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

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Top Trending Hotels Near Jackson Square

Almond Tree Inn Hotel - Adults Only

3.5 star property
10.0 out of 10, Exceptional, (1001)
"Wonderful little hotel that was relaxing with great breakfast. "
The price is €187
includes taxes & fees
25 Aug - 26 Aug
Almond Tree Inn Hotel - Adults Only

Simonton Court Historic Inn & Cottages

2.5 star property
9.8 out of 10, Exceptional, (802)
"Enjoyed our stay. Highly recommend"
The price is €143
includes taxes & fees
25 Aug - 26 Aug
Simonton Court Historic Inn & Cottages

The Gardens Hotel

4.0 star property
9.8 out of 10, Exceptional, (1002)
"What a fantastic place this is, very clean and classy. I would stay here again!"
The price is €186
includes taxes & fees
10 Sept - 11 Sept
The Gardens Hotel

The Marquesa Hotel

3.5 star property
9.8 out of 10, Exceptional, (1001)
"Property is nicely maintained staff is extremely attentive and polite"
The price is €225
includes taxes & fees
8 Sept - 9 Sept
The Marquesa Hotel

Coco Plum Inn

3.0 star property
9.6 out of 10, Exceptional, (436)
"Great location, nice staff."
The price is €155
includes taxes & fees
3 Sept - 4 Sept
Coco Plum Inn

Orchid Key Inn - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (1002)
"Excellent friendly staff and beautiful property. "
The price is €218
includes taxes & fees
25 Aug - 26 Aug
Orchid Key Inn - Adults Only

The Conch House Heritage Inn

3.5 star property
9.8 out of 10, Exceptional, (130)
"We really enjoyed our stay"
The price is €185
includes taxes & fees
27 Aug - 28 Aug
The Conch House Heritage Inn

The Mermaid & Alligator

3.5 star property
9.8 out of 10, Exceptional, (256)
"Absolutely loved staying here and are already looking at dates to come back!"
The Mermaid & Alligator

L'Habitation Guest House

2.5 star property
9.4 out of 10, Exceptional, (881)
"Every person I met there on staff was super nice and accommodating"
The price is €93
includes taxes & fees
25 Aug - 26 Aug
L'Habitation Guest House

Island City House Hotel

3.0 star property
9.6 out of 10, Exceptional, (1000)
"Beautiful grounds, good clean room, cold A/C, centrally located."
The price is €159
includes taxes & fees
25 Aug - 26 Aug
Island City House Hotel

H2O Suites - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (550)
"I loved it here ! I will be booking again in the future."
The price is €287
includes taxes & fees
25 Aug - 26 Aug
H2O Suites - Adults Only

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

3.5 star property
9.8 out of 10, Exceptional, (109)
"Awesome place! Will stay again!"
The price is €136
includes taxes & fees
26 Aug - 27 Aug
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Weatherstation Inn

2.5 star property
9.4 out of 10, Exceptional, (949)
"The staff went above and beyond for us to have a great vacation and stay! "
The price is €162
includes taxes & fees
9 Sept - 10 Sept
Weatherstation Inn

Douglas House

3.0 star property
9.6 out of 10, Exceptional, (156)
"Courteous staff, beautiful property, and located in Old Town Key West "
The price is €134
includes taxes & fees
3 Sept - 4 Sept
Douglas House

Duval House

3.0 star property
9.4 out of 10, Exceptional, (1008)
"Awesome stay "
The price is €103
includes taxes & fees
26 Aug - 27 Aug
Duval House

Ambrosia Key West

3.5 star property
9.4 out of 10, Exceptional, (1001)
"Loved the Ambrosia and would definitely stay here again. Location is excellent, very walkable, we didnt need our car for the entire stay. Hotel is quiet and staff are very welcoming. "
The price is €146
includes taxes & fees
26 Aug - 27 Aug
Ambrosia Key West

Tropical Inn

3.5 star property
9.4 out of 10, Exceptional, (343)
"Great spot "
The price is €162
includes taxes & fees
26 Aug - 27 Aug
Tropical Inn

Ella's Cottages - Key West Historic Inns

3.5 star property
9.4 out of 10, Exceptional, (367)
"Loved our stay. "
The price is €244
includes taxes & fees
25 Aug - 26 Aug
Ella's Cottages - Key West Historic Inns

Westwinds Inn

3.5 star property
9.4 out of 10, Exceptional, (1003)
"Great place with a great staff! Close to everything!"
Westwinds Inn

The Grand Guesthouse

2.5 star property
9.6 out of 10, Exceptional, (1002)
"Great place and a great value. Very clean & a comfortable bed."
The Grand Guesthouse
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

Destinations near Key West

Duval Street
Duval Street

Duval Street

4.5/5(47 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.

Ernest Hemingway Home and Museum
Ernest Hemingway Home and Museum

Ernest Hemingway Home and Museum

4.5/5(23 reviews)

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 cycling. If you're looking for a convenient place to stay, take a look at the 1762 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 Hyatt Centric Key West Resort and Spa and Southernmost Beach Resort and Guesthouses.

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

Expedia has 1762 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 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.