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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, (1,009 reviews)
"perfect location close the action but still in quieter are, nice staff, highly recommend for a stay in Key West"
United States
stephane
The price is Rp6.498.665
Rp7.311.105 total
includes taxes & fees
10 May - 11 May
Almond Tree Inn Hotel - Adults Only

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, (1,003 reviews)
"Great accommodations and great staff"
United States
Julian
The price is Rp6.140.336
Rp7.870.064 total
includes taxes & fees
10 May - 11 May
The Marquesa 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, (931 reviews)
"Great location. Cool vibe. "
United States
Becky
The price is Rp6.824.496
Rp7.677.557 total
includes taxes & fees
26 Apr - 27 Apr
Simonton Court Historic Inn & Cottages

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, (1,003 reviews)
"Enjoyed our stay, loved the location. Hotel and staff were friendly and accommodating."
United States
Mark
The price is Rp6.353.281
Rp7.147.420 total
includes taxes & fees
10 May - 11 May
Orchid Key Inn - Adults Only

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, (961 reviews)
"This was a lovely well stocked, and comfortable stay."
United States
Pat
The price is Rp4.173.718
Rp4.695.390 total
includes taxes & fees
3 May - 4 May
L'Habitation Guest House

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, (513 reviews)
"A/C was great, very clean place, great and helpful staff."
United States
Paul
The price is Rp5.508.343
Rp6.196.779 total
includes taxes & fees
26 Apr - 27 Apr
Coco Plum Inn

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, (162 reviews)
"Large clean room and excellent staff! Made for a great stay. "
United States
Daniel
The price is Rp6.732.134
Rp7.573.651 total
includes taxes & fees
14 Apr - 15 Apr
The Conch House Heritage Inn

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, (346 reviews)
"We really enjoyed our stay at the Douglas House, great location and the staff was very friendly and gave wonderful tips on great places to dine. Would highly recommend choosing Douglas House for your stay."
United States
Timothy
The price is Rp3.726.781
Rp4.611.892 total
includes taxes & fees
27 Apr - 28 Apr
Douglas House - Adults Only

Tropical Inn

Tropical Inn
3.5 star property
Downtown Key West, 0.4 km from Jackson Square
9.6 out of 10, Exceptional, (391 reviews)
"This place is a gem with Lovely accommodations,peaceful pooland great staff we will always come back when in KW. "
United States
Garda
The price is Rp4.377.598
Rp5.352.526 total
includes taxes & fees
15 Apr - 16 Apr
Tropical Inn

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, (296 reviews)
"Clean rooms, wonderful gardens, friendly staff."
United States
Rodney Layne
The price is Rp6.473.478
Rp7.282.663 total
includes taxes & fees
27 Apr - 28 Apr
The Mermaid & Alligator

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)
"The Weather Station Inn is a historical landmark building, It is located in a quiet neighborhood just blocks away from everything that makes Key West a vacation destination. This B&B is a stand out from the rest! We enjoyed our stay and the inn keeper Jen was pleasant and very helpful with suggestions! "
United States
Patricia
The price is Rp4.429.936
Rp4.983.677 total
includes taxes & fees
10 May - 11 May
Weatherstation Inn

Duval House

Duval House
3.0 star property
Downtown Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1,016 reviews)
"Very good breakfast and staff"
United States
Gerald
The price is Rp4.087.856
Rp4.966.575 total
includes taxes & fees
20 Apr - 21 Apr
Duval 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, (1,001 reviews)
"Beautiful property the gardens and location perfect "
United States
Tonia
The price is Rp5.605.836
Rp6.306.565 total
includes taxes & fees
4 May - 5 May
Island City House Hotel

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, (594 reviews)
"The highest quality hotel room that I have ever stayed in. Be aware of one thing, NO Restaurant! But hey Frenchie’s cafe around the corner has the best breakfast. H20 was a fantastic stay and surprisingly to us both the pool on the roof and our very own plunge pool were heated and we made use of them both. A fantastic place to stay…"
United Kingdom
Simon
The price is Rp7.850.736
Rp9.986.598 total
includes taxes & fees
10 May - 11 May
H2O Suites - Adults Only

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, (1,004 reviews)
"The property is beautiful and the location is perfect. It has a lovely chill Key West vibe. Management is on-site and helpful."
United States
Ann Elizabeth
The price is Rp5.103.867
Rp5.741.851 total
includes taxes & fees
14 Apr - 15 Apr
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, (1,137 reviews)
"Great location and great accommodation "
United States
robert
The price is Rp4.069.555
Rp5.205.967 total
includes taxes & fees
20 Apr - 21 Apr
Heron House - Adult 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, (142 reviews)
"Staff very courteous and friendly, public spaces lovely."
United States
Paul
The price is Rp3.833.006
Rp5.018.656 total
includes taxes & fees
20 Apr - 21 Apr
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

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, (461 reviews)
"Perfect location!"
United States
Amelita
The price is Rp7.065.662
Rp8.814.846 total
includes taxes & fees
11 May - 12 May
Ella's Cottages - Key West Historic Inns

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, (548 reviews)
"Excellent location on Duval st. Would definitely stay here again."
United States
Deborah S.
The price is Rp5.681.393
Rp7.332.287 total
includes taxes & fees
20 Apr - 21 Apr
The Key West Hotel

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, (1,013 reviews)
"Wonderful property. Great location. Feels quiet and secluded. We loved the breakfast and the happy hour."
United States
Cindy
The price is Rp3.174.081
Rp4.340.350 total
includes taxes & fees
28 Apr - 29 Apr
Paradise Inn Key West - Adults Only
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 | Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0
Exceptional
1,009 reviews
View
Exterior
The Marquesa Hotel
3.5 star property
9.8
Exceptional
1,003 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
931 reviews
View
Property grounds
Orchid Key Inn - Adults Only
3.5 star property
9.8
Exceptional
1,003 reviews
View
Front of property
L'Habitation Guest House
2.5 star property
9.4
Exceptional
961 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 1735 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, The Cabana Inn Key West - Adults Only is one of the top choices for your stay based on our traveller data, and this guest house offers free breakfast and an outdoor pool. Other good options close by include Southernmost Beach Resort and Guesthouses and Opal Key Resort & Marina, Key West.
How many hotels can I expect to find close to Jackson Square?
Expedia has 1735 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 Mel Fisher Maritime Museum feature a variety of fascinating exhibits to see while you're in town. Ernest Hemingway Home and Museum, Key West Lighthouse and Keeper's Quarters Museum and Key West Historic Seaport 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.