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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, (781)
"Enjoyed our stay. Highly recommend"
The price is £114
includes taxes & fees
10 Aug - 11 Aug
Simonton Court Historic Inn & Cottages

The Gardens Hotel

4.0 star property
9.8 out of 10, Exceptional, (1000)
"Fantastic hotel! "
The price is £164
includes taxes & fees
11 Aug - 12 Aug
The Gardens Hotel

The Marquesa Hotel

3.5 star property
9.8 out of 10, Exceptional, (995)
"Beautiful place so really enjoyed it"
The price is £205
includes taxes & fees
7 Aug - 8 Aug
The Marquesa Hotel

Coco Plum Inn

3.0 star property
9.6 out of 10, Exceptional, (431)
"Great stay"
The price is £152
includes taxes & fees
11 Aug - 12 Aug
Coco Plum Inn

Almond Tree Inn Hotel - Adults Only

3.5 star property
10.0 out of 10, Exceptional, (1005)
"Wonderful little hotel that was relaxing with great breakfast. "
The price is £148
includes taxes & fees
6 Aug - 7 Aug
Almond Tree Inn Hotel - Adults Only

Key West Villas

3.5 star property
9.8 out of 10, Exceptional, (232)
"Best place to stay in Key West. Perfect location and hospitality was over the top. Best Happy Hour in town."
Key West Villas

L'Habitation Guest House

2.5 star property
9.4 out of 10, Exceptional, (873)
"beautiful place in the perfect spot!"
The price is £92
includes taxes & fees
10 Aug - 11 Aug
L'Habitation Guest House

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 £169
includes taxes & fees
6 Aug - 7 Aug
Marrero's Guest Mansion

Orchid Key Inn - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (1003)
"Staff members were very nice, pool area and hot tub were fun, and morning breakfast was good."
The price is £143
includes taxes & fees
10 Aug - 11 Aug
Orchid Key Inn - Adults Only

Tropical Inn

3.5 star property
9.6 out of 10, Exceptional, (338)
"Great spot "
The price is £137
includes taxes & fees
5 Aug - 6 Aug
Tropical Inn

Weatherstation Inn

2.5 star property
9.4 out of 10, Exceptional, (947)
"The staff went above and beyond for us to have a great vacation and stay! "
The price is £143
includes taxes & fees
5 Aug - 6 Aug
Weatherstation Inn

Duval House

3.0 star property
9.4 out of 10, Exceptional, (1002)
"Great stay"
The price is £99
includes taxes & fees
10 Aug - 11 Aug
Duval House

Ambrosia Key West

3.5 star property
9.4 out of 10, Exceptional, (1001)
"Great property and location was great."
Ambrosia Key West

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 £135
includes taxes & fees
10 Aug - 11 Aug
The Conch House Heritage Inn

Island City House Hotel

3.0 star property
9.6 out of 10, Exceptional, (1001)
"What a wonderful stay. I would go back anytime!"
The price is £197
includes taxes & fees
1 Sept - 2 Sept
Island City House Hotel

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

Ella's Cottages - Key West Historic Inns

3.5 star property
9.4 out of 10, Exceptional, (358)
"Amazing time at the beautiful hotel! Everything was amazing, looking forward to stay again there!"
The price is £207
includes taxes & fees
18 Aug - 19 Aug
Ella's Cottages - Key West Historic Inns

Douglas House

3.0 star property
9.6 out of 10, Exceptional, (146)
"What an incredible stay! Property is gorgeous. Room was beautiful and so comfortable. Perfect location to walk to bars and restaurants. Will definitely stay again! "
The price is £115
includes taxes & fees
10 Aug - 11 Aug
Douglas House

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 £197
includes taxes & fees
17 Aug - 18 Aug
La Concha Key West, Autograph Collection

The Key West Hotel

2.5 star property
9.2 out of 10, Wonderful, (491)
"Excellent location right in the heart of town super friendly staff and very nice property "
The price is £260
includes taxes & fees
18 Aug - 19 Aug
The Key West Hotel
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Top Jackson Square Hotel Reviews

Destinations near Key West

Duval Street
Duval Street

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 featuring 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.

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 1785 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 Pier House Resort & Spa.

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

Expedia has 1785 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 Burlesque Theater.