Key West Jackson Square Hotels

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Our top choices for Jackson Square hotels

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, (1,001 reviews)
"Best hotel ive ever stayed in, the hospitality was unmatched."
United States
Markus
The price is HK$1,902
HK$2,140 total
includes taxes & fees
21 Jun - 22 Jun
The Gardens Hotel

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, (1,019 reviews)
"Loved this hotel & staff!"
United States
Renee
The price is HK$2,026
HK$2,280 total
includes taxes & fees
27 May - 28 May
Almond Tree Inn Hotel - Adults Only

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, (1,005 reviews)
"Great accommodations and great staff"
United States
Julian
The price is HK$2,264
HK$2,987 total
includes taxes & fees
16 Jun - 17 Jun
The Marquesa Hotel

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, (961 reviews)
"Defiantly would stay again and so close to everything"
United States
kelly
The price is HK$1,559
HK$1,754 total
includes taxes & fees
25 May - 26 May
Simonton Court Historic Inn & Cottages

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, (1,008 reviews)
"This is an amazing place ! If you are coming to Key West you won’t find a nicer place. "
United States
Vicki
The price is HK$1,976
HK$2,223 total
includes taxes & fees
27 May - 28 May
Orchid Key Inn - Adults Only

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)
"Nice location "
United States
Michael
The price is HK$1,801
HK$2,026 total
includes taxes & fees
9 Jun - 10 Jun
Island City House Hotel

Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Uptown - Upper Duval, 0.8 km from Jackson Square
9.6 out of 10, Exceptional, (390 reviews)
"Great location, helpful staff and fun people. Would stay here again…the pool and room were fantastic"
United States
Scott
The price is HK$1,159
HK$1,435 total
includes taxes & fees
9 Jun - 10 Jun
Douglas House - Adults Only

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, (982 reviews)
"This was a lovely well stocked, and comfortable stay."
United States
Pat
The price is HK$1,144
HK$1,287 total
includes taxes & fees
26 May - 27 May
L'Habitation Guest House

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)
"Breakfast by the pool was excellent! Pools were nice, with plenty of areas for privacy. We especially enjoyed the private patios and courtyards. Fantastic location!"
United States
Tina
The price is HK$1,668
HK$1,876 total
includes taxes & fees
27 May - 28 May
Ambrosia Key West

Duval House

Duval House
3.0 star property
Downtown Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1,048 reviews)
"Nice place clean, good breakfast right on Duval for easy walk to everything "
Canada
Parmjit
The price is HK$1,559
HK$1,922 total
includes taxes & fees
8 Jun - 9 Jun
Duval House

Westwinds Inn

Westwinds Inn
3.5 star property
Historic Seaport, 0.8 km from Jackson Square
9.4 out of 10, Exceptional, (1,025 reviews)
"Nice place to stay!"
United States
michael
The price is HK$1,798
HK$2,022 total
includes taxes & fees
28 May - 29 May
Westwinds Inn

Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
3.5 star property
Old Town Key West, 0.9 km from Jackson Square
9.4 out of 10, Exceptional, (1,046 reviews)
"Great continental breakfast options. Onsite parking was convenient."
United States
Keith
The price is HK$909
HK$1,552 total
includes taxes & fees
26 May - 27 May
Silver Palms Inn & Historic Homes

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, (1,097 reviews)
"Great location very nice pool food was excellent "
United States
Theresa
The price is HK$2,068
HK$2,635 total
includes taxes & fees
11 Jun - 12 Jun
Opal Key Resort & Marina, Key West

The Key West Hotel

The Key West Hotel
3.0 star property
Historic Seaport, 0.3 km from Jackson Square
9.2 out of 10, Wonderful, (555 reviews)
"Great location"
United States
David
The price is HK$2,490
HK$3,233 total
includes taxes & fees
3 Jun - 4 Jun
The Key West Hotel

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, (1,000 reviews)
"Great location walking distance to everything Key West has to offer! "
United States
John
The price is HK$1,390
HK$1,916 total
includes taxes & fees
14 Jun - 15 Jun
Paradise Inn Key West - Adults Only

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, (1,008 reviews)
"Great hotel and room. Very clean, great location."
United States
Cindy
The price is HK$2,420
HK$3,252 total
includes taxes & fees
27 May - 28 May
Santa Maria Suites

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, (1,001 reviews)
"This is a great place to stay, quiet and nice accommodations. Awesome little courtyard for breakfast."
United States
Jacqueline
The price is HK$1,369
HK$1,736 total
includes taxes & fees
28 May - 29 May
The Grand Guesthouse

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, (910 reviews)
"Staff and location was very good. Room was clean and breakfast was really good"
United States
Gulben
The price is HK$1,680
HK$2,287 total
includes taxes & fees
28 May - 29 May
Ridley House - Key West Historic Inns

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, (399 reviews)
"We love staying here it’s so close to everything!"
United States
Avah
The price is HK$1,637
HK$2,106 total
includes taxes & fees
25 May - 26 May
La Concha Key West, Autograph Collection

Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive
4.0 star property
Uptown - Upper Duval, 1.1 km from Jackson Square
9.4 out of 10, Exceptional, (1,000 reviews)
"Fresh continental breakfast, clean room, close to everything."
United States
BOBBY J.
The price is HK$1,498
HK$2,676 total
includes taxes & fees
7 Jun - 8 Jun
Southernmost House - Adult Exclusive
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.

Compare popular hotels close to Jackson Square

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
Exterior detail
The Gardens Hotel
4.0 star property
9.8
Exceptional
1,001 reviews
View
Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0
Exceptional
1,019 reviews
View
Exterior
The Marquesa Hotel
3.5 star property
9.8
Exceptional
1,005 reviews
View
Minibar, in-room safe, individually decorated, individually furnished
Simonton Court Historic Inn & Cottages
2.5 star property
9.8
Exceptional
961 reviews
View
Property grounds
Orchid Key Inn - Adults Only
3.5 star property
9.8
Exceptional
1,008 reviews
View

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 1736 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 Opal Key Resort & Marina, Key West.
How many hotels can I expect to find close to Jackson Square?
Expedia has 1736 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 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.