Title: Best Hotels Near Jackson Square, Key West from CA $188 | Expedia.ca

  

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

# Find hotels near Jackson Square, Key West from CA $188

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## Check prices for these dates

Tonight

[Oct 9 - Oct 10](https://www.expedia.ca/Hotel-Search?regionId=6249254&startDate=2025-10-09&endDate=2025-10-10&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Oct 10 - Oct 11](https://www.expedia.ca/Hotel-Search?regionId=6249254&startDate=2025-10-10&endDate=2025-10-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6249254&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=6249254&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Recommended

Price (low to high)

Distance

Star rating

## Top Hotels Close to Jackson Square

![Restaurant](https://images.trvl-media.com/lodging/3000000/2490000/2480500/2480462/20df0c8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/3000000/2490000/2480500/2480462/edfc3076.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/3000000/2490000/2480500/2480462/bc36c28b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/3000000/2490000/2480500/2480462/c253b646.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Artist House Key West

Historic Seaport, 0.3 km from Jackson Square

9.8/10

Exceptional

(417)

"Great location one block off of Duval St and central to everything. Beautiful accommodations in a safe area, hot showers, comfortable beds, and delicious complimentary breakfast. The staff was great and very accommodating. I loved sitting on the front porch to people watch and read in the afternoon. I would definitely stay here again!"

CA $205

CA $231 total

includes taxes & fees

Oct 28 - Oct 29

[](https://www.expedia.ca/Key-West-Hotels-Artist-House-Key-West.h2480462.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/890000/889900/889862/d2b2f582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 outdoor pools](https://images.trvl-media.com/lodging/1000000/890000/889900/889862/0c033c6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Porch](https://images.trvl-media.com/lodging/1000000/890000/889900/889862/12655222.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Junior Suite | Living area](https://images.trvl-media.com/lodging/1000000/890000/889900/889862/7a431bd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Marquesa Hotel

Historic Seaport, 0.3 km from Jackson Square

9.8/10

Exceptional

(1004)

"Excellent accommodations! "

CA $200

CA $303 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Key-West-Hotels-The-Marquesa-Hotel.h889862.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/810000/809100/809032/5e9e36b9.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/1000000/810000/809100/809032/4d0009a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/810000/809100/809032/fbbbecd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Orchid Key Inn - Adults Only

Uptown - Upper Duval, 0.6 km from Jackson Square

9.8/10

Exceptional

(1005)

"Our stay was incredible "

CA $267

CA $301 total

includes taxes & fees

Oct 28 - Oct 29

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

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/55000000/54240000/54232900/54232858/f7ac1cde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily full breakfast](https://images.trvl-media.com/lodging/55000000/54240000/54232900/54232858/268530b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/55000000/54240000/54232900/54232858/98d2114e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily full breakfast](https://images.trvl-media.com/lodging/55000000/54240000/54232900/54232858/862091af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Mermaid & Alligator

Old Town Key West, 0.8 km from Jackson Square

9.8/10

Exceptional

(261)

"Very Clean,Quiet and Confy"

CA $251

CA $283 total

includes taxes & fees

Oct 12 - Oct 13

[](https://www.expedia.ca/Key-West-Hotels-The-Mermaid-Alligator.h54232858.Hotel-Information)

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

![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)

![Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/52bdb78e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 2 Queen Beds | Living area](https://images.trvl-media.com/lodging/10000000/9020000/9013900/9013816/78fb0a25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### L'Habitation Guest House

Historic Seaport, 0.2 km from Jackson Square

9.4/10

Exceptional

(897)

"Great room and very nice staff. I would highly recommend this hotel. "

CA $190

CA $214 total

includes taxes & fees

Oct 15 - Oct 16

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

![Fountain](https://images.trvl-media.com/lodging/1000000/50000/41600/41511/13aedbd7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Island City House Queen Suite w/ Porch | Terrace/patio](https://images.trvl-media.com/lodging/1000000/50000/41600/41511/faa33490.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Arch House Garden View Studio w/ Balcony](https://images.trvl-media.com/lodging/1000000/50000/41600/41511/c81da648.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/50000/41600/41511/5d4218e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Island City House Hotel

Historic Seaport, 0.6 km from Jackson Square

9.6/10

Exceptional

(1003)

"Great place i will stay again for sure "

CA $225

CA $253 total

includes taxes & fees

Oct 10 - Oct 11

[](https://www.expedia.ca/Key-West-Hotels-Island-City-House-Hotel.h41511.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)

![Front of property](https://images.trvl-media.com/lodging/2000000/1750000/1749500/1749434/3347744a.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/2000000/1750000/1749500/1749434/73aa79d6.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/2000000/1750000/1749500/1749434/83214581.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Weatherstation Inn

Truman Annex, 0.3 km from Jackson Square

9.4/10

Exceptional

(970)

"Lovely stay. Our room and bathroom were clean, comfortable and charming. The location is amazing for walkability but being in a gated community is nice also especially at night. Hope to stay here again!"

