Hotels near Jackson Square

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Our top choices for Jackson Square hotels

Artist House Key West

Artist House Key West
3.5 star property
Historic Seaport, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (431 reviews)
"We loved the location and amenities. Sophia was great. "
United States
Karen
The price is S$424
includes taxes & fees
30 Apr - 1 May
Artist House Key West

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, (927 reviews)
"Great location. Cool vibe. "
United States
Becky
The price is S$491
includes taxes & fees
30 Apr - 1 May
Simonton Court Historic Inn & Cottages

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)
"Great accommodations and great staff"
United States
Julian
The price is S$650
includes taxes & fees
27 Apr - 28 Apr
The Marquesa Hotel

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, (161 reviews)
"Large clean room and excellent staff! Made for a great stay. "
United States
Daniel
The price is S$450
includes taxes & fees
7 Apr - 8 Apr
The Conch House Heritage Inn

Tropical Inn

Tropical Inn
3.5 star property
Downtown Key West, 0.4 km from Jackson Square
9.6 out of 10, Exceptional, (388 reviews)
"This place is a gem with Lovely accommodations,peaceful pooland great staff we will always come back when in KW. "
United States
Garda
The price is S$502
includes taxes & fees
8 Apr - 9 Apr
Tropical Inn

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, (341 reviews)
"We really enjoyed our stay at the Douglas House, great location and the staff was very friendly and gave wonderful tips on great places to dine. Would highly recommend choosing Douglas House for your stay."
United States
Timothy
The price is S$364
includes taxes & fees
14 Apr - 15 Apr
Douglas House - 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, (594 reviews)
"Very nice place. Great location. "
United States
Colleen Tom
The price is S$820
includes taxes & fees
28 Apr - 29 Apr
H2O Suites - 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, (1,000 reviews)
"We absolutely loved staying here!"
United States
Victoria E
The price is S$474
includes taxes & fees
6 May - 7 May
Island City House Hotel

Coco Plum Inn

Coco Plum Inn
3.0 star property
Downtown Key West, 0.1 km from Jackson Square
9.4 out of 10, Exceptional, (507 reviews)
"A/C was great, very clean place, great and helpful staff."
United States
Paul
The price is S$466
includes taxes & fees
26 Apr - 27 Apr
Coco Plum Inn

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, (142 reviews)
"Staff very courteous and friendly, public spaces lovely."
United States
Paul
The price is S$578
includes taxes & fees
13 Apr - 14 Apr
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

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, (337 reviews)
"It was nice. Get a smart tv 😂"
United States
Robert
The price is S$491
includes taxes & fees
6 May - 7 May
Marrero's Guest Mansion

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, (1,002 reviews)
"The property is beautiful and the location is perfect. It has a lovely chill Key West vibe. Management is on-site and helpful."
United States
Ann Elizabeth
The price is S$468
includes taxes & fees
19 Apr - 20 Apr
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, (1,009 reviews)
"Great place, great location, great staff"
United States
Victoria
The price is S$432
includes taxes & fees
7 Apr - 8 Apr
Duval House

Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Downtown Key West, 0.3 km from Jackson Square
9.2 out of 10, Wonderful, (1,129 reviews)
"Great location and great accommodation "
United States
robert
The price is S$460
includes taxes & fees
12 Apr - 13 Apr
Heron House - Adult Only

Westwinds Inn

Westwinds Inn
3.5 star property
Historic Seaport, 0.8 km from Jackson Square
9.4 out of 10, Exceptional, (1,001 reviews)
"Room was clean and the staff was very friendly. Garden area and pool were peaceful. Would definitely stay here again."
United States
Bryan
The price is S$430
includes taxes & fees
12 Apr - 13 Apr
Westwinds Inn

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, (457 reviews)
"Perfect location!"
United States
Amelita
The price is S$643
includes taxes & fees
27 Apr - 28 Apr
Ella's Cottages - Key West Historic Inns

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, (1,003 reviews)
"The location is pretty good, it's about a mile and a little bit more to Mallory square, but there are many things to see along the way. It has a nice Key West vibe to it, especially having the breakfast outside in the morning. And coffee is available 24 hours which we like"
United States
Glenn
The price is S$390
includes taxes & fees
8 Apr - 9 Apr
The Grand Guesthouse

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, (1,081 reviews)
"Great location! Pool area was awesome!"
United States
Sheri
The price is S$556
includes taxes & fees
19 Apr - 20 Apr
Opal Key Resort & Marina, Key West

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, (1,020 reviews)
"Great location and very nice ataff"
Australia
fernando
The price is S$437
includes taxes & fees
12 Apr - 13 Apr
Silver Palms Inn

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, (1,006 reviews)
"Wonderful property. Great location. Feels quiet and secluded. We loved the breakfast and the happy hour."
United States
Cindy
The price is S$356
includes taxes & fees
9 Apr - 10 Apr
Paradise Inn Key West - Adults Only
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
Restaurant
Artist House Key West
3.5 star property
9.8
Exceptional
431 reviews
View
Minibar, in-room safe, individually decorated, individually furnished
Simonton Court Historic Inn & Cottages
2.5 star property
9.8
Exceptional
927 reviews
View
Exterior
The Marquesa Hotel
3.5 star property
9.8
Exceptional
1,001 reviews
View
Terrace/patio
The Conch House Heritage Inn
3.5 star property
9.8
Exceptional
161 reviews
View
Premium bedding, pillow-top beds, individually decorated
Tropical Inn
3.5 star property
9.6
Exceptional
388 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 1734 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 Opal Key Resort & Marina, Key West.
How many hotels can I expect to find close to Jackson Square?
Expedia has 1734 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 Key West Historic Seaport 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.