Title: The Best Hotels Closest to Jackson Square in Key West for 2026 | Expedia.com

[Old Town Key West Travel Guide](https://expedia.com/Key-West-Old-Town-Key-West.dx553248635976481920)[Car Rentals in Jackson Square](https://expedia.com/Car-Rentals-In-Jackson-Square.d6249254.Car-Rental-Guide)[Jackson Square Vacations](https://expedia.com/Jackson-Square-Old-Town-Key-West.d6249254.Vacation-Attraction)

![Jackson Square featuring heritage architecture and an administrative buidling](https://images.trvl-media.com/place/6249254/3cd83d52-098c-4ec4-a79e-e9a5fdfae2bf.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/6249254/3cd83d52-098c-4ec4-a79e-e9a5fdfae2bf.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

Tonight

[Mar 14 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=6249254&startDate=2026-03-14&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Mar 15 - Mar 16](https://www.expedia.com/Hotel-Search?regionId=6249254&startDate=2026-03-15&endDate=2026-03-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=6249254&startDate=2026-03-20&endDate=2026-03-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=6249254&startDate=2026-03-27&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Recommended

Price (low to high)

Distance

Star rating

## Our top choices for Jackson Square hotels

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/810000/809100/809031/cb58ce3e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/810000/809100/809031/750d9b77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/1000000/810000/809100/809031/b1b91ecd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/810000/809100/809031/f9d7e75f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Almond Tree Inn Hotel - Adults Only

[](https://www.expedia.com/Key-West-Hotels-Almond-Tree-Inn.h809031.Hotel-Information)

Downtown Key West, 0.4 mi from Jackson Square

10/10

Exceptional

(1,002 reviews)

"Close to everything great stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cindy

$492 nightly

$554 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Almond-Tree-Inn.h809031.Hotel-Information)

![Queen with Pool View | Minibar, in-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/38000000/37910000/37900100/37900084/2d84982c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/38000000/37910000/37900100/37900084/49f6e3c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![King Room B | View from room](https://images.trvl-media.com/lodging/38000000/37910000/37900100/37900084/4d0697b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe King Suite H | View from room](https://images.trvl-media.com/lodging/38000000/37910000/37900100/37900084/cc10991a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Simonton Court Historic Inn & Cottages

[](https://www.expedia.com/Key-West-Hotels-Simonton-Court-Historic-Inn-Guesthouse.h37900084.Hotel-Information)

Historic Seaport, 0.2 mi from Jackson Square

9.8/10

Exceptional

(918 reviews)

"Room was very clean,well furnished and staff were all very friendly. This was our 6th time staying here and it never disappoints."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Thomas

$439 nightly

$494 total

Apr 2 - Apr 3

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Simonton-Court-Historic-Inn-Guesthouse.h37900084.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/a4035487.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage 1 | Egyptian cotton sheets, premium bedding, Tempur-Pedic beds, in-room safe](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/w2000h1561x0y4-df2c5309.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bars/lounges, wine bar](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/3d82727e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden | Egyptian cotton sheets, premium bedding, Tempur-Pedic beds, in-room safe](https://images.trvl-media.com/lodging/1000000/30000/20800/20796/d484c05b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Gardens Hotel

[](https://www.expedia.com/Key-West-Hotels-The-Gardens-Hotel.h20796.Hotel-Information)

Downtown Key West, 0.2 mi from Jackson Square

9.8/10

Exceptional

(1,000 reviews)

"The Gardens Hotel is an oasis in Key West. Walkable to anywhere you want to go in Old Town. Staff is amazing!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jean

$530 nightly

$596 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-The-Gardens-Hotel.h20796.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/1000000/810000/809100/809032/adc3a7f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/810000/809100/809032/cfae758a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sundeck](https://images.trvl-media.com/lodging/1000000/810000/809100/809032/a23eab61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/810000/809100/809032/8cdae276.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Orchid Key Inn - Adults Only

[](https://www.expedia.com/Key-West-Hotels-Orchid-Key-Inn.h809032.Hotel-Information)

Uptown - Upper Duval, 0.4 mi from Jackson Square

9.8/10

Exceptional

(1,001 reviews)

"Wonderful stay! Want to come back!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Deborah

$492 nightly

$554 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Orchid-Key-Inn.h809032.Hotel-Information)

![Courtyard](https://images.trvl-media.com/lodging/17000000/16400000/16396000/16395930/384120f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/17000000/16400000/16396000/16395930/d854c1ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/17000000/16400000/16396000/16395930/ca393344.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, premium bedding, pillowtop beds, minibar](https://images.trvl-media.com/lodging/17000000/16400000/16396000/16395930/effa9f4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### H2O Suites - Adults Only

[](https://www.expedia.com/Key-West-Hotels-H2O-Suites-Adults-Only.h16395930.Hotel-Information)

Uptown - Upper Duval, 0.6 mi from Jackson Square

9.8/10

Exceptional

(588 reviews)

"Very nice, very clean with great staff and convenient parking. The "private" pools are all in a courtyard so you can make awkward eye contact with the"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jessica

$709 nightly

$798 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-H2O-Suites-Adults-Only.h16395930.Hotel-Information)

![Sports facility](https://images.trvl-media.com/lodging/10000000/9690000/9681100/9681053/34315005.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![11 Gecko's Garden - Adults Only | Premium bedding, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/10000000/9690000/9681100/9681053/5a952061.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Poinciana Patio, Pool View, Patio - Adult Only | Terrace/patio](https://images.trvl-media.com/lodging/10000000/9690000/9681100/9681053/3a20de4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/10000000/9690000/9681100/9681053/4d274a0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tropical Inn

[](https://www.expedia.com/Key-West-Hotels-Tropical-Inn.h9681053.Hotel-Information)

Downtown Key West, 0.3 mi from Jackson Square

9.6/10

Exceptional

(382 reviews)

"This place is a gem with Lovely accommodations,peaceful pooland great staff we will always come back when in KW. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Garda

$427 nightly

$478 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Tropical-Inn.h9681053.Hotel-Information)

![Premium bedding, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1750000/1749500/1749434/c579b899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/2000000/1750000/1749500/1749434/fb803c8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard](https://images.trvl-media.com/lodging/2000000/1750000/1749500/1749434/f17f7f22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/2000000/1750000/1749500/1749434/07b0fb21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Weatherstation Inn

[](https://www.expedia.com/Key-West-Hotels-Weatherstation-Inn.h1749434.Hotel-Information)

Truman Annex, 0.2 mi from Jackson Square

9.4/10

Exceptional

(1,001 reviews)

"Beautiful neighborhood. Friendly staff, easy location to everything and spacious rooms"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Suzy Alpert

