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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, (1,000 reviews)
"Breakfasts were great and they had a very good selection of drinks at the bar."
United States
Dennis
The price is Rp5.308.518
Rp5.972.082 total
includes taxes & fees
11 May - 12 May
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, (1,002 reviews)
"Great location, great staff"
United States
Kurt Lee
The price is Rp5.828.134
Rp6.556.650 total
includes taxes & fees
4 May - 5 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, (1,000 reviews)
"Great accommodations and great staff"
United States
Julian
The price is Rp6.190.237
Rp7.934.022 total
includes taxes & fees
10 May - 11 May
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)
"Loved our stay here. The staff is so friendly and helpful. The property so quaint and well taken care of. Would recommend to anyone. We will be back for sure!! "
United States
Peter
The price is Rp6.867.189
Rp7.725.588 total
includes taxes & fees
12 May - 13 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, (258 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 Rp5.416.026
Rp6.093.159 total
includes taxes & fees
14 May - 15 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, (1,002 reviews)
"Enjoyed our stay, loved the location. Hotel and staff were friendly and accommodating."
United States
Mark
The price is Rp5.828.134
Rp6.556.650 total
includes taxes & fees
4 May - 5 May
Orchid Key Inn - Adults Only

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 Rp4.101.937
Rp5.045.647 total
includes taxes & fees
3 May - 4 May
Tropical Inn

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, (166 reviews)
"Lovely staff with classic old school key west vibe. Perfect location as its cental to just about everything but just far away from the crowds. Very clean and bed was firm but comfortable."
United States
Mark
The price is Rp6.786.845
Rp7.635.200 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, (1,004 reviews)
"A beautiful place to stay. Lovely room and very helpful staff. The gardens were beautiful."
United States
Margaret
The price is Rp4.684.923
Rp5.270.539 total
includes taxes & fees
13 May - 14 May
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, (974 reviews)
"This was a lovely well stocked, and comfortable stay."
United States
Pat
The price is Rp3.243.408
Rp3.648.964 total
includes taxes & fees
3 May - 4 May
L'Habitation Guest House

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)
"Location very good Staff friendly Pool not well maintained Breakfast and happy hour lacking compared to others"
United States
Scott
The price is Rp5.328.087
Rp5.994.184 total
includes taxes & fees
3 May - 4 May
Marrero's Guest Mansion

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 Rp3.088.221
Rp4.164.874 total
includes taxes & fees
3 May - 4 May
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

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, (367 reviews)
"Great location near Duval Street but a couple blocks away so it much quieter than staying right on Duval. "
United States
Aaron
The price is Rp3.117.198
Rp3.857.534 total
includes taxes & fees
25 May - 26 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, (599 reviews)
"This resort was in the perfect location for exploring Key West. Highly recommend!"
United States
Barton
The price is Rp7.899.849
Rp10.049.074 total
includes taxes & fees
26 May - 27 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, (1,002 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 Rp4.349.217
Rp4.892.868 total
includes taxes & fees
4 May - 5 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, (1,026 reviews)
"Great place & location !!"
United States
Carl
The price is Rp3.414.114
Rp4.211.604 total
includes taxes & fees
3 May - 4 May
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, (1,147 reviews)
"Love the Heron House, it s quaint and very comfortable, we absolutely love our stays there. "
United States
Burt
The price is Rp2.561.857
Rp3.470.533 total
includes taxes & fees
4 May - 5 May
Heron House - Adult Only

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, (467 reviews)
"Amazing hotel, great staff, perfect location. 10/10 - we cant wait to come back for another visit and book there again!"
United States
Caitlin
The price is Rp6.879.957
Rp8.613.051 total
includes taxes & fees
26 May - 27 May
Ella's Cottages - Key West Historic Inns

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, (1,027 reviews)
"The place was very clean and easy to get into. Parking was great. Breakfast was good. If I come back to the KEYS I will stay at Silver Palms Inn!!!!"
United States
Judy
The price is Rp2.927.591
Rp4.455.412 total
includes taxes & fees
6 May - 7 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, (1,086 reviews)
"Loved the location and the prximity to so many things we wanted to visit. The pool and services there were great!"
United States
Pamela
The price is Rp4.465.937
Rp5.703.295 total
includes taxes & fees
10 May - 11 May
Opal Key Resort & Marina, Key West
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
1,000 reviews
View
Queen Deluxe ADA | Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0
Exceptional
1,002 reviews
View
Exterior
The Marquesa Hotel
3.5 star property
9.8
Exceptional
1,000 reviews
View
Queen with Pool View | Minibar, in-room safe, individually decorated, individually furnished
Simonton Court Historic Inn & Cottages
2.5 star property
9.8
Exceptional
941 reviews
View
Front of property
Key West Villas
3.5 star property
9.8
Exceptional
258 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.