CA $219

CA $247 total

includes taxes & fees

Oct 12 - Oct 13

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

![Garden](https://images.trvl-media.com/lodging/111000000/110490000/110488200/110488130/a2bf0992.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden](https://images.trvl-media.com/lodging/111000000/110490000/110488200/110488130/581dcd5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/111000000/110490000/110488200/110488130/ba6b4821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Superior Apartment, 1 Queen Bed, City View, Annex Building | Private kitchen](https://images.trvl-media.com/lodging/111000000/110490000/110488200/110488130/c002f8c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Douglas House

Uptown - Upper Duval, 0.8 km from Jackson Square

9.6/10

Exceptional

(183)

"Absolute awesome place to stay"

CA $162

CA $188 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Key-West-Hotels-Douglas-House.h110488130.Hotel-Information)

![Suite (Merlin's)](https://images.trvl-media.com/lodging/1000000/870000/863200/863188/8034db18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/870000/863200/863188/7b74491f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/1000000/870000/863200/863188/1964c1a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite (Merlin's) | Living area](https://images.trvl-media.com/lodging/1000000/870000/863200/863188/be984071.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ella's Cottages - Key West Historic Inns

Old Town Key West, 0.5 km from Jackson Square

9.4/10

Exceptional

(378)

"This was the cutest place we’ve stayed at in Key West! The room was clean and very comfortable. It was quiet and relaxing, and the pool area was perfect. We would definitely stay again. "

CA $250

CA $352 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Key-West-Hotels-Kimpton-Ellas-Cottages.h863188.Hotel-Information)

![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/810000/800100/800064/b17bc7d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 outdoor pools](https://images.trvl-media.com/lodging/1000000/810000/800100/800064/fd5f07bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free daily continental breakfast](https://images.trvl-media.com/lodging/1000000/810000/800100/800064/447c80b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/1000000/810000/800100/800064/9897e72e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Westwinds Inn

Historic Seaport, 0.8 km from Jackson Square

9.4/10

Exceptional

(1000)

"Great place"

CA $262

CA $294 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Key-West-Hotels-Westwinds-Inn.h800064.Hotel-Information)

![Front of property - evening/night](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/f2c5f58d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/acfeb5a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/18000000/17450000/17442800/17442701/3ac97dbc.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)

### Opal Key Resort & Marina, Key West

Old Town Key West, 0.5 km from Jackson Square

9.2/10

Wonderful

(1003)

"Nice location, easy to walk around. Staff was friendly. "

CA $347

CA $446 total

includes taxes & fees

Oct 12 - Oct 13

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

![Cottage, 2 Bedrooms (Royal Poinciana) | Terrace/patio](https://images.trvl-media.com/lodging/4000000/3930000/3924900/3924835/069168f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/4000000/3930000/3924900/3924835/8a300017.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/4000000/3930000/3924900/3924835/894f1440.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Mini Suite, 1 King Bed, Accessible](https://images.trvl-media.com/lodging/4000000/3930000/3924900/3924835/70d203b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Paradise Inn Key West - Adults Only

Downtown Key West, 0.5 km from Jackson Square

9.2/10

Wonderful

(1004)

"Great place to stay "

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

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

![Reception](https://images.trvl-media.com/lodging/1000000/900000/894100/894030/f9b09089.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/900000/894100/894030/eb0b0d9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Silver Palms Inn

Old Town Key West, 0.9 km from Jackson Square

9.4/10

Exceptional

(1008)

"Boutique hotel with pool and free parking. "

CA $124

CA $234 total

includes taxes & fees

Oct 14 - Oct 15

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

![Free daily buffet breakfast](https://images.trvl-media.com/lodging/5000000/4960000/4959000/4958964/e470d82d.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)

![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/5000000/4960000/4959000/4958964/75503848.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ridley House - Key West Historic Inns

Historic Seaport, 0.5 km from Jackson Square

9.2/10

Wonderful

(823)

"The property and the staff were excellent!"

