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, (1,016 reviews)
"Great location"
Paul
The price is €198
includes taxes & fees
12 Jul - 13 Jul
The Marquesa Hotel
The Marquesa HotelOld Town Key West, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (1,001 reviews)
"Friendly and helpful staff, and the rooms were exceptionally clean and comfortable. Everything was well-maintained, and the overall experience was wonderful. I will definitely be coming back again!"
Helia
The price is €272
includes taxes & fees
2 Aug - 3 Aug
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, (179 reviews)
"Great location "
Lucy
The price is €210
includes taxes & fees
5 Aug - 6 Aug
Orchid Key Inn - Adults Only
Orchid Key Inn - Adults OnlyUptown - Upper Duval, 0.6 km from Jackson Square
9.8 out of 10, Exceptional, (1,006 reviews)
"Great boutique hotel in the perfect location !! "
Michael
The price is €189
includes taxes & fees
15 Jul - 16 Jul
Douglas House - Adults Only
Douglas House - Adults OnlyUptown - Upper Duval, 0.8 km from Jackson Square
9.6 out of 10, Exceptional, (443 reviews)
"Great stay"
Matthew
The price is €143
includes taxes & fees
12 Jul - 13 Jul
Island City House Hotel
Island City House HotelHistoric Seaport, 0.6 km from Jackson Square
9.6 out of 10, Exceptional, (1,003 reviews)
"I love this Hotel. Great location, safe m, convenient. The staff is very accommodating."
Paul
The price is €172
includes taxes & fees
20 Jul - 21 Jul
Coco Plum Inn
Coco Plum InnDowntown Key West, 0.1 km from Jackson Square
9.4 out of 10, Exceptional, (541 reviews)
"Perfect stay, we will be back!"
Jake
The price is €165
includes taxes & fees
13 Jul - 14 Jul
H2O Suites - Adults Only
H2O Suites - Adults OnlyUptown - Upper Duval, 1 km from Jackson Square
9.8 out of 10, Exceptional, (624 reviews)
"We had a wonderful stay!"
Elizabeth
The price is €383
includes taxes & fees
15 Jul - 16 Jul
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, (149 reviews)
"The staff and other guests were very friendly. The room was spacious and the bed was comfortable. "
Annette
The price is €229
includes taxes & fees
5 Aug - 6 Aug
Marrero's Guest Mansion
Marrero's Guest MansionDowntown Key West, < 0.1 km from Jackson Square
9.4 out of 10, Exceptional, (337 reviews)
"Service and hospitality were exceptional. Will stay again. "
Don
The price is €225
includes taxes & fees
13 Jul - 14 Jul
Duval House
Duval HouseDowntown Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1,048 reviews)
"The hotel has a perfect location. We enjoyed the breakfast. It was clean and the staff was amazing."
david
The price is €146
includes taxes & fees
21 Jul - 22 Jul
Weatherstation Inn
Weatherstation InnTruman Annex, 0.3 km from Jackson Square
9.4 out of 10, Exceptional, (1,008 reviews)
"Quaint place to stay with access to there other more resort style property made for an amazing experience."
Bret
The price is €176
includes taxes & fees
12 Jul - 13 Jul
Ambrosia Key West
Ambrosia Key WestOld Town Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1,005 reviews)
"The rooms were clean and the staff was helpful and brought clean towels daily."
Rachel
The price is €177
includes taxes & fees
16 Jul - 17 Jul
Heron House - Adult Only
Heron House - Adult OnlyDowntown Key West, 0.3 km from Jackson Square
9.2 out of 10, Wonderful, (1,164 reviews)
"Great stay highly recommended"
Lindsay
The price is €146
includes taxes & fees
12 Jul - 13 Jul
The Grand Guesthouse
The Grand GuesthouseOld Town Key West, 1.2 km from Jackson Square
9.6 out of 10, Exceptional, (1,003 reviews)
"we had a great stay, rented bikes"
Duncan
The price is €140
includes taxes & fees
15 Jul - 16 Jul
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, (487 reviews)
"Beautiful, boutique little gem with a wonderful staff!"
Karri
The price is €228
includes taxes & fees
9 Aug - 10 Aug
Caribbean House
Caribbean HouseBahama Village, 0.4 km from Jackson Square
9.2 out of 10, Wonderful, (383 reviews)
"Had a wonderful stay"
Jeff
The price is €141
includes taxes & fees
12 Jul - 13 Jul
Westwinds Inn
Westwinds InnHistoric Seaport, 0.8 km from Jackson Square
9.4 out of 10, Exceptional, (1,006 reviews)
"Great location!!"
Kelly
The price is €164
includes taxes & fees
12 Jul - 13 Jul
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, (1,030 reviews)
"Great location, easy parking, awesome breakfast!"
Jennifer
The price is €151
includes taxes & fees
15 Jul - 16 Jul
The Key West Hotel
The Key West HotelHistoric Seaport, 0.3 km from Jackson Square
9.2 out of 10, Wonderful, (559 reviews)
"Great location"
David
The price is €376
includes taxes & fees
12 Jul - 13 Jul
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 1,016 reviews | View | ||||||
 The Marquesa Hotel | 9.8 Exceptional 1,001 reviews | View | ||||||
 The Conch House Heritage Inn | 9.8 Exceptional 179 reviews | View | ||||||
 Orchid Key Inn - Adults Only | 9.8 Exceptional 1,006 reviews | View | ||||||
 Douglas House - Adults Only | 9.6 Exceptional 443 reviews | View |
Top Jackson Square Hotel Reviews
Pegasus International Hotel
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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