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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, (1,003 reviews)
The price is ฿6,292
฿7,078 total
includes taxes & fees
1 Jul - 2 Jul

The Gardens Hotel
The Gardens HotelDowntown Key West, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (1,002 reviews)
The price is ฿6,642
฿7,472 total
includes taxes & fees
12 Jul - 13 Jul

Simonton Court Historic Inn & Cottages
Simonton Court Historic Inn & CottagesHistoric Seaport, 0.4 km from Jackson Square
9.8 out of 10, Exceptional, (992 reviews)
The price is ฿4,639
฿5,219 total
includes taxes & fees
28 Jul - 29 Jul

Key West Villas
Key West VillasDowntown Key West, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (263 reviews)
The price is ฿6,879
฿7,739 total
includes taxes & fees
29 Jun - 30 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)
The price is ฿7,822
฿10,678 total
includes taxes & fees
21 Jul - 22 Jul

Orchid Key Inn - Adults Only
Orchid Key Inn - Adults OnlyUptown - Upper Duval, 0.6 km from Jackson Square
9.8 out of 10, Exceptional, (1,000 reviews)
The price is ฿5,833
฿6,562 total
includes taxes & fees
28 Jun - 29 Jun

Tropical Inn
Tropical InnDowntown Key West, 0.4 km from Jackson Square
9.6 out of 10, Exceptional, (413 reviews)
The price is ฿6,259
฿7,875 total
includes taxes & fees
8 Jul - 9 Jul

Douglas House - Adults Only
Douglas House - Adults OnlyUptown - Upper Duval, 0.8 km from Jackson Square
9.6 out of 10, Exceptional, (432 reviews)
The price is ฿2,869
฿3,550 total
includes taxes & fees
20 Jul - 21 Jul

L'Habitation Guest House
L'Habitation Guest HouseHistoric Seaport, 0.2 km from Jackson Square
9.4 out of 10, Exceptional, (997 reviews)
The price is ฿3,575
฿4,022 total
includes taxes & fees
28 Jun - 29 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)
The price is ฿6,350
฿7,143 total
includes taxes & fees
20 Jul - 21 Jul

Marrero's Guest Mansion
Marrero's Guest MansionDowntown Key West, < 0.1 km from Jackson Square
9.4 out of 10, Exceptional, (337 reviews)
The price is ฿6,639
฿7,469 total
includes taxes & fees
20 Jul - 21 Jul

Weatherstation Inn
Weatherstation InnTruman Annex, 0.3 km from Jackson Square
9.4 out of 10, Exceptional, (1,004 reviews)
The price is ฿5,971
฿6,718 total
includes taxes & fees
6 Jul - 7 Jul

H2O Suites - Adults Only
H2O Suites - Adults OnlyUptown - Upper Duval, 1 km from Jackson Square
9.8 out of 10, Exceptional, (620 reviews)
The price is ฿10,975
฿14,599 total
includes taxes & fees
26 Jul - 27 Jul

Coco Plum Inn
Coco Plum InnDowntown Key West, 0.1 km from Jackson Square
9.4 out of 10, Exceptional, (539 reviews)
The price is ฿5,874
฿6,609 total
includes taxes & fees
28 Jun - 29 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)
The price is ฿5,391
฿6,065 total
includes taxes & fees
5 Jul - 6 Jul

Duval House
Duval HouseDowntown Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1,043 reviews)
The price is ฿3,638
฿4,810 total
includes taxes & fees
1 Jul - 2 Jul

Heron House - Adult Only
Heron House - Adult OnlyDowntown Key West, 0.3 km from Jackson Square
9.2 out of 10, Wonderful, (1,155 reviews)
The price is ฿3,959
฿5,566 total
includes taxes & fees
5 Jul - 6 Jul

Westwinds Inn
Westwinds InnHistoric Seaport, 0.8 km from Jackson Square
9.4 out of 10, Exceptional, (1,002 reviews)
The price is ฿5,557
฿6,252 total
includes taxes & fees
29 Jun - 30 Jun

The Grand Guesthouse
The Grand GuesthouseOld Town Key West, 1.2 km from Jackson Square
9.6 out of 10, Exceptional, (1,003 reviews)
The price is ฿4,014
฿5,350 total
includes taxes & fees
8 Jul - 9 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, (485 reviews)
The price is ฿7,343
฿9,951 total
includes taxes & fees
14 Jul - 15 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 1,003 reviews | View | ||||||
![]() The Gardens Hotel | 9.8 Exceptional 1,002 reviews | View | ||||||
![]() Simonton Court Historic Inn & Cottages | 9.8 Exceptional 992 reviews | View | ||||||
![]() Key West Villas | 9.8 Exceptional 263 reviews | View | ||||||
![]() The Marquesa Hotel | 9.8 Exceptional 1,000 reviews | View |
Top Jackson Square Hotel Reviews

Hyatt Centric Key West Resort and Spa
10/10 Excellent










































