CA $250

CA $352 total

includes taxes & fees

Oct 12 - Oct 13

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

![3 restaurants, breakfast, lunch, dinner served; Caribbean cuisine](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/a3b28d11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Brand New Suite, 1 Bedroom | Lounge](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/39a1d7db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/173674da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/1000000/10000/3900/3853/c8d74747.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Concha Key West, Autograph Collection

Historic Seaport, 0.2 km from Jackson Square

9.0/10

Wonderful

(223)

"Perfect place to stay in key west "

CA $264

CA $344 total

includes taxes & fees

Oct 12 - Oct 13

[](https://www.expedia.ca/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.Hotel-Information)

![Courtyard](https://images.trvl-media.com/lodging/1000000/920000/911000/910922/8aacf584.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Check-in/check-out kiosk](https://images.trvl-media.com/lodging/1000000/920000/911000/910922/b4d45af0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, electric kettle](https://images.trvl-media.com/lodging/1000000/920000/911000/910922/a99e5d74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Luxury 2 bedroom Bi-level Garden View Suite | Balcony view](https://images.trvl-media.com/lodging/1000000/920000/911000/910922/5fa9c353.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Santa Maria Suites

Uptown - Upper Duval, 1.2 km from Jackson Square

9.6/10

Exceptional

(1003)

"Staff are fantastic. The grounds are beautiful. Rooms are clean. Cant ask for more"

CA $401

CA $514 total

includes taxes & fees

Oct 13 - Oct 14

[](https://www.expedia.ca/Key-West-Hotels-Santa-Maria-Suites.h910922.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/04396af1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/ee4555f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/c435c8cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/60000/57800/57730/705cf1b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Heron House - Adult Only

Downtown Key West, 0.3 km from Jackson Square

9.0/10

Wonderful

(1132)

"Great place to stay. Convenient to Duval. Friendly staff. "

CA $236

CA $314 total

includes taxes & fees

Oct 10 - Oct 11

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

![3 outdoor pools, open 7:00 AM to 10:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior entrance](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/414fe812.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room (Winslet) | Exterior](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/f458d20b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room (Truman)](https://images.trvl-media.com/lodging/1000000/530000/529700/529611/33f2b657.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Winslow's Bungalows - Key West Historic Inns

Old Town Key West, 0.8 km from Jackson Square

9.2/10

Wonderful

(1013)

"Great location near many attractions. "

CA $236

CA $337 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/16700/16682/a299c4a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/16700/16682/05980c06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor wedding area](https://images.trvl-media.com/lodging/1000000/20000/16700/16682/50962e29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom, Partial Harbor View](https://images.trvl-media.com/lodging/1000000/20000/16700/16682/66a642ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ocean Key Resort - A Noble House Resort

Historic Seaport, 0.7 km from Jackson Square

9.2/10

Wonderful

(1005)

"Great stay."

CA $289

CA $427 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Key-West-Hotels-Ocean-Key-Resort-A-Noble-House-Resort.h16682.Hotel-Information)

![Mansion Room #201 - Ocean View with private balcony - Adults Only | Terrace/patio](https://images.trvl-media.com/lodging/4000000/3840000/3830600/3830519/9dea706f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/4000000/3840000/3830600/3830519/853cc84c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Mansion Room #106 - Ocean View w/ Direct Pool Access - Adults Only](https://images.trvl-media.com/lodging/4000000/3840000/3830600/3830519/4498aa15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/4000000/3840000/3830600/3830519/d08fe38f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Southernmost House

Uptown - Upper Duval, 1.1 km from Jackson Square

9.4/10

Exceptional

(1002)

"Very beautiful place to stay in Key West. Will stay here again if we return. "

CA $256

CA $417 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Key-West-Hotels-The-Southernmost-House-Hotel.h3830519.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.ca/Hotel-Search?startDate=2025-10-23&endDate=2025-10-24&regionId=6249254&adults=2&sort=RECOMMENDED&openPlayBack=true)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

Save an average of 15% on thousands of hotels when you're signed in

[Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FJackson-Square-Hotels.0-l6249254-0.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FJackson-Square-Hotels.0-l6249254-0.Travel-Guide-Filter-Hotels)

## Top Jackson Square Hotel Reviews

![Pier House Resort & Spa](//images.trvl-media.com/lodging/1000000/20000/19400/19307/ed076ab9_y.jpg)

### Pier House Resort & Spa

10/10 Excellent

"Nice rooms"

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

![Lighthouse Hotel - Key West Historic Inns](//images.trvl-media.com/lodging/2000000/1180000/1171100/1171079/2155599f_y.jpg)

### Lighthouse Hotel - Key West Historic Inns

10/10 Excellent

"The property was very green, with large plantings and hedged areas. Our room turned out to be a two bedroom cottage with it's own back porch. Everything was stylish and clean. The property is close to dining and the Hemingway House (across the street). Duval Street is only 1 block away with dining, drinking and shows! I have stayed here before and will stay again."

