
Key West Jackson Square Hotels
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Our top choices for Jackson Square hotels

1. 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, (1,010 reviews)
The price is HK$1,570
HK$1,766 total
includes taxes & fees
2 Aug - 3 Aug

2. Simonton Court Historic Inn & Cottages
Simonton Court Historic Inn & CottagesHistoric Seaport, 0.4 km from Jackson Square
9.8 out of 10, Exceptional, (1,009 reviews)
The price is HK$1,404
HK$1,579 total
includes taxes & fees
28 Jul - 29 Jul

3. The Gardens Hotel
The Gardens HotelDowntown Key West, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (1,003 reviews)
The price is HK$1,579
HK$1,777 total
includes taxes & fees
4 Aug - 5 Aug

4. Key West Villas
Key West VillasDowntown Key West, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (271 reviews)
The price is HK$1,546
HK$1,739 total
includes taxes & fees
9 Aug - 10 Aug

5. Orchid Key Inn - Adults Only
Orchid Key Inn - Adults OnlyUptown - Upper Duval, 0.6 km from Jackson Square
9.8 out of 10, Exceptional, (1,005 reviews)
The price is HK$1,570
HK$1,766 total
includes taxes & fees
2 Aug - 3 Aug

6. Tranquility Guest House
Tranquility Guest HouseBahama Village, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (9 reviews)
The price is HK$973
HK$1,792 total
includes taxes & fees
26 Aug - 27 Aug

7. The Mermaid & Alligator
The Mermaid & AlligatorOld Town Key West, 0.8 km from Jackson Square
9.8 out of 10, Exceptional, (308 reviews)
The price is HK$1,665
HK$1,873 total
includes taxes & fees
3 Aug - 4 Aug

8. 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, (181 reviews)
The price is HK$1,487
HK$1,673 total
includes taxes & fees
9 Aug - 10 Aug

9. 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, (152 reviews)
The price is HK$699
HK$1,080 total
includes taxes & fees
28 Jul - 29 Jul

10. 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 HK$1,772
HK$2,435 total
includes taxes & fees
11 Aug - 12 Aug

11. H2O Suites - Adults Only
H2O Suites - Adults OnlyUptown - Upper Duval, 1 km from Jackson Square
9.8 out of 10, Exceptional, (627 reviews)
The price is HK$2,267
HK$3,079 total
includes taxes & fees
16 Aug - 17 Aug

12. Douglas House - Adults Only
Douglas House - Adults OnlyUptown - Upper Duval, 0.8 km from Jackson Square
9.6 out of 10, Exceptional, (465 reviews)
The price is HK$915
HK$1,132 total
includes taxes & fees
28 Jul - 29 Jul

13. Island City House Hotel
Island City House HotelHistoric Seaport, 0.6 km from Jackson Square
9.6 out of 10, Exceptional, (1,004 reviews)
The price is HK$1,459
HK$1,641 total
includes taxes & fees
2 Aug - 3 Aug

14. Tropical Inn
Tropical InnDowntown Key West, 0.4 km from Jackson Square
9.6 out of 10, Exceptional, (425 reviews)
The price is HK$1,471
HK$1,851 total
includes taxes & fees
30 Jul - 31 Jul

15. The Grand Guesthouse
The Grand GuesthouseOld Town Key West, 1.2 km from Jackson Square
9.6 out of 10, Exceptional, (1,002 reviews)
The price is HK$905
HK$1,214 total
includes taxes & fees
28 Jul - 29 Jul

16. 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, (1,039 reviews)
The price is HK$653
HK$1,264 total
includes taxes & fees
10 Aug - 11 Aug

17. Southernmost House - Adult Exclusive
Southernmost House - Adult ExclusiveUptown - Upper Duval, 1.1 km from Jackson Square
9.4 out of 10, Exceptional, (1,005 reviews)
The price is HK$1,092
HK$2,222 total
includes taxes & fees
10 Aug - 11 Aug

18. Santa Maria Suites
Santa Maria SuitesUptown - Upper Duval, 1.2 km from Jackson Square
9.6 out of 10, Exceptional, (1,011 reviews)
The price is HK$2,188
HK$2,991 total
includes taxes & fees
18 Aug - 19 Aug

19. Duval House
Duval HouseDowntown Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1,065 reviews)
The price is HK$933
HK$1,219 total
includes taxes & fees
9 Aug - 10 Aug

20. Weatherstation Inn
Weatherstation InnTruman Annex, 0.3 km from Jackson Square
9.4 out of 10, Exceptional, (1,001 reviews)
The price is HK$1,404
HK$1,579 total
includes taxes & fees
11 Aug - 12 Aug
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 1,010 reviews | View | ||||||
![]() Simonton Court Historic Inn & Cottages | 9.8 Exceptional 1,009 reviews | View | ||||||
![]() The Gardens Hotel | 9.8 Exceptional 1,003 reviews | View | ||||||
![]() Key West Villas | 9.8 Exceptional 271 reviews | View | ||||||
![]() Orchid Key Inn - Adults Only | 9.8 Exceptional 1,005 reviews | View |
Top Jackson Square Hotel Reviews

Hyatt Centric Key West Resort and Spa
10/10 Excellent










































































