Top Hotels Near Jackson Square in Key West from AU$435

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Our top choices for Jackson Square hotels

Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
3.5 star property
Downtown Key West, 0.6 km from Jackson Square
10.0 out of 10, Exceptional, (1,004 reviews)
"Clean room , friendly staff , excellent location . Would stay again ! "
United States
Kathleen
The price is AU$738
includes taxes & fees
27 Jan - 28 Jan
Almond Tree Inn Hotel - Adults Only

The Marquesa Hotel

The Marquesa Hotel
3.5 star property
Old Town Key West, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (1,001 reviews)
"Perfect place to stay. "
United States
Paulette
The price is AU$774
includes taxes & fees
22 Jan - 23 Jan
The Marquesa Hotel

Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages
2.5 star property
Historic Seaport, 0.4 km from Jackson Square
9.8 out of 10, Exceptional, (899 reviews)
"Wonderful and welcoming staff. The grounds are beautiful. Proximity to Duval Street was perfect. We will definitely stay here again."
United States
Jonathan Van
The price is AU$759
includes taxes & fees
26 Jan - 27 Jan
Simonton Court Historic Inn & Cottages

Key West Villas

Key West Villas
3.5 star property
Downtown Key West, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (249 reviews)
"Awsome staff great location "
United States
Jeffrey
Key West Villas

Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
3.5 star property
Uptown - Upper Duval, 0.6 km from Jackson Square
9.8 out of 10, Exceptional, (1,003 reviews)
"Room was great along with the staff. The hotel is in a great location "
United States
James
The price is AU$732
includes taxes & fees
27 Jan - 28 Jan
Orchid Key Inn - Adults Only

The Mermaid & Alligator

The Mermaid & Alligator
3.5 star property
Old Town Key West, 0.8 km from Jackson Square
9.8 out of 10, Exceptional, (280 reviews)
"Lovely place"
United States
Nikhil
The Mermaid & Alligator

Island City House Hotel

Island City House Hotel
3.0 star property
Historic Seaport, 0.6 km from Jackson Square
9.6 out of 10, Exceptional, (1,001 reviews)
"Excellent stay"
United States
Emily Barbara
The price is AU$556
includes taxes & fees
26 Jan - 27 Jan
Island City House Hotel

Tropical Inn

Tropical Inn
3.5 star property
Downtown Key West, 0.4 km from Jackson Square
9.6 out of 10, Exceptional, (370 reviews)
"Nice place to stay "
United States
yulio
The price is AU$627
includes taxes & fees
22 Jan - 23 Jan
Tropical Inn

Duval House

Duval House
3.0 star property
Downtown Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1,003 reviews)
"Great place! "
United States
David
The price is AU$599
includes taxes & fees
27 Jan - 28 Jan
Duval House

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
3.5 star property
Old Town Key West, 1.1 km from Jackson Square
9.8 out of 10, Exceptional, (139 reviews)
"We absolutely loved finding this gem to stay on our first visit to Key West. Great location, wonderful staff, and excellent room. "
United States
Sammy
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

H2O Suites - Adults Only

H2O Suites - Adults Only
3.5 star property
Uptown - Upper Duval, 1 km from Jackson Square
9.8 out of 10, Exceptional, (583 reviews)
"Great place!!"
United States
Joel
The price is AU$1,536
includes taxes & fees
24 Jan - 25 Jan
H2O Suites - Adults Only

Douglas House

Douglas House
3.0 star property
Uptown - Upper Duval, 0.8 km from Jackson Square
9.6 out of 10, Exceptional, (257 reviews)
"Loved the hotel will definitely stay again "
United States
Christina
The price is AU$435
includes taxes & fees
1 Feb - 2 Feb
Douglas House

Ambrosia Key West

Ambrosia Key West
3.5 star property
Old Town Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1,003 reviews)
"Great place to stay"
United States
Melody
The price is AU$510
includes taxes & fees
22 Jan - 23 Jan
Ambrosia Key West

Ella's Cottages - Key West Historic Inns

Ella's Cottages - Key West Historic Inns
3.5 star property
Old Town Key West, 0.5 km from Jackson Square
9.4 out of 10, Exceptional, (425 reviews)
"Excellent food, location, friendly staff and pool was awesome."
United States
Karen
The price is AU$848
includes taxes & fees
26 Jan - 27 Jan
Ella's Cottages - Key West Historic Inns

The Grand Guesthouse

The Grand Guesthouse
2.5 star property
Old Town Key West, 1.2 km from Jackson Square
9.6 out of 10, Exceptional, (1,000 reviews)
"Great location and really nice room. Def stay here again. "
United States
Daniel
The Grand Guesthouse

Westwinds Inn

Westwinds Inn
3.5 star property
Historic Seaport, 0.8 km from Jackson Square
9.4 out of 10, Exceptional, (1,003 reviews)
"This was a great location, staff is very friendly and helpful. Rooms are nice and pools areas are lovely."
United States
Frances
Westwinds Inn

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection
4.0 star property
Historic Seaport, 0.2 km from Jackson Square
9.0 out of 10, Wonderful, (315 reviews)
"The hotel was so elegant. Rooftop pool and bar had an amazing atmosphere and food. "
United States
Kelli
The price is AU$667
includes taxes & fees
25 Jan - 26 Jan
La Concha Key West, Autograph Collection

Caribbean House

Caribbean House
3.0 star property
Bahama Village, 0.4 km from Jackson Square
9.2 out of 10, Wonderful, (307 reviews)
"Great place to stay in the middle of key west"
United States
jerry
The price is AU$543
includes taxes & fees
22 Jan - 23 Jan
Caribbean House

The Key West Hotel

The Key West Hotel
2.5 star property
Historic Seaport, 0.3 km from Jackson Square
9.2 out of 10, Wonderful, (519 reviews)
"Great location, very clean, and great staff"
United States
William
The price is AU$753
includes taxes & fees
26 Jan - 27 Jan
The Key West Hotel

Santa Maria Suites

Santa Maria Suites
4.0 star property
Uptown - Upper Duval, 1.2 km from Jackson Square
9.6 out of 10, Exceptional, (1,001 reviews)
"Great place to stay! Hope to come back!"
United States
Scott G.
The price is AU$1,101
includes taxes & fees
2 Feb - 3 Feb
Santa Maria Suites
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 Jackson Square attractions

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 1798 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 The Cabana Inn Key West - Adults Only.
How many hotels can I expect to find close to Jackson Square?
Expedia has 1798 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 Ernest Hemingway Home and Museum feature a variety of fascinating exhibits to see while you're in town. Key West Lighthouse and Keeper's Quarters Museum, Fort Zachary Taylor Historic State Park and Curry Mansion Museum 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.