Find hotels near Jackson Square, Key West from ₩154,165

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Compare 2,705 hotels close to Jackson Square with room rates, reviews, and availability. Most hotels are fully refundable.

Our top choices for Jackson Square hotels

Almond Tree Inn Hotel - Adults Only

3.5 star property
10.0 out of 10, Exceptional, (1014)
"Beautiful quaint property with outstanding staff. Loved our visit and would highly recommend "
The price is ₩301,150
₩338,794 total
includes taxes & fees
Sep 27 - Sep 28
Almond Tree Inn Hotel - Adults Only

The Gardens Hotel

4.0 star property
9.8 out of 10, Exceptional, (1004)
"Great property and location!"
The price is ₩270,030
₩303,783 total
includes taxes & fees
Sep 22 - Sep 23
The Gardens Hotel

The Marquesa Hotel

3.5 star property
9.8 out of 10, Exceptional, (1011)
"Beautiful, clean property! Would definitely stay there again!"
The price is ₩236,059
₩336,293 total
includes taxes & fees
Sep 29 - Sep 30
The Marquesa Hotel

Simonton Court Historic Inn & Cottages

2.5 star property
9.8 out of 10, Exceptional, (828)
"Great breakfast on site."
The price is ₩208,123
₩234,139 total
includes taxes & fees
Sep 28 - Sep 29
Simonton Court Historic Inn & Cottages

Coco Plum Inn

3.0 star property
9.6 out of 10, Exceptional, (447)
"Loved the location and eating our breakfast on the patio. "
The price is ₩208,472
₩234,536 total
includes taxes & fees
Sep 22 - Sep 23
Coco Plum Inn

Key West Villas

3.5 star property
9.8 out of 10, Exceptional, (238)
"Owners are incredible hosts. They’ve basically thought of everything. Space and grounds are very clean safe and comfortable! We will definitely be back!"
The price is ₩250,167
₩281,455 total
includes taxes & fees
Sep 28 - Sep 29
Key West Villas

Orchid Key Inn - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (1011)
"Our stay was incredible "
The price is ₩293,328
₩329,994 total
includes taxes & fees
Sep 23 - Sep 24
Orchid Key Inn - Adults Only

The Conch House Heritage Inn

3.5 star property
9.8 out of 10, Exceptional, (133)
"We really enjoyed our stay"
The price is ₩253,435
₩285,114 total
includes taxes & fees
Sep 22 - Sep 23
The Conch House Heritage Inn

The Mermaid & Alligator

3.5 star property
9.8 out of 10, Exceptional, (259)
"Absolutely loved staying here and are already looking at dates to come back!"
The price is ₩219,996
₩247,496 total
includes taxes & fees
Sep 22 - Sep 23
The Mermaid & Alligator

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

3.5 star property
9.8 out of 10, Exceptional, (115)
"Staff (Olga, Zana, Tim) went out of their way to make sure that all of our stay was excellent "
The price is ₩174,740
₩236,451 total
includes taxes & fees
Sep 22 - Sep 23
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

H2O Suites - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (561)
"We had an amazing time here! Very clean and the staff was unbelievable!! I highly recommend this place!! Great location, updated facilities just amazing!! "
The price is ₩361,771
₩469,849 total
includes taxes & fees
Sep 22 - Sep 23
H2O Suites - Adults Only

L'Habitation Guest House

2.5 star property
9.4 out of 10, Exceptional, (888)
"Great place close to lots of fun and shopping. Excellent staff, very friendly and attentive. Will stay there again!"
The price is ₩137,026
₩154,165 total
includes taxes & fees
Sep 23 - Sep 24
L'Habitation Guest House

Island City House Hotel

3.0 star property
9.6 out of 10, Exceptional, (1004)
"Great place i will stay again for sure "
The price is ₩207,763
₩233,733 total
includes taxes & fees
Sep 24 - Sep 25
Island City House Hotel

Douglas House

3.0 star property
9.6 out of 10, Exceptional, (170)
"Such a beautiful property. "
The price is ₩156,763
₩182,532 total
includes taxes & fees
Oct 2 - Oct 3
Douglas House

Marrero's Guest Mansion

3.5 star property
9.4 out of 10, Exceptional, (333)
"Part of a 10 day anniversary celebration! The service and convenience could not have been any better! Marrero’s felt like home and we were very happy with our stay!"
The price is ₩277,963
₩312,715 total
includes taxes & fees
Sep 22 - Sep 23
Marrero's Guest Mansion

Weatherstation Inn

2.5 star property
9.4 out of 10, Exceptional, (958)
"The staff went above and beyond for us to have a great vacation and stay! "
The price is ₩236,059
₩265,566 total
includes taxes & fees
Sep 25 - Sep 26
Weatherstation Inn

Duval House

3.0 star property
9.4 out of 10, Exceptional, (1020)
"Enjoyed our stay"
The price is ₩138,283
₩185,600 total
includes taxes & fees
Sep 22 - Sep 23
Duval House

Ambrosia Key West

3.5 star property
9.4 out of 10, Exceptional, (1003)
"Loved staying here, such a cute place and the location was close to Duval St."
The price is ₩212,523
₩239,088 total
includes taxes & fees
Sep 22 - Sep 23
Ambrosia Key West

Ella's Cottages - Key West Historic Inns

3.5 star property
9.4 out of 10, Exceptional, (376)
"Loved our stay. "
The price is ₩236,618
₩336,907 total
includes taxes & fees
Sep 22 - Sep 23
Ella's Cottages - Key West Historic Inns

Westwinds Inn

3.5 star property
9.4 out of 10, Exceptional, (1007)
"Great location and very cute place. We’ll definitely be back. "
The price is ₩201,139
₩226,282 total
includes taxes & fees
Sep 24 - Sep 25
Westwinds Inn
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.

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.

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 1761 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 Hyatt Centric Key West Resort and Spa and Southernmost Beach Resort and Guesthouses.

How many hotels will I be able to find close to Jackson Square?

Expedia has 1761 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 Saint Mary Star of the Sea 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.

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