The Monroe County Courthouse with a clock tower, surrounded by trees and a clear blue sky.

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Check prices for these dates

This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

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Our top choices for Jackson Square hotels

A breakfast table with various food items and drinks, a pool in the background, and a tiled wall.

1. Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
3.5 star property
Downtown Key West, 0.4 mi from Jackson Square
10.0 out of 10, Exceptional, (1,007 reviews)
"We really enjoyed our stay! The staff were amazing and the room was perfect!"
United States
Teresa
The price is £166
includes taxes & fees
17 Nov - 18 Nov
Almond Tree Inn Hotel - Adults Only
A tropical outdoor area with palm trees, hanging plants, and string lights.

2. Douglas House - Adults Only

Douglas House - Adults Only
3.5 star property
Uptown - Upper Duval, 0.5 mi from Jackson Square
9.8 out of 10, Exceptional, (592 reviews)
"Clean place, courteous staff, great location"
United States
Sandra
The price is £193
includes taxes & fees
30 Nov - 1 Dec
Douglas House - Adults Only
A pool area with lounge chairs and a table, surrounded by palm trees.

3. Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
3.5 star property
Uptown - Upper Duval, 0.4 mi from Jackson Square
9.8 out of 10, Exceptional, (1,007 reviews)
"Fantastic property. Love staying here 💗"
United States
Jessica
The price is £214
includes taxes & fees
1 Dec - 2 Dec
Orchid Key Inn - Adults Only
A rectangular pool with a white deck, surrounded by lush greenery and a gazebo.

4. Ambrosia Key West

Ambrosia Key West
3.5 star property
Old Town Key West, 0.3 mi from Jackson Square
9.4 out of 10, Exceptional, (1,000 reviews)
"Great location beautiful property we enjoyed our stay !"
United States
daniela
The price is £135
includes taxes & fees
29 Nov - 30 Nov
Ambrosia Key West
A room with a door featuring horizontal blinds, a visible outdoor view through the window, and a patterned carpet.

5. Alexander Palms Court

Alexander Palms Court
2.5 star property
Casa Marina, 0.8 mi from Jackson Square
9.4 out of 10, Exceptional, (1,007 reviews)
"We love staying at Alexander’s!!!"
United States
Brenda
The price is £144
includes taxes & fees
1 Dec - 2 Dec
Alexander Palms Court
A swimming pool with water splashing, surrounded by palm trees and a building in the background.

6. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
3.5 star property
Old Town Key West, 0.6 mi from Jackson Square
9.4 out of 10, Exceptional, (1,040 reviews)
"Very central location"
United States
TODD
The price is £180
includes taxes & fees
2 Dec - 3 Dec
Silver Palms Inn & Historic Homes
A covered balcony with white Adirondack chairs and a small table with flowers, overlooking a turquoise sea and distant shoreline.

7. Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West
5.0 star property
Old Town Key West, 0.3 mi from Jackson Square
9.2 out of 10, Wonderful, (1,224 reviews)
"have stayed here many times. nice location in old Town."
United States
A
The price is £249
includes taxes & fees
29 Nov - 30 Nov
Opal Key Resort & Marina, Key West
A large, white, two-story building with a balcony and a sign reading "The Marker Resort."

8. The Marker Key West Harbor Resort

The Marker Key West Harbor Resort
4.0 star property
Historic Seaport, 0.4 mi from Jackson Square
9.2 out of 10, Wonderful, (1,051 reviews)
"Great location!"
United States
Katherine
The price is £253
includes taxes & fees
29 Nov - 30 Nov
The Marker Key West Harbor Resort
A hotel with a swimming pool, balconies, and a view of the sea.

9. Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
4.0 star property
Historic Seaport, 0.5 mi from Jackson Square
9.2 out of 10, Wonderful, (1,005 reviews)
"Wonderful property with wonderful staff"
United States
Michael Joseph
The price is £260
includes taxes & fees
29 Nov - 30 Nov
Hyatt Centric Key West Resort and Spa
A wooden deck with wicker furniture, a white staircase, and a lush garden area.

10. Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Downtown Key West, 0.2 mi from Jackson Square
9.2 out of 10, Wonderful, (1,142 reviews)
"Great staff and clean rooms"
United States
Dan
The price is £158
includes taxes & fees
15 Nov - 16 Nov
Heron House - Adult Only
A two-story building with a white picket fence, palm trees, and a sign that reads 'DUVAL GARDENS.'

11. Duval Gardens - Adults Only

Duval Gardens - Adults Only
4.0 star property
Uptown - Upper Duval, 0.4 mi from Jackson Square
9.2 out of 10, Wonderful, (926 reviews)
"Great rooms and staff, the breakfast is amazing "
United States
JoAnn
The price is £151
includes taxes & fees
8 Dec - 9 Dec
Duval Gardens - Adults Only
A pool area with a wooden deck, lounge chairs, and umbrellas.

12. The Key West Hotel

The Key West Hotel
3.0 star property
Historic Seaport, 0.2 mi from Jackson Square
9.2 out of 10, Wonderful, (565 reviews)
"Great place to stay - highly recommend."
United States
Preston
The price is £336
includes taxes & fees
17 Nov - 18 Nov
The Key West Hotel
Room

13. The Independent Inn

The Independent Inn
3.0 star property
Historic Seaport, 0.6 mi from Jackson Square
9.0 out of 10, Wonderful, (73 reviews)
"Dan and Emma own the property and they go out of their way to give you the best experience you can receive. They are continuously on the property, working trying to maintain and make improvements. Thoroughly enjoyed the stay."
United States
Malcolm
The price is £186
includes taxes & fees
14 Dec - 15 Dec
The Independent Inn
A bedroom with a bed, bedside table, lamp, and a small kitchenette. There is a balcony with wicker chairs and a glass table.

