Top Hotels Near Jackson Square in Key West from NZ$281

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Our top choices for Jackson Square hotels

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, (1,015 reviews)
"Great staff, breakfast and happy hour. "
United States
Tina
The price is NZ$410
includes taxes & fees
25 May - 26 May
Almond Tree Inn Hotel - Adults Only

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, (1,004 reviews)
"Best hotel ive ever stayed in, the hospitality was unmatched."
United States
Markus
The price is NZ$501
includes taxes & fees
4 June - 5 June
The Gardens 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, (956 reviews)
"Defiantly would stay again and so close to everything"
United States
kelly
The price is NZ$373
includes taxes & fees
20 May - 21 May
Simonton Court Historic Inn & Cottages

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, (261 reviews)
"This was the best place we have stayed at in Key West! It was super quiet but only a block from Duval. The owners really put a lot of care into the place and are super nice! Definitely would stay there again! "
United States
Jennifer
The price is NZ$429
includes taxes & fees
26 May - 27 May
Key West Villas

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, (1,007 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 NZ$416
includes taxes & fees
25 May - 26 May
Orchid Key Inn - Adults Only

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, (174 reviews)
"Great location "
United Kingdom
Lucy
The price is NZ$478
includes taxes & fees
9 June - 10 June
The Conch House Heritage Inn

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, (1,001 reviews)
"Nice location "
United States
Michael
The price is NZ$440
includes taxes & fees
2 June - 3 June
Island City House Hotel

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, (981 reviews)
"This was a lovely well stocked, and comfortable stay."
United States
Pat
The price is NZ$281
includes taxes & fees
26 May - 27 May
L'Habitation Guest House

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, (388 reviews)
"Great location, helpful staff and fun people. Would stay here again…the pool and room were fantastic"
United States
Scott
The price is NZ$328
includes taxes & fees
20 May - 21 May
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, (605 reviews)
"This resort was in the perfect location for exploring Key West. Highly recommend!"
United States
Barton
The price is NZ$802
includes taxes & fees
2 June - 3 June
H2O Suites - Adults Only

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, (531 reviews)
"Loved the property and staff was super friendly."
United States
Brinkley
The price is NZ$506
includes taxes & fees
25 May - 26 May
Coco Plum Inn

Weatherstation Inn

Weatherstation Inn
2.5 star property
Truman Annex, 0.3 km from Jackson Square
9.4 out of 10, Exceptional, (1,001 reviews)
"Perfect stay!"
United States
A. Elise
The price is NZ$381
includes taxes & fees
21 May - 22 May
Weatherstation 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, (145 reviews)
"The staff and other guests were very friendly. The room was spacious and the bed was comfortable. "
United States
Annette
The price is NZ$393
includes taxes & fees
20 May - 21 May
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Duval House

Duval House
3.0 star property
Downtown Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1,043 reviews)
"Nice place clean, good breakfast right on Duval for easy walk to everything "
Canada
Parmjit
The price is NZ$360
includes taxes & fees
31 May - 1 June
Duval House

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, (475 reviews)
"Cute place. Great location to everything on Duval. Service was great and friendly."
United States
DJS Darren Jay
The price is NZ$410
includes taxes & fees
27 May - 28 May
Ella's Cottages - Key West Historic Inns

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 NZ$407
includes taxes & fees
25 May - 26 May
Ambrosia Key West

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, (1,002 reviews)
"This is a great place to stay, quiet and nice accommodations. Awesome little courtyard for breakfast."
United States
Jacqueline
The price is NZ$355
includes taxes & fees
20 May - 21 May
The Grand Guesthouse

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, (1,152 reviews)
"Wonderful stay! Loved the property and location. "
United States
Janet
The price is NZ$304
includes taxes & fees
20 May - 21 May
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, (1,022 reviews)
"Very clean rooms staff was very helpful. Pools we’re nice little small you continental breakfast could add a couple more things like bananas all in all 10 out of 10"
United States
Bruce
The price is NZ$456
includes taxes & fees
25 May - 26 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, (1,044 reviews)
"Great continental breakfast options. Onsite parking was convenient."
United States
Keith
The price is NZ$337
includes taxes & fees
25 May - 26 May
Silver Palms Inn & Historic Homes
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
Queen Deluxe ADA
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0
Exceptional
1,015 reviews
View
Exterior detail
The Gardens Hotel
4.0 star property
9.8
Exceptional
1,004 reviews
View
Queen with Pool View
Simonton Court Historic Inn & Cottages
2.5 star property
9.8
Exceptional
956 reviews
View
Front of property
Key West Villas
3.5 star property
9.8
Exceptional
261 reviews
View
Exterior
The Marquesa Hotel
3.5 star property
9.8
Exceptional
1,005 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.