$351 nightly

$395 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Weatherstation-Inn.h1749434.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/3120319b_edited_07ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/f87deff5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 King Bed | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/1908c7f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Room, 1 King Bed | Bathroom sink](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/634733ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### L'Habitation Guest House

[](https://www.expedia.com/Key-West-Hotels-LHabitation-Guest-House.h9013816.Hotel-Information)

Historic Seaport, 0.1 mi from Jackson Square

9.4/10

Exceptional

(951 reviews)

"Nice place with a great staff. Would definitely stay here again. also, it was in a fantastic location"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Michael

$279 nightly

$314 total

Apr 14 - Apr 15

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-LHabitation-Guest-House.h9013816.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/22000000/21530000/21529500/21529421/c5a1aac0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/22000000/21530000/21529500/21529421/1e122b68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room 2 - First Floor - 21+ Adult Only | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/22000000/21530000/21529500/21529421/8c694db8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/22000000/21530000/21529500/21529421/6273e943.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Marrero's Guest Mansion

[](https://www.expedia.com/Key-West-Hotels-Marreros-Guest-Mansion.h21529421.Hotel-Information)

Downtown Key West, < 0.1 mi from Jackson Square

9.4/10

Exceptional

(336 reviews)

"It was nice. Get a smart tv 😂"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert

$479 nightly

$539 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Marreros-Guest-Mansion.h21529421.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/1000000/910000/900500/900423/9ce49b35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/1000000/910000/900500/900423/1fc21e10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Courtyard](https://images.trvl-media.com/lodging/1000000/910000/900500/900423/9013d891.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/1000000/910000/900500/900423/d8706fe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Duval House

[](https://www.expedia.com/Key-West-Hotels-Duval-House.h900423.Hotel-Information)

Downtown Key West, 0.3 mi from Jackson Square

9.4/10

Exceptional

(1,005 reviews)

"Great place in an excellent location! Staff were lovely, had a great time."

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Maurice

$331 nightly

$369 total

Mar 24 - Mar 25

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Duval-House.h900423.Hotel-Information)

![Courtyard](https://images.trvl-media.com/lodging/2000000/1800000/1798100/1798025/caf0575e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee service](https://images.trvl-media.com/lodging/2000000/1800000/1798100/1798025/eed8060f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![A Queen Room  | Premium bedding, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/2000000/1800000/1798100/1798025/29f34f4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bicycling](https://images.trvl-media.com/lodging/2000000/1800000/1798100/1798025/4f2f52f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Grand Guesthouse

[](https://www.expedia.com/Key-West-Hotels-The-Grand-Guesthouse.h1798025.Hotel-Information)

Old Town Key West, 0.7 mi from Jackson Square

9.6/10

Exceptional

(1,001 reviews)

"We loved our stay here. The room was very clean and the staff was very kind and helpful. Loved the courtyard where we enjoyed our continental breakfast. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Mabel

$418 nightly

$470 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-The-Grand-Guesthouse.h1798025.Hotel-Information)

![Front of property - evening/night](https://images.trvl-media.com/lodging/4000000/3840000/3830600/3830519/236726ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/4000000/3840000/3830600/3830519/f4ecdadb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/4000000/3840000/3830600/3830519/00a251a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/4000000/3840000/3830600/3830519/f12b1e83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Southernmost House

[](https://www.expedia.com/Key-West-Hotels-The-Southernmost-House-Hotel.h3830519.Hotel-Information)

Uptown - Upper Duval, 0.7 mi from Jackson Square

9.4/10

Exceptional

(1,002 reviews)

"Ocean view, great pool & great staff. Excellent place to stay!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Adam

$432 nightly

$486 total

Apr 12 - Apr 13

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-The-Southernmost-House-Hotel.h3830519.Hotel-Information)

![Front of property](https://images.trvl-media.com/lodging/97000000/96390000/96387000/96386935/8f5a3ddf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Jost Van Dyke | Minibar, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/97000000/96390000/96387000/96386935/6cbbdde2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96390000/96387000/96386935/4c72d608.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96390000/96387000/96386935/36bb9144.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Caribbean House

[](https://www.expedia.com/Key-West-Hotels-Caribbean-House.h96386935.Hotel-Information)

Bahama Village, 0.2 mi from Jackson Square

9.2/10

Wonderful

(332 reviews)

"Cute little place. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Wendy

$391 nightly

$437 total

Apr 1 - Apr 2

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Caribbean-House.h96386935.Hotel-Information)

![Porch](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/3e2c6b2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Tropical King | In-room safe, individually decorated, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/84d1a4db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, individually decorated, desk, iron/ironing board](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/6eb12223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/e213aee6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Heron House - Adult Only

[](https://www.expedia.com/Key-West-Hotels-Heron-House-Adult-Only.h57730.Hotel-Information)

Downtown Key West, 0.2 mi from Jackson Square

9.0/10

Wonderful

(1,138 reviews)

"Great area and great staff"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Heather

$303 nightly

$341 total

Mar 23 - Mar 24

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Heron-House-Adult-Only.h57730.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/4000000/3930000/3924900/3924835/e882a768.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage, 2 Bedrooms (Royal Poinciana) | Living area | 37-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/4000000/3930000/3924900/3924835/bab228c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/4000000/3930000/3924900/3924835/d1b7d1bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage, 2 Bedrooms (Royal Poinciana) | Living area | 37-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/4000000/3930000/3924900/3924835/0da711be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Paradise Inn Key West - Adults Only

[](https://www.expedia.com/Key-West-Hotels-Paradise-Inn-Key-West-Adults-Only.h3924835.Hotel-Information)

Downtown Key West, 0.3 mi from Jackson Square

9.2/10

Wonderful

(1,001 reviews)

"Clean, quiet, close to everything we wanted to do!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

leighanne

$369 nightly

$415 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Paradise-Inn-Key-West-Adults-Only.h3924835.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/dab63efc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/ad546a42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/8a2ee79c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/663b0ca0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Key West Hotel

[](https://www.expedia.com/Key-West-Hotels-Casa-325.h8657021.Hotel-Information)

Historic Seaport, 0.2 mi from Jackson Square

9.2/10

Wonderful

(538 reviews)

"Loved this hotel, immaculate. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kimberly

$520 nightly

$578 total

Mar 15 - Mar 16

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Casa-325.h8657021.Hotel-Information)

![View from room](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/360a1c60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/137c65ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/841e73b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, individually decorated, individually furnished, desk](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/0acd853b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Opal Key Resort & Marina, Key West

[](https://www.expedia.com/Key-West-Hotels-Opal-Key-Resort-Marina.h17442701.Hotel-Information)

Old Town Key West, 0.3 mi from Jackson Square

9.2/10

Wonderful

(1,066 reviews)

