 star property
9.8
Exceptional
1,003 reviews
View
Exterior detail
The Gardens Hotel
4.0 star property
9.8
Exceptional
1,000 reviews
View
Property grounds
Orchid Key Inn - Adults Only
3.5 star property
9.8
Exceptional
1,003 reviews
View
Courtyard
H2O Suites - Adults Only
3.5 star property
9.8
Exceptional
585 reviews
View

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 1727 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 1727 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, Fort Zachary Taylor Historic State Park and Fort East Martello Museum and Gallery 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.