Top Hotels Near Jackson Square in Key West from AU$185

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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, (1,016 reviews)
"Excellent accommodations"
United States
Jimmy
The price is AU$320
includes taxes & fees
15 June - 16 June
Almond Tree Inn Hotel - Adults Only

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, (982 reviews)
"Very convenient location to the Old Town area. Easy walk to every place"
United States
Francis
The price is AU$238
includes taxes & fees
17 June - 18 June
Simonton Court Historic Inn & Cottages

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, (1,007 reviews)
"Whole place is great"
United States
Joseph
The price is AU$318
includes taxes & fees
15 June - 16 June
The Gardens Hotel

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, (262 reviews)
"This was the best place we have stayed at in Key West! It was super quiet but only a block from Duval. The owners really put a lot of care into the place and are super nice! Definitely would stay there again! "
United States
Jennifer
The price is AU$329
includes taxes & fees
16 June - 17 June
Key West Villas

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)
"Great accommodations and great staff"
United States
Julian
The price is AU$525
includes taxes & fees
21 June - 22 June
The Marquesa Hotel

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, (1,013 reviews)
"Great boutique hotel in the perfect location !! "
United States
Michael
The price is AU$309
includes taxes & fees
15 June - 16 June
Orchid Key Inn - Adults Only

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, (176 reviews)
"Great location "
United Kingdom
Lucy
The price is AU$379
includes taxes & fees
15 June - 16 June
The Conch House Heritage Inn

Tropical Inn

Tropical Inn
3.5 star property
Downtown Key West, 0.4 km from Jackson Square
9.6 out of 10, Exceptional, (409 reviews)
"Very friendly staff and a prime location."
United States
Akhenaton
The price is AU$241
includes taxes & fees
15 June - 16 June
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, (992 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 AU$185
includes taxes & fees
15 June - 16 June
L'Habitation Guest House

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, (420 reviews)
"Great stay"
United States
Matthew
The price is AU$219
includes taxes & fees
15 June - 16 June
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)
"It was nice. Get a smart tv 😂"
United States
Robert
The price is AU$318
includes taxes & fees
13 July - 14 July
Marrero's Guest Mansion

Coco Plum Inn

Coco Plum Inn
3.0 star property
Downtown Key West, 0.1 km from Jackson Square
9.4 out of 10, Exceptional, (536 reviews)
"Loved the property and staff was super friendly."
United States
Brinkley
The price is AU$287
includes taxes & fees
12 July - 13 July
Coco Plum Inn

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, (1,007 reviews)
"Well maintained property, clean room and close to everything!!!"
United States
Troy
The price is AU$262
includes taxes & fees
16 June - 17 June
Island City House Hotel

Weatherstation Inn

Weatherstation Inn
2.5 star property
Truman Annex, 0.3 km from Jackson Square
9.4 out of 10, Exceptional, (1,002 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 AU$286
includes taxes & fees
15 June - 16 June
Weatherstation Inn

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, (612 reviews)
"We had a wonderful stay!"
United States
Elizabeth
The price is AU$569
includes taxes & fees
21 June - 22 June
H2O Suites - Adults Only

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, (149 reviews)
"The staff and other guests were very friendly. The room was spacious and the bed was comfortable. "
United States
Annette
The price is AU$225
includes taxes & fees
15 June - 16 June
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Duval House

Duval House
3.0 star property
Downtown Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1,042 reviews)
"Great location and clean rooms. Breakfast staff is so sweet! Will stay here again for sure!!"
United States
Wendy S
The price is AU$196
includes taxes & fees
17 June - 18 June
Duval 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, (1,008 reviews)
"Great location and breakfast"
United States
Lori
The price is AU$285
includes taxes & fees
15 June - 16 June
Ambrosia Key West

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, (1,166 reviews)
"Hotel was amazing and breakfast was delicious!"
United States
Cameron
The price is AU$254
includes taxes & fees
15 June - 16 June
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, (1,009 reviews)
"Nice place to stay!"
United States
michael
The price is AU$295
includes taxes & fees
15 June - 16 June
Westwinds Inn
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
1,016 reviews
View
Queen with Pool View
Simonton Court Historic Inn & Cottages
2.5 star property
9.8
Exceptional
982 reviews
View
Exterior detail
The Gardens Hotel
4.0 star property
9.8
Exceptional
1,007 reviews
View
Front of property
Key West Villas
3.5 star property
9.8
Exceptional
262 reviews
View
Exterior
The Marquesa Hotel
3.5 star property
9.8
Exceptional
1,001 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 1722 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 Hyatt Centric Key West Resort and Spa.
How many hotels can I expect to find close to Jackson Square?
Expedia has 1722 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 Fort East Martello Museum and Gallery are some of the local landmarks to explore. You can check out the local talent at Waterfront Playhouse, Key West Film Society and Red Barn Theater.