
Top Hotels Near Jackson Square in Key West from AU$185
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check prices for these dates
Tonight
Tomorrow
Next weekend
In two weeks
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)
The price is AU$320
includes taxes & fees
15 June - 16 June

Simonton Court Historic Inn & Cottages
Simonton Court Historic Inn & CottagesHistoric Seaport, 0.4 km from Jackson Square
9.8 out of 10, Exceptional, (982 reviews)
The price is AU$238
includes taxes & fees
17 June - 18 June

The Gardens Hotel
The Gardens HotelDowntown Key West, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (1,007 reviews)
The price is AU$318
includes taxes & fees
15 June - 16 June

Key West Villas
Key West VillasDowntown Key West, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (262 reviews)
The price is AU$329
includes taxes & fees
16 June - 17 June

The Marquesa Hotel
The Marquesa HotelOld Town Key West, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (1,001 reviews)
The price is AU$525
includes taxes & fees
21 June - 22 June

Orchid Key Inn - Adults Only
Orchid Key Inn - Adults OnlyUptown - Upper Duval, 0.6 km from Jackson Square
9.8 out of 10, Exceptional, (1,013 reviews)
The price is AU$309
includes taxes & fees
15 June - 16 June

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, (176 reviews)
The price is AU$379
includes taxes & fees
15 June - 16 June

Tropical Inn
Tropical InnDowntown Key West, 0.4 km from Jackson Square
9.6 out of 10, Exceptional, (409 reviews)
The price is AU$241
includes taxes & fees
15 June - 16 June

L'Habitation Guest House
L'Habitation Guest HouseHistoric Seaport, 0.2 km from Jackson Square
9.4 out of 10, Exceptional, (992 reviews)
The price is AU$185
includes taxes & fees
15 June - 16 June

Douglas House - Adults Only
Douglas House - Adults OnlyUptown - Upper Duval, 0.8 km from Jackson Square
9.6 out of 10, Exceptional, (420 reviews)
The price is AU$219
includes taxes & fees
15 June - 16 June

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 AU$318
includes taxes & fees
13 July - 14 July

Coco Plum Inn
Coco Plum InnDowntown Key West, 0.1 km from Jackson Square
9.4 out of 10, Exceptional, (536 reviews)
The price is AU$287
includes taxes & fees
12 July - 13 July

Island City House Hotel
Island City House HotelHistoric Seaport, 0.6 km from Jackson Square
9.6 out of 10, Exceptional, (1,007 reviews)
The price is AU$262
includes taxes & fees
16 June - 17 June

Weatherstation Inn
Weatherstation InnTruman Annex, 0.3 km from Jackson Square
9.4 out of 10, Exceptional, (1,002 reviews)
The price is AU$286
includes taxes & fees
15 June - 16 June

H2O Suites - Adults Only
H2O Suites - Adults OnlyUptown - Upper Duval, 1 km from Jackson Square
9.8 out of 10, Exceptional, (612 reviews)
The price is AU$569
includes taxes & fees
21 June - 22 June

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 price is AU$225
includes taxes & fees
15 June - 16 June

Duval House
Duval HouseDowntown Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1,042 reviews)
The price is AU$196
includes taxes & fees
17 June - 18 June

Ambrosia Key West
Ambrosia Key WestOld Town Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1,008 reviews)
The price is AU$285
includes taxes & fees
15 June - 16 June

Heron House - Adult Only
Heron House - Adult OnlyDowntown Key West, 0.3 km from Jackson Square
9.2 out of 10, Wonderful, (1,166 reviews)
The price is AU$254
includes taxes & fees
15 June - 16 June

Westwinds Inn
Westwinds InnHistoric Seaport, 0.8 km from Jackson Square
9.4 out of 10, Exceptional, (1,009 reviews)
The price is AU$295
includes taxes & fees
15 June - 16 June
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 | ||||||
![]() Simonton Court Historic Inn & Cottages | 9.8 Exceptional 982 reviews | View | ||||||
![]() The Gardens Hotel | 9.8 Exceptional 1,007 reviews | View | ||||||
![]() Key West Villas | 9.8 Exceptional 262 reviews | View | ||||||
![]() The Marquesa Hotel | 9.8 Exceptional 1,001 reviews | View |
Top Jackson Square Hotel Reviews

Southernmost Beach Resort and Guesthouses
10/10 Excellent










































































