Hotels near Jackson Square

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Check prices for these dates

Tonight
Feb 12 - Feb 13
Tomorrow
Feb 13 - Feb 14
This weekend
Feb 13 - Feb 15
Next weekend
Feb 20 - Feb 22

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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, (1,004 reviews)
"Excellent hotel in a great location just off Duval Street. The staff were very attentive, rooms clean. "
United Kingdom
Stephen
The price is P31,845
P35,826 total
includes taxes & fees
Mar 12 - Mar 13
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 P45,365
P51,036 total
includes taxes & fees
Mar 7 - Mar 8
The Gardens Hotel
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, (1,003 reviews)
"Clean room, great breakfast and nice staff"
United States
Tari
The price is P35,660
P40,118 total
includes taxes & fees
Mar 11 - Mar 12
Orchid Key Inn - Adults Only
Terrace/patio

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, (153 reviews)
"Large clean room and excellent staff! Made for a great stay. "
United States
Daniel
The price is P28,654
P32,236 total
includes taxes & fees
Feb 25 - Feb 26
The Conch House Heritage Inn
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 P46,762
P56,558 total
includes taxes & fees
Feb 15 - Feb 16
H2O Suites - Adults Only
Premium bedding, iron/ironing board, free WiFi, bed sheets

Weatherstation Inn

Weatherstation Inn
2.5 star property
Truman Annex, 0.3 km from Jackson Square
9.4 out of 10, Exceptional, (1,000 reviews)
"Awesome location, comfortable, clean room. Very helpful and nice staff"
United States
Kyle
The price is P26,756
P30,101 total
includes taxes & fees
Feb 25 - Feb 26
Weatherstation Inn
Terrace/patio

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 P29,204
P32,855 total
includes taxes & fees
Mar 4 - Mar 5
Marrero's Guest Mansion
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
Outdoor pool, open 8:00 AM to 10:00 PM, sun loungers

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 P34,929
P42,246 total
includes taxes & fees
Mar 8 - Mar 9
Ella's Cottages - Key West Historic Inns
Front of property

Caribbean House

Caribbean House
3.0 star property
Bahama Village, 0.4 km from Jackson Square
9.2 out of 10, Wonderful, (317 reviews)
"Cute little place. "
United States
Wendy
The price is P24,484
P29,002 total
includes taxes & fees
Mar 12 - Mar 13
Caribbean House
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 P27,934
P36,835 total
includes taxes & fees
Mar 5 - Mar 6
Southernmost House
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, (526 reviews)
"Great location, very clean, and great staff"
United States
William
The price is P27,541
P34,202 total
includes taxes & fees
Feb 15 - Feb 16
The Key West Hotel
Exterior

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 P27,222
P30,625 total
includes taxes & fees
Feb 26 - Feb 27
The Saint Hotel Key West, Autograph Collection, Adult Only
Exterior

The Garden House

The Garden House
3.0 star property
Historic Seaport, 0.5 km from Jackson Square
9.2 out of 10, Wonderful, (681 reviews)
"Nice room and the staff was great!"
United States
Susan
The price is P21,362
P25,291 total
includes taxes & fees
Mar 11 - Mar 12
The Garden House
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 P37,249
P46,430 total
includes taxes & fees
Feb 22 - Feb 23
Ocean Key Resort - A Noble House Resort
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, (1,050 reviews)
"Great location great staff"
United States
Lori
The price is P32,716
P39,111 total
includes taxes & fees
Feb 25 - Feb 26
Opal Key Resort & Marina, Key West
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, (874 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 P37,260
P44,869 total
includes taxes & fees
Mar 15 - Mar 16
Ridley House - Key West Historic Inns
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, (1,150 reviews)
"Great place , amazing breakfast, staff was very nice "
United States
Robert
The price is P30,825
P37,629 total
includes taxes & fees
Mar 10 - Mar 11
Winslow's Bungalows - Key West Historic Inns
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, (1,022 reviews)
"Staff was very helpful, room was lovely and pool area. "
United States
Susan
The price is P22,244
P28,959 total
includes taxes & fees
Mar 12 - Mar 13
Silver Palms Inn
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
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
1,004 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
Terrace/patio
The Conch House Heritage Inn
3.5 star property
9.8
Exceptional
153 reviews
View
Courtyard
H2O Suites - Adults Only
3.5 star property
9.8
Exceptional
585 reviews
View

Top Jackson Square Hotel Reviews

Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Yes! Was fabulous! The view the staff!"
Susan Dee Russell 6-night trip
Posted 6 days ago
Pier House Resort & Spa

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 1727 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 1727 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.
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.