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

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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, (779)
"Enjoyed our stay. Highly recommend"
The price is €145
includes taxes & fees
12 Aug - 13 Aug
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 €182
includes taxes & fees
5 Aug - 6 Aug
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 €236
includes taxes & fees
11 Aug - 12 Aug
The Marquesa Hotel

Coco Plum Inn

3.0 star property
9.6 out of 10, Exceptional, (428)
"Great stay"
The price is €174
includes taxes & fees
11 Aug - 12 Aug
Coco Plum Inn

The Gardens Hotel

4.0 star property
9.8 out of 10, Exceptional, (1000)
"Fantastic hotel! "
The price is €220
includes taxes & fees
11 Aug - 12 Aug
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 €104
includes taxes & fees
12 Aug - 13 Aug
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 €156
includes taxes & fees
10 Aug - 11 Aug
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 €196
includes taxes & fees
7 Aug - 8 Aug
Marrero's Guest Mansion

Tropical Inn

3.5 star property
9.6 out of 10, Exceptional, (337)
"Great spot "
The price is €166
includes taxes & fees
3 Aug - 4 Aug
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 €114
includes taxes & fees
12 Aug - 13 Aug
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 €236
includes taxes & fees
27 Aug - 28 Aug
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 €132
includes taxes & fees
11 Aug - 12 Aug
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 €330
includes taxes & fees
5 Aug - 6 Aug
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 €227
includes taxes & fees
10 Aug - 11 Aug
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 €266
includes taxes & fees
17 Aug - 18 Aug
Opal Key Resort & Marina, Key West

Heron House - Adult Only

3.5 star property
9.0 out of 10, Wonderful, (1133)
"This was our 4th time staying and as always enjoyed our stay and we will be back. "
The price is €214
includes taxes & fees
8 Aug - 9 Aug
Heron House - Adult Only

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 €227
includes taxes & fees
26 Aug - 27 Aug
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

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 1772 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 1772 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 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.