[](https://expedia.ca/Key-West-Hotels-Kimpton-Lighthouse-Hotel.h1171079.Hotel-Information)

![The Cabana Inn Key West - Adults Only](//images.trvl-media.com/lodging/7000000/6580000/6576700/6576609/98bddc65_y.jpg)

### The Cabana Inn Key West - Adults Only

10/10 Excellent

"Check in was easy. Facilities were well maintained, and most important centrally located so very walkable to everything we wanted to do."

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

![La Concha Key West, Autograph Collection](//images.trvl-media.com/lodging/1000000/10000/3900/3853/a3b28d11_y.jpg)

### La Concha Key West, Autograph Collection

10/10 Excellent

"Perfect place to stay in key west "

[](https://expedia.ca/Key-West-Hotels-Crowne-Plaza-Key-West-La-Concha.h3853.Hotel-Information)

![Casa Marina Key West, Curio Collection by Hilton](//images.trvl-media.com/lodging/1000000/20000/12400/12346/be8c9450_y.jpg)

### Casa Marina Key West, Curio Collection by Hilton

10/10 Excellent

"The property was very pretty. Loved that it is on the beach. There was an elevator that was down so we had to use another one that I think was the staff elevator. It wouldn’t open the one time we used it for several minutes. The inside was very hot as it was not air conditioned. It was kind of scary, thankfully it opened after several minutes. "

[](https://expedia.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information)

![The Marker Key West Harbor Resort](//images.trvl-media.com/lodging/10000000/9150000/9148400/9148379/15d13ee3_y.jpg)

### The Marker Key West Harbor Resort

10/10 Excellent

"Would recommend highly "

[](https://expedia.ca/Key-West-Hotels-The-Marker-Key-West-Harbor-Resort.h9148379.Hotel-Information)

![Duval House](//images.trvl-media.com/lodging/1000000/910000/900500/900423/d8706fe9_y.jpg)

### Duval House

10/10 Excellent

"The place has a great vibe and love the area. Great service and amenities. This was my 2nd stay and plan to stay again on my next trip to Key West. "

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

![Hyatt Centric Key West Resort and Spa](//images.trvl-media.com/lodging/1000000/10000/1000/901/0b72a249_y.jpg)

### Hyatt Centric Key West Resort and Spa

10/10 Excellent

"Beautiful hotel rooms are awesome "

[](https://expedia.ca/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information)

![Winslow's Bungalows - Key West Historic Inns](//images.trvl-media.com/lodging/1000000/530000/529700/529611/7cf7d263_y.jpg)

### Winslow's Bungalows - Key West Historic Inns

10/10 Excellent

"Comfortable bed, very clean room and service. Breakfast was excellent "

[](https://expedia.ca/Key-West-Hotels-Kimpton-Winslows-Bungalows.h529611.Hotel-Information)

## Hotels near other Jackson Square attractions

[](https://www.expedia.ca/San-Carlos-Institute-Casa-Cuba-Hotels.0-l6068607-0.Travel-Guide-Filter-Hotels)

![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.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6068607)

[](https://www.expedia.ca/Duval-Street-Hotels.0-l6068616-0.Travel-Guide-Filter-Hotels)

![Duval Street featuring signage](https://images.trvl-media.com/place/6068616/5997ee0c-eca4-415b-b051-99f4d38fbc11.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.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6068616)

[](https://www.expedia.ca/Harry-S-Truman-Little-White-House-Hotels.0-l6068605-0.Travel-Guide-Filter-Hotels)

![Harry S. Truman Little White House showing a house](https://images.trvl-media.com/place/6068605/4f5f7570-d796-4d5a-9a98-d925004bc7d6.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.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6068605)

[](https://www.expedia.ca/We-Cycle-Key-West-Hotels.0-l827848417466060800-0.Travel-Guide-Filter-Hotels)

### 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.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=827848417466060800)

