Key West Hotel Guide - Jackson Square hotels in Key West, United States of America.

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Top Trending Hotels Near Jackson Square

Simonton Court Historic Inn & Cottages

2.5 star property
9.8 out of 10, Exceptional, (700)
"Fantastic stay. Beautiful grounds. Heated pools. Walking distance to plenty of shops and restaurants. Rooms are cozy and the staff is top shelf. Have zero complaints and can’t wait to come back. "
The price is €349
includes taxes & fees
22 Jan - 23 Jan
Simonton Court Historic Inn & Cottages

Artist House Key West

3.5 star property
9.8 out of 10, Exceptional, (384)
"The Artist House is located within walking distances to many attractions, with friendly and helpful staff members. The interior decorations of the guest room and the outside dining area are impressive. One complaint I had during my stay was that my room was located on the second floor, accessible only via an outdoor staircase that is tall, steep, and narrow. This could pose a challenge on rainy days or for individuals who are not physically fit."
The price is €286
includes taxes & fees
29 Jan - 30 Jan
Artist House Key West

The Gardens Hotel

4.0 star property
9.8 out of 10, Exceptional, (1003)
"This hotel was exactly what we wanted and needed - easily walkable to Duval street - beautiful garden and pool area. We stayed in the eyebrow cottage and it was fantastic "
The price is €446
includes taxes & fees
22 Jan - 23 Jan
The Gardens Hotel

The Marquesa Hotel

3.5 star property
9.8 out of 10, Exceptional, (919)
"Loved everything but $30 per day to park on top of room charges is too much. "
The price is €607
includes taxes & fees
27 Jan - 28 Jan
The Marquesa Hotel

Coco Plum Inn

3.0 star property
9.6 out of 10, Exceptional, (373)
"Great location to walk anywhere on Duvall St and Mallory Square. Breakfast was provided and had a pool. "
The price is €382
includes taxes & fees
26 Jan - 27 Jan
Coco Plum Inn

Almond Tree Inn Hotel - Adults Only

3.5 star property
10.0 out of 10, Exceptional, (1002)
"Perfect stay! Room was huge, clean, and comfortable. Pool and hot tub were relaxing. All staff was polite and helpful. Location was great. So close to Duval Street, but quiet. I can't wait to return :)"
The price is €474
includes taxes & fees
27 Jan - 28 Jan
Almond Tree Inn Hotel - Adults Only

Key West Villas

3.5 star property
9.8 out of 10, Exceptional, (209)
"You will not beat the combination of location, great facilities and amenities along with a top class staff. Only place I will stay in KW now…"
The price is €409
includes taxes & fees
29 Jan - 30 Jan
Key West Villas

L'Habitation Guest House

2.5 star property
9.4 out of 10, Exceptional, (796)
"I had an amazing stay at this property in Key West! The location is unbeatable—just a short walk to Duval Street, which made exploring so convenient. The staff were incredibly friendly and made me feel right at home. I can’t wait to come back again!"
The price is €321
includes taxes & fees
26 Jan - 27 Jan
L'Habitation Guest House

Orchid Key Inn - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (1003)
"Very comfortable bed & pillows for sleeping. Excellent maid service. Beautiful setting around the pool. Nice continental breakfast. Very convenient to many restaurants & attractions (especially, Hemingway House and The Butterfly Nature Conservatory)."
The price is €469
includes taxes & fees
28 Jan - 29 Jan
Orchid Key Inn - Adults Only

The Conch House Heritage Inn

3.5 star property
9.8 out of 10, Exceptional, (118)
"We had an amazing stay at the Conch House! Beautiful historic home with wonderful service! The breakfast was a very pleasant surprise, delicious home made treats and even mimosas. Great location, everything was walkable for us.We will definitely be back! "
The price is €490
includes taxes & fees
22 Jan - 23 Jan
The Conch House Heritage Inn

Marrero's Guest Mansion

3.5 star property
9.4 out of 10, Exceptional, (331)
"This is a gorgeously maintained and updated property built in 1891. Perfect location less than a block from historic Duvall street, but quiet inside. Staff is super friendly and focused on what it takes to make the stay fun! Highly recommend!"
The price is €459
includes taxes & fees
28 Jan - 29 Jan
Marrero's Guest Mansion

The Mermaid & Alligator

3.5 star property
9.8 out of 10, Exceptional, (202)
"The location is great, the garden is spectacular, staff were very welcoming, it was the highlight of our trip. The room had a moldy smell to it which was easily dealt with because the room has a door to the garden and big ceiling fan. We absolutely would stay here again."
The price is €444
includes taxes & fees
30 Jan - 31 Jan
The Mermaid & Alligator

Island City House Hotel

3.0 star property
9.6 out of 10, Exceptional, (1002)
"Great!"
The price is €356
includes taxes & fees
28 Jan - 29 Jan
Island City House Hotel

Duval House

3.0 star property
9.4 out of 10, Exceptional, (1006)
"A magical, beautiful place to stay! Cats, staff, location- always exceeds expectations!"
The price is €347
includes taxes & fees
27 Jan - 28 Jan
Duval House

Ambrosia Key West

3.5 star property
9.4 out of 10, Exceptional, (1004)
"Within walking to distance Duval Street, shopping, dining, and bars. Clean rooms and staff were friendly. Would definitely return."
The price is €388
includes taxes & fees
28 Jan - 29 Jan
Ambrosia Key West

H2O Suites - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (526)
"Rooms are as they appear online. If you can’t do stairs please let them know in advance as our room could only be accessed with stairs. When it rained (and it did!) those stairs were very slippery. Definitely a safety hazzard in my opinion. "
The price is €614
includes taxes & fees
22 Jan - 23 Jan
H2O Suites - Adults Only

Opal Key Resort & Marina, Key West

4.0 star property
9.2 out of 10, Wonderful, (1009)
"We had a great time! We were even given an upgrade. It was an amazing trip!"
The price is €490
includes taxes & fees
27 Jan - 28 Jan
Opal Key Resort & Marina, Key West

The Garden House

3.0 star property
9.2 out of 10, Wonderful, (602)
"Very convenient location."
The price is €325
includes taxes & fees
28 Jan - 29 Jan
The Garden House

Heron House - Adult Only

3.5 star property
9.0 out of 10, Wonderful, (1073)
"Close to Duval and walkable. Nice pool!"
The price is €316
includes taxes & fees
27 Jan - 28 Jan
Heron House - Adult Only

The Key West Hotel

2.5 star property
9.2 out of 10, Wonderful, (471)
"The management was top notch. The general manager was great and cared about how to make improvements. Matthew in the bar area was great. The people staying there were very friendly. The location was excellent. The Key West hotel is making improvements on the property and I cant wait to see what it looks like the next time we visit. Shannon and Steve Wallace"
The price is €747
includes taxes & fees
2 Feb - 3 Feb
The Key West Hotel
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.
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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 1877 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 Ocean Key Resort - A Noble House Resort.

How many hotels can I expect to find close to Jackson Square?

Expedia has 1877 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 Red Barn Theater, Waterfront Playhouse and Key West Film Society.