"Great view. Beautiful resort. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Hannah

$534 nightly

$601 total

Apr 5 - Apr 6

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Opal-Key-Resort-Marina.h17442701.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/5000000/4960000/4959000/4958964/34e7619a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, open 7:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/5000000/4960000/4959000/4958964/411b83c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/5000000/4960000/4959000/4958964/0894afc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Books & Books King Suite | Premium bedding, in-room safe, individually decorated](https://images.trvl-media.com/lodging/5000000/4960000/4959000/4958964/a4007772.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ridley House - Key West Historic Inns

[](https://www.expedia.com/Key-West-Hotels-Kimpton-Ridley-House.h4958964.Hotel-Information)

Historic Seaport, 0.3 mi from Jackson Square

9.2/10

Wonderful

(886 reviews)

"Nice little quaint place, great breakfast, the roosters are something to be desired tho, crow all hours of the night"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jody

$484 nightly

$545 total

Apr 6 - Apr 7

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Kimpton-Ridley-House.h4958964.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/1000000/900000/894100/894030/dc763054.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![La Pensione Guesthouse King-Adults Only | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/900000/894100/894030/686cf9d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sensational Silver Suite | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/900000/894100/894030/5d295c59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby lounge](https://images.trvl-media.com/lodging/1000000/900000/894100/894030/14ad35b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Silver Palms Inn

[](https://www.expedia.com/Key-West-Hotels-Silver-Palms-Inn.h894030.Hotel-Information)

Old Town Key West, 0.6 mi from Jackson Square

9.2/10

Wonderful

(1,021 reviews)

"The room was spotless and the staff very friendly."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Marcela

$365 nightly

$411 total

Mar 29 - Mar 30

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-Silver-Palms-Inn.h894030.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/10000000/9660000/9650800/9650708/4f32f1b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Breakfast, lunch, dinner served; American cuisine, pool views ](https://images.trvl-media.com/lodging/10000000/9660000/9650800/9650708/9d67655b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/10000000/9660000/9650800/9650708/4c1d11cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/10000000/9660000/9650800/9650708/64f105b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Saint Hotel Key West, Autograph Collection, Adult Only

[](https://www.expedia.com/Key-West-Hotels-The-Saint-Hotel-Key-West.h9650708.Hotel-Information)

Historic Seaport, 0.1 mi from Jackson Square

9.0/10

Wonderful

(355 reviews)

"Fantastic spot, close to everything, but just far enough away. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ruth

$458 nightly

$515 total

Apr 14 - Apr 15

Total with taxes and fees

[](https://www.expedia.com/Key-West-Hotels-The-Saint-Hotel-Key-West.h9650708.Hotel-Information)

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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-28&endDate=2026-03-29&regionId=6249254&adults=2&sort=RECOMMENDED&openPlayBack=true)

## Top Jackson Square Hotel Reviews

![NYAH Key West - Adults Only](https://images.trvl-media.com/lodging/8000000/7510000/7500600/7500588/8af6b0ce_y.jpg)

### NYAH Key West - Adults Only

4/10 Poor

"The name says it all Not Your Average Hotel. Some staff were 10 out of 10... and well some -10\. The place needs a full reno, and honestly unsafe. The stairs and railings 100% are down right dangerous..the rooms are garbage at best. Security is non existent. Glass bottles all around pools and hot tubs.. It is about on the same level as back packing hostel.. Staff does not clean up or put things away... Will not recommend or stay at again.. "

[](https://expedia.com/Key-West-Hotels-NYAH-Key-West-Adults-Only.h7500588.Hotel-Information)

![Heron House - Adult Only](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/3e2c6b2d_y.jpg)

### Heron House - Adult Only

10/10 Excellent

"Breakfast was very good. Something for everyone. Very nice pool area. Lots of seating options for sun and shade. The staff and owners were very friendly and had great recommendations. "

[](https://expedia.com/Key-West-Hotels-Heron-House-Adult-Only.h57730.Hotel-Information)

![Duval House](https://images.trvl-media.com/lodging/1000000/910000/900500/900423/9ce49b35_y.jpg)

### Duval House

10/10 Excellent

"Great location!"

[](https://expedia.com/Key-West-Hotels-Duval-House.h900423.Hotel-Information)

![L'Habitation Guest House](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/3120319b_edited_07ce_y.jpg)

### L'Habitation Guest House

10/10 Excellent

"This was a lovely well stocked, and comfortable stay."

[](https://expedia.com/Key-West-Hotels-LHabitation-Guest-House.h9013816.Hotel-Information)

![Pegasus International Hotel](https://images.trvl-media.com/lodging/1000000/980000/977400/977303/580edbc7_y.jpg)

### Pegasus International Hotel

10/10 Excellent

"This hotel is right off of Duval. You have everything with in walking distance and a cvs around the corner if you need any kind of emergency items. The temporary bouy is only about a 10 minute walk. If you have a vehicle, you park nearly 50 yards away on the side of a restaurant. Everything was great during my stay and the motorcycle I rode in on was safe too. "

[](https://expedia.com/Key-West-Hotels-Pegasus-International-Hotel.h977303.Hotel-Information)

![Pier House Resort & Spa](https://images.trvl-media.com/lodging/1000000/20000/19400/19307/c9267f77_y.jpg)

### Pier House Resort & Spa

10/10 Excellent

"Beautiful scenery. Staff was very helpful. Accommodations were great. Couple massage was amazing. Food and drinks at restaurant and bar were delicious. Close walking distance to downtown shops and water activities. Nice place for a getaway. "

[](https://expedia.com/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information)

![The Key West Hotel](https://images.trvl-media.com/lodging/9000000/8660000/8657100/8657021/dab63efc_y.jpg)

### The Key West Hotel

10/10 Excellent

"Excellent location on Duval st. Would definitely stay here again."

[](https://expedia.com/Key-West-Hotels-Casa-325.h8657021.Hotel-Information)

![Opal Key Resort & Marina, Key West](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/360a1c60_y.jpg)

### Opal Key Resort & Marina, Key West

10/10 Excellent

"We were very pleased with our room and the property. We will definitely be staying here again."