[](https://www.expedia.ca/St-Pauls-Episcopal-Church-Hotels.0-l553248621532652633-0.Travel-Guide-Filter-Hotels)

### 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.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532652633)

[](https://www.expedia.ca/Key-West-Film-Society-Hotels.0-l6069263-0.Travel-Guide-Filter-Hotels)

### 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.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6069263)

[](https://www.expedia.ca/Red-Barn-Theater-Hotels.0-l6069271-0.Travel-Guide-Filter-Hotels)

### 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.ca/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6069271)

[](https://www.expedia.ca/Hellings-House-Museum-Hotels.0-l801212012409602048-0.Travel-Guide-Filter-Hotels)

### Hellings House Museum

You can spend an afternoon exploring the galleries in Hellings House Museum during your trip to Key West. Experience the area's entertainment choices and great live music.

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

## Find out more about Jackson Square

### Top reasons to visit Jackson Square

-   **Vibrant Atmosphere:** Jackson Square is alive with energy, featuring lively festivals and breathtaking sunsets that create a unique ambiance.
-   **Historic Charm:** The square showcases stunning architecture and historic houses, perfect for culture enthusiasts and casual explorers alike.
-   **Local Attractions:** Enjoy music concerts and leisure activities in the beautiful Jackson Square Park, enhancing your visit.
-   **Shopping and Dining:** Explore quaint shops and savour local cuisine, making for a delightful culinary experience.
-   **Family-Friendly Activities:** Engage in excursions highlighting the region’s rich culture, ideal for families and adventure seekers.

### Find great hotels near Jackson Square

Discover a range of charming accommodations near Jackson Square in Key West, Florida, perfect for every type of traveller. Whether you seek a romantic getaway, an adventurous stay, or a historic experience, the area offers delightful resorts and bed & breakfasts. With numerous options close to the vibrant square, you'll find the best hotels to suit your needs for a memorable vacation.

-   **La Concha Key West, Autograph Collection:** A sophisticated 4-star hotel that embodies the spirit of adventure and family-friendly experiences. Situated a mere 161m from Jackson Square, La Concha Key West is perfect for business travellers and families alike. The hotel boasts a variety of adventure sports and recreational activities both onsite and nearby, including windsurfing, sailing, and parasailing. Families will appreciate the thoughtful amenities for children, such as window guards and complimentary cribs. With its blend of professional facilities and family-oriented services, La Concha is a prime choice for those seeking a balanced vacation.
-   **Opal Key Resort & Marina, Key West:** This 4-star resort is a pet-friendly haven located 483m from Jackson Square. Opal Key Resort & Marina is designed for adventure-seekers, offering an array of outdoor activities such as hiking, fishing, and onsite parasailing and snorkeling. With a welcoming pet policy that allows dogs and service animals, it's an excellent choice for travellers who wish to bring their furry companions along. Guests can indulge in a variety of water-based adventures and enjoy the marina's scenic views, making it a vibrant destination for both relaxation and excitement.
-   **[Heron House - Adult Only:](https://www.expedia.ca/Key-West-Hotels-Heron-House-Adult-Only.h57730.Hotel-Information)** A charming 3.5-star bed and breakfast located 322m from Jackson Square, Heron House offers an LGBTQIA-friendly atmosphere perfect for adult travellers seeking adventure. This quaint property is affiliated with LGBTQI travel guides and features a range of activities such as surfing, snorkeling, and bicycle rentals nearby. Guests admire the intimate setting, making it an ideal retreat for couples and friends alike. With its focus on inclusivity and adventure, Heron House promises a memorable getaway in the heart of Key West.

### Where to stay near Jackson Square

Jackson Square in Key West offers a vibrant mix of tropical charm and historical significance. Stroll through the historic square surrounded by stunning architecture and quaint shops, then venture to nearby Bourbon Street for lively nightlife. Families can enjoy excursions that highlight the area's rich culture and adventures. With its unique atmosphere, Jackson Square serves as a perfect base for exploring the best of Key West and beyond.

