The Monroe County Courthouse with a clock tower, surrounded by trees and a clear blue sky.

Top Hotels Near Jackson Square in Key West from NZ$211

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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, (1,000 reviews)
"Excellent accommodations"
United States
Jimmy
The price is NZ$453
includes taxes & fees
6 July - 7 July
Almond Tree Inn Hotel - Adults Only

The Gardens Hotel

The Gardens Hotel
4.0 star property
Downtown Key West, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (1,003 reviews)
"Whole place is great"
United States
Joseph
The price is NZ$392
includes taxes & fees
12 July - 13 July
The Gardens 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, (1,002 reviews)
"Perfcet location and walk to everything , we very much enjoyed our stay!"
United States
Rita
The price is NZ$260
includes taxes & fees
8 July - 9 July
Simonton Court Historic Inn & Cottages

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)
"Friendly and helpful staff, and the rooms were exceptionally clean and comfortable. Everything was well-maintained, and the overall experience was wonderful. I will definitely be coming back again!"
United States
Helia
The price is NZ$544
includes taxes & fees
2 Aug - 3 Aug
The Marquesa Hotel

The Conch House Heritage Inn

The Conch House Heritage Inn
3.5 star property
Old Town Key West, 0.7 km from Jackson Square
9.8 out of 10, Exceptional, (177 reviews)
"Great location "
United Kingdom
Lucy
The price is NZ$326
includes taxes & fees
4 Aug - 5 Aug
The Conch House Heritage Inn

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, (1,002 reviews)
"Great boutique hotel in the perfect location !! "
United States
Michael
The price is NZ$422
includes taxes & fees
7 July - 8 July
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, (305 reviews)
"Great location, lovely place, clean and comfortable room. Highly recommend! "
United States
Mary
The price is NZ$421
includes taxes & fees
7 July - 8 July
The Mermaid & Alligator

Tropical Inn

Tropical Inn
3.5 star property
Downtown Key West, 0.4 km from Jackson Square
9.6 out of 10, Exceptional, (416 reviews)
"Very friendly staff and a prime location."
United States
Akhenaton
The price is NZ$413
includes taxes & fees
7 July - 8 July
Tropical Inn

L'Habitation Guest House

L'Habitation Guest House
2.5 star property
Historic Seaport, 0.2 km from Jackson Square
9.4 out of 10, Exceptional, (999 reviews)
"Loved the location, breakfast and clean room. Staff, Drew, very friendly and helpful. Will definitely stay here again."
United States
Richard
The price is NZ$211
includes taxes & fees
5 July - 6 July
L'Habitation Guest House

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, (1,000 reviews)
"I love this Hotel. Great location, safe m, convenient. The staff is very accommodating."
United States
Paul
The price is NZ$366
includes taxes & fees
6 July - 7 July
Island City House Hotel

Douglas House - Adults Only

Douglas House - Adults Only
3.0 star property
Uptown - Upper Duval, 0.8 km from Jackson Square
9.6 out of 10, Exceptional, (440 reviews)
"Great stay"
United States
Matthew
The price is NZ$253
includes taxes & fees
12 July - 13 July
Douglas House - Adults Only

Marrero's Guest Mansion

Marrero's Guest Mansion
3.5 star property
Downtown Key West, < 0.1 km from Jackson Square
9.4 out of 10, Exceptional, (337 reviews)
"Service and hospitality were exceptional. Will stay again. "
United States
Don
The price is NZ$393
includes taxes & fees
21 July - 22 July
Marrero's Guest Mansion

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, (623 reviews)
"We had a wonderful stay!"
United States
Elizabeth
The price is NZ$766
includes taxes & fees
8 July - 9 July
H2O Suites - Adults Only

Duval House

Duval House
3.0 star property
Downtown Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1,041 reviews)
"Great location and clean rooms. Breakfast staff is so sweet! Will stay here again for sure!!"
United States
Wendy S
The price is NZ$248
includes taxes & fees
8 July - 9 July
Duval House

Weatherstation Inn

Weatherstation Inn
2.5 star property
Truman Annex, 0.3 km from Jackson Square
9.4 out of 10, Exceptional, (1,001 reviews)
"Quaint place to stay with access to there other more resort style property made for an amazing experience."
United States
Bret
The price is NZ$353
includes taxes & fees
6 July - 7 July
Weatherstation Inn

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, (1,000 reviews)
"Great location and breakfast"
United States
Lori
The price is NZ$300
includes taxes & fees
5 July - 6 July
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, (485 reviews)
"Breakfast was delicious!! Fresh breads, fruit, meat and cheese, etc. Staff super friendly!!"
United States
Michelle
The price is NZ$433
includes taxes & fees
6 July - 7 July
Ella's Cottages - Key West Historic Inns

Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Downtown Key West, 0.3 km from Jackson Square
9.2 out of 10, Wonderful, (1,157 reviews)
"Hotel was amazing and breakfast was delicious!"
United States
Cameron
The price is NZ$314
includes taxes & fees
7 July - 8 July
Heron House - Adult Only

Westwinds Inn

Westwinds Inn
3.5 star property
Historic Seaport, 0.8 km from Jackson Square
9.4 out of 10, Exceptional, (1,000 reviews)
"Great location!!"
United States
Kelly
The price is NZ$328
includes taxes & fees
6 July - 7 July
Westwinds Inn

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)
"we had a great stay, rented bikes"
United States
Duncan
The price is NZ$281
includes taxes & fees
6 July - 7 July
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.

Compare popular hotels close to Jackson Square

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
Queen Deluxe ADA
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0
Exceptional
1,000 reviews
View
Exterior detail
The Gardens Hotel
4.0 star property
9.8
Exceptional
1,003 reviews
View
Queen with Pool View
Simonton Court Historic Inn & Cottages
2.5 star property
9.8
Exceptional
1,002 reviews
View
Exterior
The Marquesa Hotel
3.5 star property
9.8
Exceptional
1,001 reviews
View
Veranda Room | Terrace/patio
The Conch House Heritage Inn
3.5 star property
9.8
Exceptional
177 reviews
View

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 1713 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 1713 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 Key West Film Society, Red Barn Theater and Waterfront Playhouse.