[](https://expedia.com/Key-West-Hotels-Opal-Key-Resort-Marina.h17442701.Hotel-Information)

![The Cabana Inn Key West - Adults Only](https://images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/4d2c753c_y.jpg)

### The Cabana Inn Key West - Adults Only

10/10 Excellent

"We had such an amazing time at the cabana inn! Will the new manager has done an amazing job! He was absolutely wonderful!!!! The whole staff was amazing. We will definitely being staying again! Thank you Will! "

[](https://expedia.com/Key-West-Hotels-The-Cabana-Inn-Key-West-Adults-Only.h6576609.Hotel-Information)

## Hotels near other Jackson Square attractions

![KEY WEST, FLORIDA, USA - September 2012:  San Carlos institute is a historic Key West building also known as "La casa de Cuba"](https://images.trvl-media.com/place/6068607/ca50f0f1-1b80-49ca-a7a4-8a8b38bfce5d.jpg)

### San Carlos Institute - Casa Cuba

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. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6068607)

![Vibrant atmosphere at Duval Street showcases Key West's historic charm and cultural richness in Florida's lively district](https://images.trvl-media.com/place/6068616/a520a89c-5b35-481f-99d7-324a39bbacee.jpg)

### Duval Street

4.5/5 (9,716 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.

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6068616)

![Harry S. Truman Little White House showing interior views and a house](https://images.trvl-media.com/place/6068605/08afa45c-9c33-4a64-914f-76a597bb6364.jpg)

### Harry S. Truman Little White House

4.4/5 (983 reviews)

Visit the winter home of President Harry S. Truman to see where some of America’s most important post-war decisions were made.

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6068605)

### We Cycle Key West

You can search for that perfect souvenir at We Cycle Key West during your trip to Key West. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=827848417466060800)

### St. Paul's Episcopal Church

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. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532652633)

### Key West Film Society

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. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6069263)

### Red Barn Theater

You can enjoy a show at Red Barn Theater on your trip to Key West. Wander the seaside and beautiful beaches in the area. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6069271)

### 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 great live music and entertainment choices. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=801212012409602048)

## Find out more about Jackson Square

### Top reasons to visit Jackson Square

- **Stunning Sunsets:**  Experience breathtaking sunsets that paint the sky over the square, creating a perfect backdrop for photos.
- **Vibrant Nightlife:**  Enjoy a lively nightlife scene with jazz clubs and bars that offer local music and entertainment.
- **Cultural Attractions:**  Explore nearby museums and historic houses that reflect the rich history of Key West.
- **Shopping Opportunities:**  Indulge in shopping at local boutiques, showcasing unique crafts and souvenirs.
- **Outdoor Activities:**  Engage in biking adventures and visit nearby parks for a taste of tropical adventure.

### Find great hotels near Jackson Square

Discover a variety of hotel accommodations in Jackson Square, Key West, Florida, where you can enjoy a mix of resort-style stays and charming bed & breakfasts. Whether you're seeking adventure, a historic-themed getaway, or a romantic vacation experience, this vibrant area offers top-rated hotels with excellent reviews. Explore your options and find your favorite hotel near Jackson Square for an unforgettable trip.

- **La Concha Key West, Autograph Collection:**  Located a mere 0.1 mile from Jackson Square, La Concha Key West, Autograph Collection offers a sophisticated blend of family-friendly and business-oriented accommodations. This 4-star hotel is especially welcoming to LGBTQIA travelers, providing an inclusive environment that is recognized by LGBTQI travel guides. Guests can enjoy a range of amenities tailored for families, including complimentary cribs and window guards to ensure children's safety. With a central location, it serves as a perfect base for exploring the vibrant attractions of Key West.
- **Opal Key Resort & Marina, Key West:**  Situated 0.3 mile from Jackson Square, Opal Key Resort & Marina, Key West is a 4-star haven for adventure seekers and pet lovers alike. The resort boasts a variety of thrilling activities, such as parasailing, fishing, and snorkeling, all available either onsite or nearby. The pet-friendly policy allows dogs with certain restrictions, ensuring that your furry friends can join in the fun. With its prime location and extensive recreational options, this resort is perfect for those looking to dive into the thrilling outdoor experiences that Key West has to offer.
- **[Heron House - Adult Only: ](https://www.expedia.com/Key-West-Hotels-Heron-House-Adult-Only.h57730.Hotel-Information)** Just 0.2 mile from Jackson Square, Heron House - Adult Only is a charming 3.5-star Bed & Breakfast that caters exclusively to adults seeking an adventurous and LGBTQIA-friendly escape. The property is affiliated with LGBTQI travel guides and offers a range of water sports and outdoor activities, including snorkeling and sailing, all within close proximity. With its welcoming atmosphere and focus on unique experiences, guests can enjoy a serene yet adventurous vacation amid the vibrant backdrop of Key West.

### Where to stay near Jackson Square

Jackson Square in Key West offers an exciting blend of tropical adventure and rich history. Visitors can explore nearby parks and enjoy the vibrant atmosphere of this iconic tourist thoroughfare. With its convenient location, you'll find plenty of awesome stays and easy access to local attractions. Immerse yourself in the unique vibes of the area and discover why Jackson Square is a must-visit destination for travelers seeking both relaxation and exploration.

- **[Key West: ](https://www.expedia.com/Key-West-Hotels.d1187.Travel-Guide-Hotels)** Nestled at the southernmost point of the continental United States, Key West is a vibrant island city known for its laid-back atmosphere and stunning sunsets. Jackson Square serves as a central hub for visitors to explore the charming streets lined with colorful conch houses, eclectic shops, and lively bars. This destination is ideal for families, business travelers, and those seeking a city-themed experience. Highlights include beautiful beaches, family-friendly activities, and a variety of shopping options. Peak travel months like January, March, and September promise a bustling yet welcoming environment.
- **[Old Town Key West: ](https://www.expedia.com/Old-Town-Key-West-Key-West-Hotels.0-n553248635976481920-0.Travel-Guide-Filter-Hotels)** Old Town Key West, where Jackson Square is located, offers a unique blend of history and culture. This neighborhood features narrow streets filled with historic architecture, art galleries, and quaint cafes, making it perfect for those looking to soak up the local vibe. Visitors can enjoy a mix of city-themed attractions alongside family-friendly activities. The area boasts easy access to beaches and shopping venues, ensuring a well-rounded experience. With peak visitor numbers in March and the summer months, Old Town Key West is lively and full of charm.
- **[Key West Historic District: ](https://www.expedia.com/Key-West-Historic-District-Key-West-Hotels.0-n6281809-0.Travel-Guide-Filter-Hotels)** Just 0.3 miles from Jackson Square, the Key West Historic District is a treasure trove of history and culture. This neighborhood is characterized by its preserved buildings, rich maritime history, and lively street life. Travelers can enjoy various shopping areas, resorts, and nearby beaches, making it a great spot for families and business visitors alike. The area's peak seasons mirror those of the surrounding neighborhoods, making it a bustling destination filled with engaging activities and attractions.

