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10 Jan - 11 Jan
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11 Jan - 12 Jan
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16 Jan - 18 Jan
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23 Jan - 25 Jan

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Our top choices for Jackson Square hotels

Queen Deluxe ADA | Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds
Almond Tree Inn Hotel - Adults Only

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)
"Clean room , friendly staff , excellent location . Would stay again ! "
United States
Kathleen
The price is ₹33,009
₹37,135 total
includes taxes & fees
11 Jan - 12 Jan
Almond Tree Inn Hotel - Adults Only
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, (1,000 reviews)
"Good place"
United States
Salvador
The price is ₹40,472
₹45,531 total
includes taxes & fees
12 Jan - 13 Jan
The Gardens Hotel
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 reviews)
"Great location and staff. The room was clean and comfortable, nice and quiet."
United States
Jesus
The price is ₹26,689
₹30,026 total
includes taxes & fees
12 Jan - 13 Jan
Simonton Court Historic Inn & Cottages
Front of property
Key West Villas

Key West Villas

Key West Villas
3.5 star property
Downtown Key West, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (247 reviews)
"Awsome staff great location "
United States
Jeffrey
Key West Villas
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, (1,001 reviews)
"Perfect place to stay. "
United States
Paulette
The price is ₹31,566
₹40,584 total
includes taxes & fees
12 Jan - 13 Jan
The Marquesa Hotel
Property grounds
Orchid Key Inn - 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, (1,000 reviews)
"Staff awesome, good breakfast great location"
United States
Carin helen
The price is ₹32,693
₹36,780 total
includes taxes & fees
11 Jan - 12 Jan
Orchid Key Inn - Adults Only
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 reviews)
"Nice place to stay "
United States
yulio
The price is ₹33,038
₹39,419 total
includes taxes & fees
13 Jan - 14 Jan
Tropical Inn
Cigar House King Suite w/ Poolside porch | Balcony view
Island City House Hotel

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, (999 reviews)
"Excellent stay"
United States
Emily Barbara
The price is ₹31,241
₹35,147 total
includes taxes & fees
13 Jan - 14 Jan
Island City House Hotel
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 reviews)
"Great place!!"
United States
Joel
The price is ₹49,500
₹61,773 total
includes taxes & fees
12 Jan - 13 Jan
H2O Suites - Adults Only
Superior Studio Suite, 1 King Bed with Sofa bed, Accessible, Refrigerator & Microwave | Free WiFi, bed sheets
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

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, (138 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
The price is ₹33,189
₹41,428 total
includes taxes & fees
12 Jan - 13 Jan
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
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, (1,000 reviews)
"Great place to stay"
United States
Melody
The price is ₹22,149
₹24,917 total
includes taxes & fees
12 Jan - 13 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, (1,002 reviews)
"Great stay"
United States
Ginger
The Grand Guesthouse
Lobby sitting area
Westwinds Inn

Westwinds Inn

Westwinds Inn
3.5 star property
Historic Seaport, 0.8 km from Jackson Square
9.4 out of 10, Exceptional, (1,003 reviews)
"Enjoyed our stay."
United States
Cindy
Westwinds Inn
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 reviews)
"Excellent food, location, friendly staff and pool was awesome."
United States
Karen
The price is ₹36,787
₹45,951 total
includes taxes & fees
12 Jan - 13 Jan
Ella's Cottages - Key West Historic Inns
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, (1,023 reviews)
"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 ₹17,771
₹26,080 total
includes taxes & fees
12 Jan - 13 Jan
Silver Palms Inn
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, (1,016 reviews)
"Our stay was great!"
United States
Richard
The price is ₹36,877
₹45,038 total
includes taxes & fees
25 Jan - 26 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, (1,006 reviews)
"Nice hotel but a lot of construction going on"
United States
Tobias
The price is ₹41,764
₹53,984 total
includes taxes & fees
25 Jan - 26 Jan
Ocean Key Resort - A Noble House Resort
Exterior
The Garden 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, (672 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 ₹18,934
₹23,240 total
includes taxes & fees
13 Jan - 14 Jan
The Garden House
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, (1,142 reviews)
"Very good property and close to all major points"
United States
Madhur
The price is ₹32,268
₹39,914 total
includes taxes & fees
22 Jan - 23 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, (1,016 reviews)
"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 ₹34,001
₹43,931 total
includes taxes & fees
13 Jan - 14 Jan
The Marker Key West Harbor Resort
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

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"The room were clean and well appointed. Support staff was very friendly and ready to assist when asked for help. The views were amazing, pools clean and lots of activities each day. The food at the cafe was excellent. Everything you need all in one location, while being in the heart of Duvall street."
John 5-night trip
Posted 18 hours ago
Southernmost Beach Resort and Guesthouses

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.
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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 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.