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9 Jan - 10 Jan
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10 Jan - 11 Jan
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9 Jan - 11 Jan
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16 Jan - 18 Jan

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Our top choices for Jackson Square hotels

Queen with Pool View | Minibar, in-room safe, individually decorated, individually furnished
Simonton Court Historic Inn & Cottages

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, (895)
"Great location and staff. The room was clean and comfortable, nice and quiet."
United States
Jesus
The price is ₹26,111
₹29,375 total
includes taxes & fees
12 Jan - 13 Jan
Simonton Court Historic Inn & Cottages
Exterior detail
The Gardens 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, (1000)
"Good place"
United States
Salvador
The price is ₹33,269
₹37,428 total
includes taxes & fees
12 Jan - 13 Jan
The Gardens Hotel
Exterior
The Marquesa 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, (1001)
"Perfect place to stay. "
United States
Paulette
The price is ₹33,139
₹42,346 total
includes taxes & fees
12 Jan - 13 Jan
The Marquesa Hotel
Veranda Room | Terrace/patio
The Conch House Heritage Inn

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, (150)
"Large clean room and excellent staff! Made for a great stay. "
United States
Daniel
The price is ₹35,379
₹39,802 total
includes taxes & fees
12 Jan - 13 Jan
The Conch House Heritage Inn
11 Gecko's Garden - Adults Only | Premium bedding, pillow-top beds, individually decorated
Tropical Inn

Tropical Inn

Tropical Inn
3.5 star property
Downtown Key West, 0.4 km from Jackson Square
9.6 out of 10, Exceptional, (366)
"Nice place to stay "
United States
yulio
The price is ₹32,986
₹39,357 total
includes taxes & fees
12 Jan - 13 Jan
Tropical Inn
Deluxe Suite, 1 King Bed, Private Pool | View from room
H2O Suites - 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, (582)
"Great place!!"
United States
Joel
The price is ₹49,425
₹61,680 total
includes taxes & fees
12 Jan - 13 Jan
H2O Suites - Adults Only
3 outdoor pools, a heated pool, pool loungers
Ambrosia Key West

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, (1000)
"Great place to stay"
United States
Melody
The price is ₹22,115
₹24,880 total
includes taxes & fees
11 Jan - 12 Jan
Ambrosia Key West
Courtyard
The Grand Guesthouse

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, (1001)
"Great stay"
United States
Ginger
The Grand Guesthouse
Outdoor pool, open 8:00 AM to 10:00 PM, pool loungers
Ella's Cottages - Key West Historic Inns

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, (419)
"Excellent food, location, friendly staff and pool was awesome."
United States
Karen
The price is ₹36,732
₹45,881 total
includes taxes & fees
12 Jan - 13 Jan
Ella's Cottages - Key West Historic Inns
2 outdoor pools, pool loungers
Santa Maria Suites

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, (1004)
"Awesome place we loved it"
United States
Josh
The price is ₹45,824
₹57,629 total
includes taxes & fees
13 Jan - 14 Jan
Santa Maria Suites
Front of property
Caribbean House

Caribbean House

Caribbean House
3.0 star property
Bahama Village, 0.4 km from Jackson Square
9.2 out of 10, Wonderful, (297)
"small room but clean and great location and cute bfast area with champagne!"
United States
Aastha
The price is ₹22,781
₹27,879 total
includes taxes & fees
11 Jan - 12 Jan
Caribbean House
Outdoor pool
Silver Palms Inn

Silver Palms Inn

Silver Palms Inn
3.5 star property
Old Town Key West, 0.9 km from Jackson Square
9.4 out of 10, Exceptional, (1020)
"Room was spacious and clean, staff extremely helpful. Great location close to everything but far enough away to get a great nights sleep. The made to order omelets are great."
United States
Teddi
The price is ₹17,717
₹26,000 total
includes taxes & fees
12 Jan - 13 Jan
Silver Palms Inn
Property grounds
Paradise Inn Key West - Adults Only

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, (1001)
"Perfect location and nice room,breakfast is ok"
Canada
Guang
Paradise Inn Key West - Adults Only
Front of property – evening/night
Opal Key Resort & Marina, Key West

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, (1016)
"Our stay was great!"
United States
Richard
The price is ₹36,763
₹44,899 total
includes taxes & fees
26 Jan - 27 Jan
Opal Key Resort & Marina, Key West
Outdoor pool, pool loungers
Ocean Key Resort - A Noble House 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, (1004)
"Nice hotel but a lot of construction going on"
United States
Tobias
The price is ₹38,820
₹50,661 total
includes taxes & fees
25 Jan - 26 Jan
Ocean Key Resort - A Noble House Resort
Porch
Heron House - Adult Only

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, (1141)
"Very good property and close to all major points"
United States
Madhur
The price is ₹18,654
₹24,211 total
includes taxes & fees
12 Jan - 13 Jan
Heron House - Adult Only
Exterior
The Marker Key West Harbor 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, (1015)
"Excellent place to stay. Quiet and easy to get to Duvall Street if you want to go excellent location."
United States
Bobby
The price is ₹36,647
₹46,890 total
includes taxes & fees
26 Jan - 27 Jan
The Marker Key West Harbor Resort
Exterior
Ridley House - Key West Historic Inns

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, (866)
"What a amazing place to stay from the service to the rooms spectacular "
United States
John
The price is ₹36,732
₹45,881 total
includes taxes & fees
12 Jan - 13 Jan
Ridley House - Key West Historic Inns
Front of property – evening/night
Southernmost House

Southernmost House

Southernmost House
4.0 star property
Uptown - Upper Duval, 1.1 km from Jackson Square
9.4 out of 10, Exceptional, (1000)
"Great place to stay. Staff was very friendly"
United States
Jacob
The price is ₹32,329
₹44,726 total
includes taxes & fees
14 Jan - 15 Jan
Southernmost House
Front of property
Winslow's Bungalows - Key West Historic Inns

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, (1111)
"Clean room, quiet location, excellent staff. Breakfast and amenities were great!"
United States
Shannon
The price is ₹37,225
₹46,429 total
includes taxes & fees
20 Jan - 21 Jan
Winslow's Bungalows - 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.
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Top Jackson Square Hotel Reviews

Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

10/10 Excellent
"Leave me alone"
George 1-night trip
Posted 1 day ago
Opal Key Resort & Marina, Key West

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 seaside 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.
See properties

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 1797 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 The Cabana Inn Key West - Adults Only and Hyatt Centric Key West Resort and Spa.
How many hotels can I expect to find close to Jackson Square?
Expedia has 1797 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 Waterfront Playhouse, Key West Film Society and Red Barn Theater.