
Key West Jackson Square Hotels
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check prices for these dates
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, (1,001 reviews)
The price is HK$1,902
HK$2,140 total
includes taxes & fees
21 Jun - 22 Jun

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, (1,019 reviews)
The price is HK$2,026
HK$2,280 total
includes taxes & fees
27 May - 28 May

The Marquesa Hotel
The Marquesa HotelOld Town Key West, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (1,005 reviews)
The price is HK$2,264
HK$2,987 total
includes taxes & fees
16 Jun - 17 Jun

Simonton Court Historic Inn & Cottages
Simonton Court Historic Inn & CottagesHistoric Seaport, 0.4 km from Jackson Square
9.8 out of 10, Exceptional, (961 reviews)
The price is HK$1,559
HK$1,754 total
includes taxes & fees
25 May - 26 May

Orchid Key Inn - Adults Only
Orchid Key Inn - Adults OnlyUptown - Upper Duval, 0.6 km from Jackson Square
9.8 out of 10, Exceptional, (1,008 reviews)
The price is HK$1,976
HK$2,223 total
includes taxes & fees
27 May - 28 May

Island City House Hotel
Island City House HotelHistoric Seaport, 0.6 km from Jackson Square
9.6 out of 10, Exceptional, (999 reviews)
The price is HK$1,801
HK$2,026 total
includes taxes & fees
9 Jun - 10 Jun

Douglas House - Adults Only
Douglas House - Adults OnlyUptown - Upper Duval, 0.8 km from Jackson Square
9.6 out of 10, Exceptional, (390 reviews)
The price is HK$1,159
HK$1,435 total
includes taxes & fees
9 Jun - 10 Jun

L'Habitation Guest House
L'Habitation Guest HouseHistoric Seaport, 0.2 km from Jackson Square
9.4 out of 10, Exceptional, (982 reviews)
The price is HK$1,144
HK$1,287 total
includes taxes & fees
26 May - 27 May

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 HK$1,668
HK$1,876 total
includes taxes & fees
27 May - 28 May

Duval House
Duval HouseDowntown Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1,048 reviews)
The price is HK$1,559
HK$1,922 total
includes taxes & fees
8 Jun - 9 Jun

Westwinds Inn
Westwinds InnHistoric Seaport, 0.8 km from Jackson Square
9.4 out of 10, Exceptional, (1,025 reviews)
The price is HK$1,798
HK$2,022 total
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, (1,046 reviews)
The price is HK$909
HK$1,552 total
includes taxes & fees
26 May - 27 May

Opal Key Resort & Marina, Key West
Opal Key Resort & Marina, Key WestOld Town Key West, 0.5 km from Jackson Square
9.2 out of 10, Wonderful, (1,097 reviews)
The price is HK$2,068
HK$2,635 total
includes taxes & fees
11 Jun - 12 Jun

The Key West Hotel
The Key West HotelHistoric Seaport, 0.3 km from Jackson Square
9.2 out of 10, Wonderful, (555 reviews)
The price is HK$2,490
HK$3,233 total
includes taxes & fees
3 Jun - 4 Jun

Paradise Inn Key West - Adults Only
Paradise Inn Key West - Adults OnlyDowntown Key West, 0.5 km from Jackson Square
9.2 out of 10, Wonderful, (1,000 reviews)
The price is HK$1,390
HK$1,916 total
includes taxes & fees
14 Jun - 15 Jun

Santa Maria Suites
Santa Maria SuitesUptown - Upper Duval, 1.2 km from Jackson Square
9.6 out of 10, Exceptional, (1,008 reviews)
The price is HK$2,420
HK$3,252 total
includes taxes & fees
27 May - 28 May

The Grand Guesthouse
The Grand GuesthouseOld Town Key West, 1.2 km from Jackson Square
9.6 out of 10, Exceptional, (1,001 reviews)
The price is HK$1,369
HK$1,736 total
includes taxes & fees
28 May - 29 May

Ridley House - Key West Historic Inns
Ridley House - Key West Historic InnsHistoric Seaport, 0.5 km from Jackson Square
9.2 out of 10, Wonderful, (910 reviews)
The price is HK$1,680
HK$2,287 total
includes taxes & fees
28 May - 29 May

La Concha Key West, Autograph Collection
La Concha Key West, Autograph CollectionHistoric Seaport, 0.2 km from Jackson Square
9.0 out of 10, Wonderful, (399 reviews)
The price is HK$1,637
HK$2,106 total
includes taxes & fees
25 May - 26 May

Southernmost House - Adult Exclusive
Southernmost House - Adult ExclusiveUptown - Upper Duval, 1.1 km from Jackson Square
9.4 out of 10, Exceptional, (1,000 reviews)
The price is HK$1,498
HK$2,676 total
includes taxes & fees
7 Jun - 8 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 | |
|---|---|---|---|---|---|---|---|---|
![]() The Gardens Hotel | 9.8 Exceptional 1,001 reviews | View | ||||||
![]() Almond Tree Inn Hotel - Adults Only | 10.0 Exceptional 1,019 reviews | View | ||||||
![]() The Marquesa Hotel | 9.8 Exceptional 1,005 reviews | View | ||||||
![]() Simonton Court Historic Inn & Cottages | 9.8 Exceptional 961 reviews | View | ||||||
![]() Orchid Key Inn - Adults Only | 9.8 Exceptional 1,008 reviews | View |
Top Jackson Square Hotel Reviews

Heron House - Adult Only
10/10 Excellent











































































