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
Almond Tree Inn Hotel - Adults OnlyDowntown Key West, 0.6 km from Jackson Square
10.0 out of 10, Exceptional, (1,004 reviews)
"Loved this hotel & staff!"
Renee
The price is €220
includes taxes & fees
1 Jun - 2 Jun
Key West Villas
Key West VillasDowntown 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! "
Jennifer
The price is €191
includes taxes & fees
3 Jun - 4 Jun
Simonton Court Historic Inn & Cottages
Simonton Court Historic Inn & CottagesHistoric Seaport, 0.4 km from Jackson Square
9.8 out of 10, Exceptional, (964 reviews)
"Great stay overall! Friendly staff, clean rooms, and a perfect location for exploring the Keys and relaxing in this little paradise 🌴"
Olha
The price is €144
includes taxes & fees
2 Jun - 3 Jun
The Marquesa Hotel
The Marquesa HotelOld Town Key West, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (1,000 reviews)
"Great accommodations and great staff"
Julian
The price is €328
includes taxes & fees
21 Jun - 22 Jun
The Gardens Hotel
The Gardens HotelDowntown Key West, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (1,003 reviews)
"Best hotel ive ever stayed in, the hospitality was unmatched."
Markus
The price is €238
includes taxes & fees
23 Jun - 24 Jun
Orchid Key Inn - Adults Only
Orchid Key Inn - Adults OnlyUptown - Upper Duval, 0.6 km from Jackson Square
9.8 out of 10, Exceptional, (1,003 reviews)
"Great boutique hotel in the perfect location !! "
Michael
The price is €251
includes taxes & fees
21 Jun - 22 Jun
The Conch House Heritage Inn
The Conch House Heritage InnOld Town Key West, 0.7 km from Jackson Square
9.8 out of 10, Exceptional, (175 reviews)
"Great location "
Lucy
The price is €207
includes taxes & fees
27 May - 28 May
Tropical Inn
Tropical InnDowntown Key West, 0.4 km from Jackson Square
9.6 out of 10, Exceptional, (406 reviews)
"Very friendly staff and a prime location."
Akhenaton
The price is €191
includes taxes & fees
27 May - 28 May
Douglas House - Adults Only
Douglas House - Adults OnlyUptown - Upper Duval, 0.8 km from Jackson Square
9.6 out of 10, Exceptional, (391 reviews)
"Great location, helpful staff and fun people. Would stay here again…the pool and room were fantastic"
Scott
The price is €157
includes taxes & fees
2 Jun - 3 Jun
Island City House Hotel
Island City House HotelHistoric Seaport, 0.6 km from Jackson Square
9.6 out of 10, Exceptional, (1,000 reviews)
"Nice location "
Michael
The price is €220
includes taxes & fees
31 May - 1 Jun
L'Habitation Guest House
L'Habitation Guest HouseHistoric Seaport, 0.2 km from Jackson Square
9.4 out of 10, Exceptional, (984 reviews)
"Quaint B&B. One block from Duval street so very close to everything. Great breakfast every morning. Staff very friendly and helpful."
Michael
The price is €121
includes taxes & fees
28 May - 29 May
H2O Suites - Adults Only
H2O Suites - Adults OnlyUptown - Upper Duval, 1 km from Jackson Square
9.8 out of 10, Exceptional, (609 reviews)
"This resort was in the perfect location for exploring Key West. Highly recommend!"
Barton
The price is €406
includes taxes & fees
7 Jun - 8 Jun
Coco Plum Inn
Coco Plum InnDowntown Key West, 0.1 km from Jackson Square
9.4 out of 10, Exceptional, (532 reviews)
"Loved the property and staff was super friendly."
Brinkley
The price is €247
includes taxes & fees
3 Jun - 4 Jun
Duval House
Duval HouseDowntown Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1,036 reviews)
"Great location and staff"
gerald
The price is €163
includes taxes & fees
31 May - 1 Jun
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Alexanders Guesthouse - Adult Exclusive, LGBTQ FriendlyOld 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. "
Annette
The price is €261
includes taxes & fees
23 Jun - 24 Jun
Ambrosia Key West
Ambrosia Key WestOld Town Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1,001 reviews)
"Breakfast was very nice."
cindy
The price is €240
includes taxes & fees
3 Jun - 4 Jun
Ella's Cottages - Key West Historic Inns
Ella's Cottages - Key West Historic InnsOld Town Key West, 0.5 km from Jackson Square
9.4 out of 10, Exceptional, (475 reviews)
"Cute place. Great location to everything on Duval. Service was great and friendly."
DJS Darren Jay
The price is €243
includes taxes & fees
22 Jun - 23 Jun
Westwinds Inn
Westwinds InnHistoric Seaport, 0.8 km from Jackson Square
9.4 out of 10, Exceptional, (1,001 reviews)
"Nice place to stay!"
michael
The price is €196
includes taxes & fees
1 Jun - 2 Jun
Heron House - Adult Only
Heron House - Adult OnlyDowntown Key West, 0.3 km from Jackson Square
9.2 out of 10, Wonderful, (1,151 reviews)
"Wonderful stay! Loved the property and location. "
Janet
The price is €143
includes taxes & fees
28 May - 29 May
Silver Palms Inn & Historic Homes
Silver Palms Inn & Historic HomesOld Town Key West, 0.9 km from Jackson Square
9.4 out of 10, Exceptional, (1,033 reviews)
"Great continental breakfast options. Onsite parking was convenient."
Keith
The price is €178
includes taxes & fees
25 Jun - 26 Jun
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 | |
|---|---|---|---|---|---|---|---|---|
 Almond Tree Inn Hotel - Adults Only | 10.0 Exceptional 1,004 reviews | View | ||||||
 Key West Villas | 9.8 Exceptional 261 reviews | View | ||||||
 Simonton Court Historic Inn & Cottages | 9.8 Exceptional 964 reviews | View | ||||||
 The Marquesa Hotel | 9.8 Exceptional 1,000 reviews | View | ||||||
 The Gardens Hotel | 9.8 Exceptional 1,003 reviews | View |
Top Jackson Square Hotel Reviews
The Cabana Inn Key West - Adults Only
10/10 Excellent
Hotels near other Jackson Square attractions
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- Custom House Museum
- Duval Street
- Ernest Hemingway Home and Museum
- Visit Fleming Key
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