Key West Jackson Square Hotels

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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, (1,002 reviews)
"Excellent hotel in a great location just off Duval Street. The staff were very attentive, rooms clean. "
United Kingdom
Stephen
The price is HK$3,478
HK$3,913 total
includes taxes & fees
10 Feb - 11 Feb
Almond Tree Inn Hotel - Adults Only

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 HK$3,451
HK$3,882 total
includes taxes & fees
10 Feb - 11 Feb
Orchid Key Inn - 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, (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

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 HK$6,242
HK$7,549 total
includes taxes & fees
15 Feb - 16 Feb
H2O Suites - Adults Only

Marrero's Guest Mansion

Marrero's Guest Mansion
3.5 star property
Downtown Key West, < 0.1 km from Jackson Square
9.4 out of 10, Exceptional, (335 reviews)
"Location very good Staff friendly Pool not well maintained Breakfast and happy hour lacking compared to others"
United States
Scott
The price is HK$5,226
HK$5,880 total
includes taxes & fees
11 Feb - 12 Feb
Marrero's Guest Mansion

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 HK$3,321
HK$4,166 total
includes taxes & fees
8 Feb - 9 Feb
The Key West Hotel

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, (1,037 reviews)
"Great location great staff"
United States
Lori
The price is HK$4,305
HK$5,151 total
includes taxes & fees
4 Mar - 5 Mar
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, (1,000 reviews)
"Great location and very clean and quaint! Great front desk staff as well!"
United States
Krista
Paradise Inn Key West - Adults Only

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 HK$4,681
HK$5,662 total
includes taxes & fees
10 Feb - 11 Feb
Ridley House - Key West Historic Inns

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)
"Clean room and front desk very friendly."
United States
Jennifer Renee
The price is HK$5,227
HK$6,487 total
includes taxes & fees
8 Feb - 9 Feb
Ocean Key Resort - A Noble House Resort

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 HK$3,904
HK$4,884 total
includes taxes & fees
3 Mar - 4 Mar
The Marker Key West Harbor Resort

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 HK$4,578
HK$5,414 total
includes taxes & fees
8 Mar - 9 Mar
La Concha Key West, Autograph Collection

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

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, (877 reviews)
"Great location-comfortable bed- nice sundeck "
United States
Joseph Todd
The price is HK$4,056
HK$4,959 total
includes taxes & fees
3 Mar - 4 Mar
Lighthouse Hotel - Key West Historic Inns

Heron House Court - Adult Only

Heron House Court - Adult Only
3.0 star property
Historic Seaport, 1 km from Jackson Square
9.0 out of 10, Wonderful, (1,008 reviews)
"Nice room, comfortable bed, friendly staff"
United States
Ben
The price is HK$2,876
HK$3,550 total
includes taxes & fees
3 Mar - 4 Mar
Heron House Court - Adult Only

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 HK$3,500
HK$4,479 total
includes taxes & fees
8 Feb - 9 Feb
Hyatt Centric Key West Resort and Spa

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

Eden House

Eden House
4.0 star property
Historic Seaport, 0.9 km from Jackson Square
9.0 out of 10, Wonderful, (1,002 reviews)
"Very quaint, clean hotel, would definitely stay again "
Canada
Harbagsh
The price is HK$4,498
HK$5,668 total
includes taxes & fees
16 Feb - 17 Feb
Eden House

The Palms Hotel

The Palms Hotel
3.0 star property
The Meadows, 1.2 km from Jackson Square
8.8 out of 10, Excellent, (1,012 reviews)
"Friendly staff, clean room, and great location. "
United States
Audrey
The price is HK$2,614
HK$3,117 total
includes taxes & fees
8 Feb - 9 Feb
The Palms Hotel

Fitch Lodge - Key West Historic Inns

Fitch Lodge - Key West Historic Inns
3.5 star property
Historic Seaport, 1 km from Jackson Square
8.8 out of 10, Excellent, (551 reviews)
"Great stay would repeat "
United States
Charlie
The price is HK$3,431
HK$4,255 total
includes taxes & fees
3 Mar - 4 Mar
Fitch Lodge - 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.