### Things to do near Jackson Square

Jackson Square in Key West offers a vibrant mix of activities and attractions, including stunning sunsets, lively festivals, and biking adventures. Visitors can enjoy a dynamic nightlife scene with jazz clubs, explore nearby museums, and indulge in shopping at local boutiques. With its unique blend of culture and entertainment, Jackson Square promises an unforgettable experience for every tourist.

**Shopping**

For a unique shopping experience in Jackson Square, visit [We Cycle Key West](https://www.expedia.com/We-Cycle-Key-West-Hotels.0-l827848417466060800-0.Travel-Guide-Filter-Hotels), just 0.1 mile away, and [The Kite House](https://www.expedia.com/The-Kite-House-Hotels.0-l553248621532652628-0.Travel-Guide-Filter-Hotels), located 0.4 miles away. If you're up for a drive, the [Big Pine Key Flea Market](https://www.expedia.com/Big-Pine-Key-Flea-Market-Hotels.0-l553248621533115810-0.Travel-Guide-Filter-Hotels), 29 miles away, offers a vibrant atmosphere with diverse vendors.

**Recreation**

[Key West Golf Club](https://www.expedia.com/Key-West-Golf-Club-Hotels.0-l6163814-0.Travel-Guide-Filter-Hotels), located 4 miles from Jackson Square, offers a beautiful outdoor space perfect for golf enthusiasts. Enjoy the lush greens and invigorating sea breezes. For a family-friendly option, the [MLK Community Pool & Community Center](https://www.expedia.com/MLK-Community-Pool-Community-Center-Hotels.0-l553248621532652610-0.Travel-Guide-Filter-Hotels), just 0.5 miles away, features a refreshing pool ideal for relaxation and recreation.

**Adventure**

Jackson Square is a vibrant hub filled with street performers, local artists, and historic architecture. Explore the nearby French Market for unique souvenirs, or take a guided ghost tour to uncover the spooky tales of the past. Enjoy live music in the evenings for a lively atmosphere.

**Nightlife**

Experience the vibrant nightlife in Jackson Square with a visit to the [Waterfront Playhouse](https://www.expedia.com/Waterfront-Playhouse-Hotels.0-l553248621532652609-0.Travel-Guide-Filter-Hotels), just 0.4 miles away, for captivating performances. Alternatively, enjoy the charm of the [Red Barn Theater](https://www.expedia.com/Red-Barn-Theater-Hotels.0-l6069271-0.Travel-Guide-Filter-Hotels), located 0.2 miles away, or indulge in the allure of the [Key West Burlesque Theater](https://www.expedia.com/Key-West-Burlesque-Theater-Hotels.0-l553248621532652629-0.Travel-Guide-Filter-Hotels), 0.7 miles from the square.

\*Distances are measured in a straight line; actual driving distances may vary depending on the route.

### Booking tips and Expedia advantages for Jackson Square

To save money on your trip to Jackson Square, plan your visit between August and October when hotel prices are lower. Book your stay about a month in advance, ideally on a Tuesday for the best rates. Use Expedia to find last-minute deals, sort prices from lowest to highest, and consider packaging your hotel, flights, and activities for additional savings. Joining Expedia's One Key membership can also unlock exclusive discounts and earn OneKeyCash for future bookings. Lastly, explore free activities in the area to keep your costs down while enjoying your vacation.

- **The most and least expensive months on average to stay in a hotel:**  The cheapest months to stay around Jackson Square are August to October, where the prices are slightly lower. This is in comparison to February to April, where prices are slightly higher.
- **The best time to book a hotel:**  Book your hotel around Jackson Square about 1 month out to secure some of the cheapest prices. If you're the spontaneous type, Expedia's last minute deals and discounts are indicated via the green label below the price.
- **The most and least expensive days on average to stay in a hotel:**  The least expensive day to stay around Jackson Square is Tuesday. The most expensive day to stay around Jackson Square is Friday.
- **Find cheap hotels on Expedia:**  Utilize Expedia’s search tool to customize your options based on your budget, preferred location, and desired hotel type. To find the best prices and deals, simply sort the price filter from lowest to highest.
- **Consider bundling your trip:**  You can save money by booking an Expedia package that combines your hotel stay near Jackson Square with your flights and activities.
- **Become a One Key member:**  Join [Expedia's One Key membership](https://www.expedia.com/welcome-one-key) program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

### Find the best attractions near Jackson Square

Jackson Square in Key West offers a blend of historic houses, vibrant streets, and modern squares, making it a prime destination for culture seekers and families alike. Visitors can explore nearby attractions and enjoy the charm of this historic square, with plenty of local points of interest that highlight the area's unique character. Don't miss the best attractions around Jackson Square for an unforgettable experience in this picturesque locale.

- **[Duval Street: ](https://www.expedia.com/Duval-Street-Hotels.0-l6068616-0.Travel-Guide-Filter-Hotels)** Experience the lively atmosphere of Duval Street, just 0.1 mile from Jackson Square. This iconic street is known for its vibrant nightlife, eclectic shops, and diverse dining options, making it the perfect spot for both day and evening adventures.
- **[Mallory Square: ](https://www.expedia.com/Mallory-Square-Hotels.0-l501385-0.Travel-Guide-Filter-Hotels)** Located 0.4 mile away, Mallory Square is a bustling hub where you can enjoy breathtaking sunsets, street performances, and local art. This modern square captures the essence of Key West's charm and is the ideal place to unwind as the day transitions into night.
- **[Ernest Hemingway Home and Museum: ](https://www.expedia.com/Ernest-Hemingway-Home-And-Museum-Hotels.0-l501376-0.Travel-Guide-Filter-Hotels)** A short 0.3 mile from Jackson Square, this historic house offers a glimpse into the life of the famous writer. Explore the beautiful gardens and learn about Hemingway’s legacy in a setting filled with culture and history.

### Best time to go to Jackson Square

The best time to visit Jackson Square can depend on the weather and when visitor numbers rise and fall. The hottest average temperature around Jackson Square falls in August, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature around Jackson Square falls in January, visitor numbers are average and weather is mostly sunny with no rain. 

