
Top Hotels Near Jackson Square in Key West from AU$151
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16 Aug - 17 AugTomorrow
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21 Aug - 23 AugIn two weeks
28 Aug - 30 Aug 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
Michelle
AU$287
includes taxes & fees
18 Aug - 19 Aug




2. Artist House Key West
Artist House Key WestHistoric Seaport, 0.3 km from Jackson Square
NATHAN
AU$198
includes taxes & fees
23 Aug - 24 Aug




3. Orchid Key Inn - Adults Only
Orchid Key Inn - Adults OnlyUptown - Upper Duval, 0.6 km from Jackson Square
William
AU$287
includes taxes & fees
17 Aug - 18 Aug




4. Simonton Court Historic Inn & Cottages
Simonton Court Historic Inn & CottagesHistoric Seaport, 0.4 km from Jackson Square
Robin
AU$237
includes taxes & fees
17 Aug - 18 Aug




5. The Mermaid & Alligator
The Mermaid & AlligatorOld Town Key West, 0.8 km from Jackson Square
Johnny
AU$326
includes taxes & fees
20 Aug - 21 Aug




6. The Marquesa Hotel
The Marquesa HotelOld Town Key West, 0.3 km from Jackson Square
Darrell
AU$438
includes taxes & fees
30 Aug - 31 Aug




7. The Gardens Hotel
The Gardens HotelDowntown Key West, 0.3 km from Jackson Square
Salvatore
AU$320
includes taxes & fees
15 Sept - 16 Sept




8. The Conch House Heritage Inn
The Conch House Heritage InnOld Town Key West, 0.7 km from Jackson Square
Ashlee
AU$282
includes taxes & fees
18 Aug - 19 Aug




9. Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Alexanders Guesthouse - Adult Exclusive, LGBTQ FriendlyOld Town Key West, 1.1 km from Jackson Square
Jaime
AU$200
includes taxes & fees
17 Aug - 18 Aug




10. H2O Suites - Adults Only
H2O Suites - Adults OnlyUptown - Upper Duval, 1 km from Jackson Square
Shermeka
AU$538
includes taxes & fees
17 Aug - 18 Aug




11. Duval House
Duval HouseDowntown Key West, 0.4 km from Jackson Square
Melissa
AU$203
includes taxes & fees
26 Aug - 27 Aug




12. Douglas House - Adults Only
Douglas House - Adults OnlyUptown - Upper Duval, 0.8 km from Jackson Square
Dylan
AU$151
includes taxes & fees
25 Aug - 26 Aug




13. Island City House Hotel
Island City House HotelHistoric Seaport, 0.6 km from Jackson Square
Amelia
AU$258
includes taxes & fees
31 Aug - 1 Sept




14. The Grand Guesthouse
The Grand GuesthouseOld Town Key West, 1.2 km from Jackson Square
Travis
AU$272
includes taxes & fees
19 Aug - 20 Aug




15. Tropical Inn
Tropical InnDowntown Key West, 0.4 km from Jackson Square
Joel
AU$264
includes taxes & fees
18 Aug - 19 Aug




16. Santa Maria Suites
Santa Maria SuitesUptown - Upper Duval, 1.2 km from Jackson Square
Nila
AU$538
includes taxes & fees
23 Aug - 24 Aug




17. Silver Palms Inn & Historic Homes
Silver Palms Inn & Historic HomesOld Town Key West, 0.9 km from Jackson Square
Nadja
AU$189
includes taxes & fees
18 Aug - 19 Aug




18. Westwinds Inn
Westwinds InnHistoric Seaport, 0.8 km from Jackson Square
Karen
AU$210
includes taxes & fees
17 Aug - 18 Aug




19. Weatherstation Inn
Weatherstation InnTruman Annex, 0.3 km from Jackson Square
Sheldon L
AU$284
includes taxes & fees
20 Aug - 21 Aug




20. Coco Plum Inn
Coco Plum InnDowntown Key West, 0.1 km from Jackson Square
Jake
AU$255
includes taxes & fees
30 Aug - 31 Aug
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 1,017 reviews | View | |||||
![]() Artist House Key West | 9.8 Exceptional 452 reviews | View | |||||
![]() Orchid Key Inn - Adults Only | 9.8 Exceptional 1,010 reviews | View | |||||
![]() Simonton Court Historic Inn & Cottages | 9.8 Exceptional 1,000 reviews | View | |||||
![]() The Mermaid & Alligator | 9.8 Exceptional 312 reviews | View |
Top Jackson Square Hotel Reviews
Duval House
8/10 Good
"Place was great if you’re only looking for a simple place to stay at! Very simple and clean. Free breakfast is included in the stay and the rooms were very clean! Only downside is that the small cabana will have a pretty small shower! So, beware if you’re traveling with someone who’s tall or a little wide. Also, parking is not free! You pay about 30 dollars a night…so that’s my only complaint. Really wish parking was free since we already paid a good amount for staying at the property. Only complaint is no free parking and the tiny shower if you’re staying in the small cabana."
The Cabana Inn Key West - Adults Only
10/10 Excellent
"When I go back to Key West, I will stay here again. The location was perfect and the accommodations were excellent and everyone was friendly and helpful."
Opal Key Resort & Marina, Key West
10/10 Excellent
"This hotel was really truly excellent. We thoroughly enjoyed our stay."
Southernmost Beach Resort and Guesthouses
10/10 Excellent
"Love it there. Thor was our third year. And we brought fiends this time. They also loved it."
Pier House Resort & Spa
10/10 Excellent
"Beautiful beach, helpful staff"
The Gardens Hotel
10/10 Excellent
"Beautiful property, relaxing and enjoyable atmosphere, exceptional customer service!"
L'Habitation Guest House - Adults Only
10/10 Excellent
"The staff was awesome. The location was perfect with access to duval and the surrounding area all in walking distance. Would stay here again!"
La Concha Key West, Autograph Collection
10/10 Excellent
"Location is directly in old town area of Key West. Convenient walk to Mallory Square. Sunset Pier, Sloppy Joe's, Hogs Breath Salon and various other local hot spots and shops."
Heron House - Adult Only
8/10 Good
"Do NOT let the photos fool you on breakfast. Breakfast really really lacked. It was hard boiled eggs, deli meat, yogurts, and I think some pastries. We were really disappointed. I also booked the Tropical King based off the picture of the large tub stating it was "Tropical King." We did not get the nice tub. It was a standard shower/tub combo. Room was good, however, the space around the AC was open and allowed a lot of hot air into the room. Location to Duval St was great. Easy walk to bars and then back home. It was also nice having no children on site. Pool was nice but a bit warm for my liking."
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 do some window-shopping at We Cycle Key West during your stay in 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 trip to 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 cycling trails.
Red Barn Theater
8.0/10 (10 reviews)
You can get tickets for a performance 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 travels in Key West. Experience the area's entertainment choices and great live music.




