Search Hotels Near Jackson Square, Key West
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Our top choices for Jackson Square hotels
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, (1,022 reviews)
"Great stay! Great location and friendly, helpful staff. Loved our stay here! Would recommend."
Linda
The price is 6.003.434 ₫
6.753.863 ₫ total
includes taxes & fees
2 Aug - 3 Aug
Simonton Court Historic Inn & Cottages
Simonton Court Historic Inn & CottagesHistoric Seaport, 0.4 km from Jackson Square
9.8 out of 10, Exceptional, (1,000 reviews)
"Perfcet location and walk to everything , we very much enjoyed our stay!"
Rita
The price is 3.912.144 ₫
4.401.161 ₫ total
includes taxes & fees
21 Jul - 22 Jul
Key West Villas
Key West VillasDowntown Key West, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (270 reviews)
"Great Villa right off Duval, the most helpful staff and kind people. My friends and I stayed for a bachelorette trip couldn’t say more positive things."
Mackenzie
The price is 4.702.450 ₫
5.290.584 ₫ total
includes taxes & fees
30 Jul - 31 Jul
Tranquility Guest House
Tranquility Guest HouseBahama Village, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (6 reviews)
"The property was quaint and clean, and in a safe walkable location. Great contactless communication from Tranquility. No coffee or parking on site but was available around the corner. Loved the pool and courtyard"
Ruth
The price is 3.065.651 ₫
5.782.358 ₫ total
includes taxes & fees
27 Jul - 28 Jul
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, (179 reviews)
"Great location "
Lucy
The price is 4.978.138 ₫
5.600.405 ₫ total
includes taxes & fees
4 Aug - 5 Aug
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)
"Wonderful place and staff!"
William
The price is 5.981.117 ₫
6.728.757 ₫ total
includes taxes & fees
3 Aug - 4 Aug
The Marquesa Hotel
The Marquesa HotelOld Town Key West, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (1,004 reviews)
"Great location and beautiful property. I appreciate the parking which comes at a premium in Key West and the two swimming pools. Just enough off the beaten path to feel comfortable."
Darrell
The price is 5.932.806 ₫
8.151.438 ₫ total
includes taxes & fees
2 Aug - 3 Aug
The Gardens Hotel
The Gardens HotelDowntown Key West, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (1,000 reviews)
"Whole place is great"
Joseph
The price is 7.059.582 ₫
7.942.029 ₫ total
includes taxes & fees
20 Jul - 21 Jul
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, (149 reviews)
"The staff and other guests were very friendly. The room was spacious and the bed was comfortable. "
Annette
The price is 3.520.930 ₫
4.979.188 ₫ total
includes taxes & fees
17 Jul - 18 Jul
H2O Suites - Adults Only
H2O Suites - Adults OnlyUptown - Upper Duval, 1 km from Jackson Square
9.8 out of 10, Exceptional, (626 reviews)
"We had a wonderful stay!"
Elizabeth
The price is 7.587.984 ₫
10.308.762 ₫ total
includes taxes & fees
16 Aug - 17 Aug
Duval House
Duval HouseDowntown Key West, 0.4 km from Jackson Square
9.6 out of 10, Exceptional, (1,055 reviews)
"The hotel has a perfect location. We enjoyed the breakfast. It was clean and the staff was amazing."
david
The price is 3.098.208 ₫
4.049.989 ₫ total
includes taxes & fees
30 Jul - 31 Jul
Douglas House - Adults Only
Douglas House - Adults OnlyUptown - Upper Duval, 0.8 km from Jackson Square
9.6 out of 10, Exceptional, (451 reviews)
"Great stay"
Matthew
The price is 3.063.106 ₫
3.790.593 ₫ total
includes taxes & fees
20 Jul - 21 Jul
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 room was clean and quaint, the staff was very friendly, the property was beautiful and the location was excellent. Would love to stay again!"
Jason
The price is 4.089.074 ₫
5.256.608 ₫ total
includes taxes & fees
20 Jul - 21 Jul
Tropical Inn
Tropical InnDowntown Key West, 0.4 km from Jackson Square
9.6 out of 10, Exceptional, (421 reviews)
"Great stay, the only thing needing improvement is the parking situation and they dont have any control over that."
Devin
The price is 5.328.918 ₫
6.651.433 ₫ total
includes taxes & fees
11 Aug - 12 Aug
Island City House Hotel
Island City House HotelHistoric Seaport, 0.6 km from Jackson Square
9.6 out of 10, Exceptional, (999 reviews)
"I love this Hotel. Great location, safe m, convenient. The staff is very accommodating."
Paul
The price is 4.994.935 ₫
5.619.302 ₫ total
includes taxes & fees
19 Jul - 20 Jul
Santa Maria Suites
Santa Maria SuitesUptown - Upper Duval, 1.2 km from Jackson Square
9.6 out of 10, Exceptional, (1,012 reviews)
"Great stay"
Steven
The price is 8.638.224 ₫
11.490.282 ₫ total
includes taxes & fees
10 Aug - 11 Aug
L'Habitation Guest House
L'Habitation Guest HouseHistoric Seaport, 0.2 km from Jackson Square
9.4 out of 10, Exceptional, (1,007 reviews)
"Loved the location, breakfast and clean room. Staff, Drew, very friendly and helpful. Will definitely stay here again."
Richard
The price is 3.048.786 ₫
3.430.081 ₫ total
includes taxes & fees
22 Jul - 23 Jul
Westwinds Inn
Westwinds InnHistoric Seaport, 0.8 km from Jackson Square
9.4 out of 10, Exceptional, (1,012 reviews)
"Nice place to stay!"
michael
The price is 4.371.624 ₫
4.918.078 ₫ total
includes taxes & fees
19 Jul - 20 Jul
Weatherstation Inn
Weatherstation InnTruman Annex, 0.3 km from Jackson Square
9.4 out of 10, Exceptional, (1,001 reviews)
"Quaint place to stay with access to there other more resort style property made for an amazing experience."
Bret
The price is 4.699.824 ₫
5.287.303 ₫ total
includes taxes & fees
19 Jul - 20 Jul
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 rooms were clean and the staff was helpful and brought clean towels daily."
Rachel
The price is 4.714.265 ₫
5.303.548 ₫ total
includes taxes & fees
20 Jul - 21 Jul
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 1,022 reviews | View | ||||||
 Simonton Court Historic Inn & Cottages | 9.8 Exceptional 1,000 reviews | View | ||||||
 Key West Villas | 9.8 Exceptional 270 reviews | View | ||||||
 Tranquility Guest House | 9.8 Exceptional 6 reviews | View | ||||||
 The Conch House Heritage Inn | 9.8 Exceptional 179 reviews | View |
Top Jackson Square Hotel Reviews
Southernmost Beach Resort and Guesthouses
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