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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)
"Excellent hotel in a great location just off Duval Street. The staff were very attentive, rooms clean. "
United Kingdom
Stephen
The price is ₹45,957
₹51,701 total
includes taxes & fees
22 Feb - 23 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 ₹64,167
₹72,188 total
includes taxes & fees
28 Feb - 1 Mar
The Gardens Hotel

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, (586 reviews)
"Great place!!"
United States
Joel
The price is ₹66,330
₹80,763 total
includes taxes & fees
22 Mar - 23 Mar
H2O Suites - Adults Only

Tropical Inn

Tropical Inn
3.5 star property
Downtown Key West, 0.4 km from Jackson Square
9.6 out of 10, Exceptional, (377 reviews)
"Nice place to stay "
United States
yulio
The price is ₹37,237
₹44,158 total
includes taxes & fees
23 Feb - 24 Feb
Tropical Inn

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, (942 reviews)
"Great location "
United States
Scott
The price is ₹32,903
₹37,016 total
includes taxes & fees
24 Mar - 25 Mar
L'Habitation Guest House

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 price is ₹33,937
₹40,446 total
includes taxes & fees
10 Mar - 11 Mar
The Grand Guesthouse

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, (1,006 reviews)
"Great place to stay"
United States
Melody
The price is ₹34,608
₹38,934 total
includes taxes & fees
1 Mar - 2 Mar
Ambrosia Key West

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 ₹45,403
₹51,079 total
includes taxes & fees
10 Mar - 11 Mar
Marrero's Guest Mansion

Duval House

Duval House
3.0 star property
Downtown Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1,009 reviews)
"Great place! "
United States
David
The price is ₹34,368
₹40,613 total
includes taxes & fees
8 Mar - 9 Mar
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, (438 reviews)
"Excellent food, location, friendly staff and pool was awesome."
United States
Karen
The price is ₹47,241
₹57,753 total
includes taxes & fees
24 Mar - 25 Mar
Ella's Cottages - 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)
"The staff and management were super friendly and accommodating!"
United States
burton
The price is ₹42,003
₹54,293 total
includes taxes & fees
11 Mar - 12 Mar
Ocean Key Resort - A Noble House Resort

Caribbean House

Caribbean House
3.0 star property
Bahama Village, 0.4 km from Jackson Square
9.2 out of 10, Wonderful, (322 reviews)
"Cute little place. "
United States
Wendy
The price is ₹30,662
₹36,761 total
includes taxes & fees
22 Feb - 23 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, (1,052 reviews)
"Awsome resort. Great food and staff"
United States
Doug
The price is ₹52,227
₹62,338 total
includes taxes & fees
22 Mar - 23 Mar
Opal Key Resort & Marina, Key West

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, (879 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 ₹49,060
₹59,800 total
includes taxes & fees
22 Mar - 23 Mar
Ridley House - Key West Historic Inns

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, (1,008 reviews)
"Great place to stay!"
United States
Caleb
The price is ₹47,253
₹58,873 total
includes taxes & fees
23 Feb - 24 Feb
The Marker Key West Harbor Resort

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, (531 reviews)
"Great location, very clean, and great staff"
United States
William
The price is ₹36,647
₹46,216 total
includes taxes & fees
22 Feb - 23 Feb
The Key West Hotel

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, (1,170 reviews)
"The atmosphere was perfect! "
United States
Sheila
The price is ₹43,532
₹53,565 total
includes taxes & fees
11 Mar - 12 Mar
Winslow's Bungalows - Key West Historic Inns

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, (1,015 reviews)
"Staff was very helpful, room was lovely and pool area. "
United States
Susan
The price is ₹33,787
₹44,132 total
includes taxes & fees
22 Mar - 23 Mar
Silver Palms Inn

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, (1,146 reviews)
"Loved our stay here! "
United States
Brianna
The price is ₹30,412
₹37,789 total
includes taxes & fees
12 Mar - 13 Mar
Heron House - Adult Only

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.

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
1,001 reviews
View
Exterior detail
The Gardens Hotel
4.0 star property
9.8
Exceptional
1,000 reviews
View
Courtyard
H2O Suites - Adults Only
3.5 star property
9.8
Exceptional
586 reviews
View
Sports facility
Tropical Inn
3.5 star property
9.6
Exceptional
377 reviews
View
Front of property
L'Habitation Guest House
2.5 star property
9.4
Exceptional
942 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 1732 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 Hyatt Centric Key West Resort and Spa.
How many hotels can I expect to find close to Jackson Square?
Expedia has 1732 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 Waterfront Playhouse, Key West Film Society and Red Barn Theater.