Find hotels near Jackson Square, Key West from ¥14,650

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Compare 2,699 hotels close to Jackson Square with room rates, reviews, and availability. Most hotels are fully refundable.

Simonton Court Historic Inn & Cottages

2.5 star property
9.8 out of 10, Exceptional, (779)
"Enjoyed our stay. Highly recommend"
The price is ¥20,134
¥22,650 total
includes taxes & fees
Aug 4 - Aug 5
Simonton Court Historic Inn & Cottages

Almond Tree Inn Hotel - Adults Only

3.5 star property
10.0 out of 10, Exceptional, (1010)
"I would highly recommend staying there. It’s quiet and within walking distance of restaurants and shops. "
The price is ¥27,569
¥31,014 total
includes taxes & fees
Aug 5 - Aug 6
Almond Tree Inn Hotel - Adults Only

The Marquesa Hotel

3.5 star property
9.8 out of 10, Exceptional, (993)
"Beautiful place so really enjoyed it"
The price is ¥29,265
¥40,443 total
includes taxes & fees
Aug 7 - Aug 8
The Marquesa Hotel

Coco Plum Inn

3.0 star property
9.6 out of 10, Exceptional, (428)
"Great stay"
The price is ¥26,747
¥30,092 total
includes taxes & fees
Aug 11 - Aug 12
Coco Plum Inn

The Gardens Hotel

4.0 star property
9.8 out of 10, Exceptional, (1000)
"Fantastic hotel! "
The price is ¥33,709
¥37,922 total
includes taxes & fees
Aug 11 - Aug 12
The Gardens Hotel

Orchid Key Inn - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (1010)
"Staff members were very nice, pool area and hot tub were fun, and morning breakfast was good."
Orchid Key Inn - Adults Only

L'Habitation Guest House

2.5 star property
9.4 out of 10, Exceptional, (870)
"beautiful place in the perfect spot!"
The price is ¥15,861
¥17,843 total
includes taxes & fees
Aug 13 - Aug 14
L'Habitation Guest House

The Conch House Heritage Inn

3.5 star property
9.8 out of 10, Exceptional, (128)
"Loved everything about this property, friendly staff, great room, awesome pool, amazing breakfast, the location was perfect!! We will be back and we highly recommend!! "
The price is ¥23,733
¥26,700 total
includes taxes & fees
Aug 13 - Aug 14
The Conch House Heritage Inn

Marrero's Guest Mansion

3.5 star property
9.4 out of 10, Exceptional, (333)
"The vibes were right! Room #12 in the back poolside solo cottage is fire!! 🔥✌️🧘‍♀️😘 "
The price is ¥29,548
¥33,242 total
includes taxes & fees
Aug 21 - Aug 22
Marrero's Guest Mansion

Tropical Inn

3.5 star property
9.6 out of 10, Exceptional, (337)
"Great spot "
The price is ¥21,851
¥28,316 total
includes taxes & fees
Aug 3 - Aug 4
Tropical Inn

Duval House

3.0 star property
9.4 out of 10, Exceptional, (1020)
"Great location, helpful staff, relaxing grounds and property."
The price is ¥14,650
¥19,693 total
includes taxes & fees
Aug 10 - Aug 11
Duval House

The Mermaid & Alligator

3.5 star property
9.8 out of 10, Exceptional, (251)
"Absolutely loved staying here and are already looking at dates to come back!"
The Mermaid & Alligator

Ambrosia Key West

3.5 star property
9.4 out of 10, Exceptional, (1000)
"Great property and location was great."
Ambrosia Key West

Island City House Hotel

3.0 star property
9.6 out of 10, Exceptional, (999)
"What a wonderful stay. I would go back anytime!"
The price is ¥35,731
¥40,197 total
includes taxes & fees
Aug 27 - Aug 28
Island City House Hotel

Douglas House

3.0 star property
9.6 out of 10, Exceptional, (144)
"Location was perfect. And free parking was a plus."
The price is ¥19,419
¥22,611 total
includes taxes & fees
Aug 13 - Aug 14
Douglas House

H2O Suites - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (543)
"Great place super clean and friendly just rent a golf cart and enjoy the island"
The price is ¥44,396
¥56,627 total
includes taxes & fees
Aug 5 - Aug 6
H2O Suites - Adults Only

Ella's Cottages - Key West Historic Inns

3.5 star property
9.4 out of 10, Exceptional, (356)
"Amazing time at the beautiful hotel! Everything was amazing, looking forward to stay again there!"
The price is ¥27,702
¥38,725 total
includes taxes & fees
Aug 10 - Aug 11
Ella's Cottages - Key West Historic Inns

Opal Key Resort & Marina, Key West

4.0 star property
9.2 out of 10, Wonderful, (1002)
"Great stay! It’s location is perfect walking distance from the hot spots of Key West, the pool is perfect, and the room views do not disappoint."
The price is ¥35,380
¥45,649 total
includes taxes & fees
Aug 7 - Aug 8
Opal Key Resort & Marina, Key West

The Key West Hotel

2.5 star property
9.2 out of 10, Wonderful, (489)
"We felt like family. From the bar staff, Matthew and Ty, to the propery staff everyone was super friendly and helpful. We stayed in the Boujee suite and it was perfect. The bed was comfortable and the bathroom amenities were top notch, island products. There was live music most nights of our stay which was a plus! The property is right on Duval Street, but it feels so peaceful and quiet. We were welcomed as family with a "welcome home' from the moment we checked in. We will definitely be...
The price is ¥44,282
¥58,032 total
includes taxes & fees
Aug 19 - Aug 20
The Key West Hotel

La Concha Key West, Autograph Collection

4.0 star property
9.0 out of 10, Wonderful, (184)
"Close to everything to do dinning, shopping and very nice rooms!"
The price is ¥30,316
¥39,146 total
includes taxes & fees
Aug 17 - Aug 18
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.
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Top Jackson Square Hotel Reviews

Hotels near Other Key West Attractions

Duval Street
Duval Street featuring signage

Duval Street

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.

Harry S. Truman Little White House
Harry S. Truman Little White House showing a house

Harry S. Truman Little White House

Visit the winter home of President Harry S. Truman to see where some of America’s most important post-war decisions were made.

Ernest Hemingway Home and Museum
Ernest Hemingway Home and Museum featuring heritage elements and a house

Ernest Hemingway Home and Museum

Meet six-toed cats and watch as the life of one America’s great writers unfolds before your eyes at his former home.

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 biking. If you're looking for a convenient place to stay, check out the 1772 hotels and other accommodations you'll find within a mile.

Where is the best place 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 traveler 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 will I be able to find close to Jackson Square?

Expedia has 1772 hotels and other accommodations 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! The majority of hotel bookings are refundable provided that you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, you might still have the option to cancel and be given a refund within a 24-hour period of your booking. Put your dates in and click on "Search", then you can use the "fully refundable" filter to review the best deals near Jackson Square.

Where can I learn more about changing or cancelling my trip in the area near Jackson Square?

For more information about updating your stay near Jackson Square or cancelling it, click here.

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 Fort Zachary Taylor Historic State Park 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.