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Compare hotels close to Jackson Square with room rates, reviews, and availability. Most hotels are fully refundable.

Front of property
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, (245)
"Gorgeous property. Wonderful location. The owners are very sweet and nice people. You will not regret booking here! "
United States
VALERIE
Key West Villas
Queen Deluxe ADA | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
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, (1008)
"Great place to stay. "
United States
Bettina
The price is ￥34,480
￥38,790 total
includes taxes & fees
Nov 30 - Dec 1
Almond Tree Inn Hotel - Adults Only
Carriage House | Terrace/patio
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, (1001)
"Amazing hotel, the perfect Key West vibe. Clean rooms, delicious breakfast. We will come back again"
United States
Isis
The price is ￥35,119
￥39,508 total
includes taxes & fees
Dec 1 - Dec 2
The Gardens Hotel
King Room D | Balcony
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, (872)
"Really enjoyed my stay. The staff were super friendly, and the location was amazing—close to all the Old Town activities! "
United States
Leonid
The price is ￥26,957
￥30,326 total
includes taxes & fees
Nov 30 - Dec 1
Simonton Court Historic Inn & Cottages
Exterior
The Marquesa Hotel

The Marquesa Hotel

3.5 star property
Historic Seaport, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (1007)
"Perfect place to stay. "
United States
Paulette
The price is ￥50,042
￥65,122 total
includes taxes & fees
Nov 30 - Dec 1
The Marquesa Hotel
Exterior
Coco Plum Inn

Coco Plum Inn

3.0 star property
Downtown Key West, 0.1 km from Jackson Square
9.6 out of 10, Exceptional, (459)
"Overall great for couple's stay. "
United States
Quazi
The price is ￥29,507
￥33,197 total
includes taxes & fees
Dec 1 - Dec 2
Coco Plum Inn
Exterior
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, (1008)
"Great location and amazing staff!"
United States
Charles
The price is ￥37,335
￥42,002 total
includes taxes & fees
Dec 2 - Dec 3
Orchid Key Inn - Adults Only
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, (915)
"Great Location and was clean. Would stay again."
United States
Brandon
The price is ￥21,272
￥23,930 total
includes taxes & fees
Dec 3 - Dec 4
L'Habitation Guest House
Outdoor pool, sun loungers
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, (142)
"Fantastic location "
United States
ANDREW
The price is ￥40,322
￥45,362 total
includes taxes & fees
Nov 30 - Dec 1
The Conch House Heritage Inn
11 Gecko's Garden - Adults Only | Premium bedding, pillowtop beds, individually decorated
Tropical Inn

Tropical Inn

3.5 star property
Downtown Key West, 0.4 km from Jackson Square
9.6 out of 10, Exceptional, (360)
"Everything was great. Staff was very helpful. Place was outstanding. "
United States
Edward
The price is ￥34,090
￥42,256 total
includes taxes & fees
Dec 8 - Dec 9
Tropical Inn
Outdoor pool, sun loungers
The Mermaid & Alligator

The Mermaid & Alligator

3.5 star property
Old Town Key West, 0.8 km from Jackson Square
9.8 out of 10, Exceptional, (269)
"Property had several areas to relax."
United States
Mateo
The Mermaid & Alligator
Fountain
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, (1007)
"This was our fourth stay at the Island City House and we keep coming back because of the exceptional service, clean rooms and premises, as well as the great location."
United States
Joseph
The price is ￥37,166
￥41,812 total
includes taxes & fees
Dec 7 - Dec 8
Island City House Hotel
Outdoor pool, pool umbrellas, sun loungers
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)
"Location very good Staff friendly Pool not well maintained Breakfast and happy hour lacking compared to others"
United States
Scott
The price is ￥41,382
￥46,556 total
includes taxes & fees
Nov 30 - Dec 1
Marrero's Guest Mansion
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, (986)
"Nice place to stay"
United States
Victoria
The price is ￥36,972
￥41,594 total
includes taxes & fees
Dec 1 - Dec 2
Weatherstation Inn
View from property
Duval House

Duval House

3.0 star property
Downtown Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1011)
"Love it, place was beautiful and staff was very friendly."
United States
Robert
The price is ￥20,145
￥26,020 total
includes taxes & fees
Dec 9 - Dec 10
Duval House
3 outdoor pools, a heated pool, sun 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, (1005)
"Great place!!"
United States
Kimberly
The price is ￥34,378
￥38,676 total
includes taxes & fees
Nov 30 - Dec 1
Ambrosia Key West
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, (399)
"Friendly staff, Beautiful property "
United States
Ishta
The price is ￥31,201
￥43,043 total
includes taxes & fees
Dec 1 - Dec 2
Ella's Cottages - 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
9.4 out of 10, Exceptional, (1011)
"Nice clean room, nice pool, convenient walk to Duval Street, pleasant staff, on site parking, great breakfast, what else could you ask for?.. recommended and will visit again."
United States
Joseph
The price is ￥16,022
￥28,567 total
includes taxes & fees
Dec 2 - Dec 3
Silver Palms Inn
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, (509)
"location was great nice bar party vibe"
United States
Robert Howard
The price is ￥38,395
￥43,194 total
includes taxes & fees
Nov 30 - Dec 1
The Key West Hotel
Exterior
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

4.0 star property
Historic Seaport, 0.2 km from Jackson Square
9.0 out of 10, Wonderful, (270)
"Excellent location. "
United States
Doris
The price is ￥29,202
￥38,146 total
includes taxes & fees
Nov 30 - Dec 1
La Concha Key West, Autograph Collection
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
"A1"
Paul 3-night trip
Posted 1 day 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.
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 biking. If you're looking for a convenient place to stay, check out the 1780 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 Hyatt Centric Key West Resort and Spa and Southernmost Beach Resort and Guesthouses.
How many hotels will I be able to find close to Jackson Square?
Expedia has 1780 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.
Where can I learn more about changing or cancelling my trip in the area near Jackson Square?
For more information about updating your stay near Jackson Square or cancelling it, click here.
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 Key West Film Society, Red Barn Theater, and Waterfront Playhouse.

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