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Our top choices for Jackson Square hotels

The Gardens Hotel
The Gardens HotelDowntown Key West, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (1,000 reviews)
The price is 5.237.282 ₫
5.891.942 ₫ total
includes taxes & fees
12 Jul - 13 Jul

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, (1,001 reviews)
The price is 4.327.995 ₫
4.868.994 ₫ total
includes taxes & fees
28 Jun - 29 Jun

Simonton Court Historic Inn & Cottages
Simonton Court Historic Inn & CottagesHistoric Seaport, 0.4 km from Jackson Square
9.8 out of 10, Exceptional, (988 reviews)
The price is 3.921.382 ₫
4.411.555 ₫ total
includes taxes & fees
25 Jun - 26 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 5.373.609 ₫
7.525.632 ₫ total
includes taxes & fees
6 Jul - 7 Jul

Key West Villas
Key West VillasDowntown Key West, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (262 reviews)

Orchid Key Inn - Adults Only
Orchid Key Inn - Adults OnlyUptown - Upper Duval, 0.6 km from Jackson Square
9.8 out of 10, Exceptional, (1,004 reviews)
The price is 3.934.541 ₫
4.426.358 ₫ total
includes taxes & fees
29 Jun - 30 Jun

Tropical Inn
Tropical InnDowntown Key West, 0.4 km from Jackson Square
9.6 out of 10, Exceptional, (413 reviews)
The price is 4.006.126 ₫
5.164.644 ₫ total
includes taxes & fees
23 Jun - 24 Jun

L'Habitation Guest House
L'Habitation Guest HouseHistoric Seaport, 0.2 km from Jackson Square
9.4 out of 10, Exceptional, (995 reviews)
The price is 3.292.382 ₫
3.704.259 ₫ total
includes taxes & fees
28 Jun - 29 Jun

Coco Plum Inn
Coco Plum InnDowntown Key West, 0.1 km from Jackson Square
9.4 out of 10, Exceptional, (537 reviews)
The price is 4.725.397 ₫
5.315.973 ₫ total
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, (1,002 reviews)
The price is 4.561.687 ₫
5.131.898 ₫ total
includes taxes & fees
24 Jun - 25 Jun

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 5.237.282 ₫
5.892.074 ₫ total
includes taxes & fees
29 Jun - 30 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, (177 reviews)
The price is 6.253.157 ₫
7.034.802 ₫ total
includes taxes & fees
24 Jun - 25 Jun

Douglas House - Adults Only
Douglas House - Adults OnlyUptown - Upper Duval, 0.8 km from Jackson Square
9.6 out of 10, Exceptional, (426 reviews)
The price is 2.658.240 ₫
3.289.573 ₫ total
includes taxes & fees
23 Jun - 24 Jun

Weatherstation Inn
Weatherstation InnTruman Annex, 0.3 km from Jackson Square
9.4 out of 10, Exceptional, (1,003 reviews)
The price is 4.710.922 ₫
5.299.787 ₫ total
includes taxes & fees
28 Jun - 29 Jun

Duval House
Duval HouseDowntown Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1,038 reviews)
The price is 3.368.704 ₫
4.355.629 ₫ total
includes taxes & fees
29 Jun - 30 Jun

Ambrosia Key West
Ambrosia Key WestOld Town Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1,000 reviews)
The price is 4.253.007 ₫
4.784.633 ₫ total
includes taxes & fees
29 Jun - 30 Jun

H2O Suites - Adults Only
H2O Suites - Adults OnlyUptown - Upper Duval, 1 km from Jackson Square
9.8 out of 10, Exceptional, (616 reviews)
The price is 11.290.422 ₫
14.478.189 ₫ total
includes taxes & fees
5 Jul - 6 Jul

Heron House - Adult Only
Heron House - Adult OnlyDowntown Key West, 0.3 km from Jackson Square
9.2 out of 10, Wonderful, (1,153 reviews)
The price is 3.123.420 ₫
4.391.289 ₫ total
includes taxes & fees
23 Jun - 24 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, (149 reviews)

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, (483 reviews)
The price is 7.807.235 ₫
10.115.586 ₫ total
includes taxes & fees
2 Jul - 3 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 | |
|---|---|---|---|---|---|---|---|---|
![]() The Gardens Hotel | 9.8 Exceptional 1,000 reviews | View | ||||||
![]() Almond Tree Inn Hotel - Adults Only | 10.0 Exceptional 1,001 reviews | View | ||||||
![]() Simonton Court Historic Inn & Cottages | 9.8 Exceptional 988 reviews | View | ||||||
![]() The Marquesa Hotel | 9.8 Exceptional 1,000 reviews | View | ||||||
![]() Key West Villas | 9.8 Exceptional 262 reviews | View |
Top Jackson Square Hotel Reviews

Southernmost Beach Resort and Guesthouses
10/10 Excellent










































































