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Check prices for these dates

Next weekend
5 Jun - 7 Jun
In two weeks
12 Jun - 14 Jun

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Our top choices for Jackson Square hotels

Queen Deluxe ADA | Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds

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 ₹21,366
₹24,037 total
includes taxes & fees
7 Jun - 8 Jun
Almond Tree Inn Hotel - Adults Only
Queen with Pool View | Minibar, in-room safe, individually decorated, individually furnished

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, (966 reviews)
"Great stay overall! Friendly staff, clean rooms, and a perfect location for exploring the Keys and relaxing in this little paradise 🌴"
United States
Olha
The price is ₹16,580
₹18,653 total
includes taxes & fees
1 Jun - 2 Jun
Simonton Court Historic Inn & Cottages
Front of property

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, (261 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 ₹18,725
₹21,067 total
includes taxes & fees
4 Jun - 5 Jun
Key West Villas
Exterior detail

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, (1,002 reviews)
"Best hotel ive ever stayed in, the hospitality was unmatched."
United States
Markus
The price is ₹27,681
₹31,142 total
includes taxes & fees
21 Jun - 22 Jun
The Gardens Hotel
Exterior

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, (1,000 reviews)
"Great accommodations and great staff"
United States
Julian
The price is ₹29,356
₹38,370 total
includes taxes & fees
2 Jun - 3 Jun
The Marquesa Hotel
Property grounds

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 ₹21,366
₹24,037 total
includes taxes & fees
7 Jun - 8 Jun
Orchid Key Inn - Adults Only
Veranda Room | Terrace/patio

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, (175 reviews)
"Great location "
United Kingdom
Lucy
The price is ₹23,713
₹26,677 total
includes taxes & fees
7 Jun - 8 Jun
The Conch House Heritage Inn
Cigar House King Suite w/ Poolside porch | Balcony view

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)
"Well maintained property, clean room and close to everything!!!"
United States
Troy
The price is ₹16,096
₹18,108 total
includes taxes & fees
2 Jun - 3 Jun
Island City House Hotel
11 Gecko's Garden - Adults Only | Premium bedding, pillow-top beds, individually decorated

Tropical Inn

Tropical Inn
3.5 star property
Downtown Key West, 0.4 km from Jackson Square
9.6 out of 10, Exceptional, (406 reviews)
"Very friendly staff and a prime location."
United States
Akhenaton
The price is ₹16,042
₹20,422 total
includes taxes & fees
7 Jun - 8 Jun
Tropical Inn
Front of property

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, (985 reviews)
"The location and customer service were excellent. We loved our stay!"
United States
Megan
The price is ₹11,885
₹13,372 total
includes taxes & fees
3 Jun - 4 Jun
L'Habitation Guest House
Exterior

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, (399 reviews)
"Great stay"
United States
Matthew
The price is ₹14,059
₹17,398 total
includes taxes & fees
4 Jun - 5 Jun
Douglas House - Adults Only
Exterior

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, (532 reviews)
"Loved the property and staff was super friendly."
United States
Brinkley
The price is ₹19,242
₹21,647 total
includes taxes & fees
3 Jun - 4 Jun
Coco Plum Inn
Deluxe Suite, 1 King Bed, Private Pool | View from room

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, (610 reviews)
"We had a wonderful stay!"
United States
Elizabeth
The price is ₹31,256
₹41,575 total
includes taxes & fees
2 Jun - 3 Jun
H2O Suites - Adults Only
Terrace/patio

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 ₹23,656
₹26,613 total
includes taxes & fees
4 Jun - 5 Jun
Marrero's Guest Mansion
Superior Studio Suite, 1 King Bed with Sofa bed, Accessible, Refrigerator & Microwave | Free WiFi, bed sheets

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, (147 reviews)
"The staff and other guests were very friendly. The room was spacious and the bed was comfortable. "
United States
Annette
The price is ₹17,015
₹22,947 total
includes taxes & fees
3 Jun - 4 Jun
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Property grounds

Duval House

Duval House
3.0 star property
Downtown Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1,033 reviews)
"Great location and staff"
United States
gerald
The price is ₹17,955
₹22,242 total
includes taxes & fees
1 Jul - 2 Jul
Duval House
3 outdoor pools, a heated pool, pool loungers

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 ₹23,475
₹26,410 total
includes taxes & fees
1 Jun - 2 Jun
Ambrosia Key West
Lobby sitting area

Westwinds Inn

Westwinds Inn
3.5 star property
Historic Seaport, 0.8 km from Jackson Square
9.4 out of 10, Exceptional, (1,001 reviews)
"Nice place to stay!"
United States
michael
The price is ₹16,673
₹18,757 total
includes taxes & fees
1 Jun - 2 Jun
Westwinds Inn
Porch

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, (1,147 reviews)
"Fantastic place, clean and great location."
United States
James
The price is ₹11,275
₹15,852 total
includes taxes & fees
2 Jun - 3 Jun
Heron House - Adult Only
Outdoor pool, open 8:00 AM to 10:00 PM, pool loungers

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, (479 reviews)
"The staff were great!! Very welcoming and helpful!! Cute cottages! Nice pool!!"
United States
Nanci
The price is ₹18,164
₹25,245 total
includes taxes & fees
29 Jun - 30 Jun
Ella's Cottages - Key West Historic Inns
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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Compare popular hotels close to Jackson Square

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
Queen Deluxe ADA | Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0
Exceptional
1,000 reviews
View
Queen with Pool View | Minibar, in-room safe, individually decorated, individually furnished
Simonton Court Historic Inn & Cottages
2.5 star property
9.8
Exceptional
966 reviews
View
Front of property
Key West Villas
3.5 star property
9.8
Exceptional
261 reviews
View
Exterior detail
The Gardens Hotel
4.0 star property
9.8
Exceptional
1,002 reviews
View
Exterior
The Marquesa Hotel
3.5 star property
9.8
Exceptional
1,000 reviews
View

Top Jackson Square Hotel Reviews

Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Loved everything about this hotel, will be staying again on next vacation."
Viscencio 3-night trip
Posted 1 hour ago
Pier House Resort & Spa

Hotels near other Jackson Square attractions

KEY WEST, FLORIDA, USA - September 2012: San Carlos institute is a historic Key West building also known as "La casa de Cuba"

San Carlos Institute - Casa Cuba

4.3/5 (34 reviews)
You can spend an afternoon exploring the galleries in San Carlos Institute - Casa Cuba during your trip to Key West. Stroll along the area's beautiful beaches or experience its lively festivals.
See properties

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 1717 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 Opal Key Resort & Marina, Key West and Southernmost Beach Resort and Guesthouses.
How many hotels can I expect to find close to Jackson Square?
Expedia has 1717 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, Key West Historic Seaport and Fort Zachary Taylor Historic State Park are some of the local landmarks to explore. You can check out the local talent at Waterfront Playhouse, Key West Burlesque Theater and Key West Film Society.