Search Hotels Near Jackson Square, Key West

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
28 Jan - 29 Jan
Tomorrow
29 Jan - 30 Jan
This weekend
30 Jan - 1 Feb
Next weekend
6 Feb - 8 Feb

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Jackson Square hotels

Queen Deluxe ADA | Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds

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)
"Clean room , friendly staff , excellent location . Would stay again ! "
United States
Kathleen
The price is Rp6.350.042
Rp7.143.798 total
includes taxes & fees
1 Feb - 2 Feb
Almond Tree Inn Hotel - Adults Only
Exterior

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, (1,002 reviews)
"Perfect place to stay. "
United States
Paulette
The price is Rp7.948.870
Rp9.885.574 total
includes taxes & fees
1 Feb - 2 Feb
The Marquesa Hotel
Front of property

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, (250 reviews)
"Awsome staff great location "
United States
Jeffrey
Key West Villas
Exterior

Coco Plum Inn

Coco Plum Inn
3.0 star property
Downtown Key West, 0.1 km from Jackson Square
9.6 out of 10, Exceptional, (478 reviews)
"Place was great and the staff was awesome!! "
United States
Keith
The price is Rp6.833.798
Rp7.687.960 total
includes taxes & fees
11 Feb - 12 Feb
Coco Plum Inn
Property grounds

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, (1,005 reviews)
"Clean room, great breakfast and nice staff"
United States
Tari
The price is Rp6.291.354
Rp7.077.773 total
includes taxes & fees
1 Feb - 2 Feb
Orchid Key Inn - Adults Only
Audubon Room - Adult Exclusive | Terrace/patio

The Mermaid & Alligator

The Mermaid & Alligator
3.5 star property
Old Town Key West, 0.8 km from Jackson Square
9.8 out of 10, Exceptional, (282 reviews)
"Clean great staff wonderful breakfast"
United States
Kat
The Mermaid & Alligator
11 Gecko's Garden - Adults Only | Premium bedding, pillow-top beds, individually decorated

Tropical Inn

Tropical Inn
3.5 star property
Downtown Key West, 0.4 km from Jackson Square
9.6 out of 10, Exceptional, (372 reviews)
"Nice place to stay "
United States
yulio
The price is Rp6.905.398
Rp8.187.814 total
includes taxes & fees
3 Feb - 4 Feb
Tropical Inn
Terrace/patio

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, (335 reviews)
"Location very good Staff friendly Pool not well maintained Breakfast and happy hour lacking compared to others"
United States
Scott
The price is Rp11.217.792
Rp12.620.100 total
includes taxes & fees
11 Feb - 12 Feb
Marrero's Guest Mansion
Deluxe Suite, 1 King Bed, Private Pool | View from room

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, (583 reviews)
"Great place!!"
United States
Joel
The price is Rp14.739.072
Rp17.713.296 total
includes taxes & fees
9 Feb - 10 Feb
H2O Suites - Adults Only
Exterior

Douglas House

Douglas House
3.0 star property
Uptown - Upper Duval, 0.8 km from Jackson Square
9.6 out of 10, Exceptional, (267 reviews)
"Loved the hotel will definitely stay again "
United States
Christina
The price is Rp5.954.595
Rp7.368.812 total
includes taxes & fees
1 Feb - 2 Feb
Douglas House
3 outdoor pools, a heated pool, pool loungers

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, (1,008 reviews)
"Great place to stay"
United States
Melody
The price is Rp6.114.451
Rp6.878.757 total
includes taxes & fees
16 Feb - 17 Feb
Ambrosia Key West
Property grounds

Duval House

Duval House
3.0 star property
Downtown Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1,008 reviews)
"Great place! "
United States
David
The price is Rp5.856.918
Rp6.949.846 total
includes taxes & fees
5 Feb - 6 Feb
Duval House
Outdoor pool, open 8:00 AM to 10:00 PM, pool loungers

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, (428 reviews)
"Excellent food, location, friendly staff and pool was awesome."
United States
Karen
The price is Rp8.515.959
Rp10.430.127 total
includes taxes & fees
23 Feb - 24 Feb
Ella's Cottages - Key West Historic Inns
Courtyard

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, (1,000 reviews)
"Great location and really nice room. Def stay here again. "
United States
Daniel
The Grand Guesthouse
Outdoor pool

The Key West Hotel

The Key West Hotel
2.5 star property
Historic Seaport, 0.3 km from Jackson Square
9.2 out of 10, Wonderful, (521 reviews)
"Great location, very clean, and great staff"
United States
William
The price is Rp6.460.950
Rp8.190.809 total
includes taxes & fees
1 Feb - 2 Feb
The Key West Hotel
Lobby sitting area

Westwinds Inn

Westwinds Inn
3.5 star property
Historic Seaport, 0.8 km from Jackson Square
9.4 out of 10, Exceptional, (1,012 reviews)
"Great place to stay. Walking distance to Duval St."
United States
Compton
Westwinds Inn
Front of property

Caribbean House

Caribbean House
3.0 star property
Bahama Village, 0.4 km from Jackson Square
9.2 out of 10, Wonderful, (309 reviews)
"Great place to stay in the middle of key west"
United States
jerry
The price is Rp4.243.059
Rp5.192.641 total
includes taxes & fees
2 Feb - 3 Feb
Caribbean House
2 outdoor pools, pool loungers

Santa Maria Suites

Santa Maria Suites
4.0 star property
Uptown - Upper Duval, 1.2 km from Jackson Square
9.6 out of 10, Exceptional, (1,004 reviews)
"Room was clean, staff was helpful "
United States
Barbara
The price is Rp9.708.672
Rp12.054.097 total
includes taxes & fees
1 Feb - 2 Feb
Santa Maria Suites
Front of property – evening/night

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, (1,034 reviews)
"Great location great staff"
United States
Lori
The price is Rp8.623.447
Rp10.361.618 total
includes taxes & fees
1 Feb - 2 Feb
Opal Key Resort & Marina, Key West
Exterior

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
4.0 star property
Historic Seaport, 0.2 km from Jackson Square
9.0 out of 10, Wonderful, (324 reviews)
"Clean room, staff and location"
United States
KEITH S
The price is Rp7.864.192
Rp9.413.135 total
includes taxes & fees
1 Feb - 2 Feb
La Concha Key West, Autograph Collection
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

Top Jackson Square Hotel Reviews

Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"The management team was also great."
Camille 4-night trip
Posted 3 days ago
Pier House Resort & Spa

Hotels near other Jackson Square attractions

KEY WEST, FLORIDA, USA - September 2012: San Carlos institute is a historic Key West building also known as "La casa de Cuba"

San Carlos Institute - Casa Cuba

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 seaside or experience its lively festivals.
See properties
Vibrant atmosphere at Duval Street showcases Key West's historic charm and cultural richness in Florida's lively district

Duval Street

4.5/5 (9,716 reviews)
Along one of the southernmost streets in the continental U.S., enjoy a lively area filled with shops, pubs, restaurants and lots of sidewalk acts and vendors.
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 1797 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 Duval House.
How many hotels can I expect to find close to Jackson Square?
Expedia has 1797 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 Ernest Hemingway Home and Museum 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 Curry Mansion Museum are some of the local landmarks to explore. You can check out the local talent at Red Barn Theater, Waterfront Playhouse and Key West Film Society.