14. Eden House

Eden House
4.0 star property
Historic Seaport, 0.6 mi from Jackson Square
9.0 out of 10, Wonderful, (1,001 reviews)
"Amazing staff, beautiful location, super clean rooms and great amenities. This is my 3rd stay here and will definitely be back again!"
United States
Michelle
The price is £145
includes taxes & fees
30 Nov - 1 Dec
Eden House
A poolside area with lounge chairs, a small pool, and a white building with a balcony.

15. Seascape Tropical Inn - Adult Exclusive

Seascape Tropical Inn - Adult Exclusive
3.0 star property
Downtown Key West, 0.3 mi from Jackson Square
9.0 out of 10, Wonderful, (489 reviews)
"Nice and quiet."
United States
Carl
The price is £204
includes taxes & fees
26 Nov - 27 Nov
Seascape Tropical Inn - Adult Exclusive
A swimming pool with clear water, surrounded by lush greenery and palm trees.

16. Tranquility Guest House

Tranquility Guest House
2.0 star property
Bahama Village, 0.2 mi from Jackson Square
9.0 out of 10, Wonderful, (40 reviews)
"The room was clean and the location was perfect."
United States
Sandra
The price is £178
includes taxes & fees
17 Nov - 18 Nov
Tranquility Guest House
A narrow pathway flanked by white buildings with balconies, leading to a gated entrance.

17. The Saint Hotel Key West, Autograph Collection, Adult Only

The Saint Hotel Key West, Autograph Collection, Adult Only
3.5 star property
Historic Seaport, 0.1 mi from Jackson Square
9.0 out of 10, Wonderful, (378 reviews)
"Great place for couples!"
United States
R Frederick
The price is £180
includes taxes & fees
8 Dec - 9 Dec
The Saint Hotel Key West, Autograph Collection, Adult Only
A gated entrance with a gazebo, palm trees, and a brick pathway leading to a building with a red roof.

18. Duval Inn

Duval Inn
3.0 star property
Downtown Key West, 0.2 mi from Jackson Square
8.8 out of 10, Excellent, (853 reviews)
"Bed was very comfortable, and the location was a quick walk to anything."
United States
April
The price is £198
includes taxes & fees
13 Dec - 14 Dec
Duval Inn
A balcony with two rocking chairs facing a beach with palm trees and a pier.

19. Coconut Beach Resort

Coconut Beach Resort
2.5 star property
Casa Marina, 0.9 mi from Jackson Square
8.8 out of 10, Excellent, (230 reviews)
"Clean room,comfortable bed. Beautiful beach view and lovely pool area."
United States
Angela
The price is £384
includes taxes & fees
14 Dec - 15 Dec
Coconut Beach Resort
A deck with sun loungers and a railing overlooking the sea.

20. Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses
4.0 star property
Uptown - Upper Duval, 0.6 mi from Jackson Square
8.6 out of 10, Excellent, (3,662 reviews)
"Beautiful hotel, loved our stay"
United States
Damian
The price is £236
includes taxes & fees
30 Nov - 1 Dec
Southernmost Beach Resort and Guesthouses
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.
View all properties

Compare popular hotels close to Jackson Square

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A breakfast table with various food items and drinks, a pool in the background, and a tiled wall.
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0
Exceptional
1,007 reviews
View
A tropical outdoor area with palm trees, hanging plants, and string lights.
Douglas House - Adults Only
3.5 star property
9.8
Exceptional
592 reviews
View
A pool area with lounge chairs and a table, surrounded by palm trees.
Orchid Key Inn - Adults Only
3.5 star property
9.8
Exceptional
1,007 reviews
View
A rectangular pool with a white deck, surrounded by lush greenery and a gazebo.
Ambrosia Key West
3.5 star property
9.4
Exceptional
1,000 reviews
View
A room with a door featuring horizontal blinds, a visible outdoor view through the window, and a patterned carpet.
Alexander Palms Court
2.5 star property
9.4
Exceptional
1,007 reviews
View

Top Jackson Square Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"This was a great resort away from the busyness of Duval St. and yet it wa very walkable to downtown if you wish. I wish the beach area was a bit cleaner, from the sargassum, but I dont think that was anything the resort to do. Overall it was a wonderful place to be!"
Regina 5-night trip
Posted 7 hours ago
Southernmost Beach Resort and Guesthouses

Other attractions near Jackson Square

A historic building with ornate architecture, a balcony, and a coat of arms.

San Carlos Institute - Casa Cuba

8.6/10 (34 reviews)
You can spend an afternoon exploring the galleries in San Carlos Institute - Casa Cuba during your trip to Key West. Stroll along the area's beautiful beaches or experience its lively festivals.
See properties

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 1672 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 Pier House Resort & Spa.
How many hotels can I expect to find close to Jackson Square?
Expedia has 1672 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, Ernest Hemingway Home and Museum and Florida Keys Eco - Discovery Center feature a variety of fascinating exhibits to see while you're in town. Key West Lighthouse and Keeper's Quarters Museum, Fort Zachary Taylor Historic State Park and Fort East Martello Museum and Gallery are some of the local landmarks to explore. You can check out the local talent at Red Barn Theater, Key West Film Society and The Key West Theater.