Hotels near Jackson Square

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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, (1,006 reviews)
"Great staff, breakfast and happy hour. "
United States
Tina
The price is RM1,336
RM1,503 total
includes taxes & fees
4 May - 5 May
Almond Tree Inn Hotel - Adults Only

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, (260 reviews)
"Fabulous staff, our villa had everything we needed, perfect location off Duval with a peaceful vibe at the swimming pool and patio, and the happy hour cocktails were the best! "
United States
Sarah
The price is RM1,241
RM1,396 total
includes taxes & fees
14 May - 15 May
Key West Villas

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, (1,000 reviews)
"Great accommodations and great staff"
United States
Julian
The price is RM1,300
RM1,685 total
includes taxes & fees
31 May - 1 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, (941 reviews)
"Very unique, great staff, and great location"
United States
Jason
The price is RM1,103
RM1,240 total
includes taxes & fees
6 May - 7 May
Simonton Court Historic Inn & Cottages

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, (1,000 reviews)
"Breakfasts were great and they had a very good selection of drinks at the bar."
United States
Dennis
The price is RM811
RM913 total
includes taxes & fees
28 May - 29 May
The Gardens Hotel

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, (1,002 reviews)
"Great stay"
United States
Julia
The price is RM1,317
RM1,481 total
includes taxes & fees
25 May - 26 May
Orchid Key Inn - Adults Only

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, (368 reviews)
"Clean cute hotel close to Duvall"
United States
Marsha
The price is RM716
RM886 total
includes taxes & fees
27 May - 28 May
Douglas House - Adults Only

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 RM708
RM955 total
includes taxes & fees
3 May - 4 May
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

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, (167 reviews)
"The breakfast was fantastic! Located close enough to Duval for convenience but far enough to be quiet. "
United States
Bob
The price is RM1,555
RM1,750 total
includes taxes & fees
17 May - 18 May
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, (999 reviews)
"We absolutely loved staying here!"
United States
Victoria E
The price is RM1,008
RM1,134 total
includes taxes & fees
5 May - 6 May
Island City House Hotel

Tropical Inn

Tropical Inn
3.5 star property
Downtown Key West, 0.4 km from Jackson Square
9.6 out of 10, Exceptional, (395 reviews)
"We stayed for three nights and it was a great place. The room was lovely with a balcony overlooking the pool. It’s a great location, within walking distance of everything. Brandy was very helpful and accommodating, making sure everything went well with our stay. Would definitely come back again."
Canada
Lisa
The price is RM940
RM1,156 total
includes taxes & fees
3 May - 4 May
Tropical Inn

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, (520 reviews)
"Great location, pleasant staff & cute pool. "
United States
julie
The price is RM1,220
RM1,372 total
includes taxes & fees
3 May - 4 May
Coco Plum Inn

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, (975 reviews)
"This was a lovely well stocked, and comfortable stay."
United States
Pat
The price is RM743
RM836 total
includes taxes & fees
3 May - 4 May
L'Habitation Guest 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, (1,142 reviews)
"Love the Heron House, it s quaint and very comfortable, we absolutely love our stays there. "
United States
Burt
The price is RM537
RM738 total
includes taxes & fees
7 May - 8 May
Heron House - Adult Only

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 RM1,221
RM1,374 total
includes taxes & fees
3 May - 4 May
Marrero's Guest Mansion

Weatherstation Inn

Weatherstation Inn
2.5 star property
Truman Annex, 0.3 km from Jackson Square
9.4 out of 10, Exceptional, (1,002 reviews)
"Perfect stay!"
United States
A. Elise
The price is RM984
RM1,107 total
includes taxes & fees
3 May - 4 May
Weatherstation Inn

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, (599 reviews)
"This resort was in the perfect location for exploring Key West. Highly recommend!"
United States
Barton
The price is RM1,814
RM2,307 total
includes taxes & fees
11 May - 12 May
H2O Suites - Adults Only

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 RM997
RM1,121 total
includes taxes & fees
5 May - 6 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 RM922
RM1,137 total
includes taxes & fees
4 May - 5 May
The Grand Guesthouse

Duval House

Duval House
3.0 star property
Downtown Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1,028 reviews)
"Great place & location !!"
United States
Carl
The price is RM703
RM876 total
includes taxes & fees
3 May - 4 May
Duval House
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
Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0
Exceptional
1,006 reviews
View
Front of property
Key West Villas
3.5 star property
9.8
Exceptional
260 reviews
View
Exterior
The Marquesa Hotel
3.5 star property
9.8
Exceptional
1,000 reviews
View
Minibar, in-room safe, individually decorated, individually furnished
Simonton Court Historic Inn & Cottages
2.5 star property
9.8
Exceptional
941 reviews
View
Exterior detail
The Gardens Hotel
4.0 star property
9.8
Exceptional
1,000 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 1730 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 Pier House Resort & Spa and Southernmost Beach Resort and Guesthouses.
How many hotels can I expect to find close to Jackson Square?
Expedia has 1730 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.