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Check prices for these dates

Tonight
1 Mar - 2 Mar
Tomorrow
2 Mar - 3 Mar
Next weekend
6 Mar - 8 Mar
In two weeks
13 Mar - 15 Mar

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Our top choices for Jackson Square hotels

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, (1,001 reviews)
"Wonderful all around! "
United States
Elena
The price is 17.559.835 ₫
19.754.815 ₫ total
includes taxes & fees
27 Mar - 28 Mar
The Gardens Hotel
Free daily continental breakfast

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 hotel in a great location just off Duval Street. The staff were very attentive, rooms clean. "
United Kingdom
Stephen
The price is 13.114.991 ₫
14.754.365 ₫ total
includes taxes & fees
8 Mar - 9 Mar
Almond Tree Inn Hotel - Adults Only
Self-parking (surcharge) 15.00 per night

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, (252 reviews)
"Awsome staff great location "
United States
Jeffrey
Key West Villas
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 14.827.002 ₫
18.146.271 ₫ total
includes taxes & fees
31 Mar - 1 Apr
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, (1,000 reviews)
"Clean room, great breakfast and nice staff"
United States
Tari
The price is 13.114.991 ₫
14.754.365 ₫ total
includes taxes & fees
8 Mar - 9 Mar
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, (154 reviews)
"Large clean room and excellent staff! Made for a great stay. "
United States
Daniel
The price is 10.919.344 ₫
12.284.262 ₫ total
includes taxes & fees
1 Apr - 2 Apr
The Conch House Heritage Inn
Sports facility

Tropical Inn

Tropical Inn
3.5 star property
Downtown Key West, 0.4 km from Jackson Square
9.6 out of 10, Exceptional, (380 reviews)
"Nice place to stay "
United States
yulio
The price is 8.947.796 ₫
10.717.655 ₫ total
includes taxes & fees
2 Mar - 3 Mar
Tropical 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, (1,001 reviews)
"Excellent stay"
United States
Emily Barbara
The price is 10.112.582 ₫
11.376.655 ₫ total
includes taxes & fees
2 Mar - 3 Mar
Island City House Hotel
Exterior

Douglas House

Douglas House
3.0 star property
Uptown - Upper Duval, 0.8 km from Jackson Square
9.6 out of 10, Exceptional, (299 reviews)
"Great place with a perfect location. "
United States
Brandon
The price is 8.223.256 ₫
10.176.279 ₫ total
includes taxes & fees
3 Mar - 4 Mar
Douglas House
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, (944 reviews)
"Great location "
United States
Scott
The price is 8.912.357 ₫
10.026.337 ₫ total
includes taxes & fees
2 Mar - 3 Mar
L'Habitation Guest House
Courtyard

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, (586 reviews)
"Great place!!"
United States
Joel
The price is 18.996.282 ₫
23.129.732 ₫ total
includes taxes & fees
22 Mar - 23 Mar
H2O Suites - Adults 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, (441 reviews)
"Excellent food, location, friendly staff and pool was awesome."
United States
Karen
The price is 12.486.994 ₫
15.367.186 ₫ total
includes taxes & fees
30 Mar - 31 Mar
Ella's Cottages - Key West Historic Inns
King Suite | View from property

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)
"Enjoyed our stay."
United States
Cindy
Westwinds Inn
Courtyard

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, (1,002 reviews)
"Great location and really nice room. Def stay here again. "
United States
Daniel
The Grand Guesthouse
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, (1,003 reviews)
"Great place! "
United States
David
The price is 9.875.982 ₫
11.670.727 ₫ total
includes taxes & fees
8 Mar - 9 Mar
Duval House
Front of property

Caribbean House

Caribbean House
3.0 star property
Bahama Village, 0.4 km from Jackson Square
9.2 out of 10, Wonderful, (326 reviews)
"Cute little place. "
United States
Wendy
The price is 7.839.852 ₫
9.471.284 ₫ total
includes taxes & fees
1 Apr - 2 Apr
Caribbean House
Porch

Heron House - Adult Only

Heron House - Adult Only
3.5 star property
Downtown Key West, 0.3 km from Jackson Square
9.0 out of 10, Wonderful, (1,144 reviews)
"Loved our stay here! "
United States
Brianna
The price is 8.173.092 ₫
10.206.301 ₫ total
includes taxes & fees
11 Mar - 12 Mar
Heron House - Adult Only
Outdoor pool

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, (533 reviews)
"Great location, very clean, and great staff"
United States
William
The price is 9.982.898 ₫
12.663.950 ₫ total
includes taxes & fees
2 Mar - 3 Mar
The Key West Hotel
Property grounds

Paradise Inn Key West - Adults Only

Paradise Inn Key West - Adults Only
3.5 star property
Downtown Key West, 0.5 km from Jackson Square
9.2 out of 10, Wonderful, (1,004 reviews)
"Great location and very clean and quaint! Great front desk staff as well!"
United States
Krista
Paradise Inn Key West - Adults Only
Exterior

The Garden House

The Garden House
3.0 star property
Historic Seaport, 0.5 km from Jackson Square
9.2 out of 10, Wonderful, (685 reviews)
"Room was spotless, breakfast by the pool is a plus, host is always attentive to making everything right!"
United States
Robert
The price is 9.198.474 ₫
10.908.661 ₫ total
includes taxes & fees
2 Mar - 3 Mar
The Garden House
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
Exterior detail
The Gardens Hotel
4.0 star property
9.8
Exceptional
1,001 reviews
View
Free daily continental breakfast
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0
Exceptional
1,000 reviews
View
Self-parking (surcharge) 15.00 per night
Key West Villas
3.5 star property
9.8
Exceptional
252 reviews
View
Exterior
The Marquesa Hotel
3.5 star property
9.8
Exceptional
1,000 reviews
View
Property grounds
Orchid Key Inn - Adults Only
3.5 star property
9.8
Exceptional
1,000 reviews
View

Top Jackson Square Hotel Reviews

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

10/10 Excellent
"Location was great! Breakfast, pools, friendly attentive staff."
Robert 5-night trip
Posted 2 days ago
Southernmost Beach Resort and Guesthouses

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

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.
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Vibrant atmosphere at Duval Street showcases Key West's historic charm and cultural richness in Florida's lively district

Duval Street

4.5/5 (9,716 reviews)
With a visit to Duval Street, a favourite shopping spot in Key West, you can find the perfect gifts to bring home. Wander the seaside or discover the area's beautiful sunsets.
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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 1737 hotels and other accommodation options you'll find within a mile.
How many hotels can I expect to find close to Jackson Square?
Expedia has 1737 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.