| **![calendar](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** |
| ---------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------- | -------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------- |
| January                                                                                                          | 71.1°F (21.7°C)                                                                                                      | No Rain                                                                                                          | Mostly Sunny                                                                                                                 | Average                                                                                                        | Average                                                                                                       |
| February                                                                                                         | 72.1°F (22.3°C)                                                                                                      | No Rain                                                                                                          | Mostly Sunny                                                                                                                 | Average                                                                                                        | Slightly High                                                                                                 |
| March                                                                                                            | 73.4°F (23.0°C)                                                                                                      | No Rain                                                                                                          | Mostly Sunny                                                                                                                 | Slightly High                                                                                                  | Slightly High                                                                                                 |
| April                                                                                                            | 76.8°F (24.9°C)                                                                                                      | No Rain                                                                                                          | Mostly Sunny                                                                                                                 | Average                                                                                                        | Slightly High                                                                                                 |
| May                                                                                                              | 79.3°F (26.3°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Average                                                                                                       |
| June                                                                                                             | 82.6°F (28.1°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Slightly High                                                                                                  | Average                                                                                                       |
| July                                                                                                             | 84.0°F (28.9°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Slightly High                                                                                                  | Average                                                                                                       |
| August                                                                                                           | 84.4°F (29.1°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Average                                                                                                        | Slightly Low                                                                                                  |
| September                                                                                                        | 83.7°F (28.7°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Slightly Low                                                                                                   | Slightly Low                                                                                                  |
| October                                                                                                          | 80.8°F (27.1°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Slightly Low                                                                                                   | Slightly Low                                                                                                  |
| November                                                                                                         | 76.6°F (24.8°C)                                                                                                      | Light Rain                                                                                                       | Mostly Sunny                                                                                                                 | Slightly Low                                                                                                   | Average                                                                                                       |
| December                                                                                                         | 73.9°F (23.3°C)                                                                                                      | No Rain                                                                                                          | Mostly Sunny                                                                                                                 | Average                                                                                                        | Average                                                                                                       |

### The nearest major airports for your trip to Jackson Square

When visiting Jackson Square in Key West, Florida, you can conveniently fly into Key West International Airport ([EYW](https://www.expedia.com/Key-West-Intl-Airport-Hotels.0-aEYW-0.Travel-Guide-Filter-Hotels)), located 3 miles away. Nearby hotel options include the luxurious [Casa Marina Key West](https://www.expedia.com/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information), a 5-star resort just 2 miles from the airport. [Margaritaville Beach House Key West](https://www.expedia.com/Key-West-Hotels-Barbary-Beach-House-Key-West.h48713884.Hotel-Information) and [Havana Cabana at Key West ](https://www.expedia.com/Key-West-Hotels-Havana-Cabana-At-Key-West.h21241090.Hotel-Information)are both 4-star hotels located 1 mile from EYW, offering easy access. For those considering Marathon, Florida, the Florida Keys Marathon Airport ([MTH](https://www.expedia.com/Florida-Keys-Marathon-Airport-Hotels.0-aMTH-0.Travel-Guide-Filter-Hotels)) is 49 miles away, with [Isla Bella Beach Resort & Spa](https://www.expedia.com/Marathon-Hotels-Isla-Bella-Beach-Resort-Spa.h24101706.Hotel-Information) and [Tranquility Bay Beachfront Hotel and Resort](https://www.expedia.com/Marathon-Hotels-Tranquility-Bay-Beachfront-Hotel-And-Resort.h117099.Hotel-Information) situated 4 and 3 miles from MTH, respectively, providing comfortable accommodations.

## Frequently asked questions

### What are the top-rated hotels near Jackson Square?

> [Almond Tree Inn Hotel - Adults Only](https://www.expedia.com/Key-West-Hotels-Almond-Tree-Inn.h809031.Hotel-Information)
> 
>   
> Almond Tree Inn Hotel is an inviting adults-only retreat located just a 10-minute walk from Jackson Square. With an impressive review rating of 10, this 3.5-star hotel ensures a memorable stay with amenities like an outdoor pool, hot tub, and a beautiful terrace to relax. Guests appreciate the complimentary breakfast, designer toiletries, and the option for nearby windsurfing and snorkeling. The hotel also features electric car charging stations and is designed with an elegant Art Deco hotel style, making it a unique choice for travelers.
> 
>   
> [The Gardens Hotel](https://www.expedia.com/Key-West-Hotels-The-Gardens-Hotel.h20796.Hotel-Information)
> 
>   
> The Gardens Hotel, only a 5-minute stroll from Jackson Square, boasts a remarkable review rating of 9.8 and a 4.0-star rating. This hotel offers a lush garden setting and a charming outdoor pool, perfect for unwinding after a day of exploring. Guests can enjoy complimentary cooked breakfasts and relax in spacious rooms featuring Egyptian cotton sheets. Unique amenities like in-room private pools and a yoga class on-site ensure travelers have a tranquil and rejuvenating experience.
> 
>   
> [Orchid Key Inn - Adults Only](https://www.expedia.com/Key-West-Hotels-Orchid-Key-Inn.h809032.Hotel-Information)
> 
>   
> Orchid Key Inn is a delightful adults-only hotel, situated just 9 minutes from Jackson Square, rated an impressive 9.8 by travelers. This 3.5-star hotel offers a blend of comfort and style, featuring an outdoor pool with sun loungers and a private hot tub for a more intimate experience. Guests enjoy complimentary breakfasts and have access to nearby kayaking and snorkeling adventures. The presence of designer toiletries and a concierge service adds to the overall appeal, making it a lovely choice for visitors to Key West.

### What hotels are within walking distance to Jackson Square?

> [Almond Tree Inn Hotel - Adults Only](https://www.expedia.com/Key-West-Hotels-Almond-Tree-Inn.h809031.Hotel-Information)
> 
>   
> Almond Tree Inn Hotel is an inviting 3.5-star accommodation located just a 10-minute walk from Jackson Square. Rated 10 by travelers, this adults-only retreat features an outdoor pool surrounded by sun loungers, perfect for a leisurely day in the sun. Guests can enjoy complimentary daily breakfast and relax in the hot tub after a day of exploring. With amenities like Egyptian cotton sheets and a terrace, it offers a cozy ambiance for a memorable stay.
> 
>   
> [The Gardens Hotel](https://www.expedia.com/Key-West-Hotels-The-Gardens-Hotel.h20796.Hotel-Information)
> 
>   
> The Gardens Hotel, a charming 4-star hotel, is located only 5 minutes on foot from Jackson Square, with a stellar review rating of 9.8\. This boutique hotel features a beautiful outdoor pool and a garden view restaurant, perfect for dining al fresco. Guests can indulge in complimentary cooked breakfast and unwind with yoga classes on-site. The hotel's unique layout and lush landscaping provide a tranquil oasis amidst the vibrant Key West atmosphere.
> 
>   
> [Orchid Key Inn - Adults Only](https://www.expedia.com/Key-West-Hotels-Orchid-Key-Inn.h809032.Hotel-Information)
> 
>   
> Orchid Key Inn, rated 9.8 by travelers, offers a delightful stay just 9 minutes from Jackson Square. This 3.5-star adults-only hotel features an outdoor pool and a relaxing hot tub, creating an ideal environment for unwinding. Guests can enjoy free breakfast daily and take advantage of the nearby beach activities, including snorkeling and kayaking. With its art deco design and premium bedding, it provides a chic and comfortable retreat.

