Key West Jackson Square Hotels

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Top Trending Hotels Near Jackson Square

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, (1001)
"Such a lovely stay!"
United States
Mindi Kay
The price is HK$1,518
HK$1,708 total
includes taxes & fees
19 Nov - 20 Nov
Almond Tree Inn Hotel - Adults Only

Artist House Key West

3.5 star property
Historic Seaport, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (417)
"Beautiful and lovely amenities. Highly recommend staying."
United States
Robbie
The price is HK$1,510
HK$1,699 total
includes taxes & fees
4 Dec - 5 Dec
Artist House Key West

Simonton Court Historic Inn & Cottages

2.5 star property
Historic Seaport, 0.4 km from Jackson Square
9.8 out of 10, Exceptional, (868)
"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 HK$1,727
HK$1,942 total
includes taxes & fees
16 Nov - 17 Nov
Simonton Court Historic Inn & Cottages

Key West Villas

3.5 star property
Downtown Key West, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (244)
"Awsome staff great location "
United States
Jeffrey
Key West Villas

The Marquesa Hotel

3.5 star property
Historic Seaport, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (1002)
"Amazing rooms, and staff was beyond 5 star"
United States
Jennifer
The price is HK$1,984
HK$2,669 total
includes taxes & fees
30 Nov - 1 Dec
The Marquesa Hotel

Orchid Key Inn - Adults Only

3.5 star property
Uptown - Upper Duval, 0.6 km from Jackson Square
9.8 out of 10, Exceptional, (1000)
"Was clean, convenient, great friendly staff, located in a perfect place, just what we needed :)"
United States
Michael
The price is HK$1,676
HK$1,885 total
includes taxes & fees
19 Nov - 20 Nov
Orchid Key Inn - Adults Only

The Mermaid & Alligator

3.5 star property
Old Town Key West, 0.8 km from Jackson Square
9.8 out of 10, Exceptional, (266)
"Property had several areas to relax."
United States
Mateo
The Mermaid & Alligator

H2O Suites - Adults Only

3.5 star property
Uptown - Upper Duval, 1 km from Jackson Square
9.8 out of 10, Exceptional, (576)
"Great place!!"
United States
Joel
The price is HK$2,481
HK$3,315 total
includes taxes & fees
17 Nov - 18 Nov
H2O Suites - Adults Only

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, (127)
"Great place to stay always clean an the employees are very respectful "
United States
Charles
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Island City House Hotel

3.0 star property
Historic Seaport, 0.6 km from Jackson Square
9.6 out of 10, Exceptional, (1002)
"great area, wonderful room, lovely staff ❣️"
United Kingdom
Sylke
The price is HK$1,282
HK$1,442 total
includes taxes & fees
16 Nov - 17 Nov
Island City House Hotel

Tropical Inn

3.5 star property
Downtown Key West, 0.4 km from Jackson Square
9.6 out of 10, Exceptional, (358)
"A great spot right on Duval Street. Staff are super friendly and helpful. The room was well appointed and cozy, lovely balcony overlooking the pool. "
United States
Michael
The price is HK$1,504
HK$1,887 total
includes taxes & fees
16 Nov - 17 Nov
Tropical Inn

Douglas House

3.0 star property
Uptown - Upper Duval, 0.8 km from Jackson Square
9.6 out of 10, Exceptional, (206)
"Spotless room, great location and free parking"
United States
Patricia
The price is HK$1,200
HK$1,397 total
includes taxes & fees
19 Nov - 20 Nov
Douglas House

Santa Maria Suites

4.0 star property
Uptown - Upper Duval, 1.2 km from Jackson Square
9.6 out of 10, Exceptional, (1001)
"This hotel is beautiful, quiet, comfortable and very friendly staff."
United States
Marie
The price is HK$2,098
HK$2,885 total
includes taxes & fees
20 Nov - 21 Nov
Santa Maria Suites

L'Habitation Guest House

2.5 star property
Historic Seaport, 0.2 km from Jackson Square
9.4 out of 10, Exceptional, (913)
"Great Location and was clean. Would stay again."
United States
Brandon
The price is HK$1,059
HK$1,191 total
includes taxes & fees
17 Nov - 18 Nov
L'Habitation Guest House

Weatherstation Inn

2.5 star property
Truman Annex, 0.3 km from Jackson Square
9.4 out of 10, Exceptional, (985)
"Nice place to stay"
United States
Victoria
The price is HK$1,617
HK$1,820 total
includes taxes & fees
16 Nov - 17 Nov
Weatherstation Inn

Ambrosia Key West

3.5 star property
Old Town Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1001)
"Great place!!"
United States
Kimberly
The price is HK$1,852
HK$2,084 total
includes taxes & fees
16 Nov - 17 Nov
Ambrosia Key West

Duval House

3.0 star property
Downtown Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1002)
"Love it, place was beautiful and staff was very friendly."
United States
Robert
The price is HK$973
HK$1,261 total
includes taxes & fees
17 Nov - 18 Nov
Duval House

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, (391)
"Loved our stay. "
United States
Cassandra D
The price is HK$1,469
HK$2,046 total
includes taxes & fees
2 Dec - 3 Dec
Ella's Cottages - Key West Historic Inns

Westwinds Inn

3.5 star property
Historic Seaport, 0.8 km from Jackson Square
9.4 out of 10, Exceptional, (1001)
"Will stay again !"
United States
Ian
Westwinds Inn

Silver Palms Inn

3.5 star property
Old Town Key West, 0.9 km from Jackson Square
9.4 out of 10, Exceptional, (1005)
"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 HK$833
HK$1,461 total
includes taxes & fees
17 Nov - 18 Nov
Silver Palms Inn
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.

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 1777 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 Pier House Resort & Spa.
How many hotels can I expect to find close to Jackson Square?
Expedia has 1777 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 Mel Fisher Maritime Museum feature a variety of fascinating exhibits to see while you're in town. Ernest Hemingway Home and Museum, Key West Lighthouse and Keeper's Quarters Museum and Saint Mary Star of the Sea are some of the local landmarks to explore. You can check out the local talent at Red Barn Theater, Waterfront Playhouse and Key West Film Society.

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