Find hotels near Jackson Square, Key West from ₩135,052
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Aug 9 - Aug 10Tomorrow
Aug 10 - Aug 11Next weekend
Aug 14 - Aug 16In two weeks
Aug 21 - Aug 23 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
leah
₩283,684
₩319,144 total
includes taxes & fees
Aug 10 - Aug 11
2. Artist House Key West
Artist House Key WestHistoric Seaport, 0.3 km from Jackson Square
NATHAN
₩184,782
₩207,885 total
includes taxes & fees
Aug 19 - Aug 20
3. The Gardens Hotel
The Gardens HotelDowntown Key West, 0.3 km from Jackson Square
Salvatore
₩283,501
₩318,937 total
includes taxes & fees
Sep 9 - Sep 10
4. Orchid Key Inn - Adults Only
Orchid Key Inn - Adults OnlyUptown - Upper Duval, 0.6 km from Jackson Square
William
₩282,769
₩318,115 total
includes taxes & fees
Aug 12 - Aug 13
5. Simonton Court Historic Inn & Cottages
Simonton Court Historic Inn & CottagesHistoric Seaport, 0.4 km from Jackson Square
Robin
₩237,928
₩267,669 total
includes taxes & fees
Aug 10 - Aug 11
6. The Marquesa Hotel
The Marquesa HotelOld Town Key West, 0.3 km from Jackson Square
Darrell
₩318,120
₩437,084 total
includes taxes & fees
Aug 24 - Aug 25
7. The Conch House Heritage Inn
The Conch House Heritage InnOld Town Key West, 0.7 km from Jackson Square
Michael
₩283,825
₩319,303 total
includes taxes & fees
Aug 12 - Aug 13
8. Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Alexanders Guesthouse - Adult Exclusive, LGBTQ FriendlyOld Town Key West, 1.1 km from Jackson Square
Jaime
₩125,440
₩193,932 total
includes taxes & fees
Aug 10 - Aug 11
9. H2O Suites - Adults Only
H2O Suites - Adults OnlyUptown - Upper Duval, 1 km from Jackson Square
James
₩392,793
₩536,923 total
includes taxes & fees
Aug 10 - Aug 11
10. Douglas House - Adults Only
Douglas House - Adults OnlyUptown - Upper Duval, 0.8 km from Jackson Square
Dylan
₩109,133
₩135,052 total
includes taxes & fees
Aug 13 - Aug 14
11. Island City House Hotel
Island City House HotelHistoric Seaport, 0.6 km from Jackson Square
Amelia
₩224,496
₩252,557 total
includes taxes & fees
Aug 17 - Aug 18
12. The Mermaid & Alligator
The Mermaid & AlligatorOld Town Key West, 0.8 km from Jackson Square
Kayla
₩288,892
₩325,004 total
includes taxes & fees
Aug 17 - Aug 18
13. Tropical Inn
Tropical InnDowntown Key West, 0.4 km from Jackson Square
Joel
₩257,160
₩324,498 total
includes taxes & fees
Aug 10 - Aug 11
14. The Grand Guesthouse
The Grand GuesthouseOld Town Key West, 1.2 km from Jackson Square
Dan
₩210,450
₩271,953 total
includes taxes & fees
Aug 13 - Aug 14
15. Santa Maria Suites
Santa Maria SuitesUptown - Upper Duval, 1.2 km from Jackson Square
Nila
₩392,793
₩536,923 total
includes taxes & fees
Aug 23 - Aug 24
16. Silver Palms Inn & Historic Homes
Silver Palms Inn & Historic HomesOld Town Key West, 0.9 km from Jackson Square
Alex
₩112,347
₩221,428 total
includes taxes & fees
Aug 19 - Aug 20
17. Duval House
Duval HouseDowntown Key West, 0.4 km from Jackson Square
Melissa
₩153,457
₩202,909 total
includes taxes & fees
Aug 26 - Aug 27
18. Southernmost House - Adult Exclusive
Southernmost House - Adult ExclusiveUptown - Upper Duval, 1.1 km from Jackson Square
Mark
₩196,115
₩398,811 total
includes taxes & fees
Aug 23 - Aug 24
19. Westwinds Inn
Westwinds InnHistoric Seaport, 0.8 km from Jackson Square
Nicole
₩222,689
₩250,524 total
includes taxes & fees
Aug 12 - Aug 13
20. Weatherstation Inn
Weatherstation InnTruman Annex, 0.3 km from Jackson Square
Bret
₩252,007
₩283,507 total
includes taxes & fees
Aug 11 - Aug 12
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 1,008 reviews | View | |||||
 Artist House Key West | 9.8 Exceptional 452 reviews | View | |||||
 The Gardens Hotel | 9.8 Exceptional 1,004 reviews | View | |||||
 Orchid Key Inn - Adults Only | 9.8 Exceptional 1,007 reviews | View | |||||
 Simonton Court Historic Inn & Cottages | 9.8 Exceptional 1,008 reviews | View |
Top Jackson Square Hotel Reviews
Southernmost Beach Resort and Guesthouses
8/10 Good
"Very nice and clean. Building layout on property was nicely done"
Pegasus International Hotel
