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, (1002)
"Wonderful little hotel that was relaxing with great breakfast. "
The price is €200
includes taxes & fees
11 Aug - 12 Aug
Almond Tree Inn Hotel - Adults Only

The Gardens Hotel

4.0 star property
9.8 out of 10, Exceptional, (1002)
"Fantastic hotel! "
The price is €187
includes taxes & fees
18 Aug - 19 Aug
The Gardens Hotel

The Marquesa Hotel

3.5 star property
9.8 out of 10, Exceptional, (998)
"Beautiful place so really enjoyed it"
The price is €234
includes taxes & fees
11 Aug - 12 Aug
The Marquesa Hotel

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

Simonton Court Historic Inn & Cottages

2.5 star property
9.8 out of 10, Exceptional, (786)
"Enjoyed our stay. Highly recommend"
The price is €144
includes taxes & fees
20 Aug - 21 Aug
Simonton Court Historic Inn & Cottages

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 €282
includes taxes & fees
16 Aug - 17 Aug
Orchid Key Inn - Adults Only

The Mermaid & Alligator

3.5 star property
9.8 out of 10, Exceptional, (254)
"Absolutely loved staying here and are already looking at dates to come back!"
The Mermaid & Alligator

Island City House Hotel

3.0 star property
9.6 out of 10, Exceptional, (999)
"Beautiful grounds, good clean room, cold A/C, centrally located."
The price is €208
includes taxes & fees
10 Aug - 11 Aug
Island City House Hotel

H2O Suites - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (545)
"Great place super clean and friendly just rent a golf cart and enjoy the island"
The price is €318
includes taxes & fees
2 Sept - 3 Sept
H2O Suites - Adults Only

Duval House

3.0 star property
9.4 out of 10, Exceptional, (1000)
"Great stay"
The price is €105
includes taxes & fees
17 Aug - 18 Aug
Duval House

Weatherstation Inn

2.5 star property
9.4 out of 10, Exceptional, (948)
"The staff went above and beyond for us to have a great vacation and stay! "
The price is €163
includes taxes & fees
10 Aug - 11 Aug
Weatherstation Inn

Douglas House

3.0 star property
9.6 out of 10, Exceptional, (153)
"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 €122
includes taxes & fees
11 Aug - 12 Aug
Douglas House

Ambrosia Key West

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

Westwinds Inn

3.5 star property
9.4 out of 10, Exceptional, (1001)
"I had a great stay"
Westwinds Inn

Ella's Cottages - Key West Historic Inns

3.5 star property
9.4 out of 10, Exceptional, (360)
"Loved our stay. "
The price is €221
includes taxes & fees
19 Aug - 20 Aug
Ella's Cottages - Key West Historic Inns

The Grand Guesthouse

2.5 star property
9.6 out of 10, Exceptional, (1000)
"Nice homey atmosphere "
The Grand Guesthouse

Heron House - Adult Only

3.5 star property
9.0 out of 10, Wonderful, (1133)
"We loved the patio & the pool. All around amazing place to stay. Friendly staff. "
The price is €137
includes taxes & fees
10 Aug - 11 Aug
Heron House - Adult Only

Paradise Inn Key West - Adults Only

3.5 star property
9.2 out of 10, Wonderful, (1000)
"Great place, will be back! "
Paradise Inn Key West - Adults Only

Ridley House - Key West Historic Inns

3.5 star property
9.2 out of 10, Wonderful, (806)
"Absolutely loved our stay here. "
The price is €246
includes taxes & fees
11 Aug - 12 Aug
Ridley House - Key West Historic Inns

Silver Palms Inn

3.5 star property
9.2 out of 10, Wonderful, (1006)
"Staff was very helpful and we enjoyed our stay"
The price is €152
includes taxes & fees
10 Aug - 11 Aug
Silver Palms Inn
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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 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.