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

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23 Nov - 24 Nov
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5 Dec - 7 Dec

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Top Trending Hotels Near Jackson Square

Carriage House | Terrace/patio
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, (1001)
"Amazing hotel, the perfect Key West vibe. Clean rooms, delicious breakfast. We will come back again"
United States
Isis
The price is €241
includes taxes & fees
15 Dec - 16 Dec
The Gardens Hotel
Exterior
Coco Plum Inn

Coco Plum Inn

3.0 star property
Downtown Key West, 0.1 km from Jackson Square
9.6 out of 10, Exceptional, (458)
"Overall great for couple's stay. "
United States
Quazi
The price is €184
includes taxes & fees
1 Dec - 2 Dec
Coco Plum Inn
Queen Deluxe ADA
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, (1007)
"Great place to stay. "
United States
Bettina
The price is €218
includes taxes & fees
25 Nov - 26 Nov
Almond Tree Inn Hotel - Adults Only
Exterior
The Marquesa Hotel

The Marquesa Hotel

3.5 star property
Historic Seaport, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (1006)
"Perfect place to stay. "
United States
Paulette
The price is €361
includes taxes & fees
7 Dec - 8 Dec
The Marquesa Hotel
King Room D | Balcony
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, (871)
"Really enjoyed my stay. The staff were super friendly, and the location was amazing—close to all the Old Town activities! "
United States
Leonid
The price is €175
includes taxes & fees
30 Nov - 1 Dec
Simonton Court Historic Inn & Cottages
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, (915)
"Great Location and was clean. Would stay again."
United States
Brandon
The price is €219
includes taxes & fees
29 Nov - 30 Nov
L'Habitation Guest House
Exterior
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, (1006)
"Great location and amazing staff!"
United States
Charles
The price is €229
includes taxes & fees
25 Nov - 26 Nov
Orchid Key Inn - Adults Only
11 Gecko's Garden - 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, (360)
"Everything was great. Staff was very helpful. Place was outstanding. "
United States
Edward
The price is €235
includes taxes & fees
24 Nov - 25 Nov
Tropical Inn
Outdoor pool, pool umbrellas, pool loungers
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, (335)
"Location very good Staff friendly Pool not well maintained Breakfast and happy hour lacking compared to others"
United States
Scott
The price is €210
includes taxes & fees
24 Nov - 25 Nov
Marrero's Guest Mansion
Fountain
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, (1006)
"This was our fourth stay at the Island City House and we keep coming back because of the exceptional service, clean rooms and premises, as well as the great location."
United States
Joseph
The price is €233
includes taxes & fees
7 Dec - 8 Dec
Island City House Hotel
Outdoor pool, pool loungers
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, (142)
"Fantastic location "
United States
ANDREW
The price is €304
includes taxes & fees
7 Dec - 8 Dec
The Conch House Heritage Inn
View from property
Duval House

Duval House

3.0 star property
Downtown Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1008)
"Love it, place was beautiful and staff was very friendly."
United States
Robert
The price is €173
includes taxes & fees
25 Nov - 26 Nov
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, (1004)
"Great place!!"
United States
Kimberly
The price is €215
includes taxes & fees
30 Nov - 1 Dec
Ambrosia Key West
Outdoor pool, pool loungers
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, (269)
"Charming and spotless room, beautiful gardens for breakfast, heated jetted pool was lovely after a long day of walking...and everything in downtown KW is within walking distance. 100% would stay again. "
United States
KATHERINE
The Mermaid & Alligator
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, (398)
"Friendly staff, Beautiful property "
United States
Ishta
The price is €238
includes taxes & fees
1 Dec - 2 Dec
Ella's Cottages - Key West Historic Inns
Exterior
La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

4.0 star property
Historic Seaport, 0.2 km from Jackson Square
9.0 out of 10, Wonderful, (270)
"Excellent location. "
United States
Doris
The price is €236
includes taxes & fees
14 Dec - 15 Dec
La Concha Key West, Autograph Collection
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, (508)
"location was great nice bar party vibe"
United States
Robert Howard
The price is €239
includes taxes & fees
30 Nov - 1 Dec
The Key West Hotel
Terrace/patio
Caribbean House

Caribbean House

3.0 star property
Bahama Village, 0.4 km from Jackson Square
9.2 out of 10, Wonderful, (278)
"Excellent place to stay!"
United States
Thomas
The price is €212
includes taxes & fees
7 Dec - 8 Dec
Caribbean House
Outdoor pool, pool loungers
The Saint Hotel Key West, Autograph Collection, Adult Only

The Saint Hotel Key West, Autograph Collection, Adult Only

3.5 star property
Historic Seaport, 0.2 km from Jackson Square
9.0 out of 10, Wonderful, (344)
"Great spot!"
United States
Elizabeth
The price is €207
includes taxes & fees
15 Dec - 16 Dec
The Saint Hotel Key West, Autograph Collection, Adult Only
Outdoor pool
Silver Palms Inn

Silver Palms Inn

3.5 star property
Old Town Key West, 0.9 km from Jackson Square
9.4 out of 10, Exceptional, (1008)
"Nice clean room, nice pool, convenient walk to Duval Street, pleasant staff, on site parking, great breakfast, what else could you ask for?.. recommended and will visit again."
United States
Joseph
The price is €172
includes taxes & fees
24 Nov - 25 Nov
Silver Palms 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.
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Top Jackson Square Hotel Reviews

Duval House

Duval House

10/10 Excellent
"A large clean room. Perfect location right in the middle section of Duval Street. We did appreciate the breakfast right there in the cabana in the courtyard. The grounds are impressively landscaped and maintained constantly. We had an issue with the AC unit cycling on and off every few minutes. Turns out, when we asked about it, that the mode was set wrong. After fixing that, the AC stayed on which was less disruptive."
Matthew 4-night trip
Posted 20 hours ago
Duval House

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
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)
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 1780 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 Hyatt Centric Key West Resort and Spa and Southernmost Beach Resort and Guesthouses.
How many hotels can I expect to find close to Jackson Square?
Expedia has 1780 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 Key West Film Society, Red Barn Theater and Waterfront Playhouse.

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