Search Hotels Near Jackson Square, Key West
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8 Aug - 9 AugTomorrow
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21 Aug - 23 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
leah
5.289.375 ₫
5.950.546 ₫ total
includes taxes & fees
9 Aug - 10 Aug
2. Simonton Court Historic Inn & Cottages
Simonton Court Historic Inn & CottagesHistoric Seaport, 0.4 km from Jackson Square
Robin
4.428.645 ₫
4.982.225 ₫ total
includes taxes & fees
11 Aug - 12 Aug
3. Artist House Key West
Artist House Key WestHistoric Seaport, 0.3 km from Jackson Square
NATHAN
3.549.467 ₫
3.993.118 ₫ total
includes taxes & fees
19 Aug - 20 Aug
4. The Gardens Hotel
The Gardens HotelDowntown Key West, 0.3 km from Jackson Square
Salvatore
5.276.901 ₫
5.936.481 ₫ total
includes taxes & fees
7 Sept - 8 Sept
5. Orchid Key Inn - Adults Only
Orchid Key Inn - Adults OnlyUptown - Upper Duval, 0.6 km from Jackson Square
William
5.272.312 ₫
5.931.351 ₫ total
includes taxes & fees
12 Aug - 13 Aug
6. The Marquesa Hotel
The Marquesa HotelOld Town Key West, 0.3 km from Jackson Square
Darrell
5.921.282 ₫
8.135.604 ₫ total
includes taxes & fees
8 Sept - 9 Sept
7. H2O Suites - Adults Only
H2O Suites - Adults OnlyUptown - Upper Duval, 1 km from Jackson Square
James
7.311.195 ₫
9.993.933 ₫ total
includes taxes & fees
7 Sept - 8 Sept
8. Douglas House - Adults Only
Douglas House - Adults OnlyUptown - Upper Duval, 0.8 km from Jackson Square
Dylan
2.856.889 ₫
3.535.400 ₫ total
includes taxes & fees
11 Aug - 12 Aug
9. Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Alexanders Guesthouse - Adult Exclusive, LGBTQ FriendlyOld Town Key West, 1.1 km from Jackson Square
Jaime
2.570.711 ₫
3.881.747 ₫ total
includes taxes & fees
12 Aug - 13 Aug
10. Island City House Hotel
Island City House HotelHistoric Seaport, 0.6 km from Jackson Square
Amelia
4.185.805 ₫
4.709.031 ₫ total
includes taxes & fees
17 Aug - 18 Aug
11. The Mermaid & Alligator
The Mermaid & AlligatorOld Town Key West, 0.8 km from Jackson Square
Kayla
5.377.266 ₫
6.049.423 ₫ total
includes taxes & fees
25 Aug - 26 Aug
12. The Grand Guesthouse
The Grand GuesthouseOld Town Key West, 1.2 km from Jackson Square
Travis
4.272.356 ₫
5.462.651 ₫ total
includes taxes & fees
30 Aug - 31 Aug
13. Santa Maria Suites
Santa Maria SuitesUptown - Upper Duval, 1.2 km from Jackson Square
Nila
6.798.750 ₫
9.420.470 ₫ total
includes taxes & fees
25 Aug - 26 Aug
14. Silver Palms Inn & Historic Homes
Silver Palms Inn & Historic HomesOld Town Key West, 0.9 km from Jackson Square
Alex
2.094.750 ₫
4.128.600 ₫ total
includes taxes & fees
19 Aug - 20 Aug
15. Duval House
Duval HouseDowntown Key West, 0.4 km from Jackson Square
Melissa
2.861.250 ₫
3.783.281 ₫ total
includes taxes & fees
10 Aug - 11 Aug
16. Weatherstation Inn
Weatherstation InnTruman Annex, 0.3 km from Jackson Square
Bret
4.690.695 ₫
5.277.031 ₫ total
includes taxes & fees
31 Aug - 1 Sept
17. Westwinds Inn
Westwinds InnHistoric Seaport, 0.8 km from Jackson Square
Nicole
4.152.094 ₫
4.671.106 ₫ total
includes taxes & fees
12 Aug - 13 Aug
18. Southernmost House - Adult Exclusive
Southernmost House - Adult ExclusiveUptown - Upper Duval, 1.1 km from Jackson Square
Mark
3.650.356 ₫
7.423.222 ₫ total
includes taxes & fees
23 Aug - 24 Aug
19. Ambrosia Key West
Ambrosia Key WestOld Town Key West, 0.4 km from Jackson Square
Jenina
4.954.055 ₫
5.573.312 ₫ total
includes taxes & fees
11 Aug - 12 Aug
20. Ella's Cottages - Key West Historic Inns
Ella's Cottages - Key West Historic InnsOld Town Key West, 0.5 km from Jackson Square
Karri
5.778.202 ₫
7.827.236 ₫ total
includes taxes & fees
3 Sept - 4 Sept
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 | |||||
 Simonton Court Historic Inn & Cottages | 9.8 Exceptional 1,007 reviews | View | |||||
 Artist House Key West | 9.8 Exceptional 452 reviews | View | |||||
 The Gardens Hotel | 9.8 Exceptional 1,003 reviews | View | |||||
 Orchid Key Inn - Adults Only | 9.8 Exceptional 1,006 reviews | View |
Top Jackson Square Hotel Reviews
The Gardens Hotel
10/10 Excellent
"Super great place to stay. First time visitors to the Keys but will stay at the Gardens when we come again. Loved the ambiance, service and pace of the hotel. Pool was great as was the poolside bar w/ Annette, great fun and super good service. Breakfast was great, not just normal hotel eats. Also really enjoyed the evening live music and bar before we went out to dinner each night. Loved the entire package of the Gardens!"
Duval House
10/10 Excellent
"Wonderful experience!"
Weatherstation Inn
10/10 Excellent
"Weatherstation inn was great. Quaint, clean, and super well located in Key West. We spent so much time on duval street and old Key West. We spent evening walking around Truman Annex looking at the lightning storms. Fort Zach Taylor state park was also in walking distance. The staff was super kind and helpful and generous with their amenities such as water, breakfast treats, coffee, and other snacks. We also took advantage of the dedicated parking. This place really was the highlight of the vacation and I will definitely book again."
The Marquesa Hotel
10/10 Excellent
"Excellent location. Walkable to all the action, but on a quiet street. Large comfortable rooms. Friendly staff. We had a fantastic anniversary dinner at Cafe Marquesa. Highly recommended."
Simonton Court Historic Inn & Cottages
10/10 Excellent
"Would absolutely stay here again! The spaces are older and remodeled so not perfect and"
The Cabana Inn Key West - Adults Only
10/10 Excellent
"Very private, quiet, and well maintained! We will def be back!!"
Heron House - Adult Only
10/10 Excellent
"close to pretty much every popular bar on Duval St. quiet location, free breakfast, friendly office staff, always helpful."
Pegasus International Hotel
8/10 Good
"Great location, very clean, is good for couples day! Breakfast is is good. Park lot is very close. Room is small is normal for Key West. Definitely I will be back."
Tranquility Guest House
8/10 Good
"Nice quiet place except for the roosters outside my window. Generally clean. Could use plastic cups or something in rooms. The towels are in need of major upgrade. Adequate for a solo’s needs last minute"
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)
With a visit to Duval Street, a favourite shopping spot in Key West, you can find the perfect gifts to bring home. Wander the seaside or discover the area's beautiful sunsets.
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.