Hotels closest to Jackson Square in Key West

Q: 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 1732 hotels and other accommodation options you'll find within a mile.

Q: 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 .

Q: How many hotels can I expect to find close to Jackson Square?

Expedia has 1732 hotels and other accommodation options within a mile from Jackson Square.

Q: 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.

Q: 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.

Our top choices for Jackson Square hotels

Almond Tree Inn Hotel - Adults Only

Downtown Key West, 0.6 km from Jackson Square

Stephen

includes taxes & fees

25 Mar - 26 Mar

The Gardens Hotel

Downtown Key West, 0.3 km from Jackson Square

Elena

includes taxes & fees

7 Mar - 8 Mar

Simonton Court Historic Inn & Cottages

Historic Seaport, 0.4 km from Jackson Square

Jennifer

includes taxes & fees

4 Mar - 5 Mar

The Marquesa Hotel

Old Town Key West, 0.3 km from Jackson Square

Julian

includes taxes & fees

24 Mar - 25 Mar

Orchid Key Inn - Adults Only

Uptown - Upper Duval, 0.6 km from Jackson Square

Tari

includes taxes & fees

1 Mar - 2 Mar

The Conch House Heritage Inn

Old Town Key West, 0.7 km from Jackson Square

Daniel

includes taxes & fees

25 Feb - 26 Feb

Superior Studio Suite, 1 King Bed with Sofa bed, Accessible, Refrigerator & Microwave

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Old Town Key West, 1.1 km from Jackson Square

Sammy

H2O Suites - Adults Only

Uptown - Upper Duval, 1 km from Jackson Square

Joel

includes taxes & fees

22 Mar - 23 Mar

Douglas House

Uptown - Upper Duval, 0.8 km from Jackson Square

Brandon

includes taxes & fees

3 Mar - 4 Mar

Tropical Inn

Downtown Key West, 0.4 km from Jackson Square

yulio

includes taxes & fees

2 Mar - 3 Mar

Cigar House King Suite w/ Poolside porch | Balcony view

Island City House Hotel

Historic Seaport, 0.6 km from Jackson Square

Emily Barbara

includes taxes & fees

26 Mar - 27 Mar

L'Habitation Guest House

Historic Seaport, 0.2 km from Jackson Square

Scott

includes taxes & fees

2 Mar - 3 Mar

The Grand Guesthouse

Old Town Key West, 1.2 km from Jackson Square

Daniel

Marrero's Guest Mansion

Downtown Key West, < 0.1 km from Jackson Square

Scott

includes taxes & fees

10 Mar - 11 Mar

Duval House

Downtown Key West, 0.4 km from Jackson Square

David

includes taxes & fees

8 Mar - 9 Mar

3 outdoor pools, a heated pool, pool loungers

Ambrosia Key West

Old Town Key West, 0.4 km from Jackson Square

Melody

includes taxes & fees

3 Mar - 4 Mar

Outdoor pool, open 8:00 AM to 10:00 PM, pool loungers

Ella's Cottages - Key West Historic Inns

Old Town Key West, 0.5 km from Jackson Square

Karen

includes taxes & fees

15 Mar - 16 Mar

Santa Maria Suites

Uptown - Upper Duval, 1.2 km from Jackson Square

Michelle

includes taxes & fees

3 Mar - 4 Mar

Caribbean House

Bahama Village, 0.4 km from Jackson Square

Wendy

includes taxes & fees

3 Mar - 4 Mar

Opal Key Resort & Marina, Key West

Old Town Key West, 0.5 km from Jackson Square

Doug

includes taxes & fees

22 Mar - 23 Mar

View all properties

Compare popular hotels close to Jackson Square

Property	Property class	Guest rating
Almond Tree Inn Hotel - Adults Only	3.5 star property	10.0 Exceptional 1,003 reviews	View
The Gardens Hotel	4.0 star property	9.8 Exceptional 1,000 reviews	View
Simonton Court Historic Inn & Cottages	2.5 star property	9.8 Exceptional 912 reviews	View
The Marquesa Hotel	3.5 star property	9.8 Exceptional 1,003 reviews	View
Orchid Key Inn - Adults Only	3.5 star property	9.8 Exceptional 1,008 reviews	View

Top Jackson Square Hotel Reviews

Opal Key Resort & Marina, Key West

10/10 Excellent

"Clean room; wonderful staff including housekeeping; and a great and relaxing pool!"

Duval House

10/10 Excellent

"Everything! The front desk people made you feel like family. Breakfast was really good, they also treat you like family. Pool was the perfect temperature. So many special sitting areas. Room was very clean and bed was great. Also walkable to everything. Property was beautiful and we can’t wait to go back. This was our second time. "

NYAH Key West - Adults Only

10/10 Excellent

"Great location! Amazing price. Can’t wait to stay here again. Easy going and polite staff. Clean pools and hot tub. The room had some wear and tear but you don’t go to Key West to stay in the room! Balcony was an excellent surprise and the breakfast! Happy Hour is cheap and fun! Thank you!!"

Heart of Downtown Key West Cottage With Off-Street Parking

10/10 Excellent

"We have stayed at this cozy very clean house for several years now. The host is just wonderful -communicates well-and always offers a warm welcome. The house is conveniently located within walking distance of many restaurants and downtown Key West as well as the Pier. This house is part of the overall “Simple Living” lifestyle of Key West. "

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.

See properties

Duval Street

4.5/5 (9,716 reviews)

Along one of the southernmost streets in the continental U.S., enjoy a lively area filled with shops, pubs, restaurants and lots of sidewalk acts and vendors.

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 1732 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 1732 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.

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Key West Holiday Rentals

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Key West Hotel Guide - Jackson Square hotels in Key West, United States of America.

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Our top choices for Jackson Square hotels

Almond Tree Inn Hotel - Adults Only

The Gardens Hotel

Simonton Court Historic Inn & Cottages

The Marquesa Hotel

Orchid Key Inn - Adults Only

The Conch House Heritage Inn

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

H2O Suites - Adults Only

Douglas House

Tropical Inn

Island City House Hotel

L'Habitation Guest House

The Grand Guesthouse

Marrero's Guest Mansion

Duval House

Ambrosia Key West

Ella's Cottages - Key West Historic Inns

Santa Maria Suites

Caribbean House

Opal Key Resort & Marina, Key West

Compare popular hotels close to Jackson Square

Top Jackson Square Hotel Reviews

Opal Key Resort & Marina, Key West

Hotels near other Jackson Square attractions

San Carlos Institute - Casa Cuba

Duval Street

Frequently asked questions

Explore a world of travel with Expedia