Top Hotels Near Jackson Square in Key West from AU$459

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Check prices for these dates

Tonight
9 Mar - 10 Mar
Tomorrow
10 Mar - 11 Mar
This weekend
13 Mar - 15 Mar
Next weekend
20 Mar - 22 Mar

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Our top choices for Jackson Square hotels

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, (1,003 reviews)
"Wonderful all around! "
United States
Elena
The price is AU$1,060
includes taxes & fees
20 Mar - 21 Mar
The Gardens Hotel
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, (1,006 reviews)
"Excellent hotel in a great location just off Duval Street. The staff were very attentive, rooms clean. "
United Kingdom
Stephen
The price is AU$789
includes taxes & fees
6 Apr - 7 Apr
Almond Tree Inn Hotel - Adults Only
Exterior

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, (1,002 reviews)
"Great accommodations and great staff"
United States
Julian
The price is AU$991
includes taxes & fees
31 Mar - 1 Apr
The Marquesa Hotel
Queen with Pool View

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, (916 reviews)
"Great stay, clean room, and amazing staff!"
United States
Jennifer
The price is AU$625
includes taxes & fees
10 Mar - 11 Mar
Simonton Court Historic Inn & Cottages
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, (1,004 reviews)
"Clean room, great breakfast and nice staff"
United States
Tari
The price is AU$782
includes taxes & fees
7 Apr - 8 Apr
Orchid Key Inn - Adults Only
Veranda Room | 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, (156 reviews)
"Large clean room and excellent staff! Made for a great stay. "
United States
Daniel
The price is AU$619
includes taxes & fees
6 Apr - 7 Apr
The Conch House Heritage Inn
Cigar House King Suite w/ Poolside porch | Balcony view

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, (1,004 reviews)
"Excellent stay"
United States
Emily Barbara
The price is AU$560
includes taxes & fees
26 Mar - 27 Mar
Island City House Hotel
Sports facility

Tropical Inn

Tropical Inn
3.5 star property
Downtown Key West, 0.4 km from Jackson Square
9.6 out of 10, Exceptional, (382 reviews)
"Nice place to stay "
United States
yulio
The price is AU$459
includes taxes & fees
12 Mar - 13 Mar
Tropical Inn
Front of property

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, (948 reviews)
"Great location "
United States
Scott
The price is AU$479
includes taxes & fees
6 Apr - 7 Apr
L'Habitation Guest House
Exterior

Douglas House

Douglas House
3.0 star property
Uptown - Upper Duval, 0.8 km from Jackson Square
9.6 out of 10, Exceptional, (308 reviews)
"Great place with a perfect location. "
United States
Brandon
The price is AU$583
includes taxes & fees
8 Apr - 9 Apr
Douglas House
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, (588 reviews)
"Great place!!"
United States
Joel
The price is AU$1,135
includes taxes & fees
5 Apr - 6 Apr
H2O Suites - Adults Only
3 outdoor pools, a heated pool, pool loungers

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, (1,001 reviews)
"Great place to stay"
United States
Melody
The price is AU$570
includes taxes & fees
23 Mar - 24 Mar
Ambrosia Key West
Property grounds

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 AU$637
includes taxes & fees
23 Mar - 24 Mar
Duval House
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, (1,004 reviews)
"Awesome location, comfortable, clean room. Very helpful and nice staff"
United States
Kyle
The price is AU$613
includes taxes & fees
22 Mar - 23 Mar
Weatherstation Inn
King Suite | View from property

Westwinds Inn

Westwinds Inn
3.5 star property
Historic Seaport, 0.8 km from Jackson Square
9.4 out of 10, Exceptional, (1,005 reviews)
"Enjoyed our stay."
United States
Cindy
Westwinds Inn
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, (1,006 reviews)
"Great location and really nice room. Def stay here again. "
United States
Daniel
The price is AU$576
includes taxes & fees
15 Mar - 16 Mar
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
3.5 star property
Old Town Key West, 0.5 km from Jackson Square
9.4 out of 10, Exceptional, (443 reviews)
"Excellent food, location, friendly staff and pool was awesome."
United States
Karen
The price is AU$790
includes taxes & fees
7 Apr - 8 Apr
Ella's Cottages - Key West Historic Inns
2 outdoor pools, pool loungers

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, (1,001 reviews)
"Great place to stay! Hope to come back!"
United States
Scott G.
The price is AU$1,125
includes taxes & fees
5 Apr - 6 Apr
Santa Maria Suites
Property grounds

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, (1,008 reviews)
"Great location and very clean and quaint! Great front desk staff as well!"
United States
Krista
Paradise Inn Key West - Adults 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, (686 reviews)
"Room was spotless, breakfast by the pool is a plus, host is always attentive to making everything right!"
United States
Robert
The price is AU$535
includes taxes & fees
11 Mar - 12 Mar
The Garden House
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

6/10 Okay
"No ocean was not visible and we contracted for a partial view. Upon check in staff blamed Expedia and made no attempt to accommodate us. Twice we had to call to have room cleaned. TV was terrible. Overhead lights were out, we spoke to maintenance twice but bulbs were never replaced. In spite of these problems we did enjoy our stay."
Richard 4-night trip
Posted 8 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 beautiful beaches or experience its lively festivals.
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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 1737 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, The Cabana Inn Key West - Adults Only is one of the top choices for your stay based on our traveller data, and this guest house offers free breakfast and an outdoor pool. 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 1737 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.