10/10 Excellent
"Great location"
Weatherstation Inn
8/10 Good
"Beautiful Property and Great Location We really enjoyed our stay here. The property was beautiful, clean, and very well maintained. Although the building is older, it is clear that the property is well cared for and kept in very good condition. The location was absolutely beautiful and very convenient. It was close to everything, which made it very easy for us to enjoy Key West without having to travel far. We truly loved the area and enjoyed our stay very much. The only thing we did not particularly like was that we never actually interacted with anyone in person. Everything was handled online or by phone, and we never saw a staff member during our stay. While the process was convenient, we would have appreciated having someone available in person. Other than that, we had a wonderful experience and would definitely consider staying here again. We really enjoyed the property, the location, and our time in Key West."
Pier House Resort & Spa
10/10 Excellent
"Air conditioner did not work well in our room and maintenance had to come change out the unit."
Opal Key Resort & Marina, Key West
10/10 Excellent
"Excellent! Beautiful view, beautiful property! Didn’t want to leave!"
The Gardens Hotel
10/10 Excellent
"Great, great spot. All staff and even the property owner were very available, pleasant, and hard-working to ensure happy guests. Annette and Phillip really made the trip, though. The hospitality here, along with a clean room, truly great breakfast (by Chef Annette), good location, and high value had us discussing our next stay here before we even left. Not sure how we looked over this place in the past. Thanks, everyone"
Heron House - Adult Only
10/10 Excellent
"Loved staying at the Heron House in Key West. Since we didn't have a car it was perfectly located within easy walking distance to all the bars, restaurants and shopping. Staff was very friendly and accommodating and the rooms were very comfortable too. Enjoyed watching the curly tailed lizards running around and taking dips in the pool. I'd definitely stay there again."
Simonton Court Historic Inn & Cottages
10/10 Excellent
"This historic property was absolutely amazing. The details and pride of the staff really showed. Loved every second we were there!"
Hyatt Centric Key West Resort and Spa
10/10 Excellent
"Clean, updated property, friendly staff. The pool is very small for the size of the property, but as a whole it was great."
Other attractions near Jackson Square
San Carlos Institute - Casa Cuba
8.6/10 (34 reviews)
You can spend an afternoon exploring the galleries in San Carlos Institute - Casa Cuba during your trip to Key West. Stroll along the area's beautiful beaches or experience its lively festivals.
Duval Street
9.2/10 (20,928 reviews)
Along one of the southernmost streets in the continental U.S., enjoy a lively area filled with shops, pubs, restaurants and lots of sidewalk acts and vendors.
We Cycle Key West
You can search for that perfect souvenir at We Cycle Key West during your trip to Key West.
St. Paul's Episcopal Church
9.0/10 (73 reviews)
St. Paul's Episcopal Church is just one of the places to see in Key West, so why not enjoy the other things to explore during your travels? Discover the area's lively bars and its lively festivals.
Key West Film Society
7.6/10 (9 reviews)
You can get tickets for a performance at Key West Film Society during your stay in Key West. In the area, take in the lively festivals and beautiful sunsets.
The Key West Theater
You can make plans for a show at The Key West Theater on your trip to Key West. Discover the area's great live music, or seek out its biking trails.
Red Barn Theater
8.0/10 (10 reviews)
You can enjoy a show at Red Barn Theater on your trip to Key West. Wander the seaside and beautiful beaches in the area.
Hellings House Museum
You can spend an afternoon exploring the galleries in Hellings House Museum during your trip to Key West. Experience the area's entertainment choices and great live music.