### How much is a hotel near Jackson Square?

### What are the most popular family-friendly hotels near Jackson Square?

> [Margaritaville Beach House Key West](https://www.expedia.com/Key-West-Hotels-Barbary-Beach-House-Key-West.h48713884.Hotel-Information)
> 
>   
> Margaritaville Beach House Key West, a 4-star hotel just 2.9 miles from Jackson Square, welcomes families with open arms. Rated 8.8 by travelers, this hotel offers a range of family-friendly amenities including a pool accessible to all, a kitchenette for in-room meals, and toys to keep children entertained. Guests can also enjoy the nearby beach, outdoor activities like kayaking and snorkeling, and the comfort of daily housekeeping.
> 
>   
> [Blue Flamingo Resort Key West](https://www.expedia.com/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information)
> 
>   
> Blue Flamingo Resort Key West is a charming 4-star hotel located 3.7 miles from Jackson Square, a review rating of 7.8 by travelers. This family-friendly resort features connecting rooms and an arcade game room, providing endless entertainment for kids. Guests can also relax by the outdoor pool, enjoy snacks from the poolside bar, and take advantage of the onsite picnic area.
> 
>   
> [Hyatt Centric Key West Resort and Spa](https://www.expedia.com/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information)
> 
>   
> Hyatt Centric Key West Resort and Spa is a luxurious 4-star option just a 12-minute walk from Jackson Square, with an impressive travelers' rating of 9.0\. This family-friendly resort offers amenities such as a pool with accessible features and kids' meals at the onsite restaurant. Guests can unwind with spa services, enjoy beach access, and enjoy various water sports, making it a perfect getaway for families.

### Which hotels near Jackson Square offer the best views?

> [The Gardens Hotel](https://www.expedia.com/Key-West-Hotels-The-Gardens-Hotel.h20796.Hotel-Information)
> 
>   
> The Gardens Hotel is a top-rated 4-star hotel with a remarkable review rating of 9.8, located just a 5-minute walk from Jackson Square. This charming hotel features a beautiful garden view and offers a complimentary breakfast, an outdoor pool, and unique amenities like in-room massages. Guests appreciate the tranquil atmosphere and close nearby the vibrant sights of Key West, making it an ideal retreat.
> 
>   
> [Hyatt Centric Key West Resort and Spa](https://www.expedia.com/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information)
> 
>   
> Hyatt Centric Key West Resort and Spa, rated 9.0 by travelers, is a 4-star gem located just a 12-minute walk from Jackson Square. Guests can indulge in ocean views from their furnished balconies while enjoying amenities like a full-service spa and an outdoor pool. The beach is nearby, and there's a restaurant offering ocean views, making it a perfect choice for those seeking relaxation and picturesque scenery.
> 
>   
> [Casa Marina Key West, Curio Collection by Hilton](https://www.expedia.com/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information)
> 
>   
> Casa Marina Key West, Curio Collection by Hilton boasts an impressive review rating of 8.4 and is situated 1.3 miles from Jackson Square. This 4-star resort features an ocean view and offers a stunning beachfront location. Guests can enjoy a full-service spa, outdoor pool, and a variety of water sports such as sailing and kayaking, ensuring a delightful stay with breathtaking views at every turn.

### What are the best affordable hotels near Jackson Square?

> [The Grand Guesthouse](https://www.expedia.com/Key-West-Hotels-The-Grand-Guesthouse.h1798025.Hotel-Information)
> 
>   
> The Grand Guesthouse is situated 1.2 miles from Jackson Square and offers a cozy escape with a great traveler rating score of 9.6\. This hotel features free continental breakfast and WiFi, along with free parking, making it a practical choice for travelers. Enjoy the terrace, garden, and convenient access to nearby historical sites and beautiful beaches, perfect for a relaxing getaway.
> 
>   
> [Simonton Court Historic Inn & Cottages](https://www.expedia.com/Key-West-Hotels-Simonton-Court-Historic-Inn-Guesthouse.h37900084.Hotel-Information)
> 
>   
> Simonton Court Historic Inn & Cottages is a charming option just a 7-minute walk from Jackson Square. Rated by travelers with an impressive 9.8, this inn offers free continental breakfast and WiFi, making it a great choice for budget-conscious travelers. Guests can also enjoy the outdoor pool, terrace, and nearby marina for kayaking and boat tours, ensuring a delightful stay in Key West.
> 
>   
> [LA TE DA Hotel - Adults Only](https://www.expedia.com/Key-West-Hotels-LA-TE-DA-Hotel-Adults-Only.h18312548.Hotel-Information)
> 
>   
> LA TE DA Hotel - Adults Only, located 12 minutes on foot from Jackson Square, boasts a stellar review rating of 9.8\. This adults-only venue provides free WiFi and toiletries for a straightforward experience. Guests can unwind by the outdoor pool or take advantage of the nearby beach and marina for snorkeling and sailing adventures, making it an ideal retreat for couples.

### What are the best boutique hotels near Jackson Square?

> [Artist House Key West](https://www.expedia.com/Key-West-Hotels-Artist-House-Key-West.h2480462.Hotel-Information)
> 
>   
> Artist House Key West, a 3.5-star boutique hotel, offers an exceptional experience just a 5-minute walk from Jackson Square, with an impressive review rating of 9.8 by travelers. Guests can indulge in complimentary daily breakfast and enjoy amenities such as a hot tub and concierge service. The hotel also provides easy access to nearby beach activities including snorkeling and kayaking, ensuring a delightful stay in this vibrant location.
> 
>   
> [Weatherstation Inn](https://www.expedia.com/Key-West-Hotels-Weatherstation-Inn.h1749434.Hotel-Information)
> 
>   
> Weatherstation Inn is another fantastic boutique option, located only 5 minutes from Jackson Square and rated 9.4 by travelers. This charming inn features an outdoor pool and a terrace, providing perfect spots to relax. Guests can enjoy a complimentary continental breakfast and enjoy nearby water activities like snorkeling and sailing. The inn's adults-only policy offers a serene escape for couples looking to unwind.
> 
>   
> [The Inn on Fleming](https://www.expedia.com/Key-West-Hotels-The-Inn-On-Fleming.h1501593.Hotel-Information)
> 
>   
> The Inn on Fleming, a 3.5-star boutique hotel, is situated 12 minutes from Jackson Square and boasts a review rating of 9.4 from travelers. This inviting inn features a refreshing outdoor pool and complimentary breakfast, making it an ideal choice for a relaxing stay. Guests can easily explore nearby attractions and enjoy activities such as windsurfing and boat tours, all while basking in the unique charm of Key West.

### Are there any hotels with pools close to Jackson Square?

> [Blue Flamingo Resort Key West](https://www.expedia.com/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information)
> 
>   
> Blue Flamingo Resort Key West is situated 3.7 miles from Jackson Square and offers a delightful outdoor pool experience with sun loungers and cabanas for relaxation. Rated 7.8 by travelers, this 4-star hotel also features a poolside bar, fitness facilities nearby, and a complimentary shuttle service for local attractions. Guests can enjoy spacious rooms equipped with kitchenettes, ensuring a comfy stay.
> 
>   
> [Pier House Resort & Spa](https://www.expedia.com/Key-West-Hotels-Pier-House-Resort-Spa.h19307.Hotel-Information)
> 
>   
> Located a mere 10-minute stroll from Jackson Square, Pier House Resort & Spa is a luxurious 4-star resort with a captivating outdoor pool featuring sun loungers and poolside service. Rated 9.0 by travelers, it offers an array of amenities including a full-service spa, beachfront dining, and complimentary beach towels. Guests can unwind in elegantly furnished rooms and enjoy a range of wellness treatments for a truly relaxing getaway.
> 
>   
> [Southernmost Beach Resort and Guesthouses](https://www.expedia.com/Key-West-Hotels-Southernmost-Beach-Resort.h863329.Hotel-Information)
> 
>   
> Just a short 15-minute walk from Jackson Square, Southernmost Beach Resort and Guesthouses is a 4-star gem that boasts a beautiful outdoor pool with cabanas and a poolside bar. With an impressive review rating of 8.6, this resort offers travelers beach access, a full-service spa, and on-site dining options with ocean views. Families will appreciate the free cribs and kid-friendly amenities available.

### What are the best pet-friendly hotels near Jackson Square?

> [The Gardens Hotel](https://www.expedia.com/Key-West-Hotels-The-Gardens-Hotel.h20796.Hotel-Information)
> 
>   
> The Gardens Hotel is a charming 4-star retreat just a 5-minute walk from Jackson Square, an impressive 9.8 travelers' rating. This pet-friendly haven welcomes your dogs and provides essential amenities like food and water bowls. Guests can also indulge in a relaxing outdoor pool, free breakfast, and serene garden views, ensuring a delightful stay in a picturesque setting.
> 
>   
> [Artist House Key West](https://www.expedia.com/Key-West-Hotels-Artist-House-Key-West.h2480462.Hotel-Information)
> 
>   
> Artist House Key West, rated 9.8 by travelers, is a delightful 3.5-star hotel located only 5 minutes from Jackson Square. This inviting hotel welcomes pets and offers amenities such as food and water bowls for your furry companions. Guests can enjoy a complimentary buffet breakfast, relax in the hot tub, and explore nearby kayaking and snorkeling activities, making it a perfect choice for a memorable getaway.
> 
>   
> [The Garden House](https://expedia.com/Key-West-hotels-The-Garden-House.h1154002.Hotel-information)
> 
>   
> The Garden House, a cozy 3-star hotel situated 8 minutes from Jackson Square, has a great traveler rating score of 9.2\. This pet-friendly accommodation allows dogs and provides food and water bowls for your pets. Guests can unwind by the outdoor pool, enjoy free breakfast, and explore the nearby historical district, making it an ideal base for discovering the beauty of Key West.

### Can I book a fully refundable hotel close to Jackson Square?

### Can I find Expedia discounts for hotels near Jackson Square?

> *\*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.*

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- [Hotels near Southernmost Point ](https://www.expedia.com/Southernmost-Point-Hotels.0-l501380-0.Travel-Guide-Filter-Hotels)
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- [Villas in Key West ](https://www.expedia.com/Key-West-Villas.d1187-aaVillas.Travel-Guide-Accommodation)
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- [Hyatt Hotels in Key West ](https://www.expedia.com/Key-West-Hotels-Hyatt-Hotels.0-0-d1187--bHyattHotels.Travel-Guide-Filter-Hotels)
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- [Hotels near Sails To Rails Museum at Flagler Station ](https://www.expedia.com/Sails-To-Rails-Museum-At-Flagler-Station-Hotels.0-l553248621532652635-0.Travel-Guide-Filter-Hotels)
- [Fishing Resorts & in Key West ](https://www.expedia.com/Key-West-Hotels-Fishing-Hotels.0-0-d1187-tFishingHotels.Travel-Guide-Filter-Hotels)
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- [Flights to Key West ](https://www.expedia.com/Cheap-Flights-To-Key-West.d1187.Travel-Guide-Flights)
- [Flights from Key West ](https://www.expedia.com/lp/flights/1187/flights-from-key-west)

- [Key West Vacations ](https://www.expedia.com/Key-West.d1187.Destination-Travel-Guides)
- [All inclusive Vacation Packages Key West ](https://www.expedia.com/lp/theme-vacations/all-inclusive-vacations/1187/Key-West)
- [Visit Key West ](https://www.expedia.com/Key-West.dx1187)
- [Ernest Hemingway Home and Museum ](https://www.expedia.com/Ernest-Hemingway-Home-And-Museum-Old-Town-Key-West.d501376.Vacation-Attraction)
- [Duval Street ](https://www.expedia.com/Duval-Street-Key-West-Historic-District.d6068616.Vacation-Attraction)
- [Romantic Vacation Packages Key West ](https://www.expedia.com/lp/theme-vacations/romantic-vacations/1187/Key-West)
- [Visit Downtown Key West ](https://www.expedia.com/Key-West-Downtown-Key-West.dx553248635976470405)
- [San Carlos Institute - Casa Cuba ](https://www.expedia.com/San-Carlos-Institute-Casa-Cuba-Old-Town-Key-West.d6068607.Vacation-Attraction)

- [Car rentals near Key West ](https://www.expedia.com/Car-Rentals-In-Key-West.d1187.Car-Rental-Guide)
- [Hertz Rental Cars in Key West ](https://www.expedia.com/Hertz-Car-Rentals-In-Key-West.d1187-c40.Car-Rental-Guide-Suppliers)
- [Budget Rental Cars in Key West ](https://www.expedia.com/Budget-Car-Rentals-In-Key-West.d1187-c39.Car-Rental-Guide-Suppliers)
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- [Avis Rental Cars in Key West ](https://www.expedia.com/Avis-Car-Rentals-In-Key-West.d1187-c41.Car-Rental-Guide-Suppliers)

- [Key West Vacation Rentals ](https://www.expedia.com/Key-West-Vacation-Rentals.d1187.Travel-Guide-VacationRentals)

- [Things to do in Key West ](https://www.expedia.com/Things-To-Do-In-Key-West.d1187.Travel-Guide-Activities)