-   **[Key West:](https://www.expedia.ca/Key-West-Hotels.d1187.Travel-Guide-Hotels)** Nestled on an island, Key West is known for its vibrant atmosphere and unique charm. Jackson Square, located in the heart of the city, provides a fantastic starting point for your adventure. With a consistent influx of visitors throughout the year, the best times to visit are January, March, and September, when activities abound. Key West offers a mix of family-friendly attractions, city-themed experiences, and business opportunities. Enjoy shopping at local boutiques, relaxing on picturesque beaches, and exploring the lively streets that come alive with art and culture.
-   **[Old Town Key West:](https://www.expedia.ca/Old-Town-Key-West-Key-West-Hotels.0-n553248635976481920-0.Travel-Guide-Filter-Hotels)** As a historic neighbourhood, Old Town Key West exudes a laid-back vibe enriched by its cultural heritage. Jackson Square is your gateway to this area, where traveller numbers peak in March and during the summer months of June and July. Visitors flock here for the delightful mix of family-oriented attractions and city experiences. Wander through charming streets lined with shops and cafes, and take in the scenic beauty of nearby beaches. Old Town is a treasure trove of history and leisure, perfect for relaxing strolls and enjoying local cuisine.
-   **[Key West Historic District:](https://www.expedia.ca/Key-West-Historic-District-Key-West-Hotels.0-n6281809-0.Travel-Guide-Filter-Hotels)** Just 483m from Jackson Square, the Key West Historic District invites you to step back in time. This neighbourhood is popular among visitors year-round, particularly in March and from June to July. It boasts a rich tapestry of history combined with modern amenities, making it ideal for families, business travellers, and history buffs alike. Explore museums, quaint shops, and scenic waterfronts, all while being close to family-friendly beaches. The Historic District is a delightful blend of past and present, providing a unique travel experience.

### Things to do near Jackson Square

At Jackson Square in Key West, immerse yourself in vibrant sunsets, lively festivals, and scenic biking. Enjoy your leisure time at local attractions, where you can catch music concerts and relax on the sun terrace. This lively area offers a delightful mix of activities that reflect the unique charm of the region, making it a perfect spot for visitors to unwind and experience the local culture.

**Shopping**

For a delightful shopping experience in Jackson Square, visit [We Cycle Key West](https://www.expedia.ca/We-Cycle-Key-West-Hotels.0-l827848417466060800-0.Travel-Guide-Filter-Hotels), just 161m away, and [The Kite House](https://www.expedia.ca/The-Kite-House-Hotels.0-l553248621532652628-0.Travel-Guide-Filter-Hotels), located 644m away, for unique gifts and souvenirs. If you're up for a drive, check out the [Big Pine Key Flea Market](https://www.expedia.ca/Big-Pine-Key-Flea-Market-Hotels.0-l553248621533115810-0.Travel-Guide-Filter-Hotels), 46.7km away, for local treasures.

**Recreation**

Experience the tranquil ambiance at the [Key West Golf Club](https://www.expedia.ca/Key-West-Golf-Club-Hotels.0-l6163814-0.Travel-Guide-Filter-Hotels), located 6.4km from Jackson Square, where lush greens and outdoor sports create a perfect wellness escape. Alternatively, the [MLK Community Pool & Community Center](https://www.expedia.ca/MLK-Community-Pool-Community-Center-Hotels.0-l553248621532652610-0.Travel-Guide-Filter-Hotels), only 805m away, offers a family-friendly atmosphere for swimming and relaxation.

**Adventure**

At Jackson Square, immerse yourself in vibrant street performances and local art. Explore nearby waters with paddleboarding or kayaking, or indulge in a thrilling sunset sail. Don’t miss the historic architecture and lively atmosphere, making it a perfect spot for adventurous exploration in Key West.

**Nightlife**

In Jackson Square, the vibrant nightlife includes the [Waterfront Playhouse](https://www.expedia.ca/Waterfront-Playhouse-Hotels.0-l553248621532652609-0.Travel-Guide-Filter-Hotels), 644m away, and the intimate [Red Barn Theater](https://www.expedia.ca/Red-Barn-Theater-Hotels.0-l6069271-0.Travel-Guide-Filter-Hotels), only 322m from the square, both offering rich cultural experiences. For a unique twist, visit the [Key West Burlesque Theater](https://www.expedia.ca/Key-West-Burlesque-Theater-Hotels.0-l553248621532652629-0.Travel-Guide-Filter-Hotels), 1.1km away, for an entertaining evening.

*\*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 during your visit to Jackson Square, plan your trip from August to October when hotel rates are lower. Book your accommodation about a month in advance, or check Expedia for last-minute deals. Stay on a Tuesday for the best rates and consider using Expedia's filters to find eco-friendly hotels within your budget. Combine your hotel, flights, and activities for additional savings through package deals. Don't forget to explore free activities in the area to make the most of your trip without breaking the bank.

-   **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:** The cheapest time to book a hotel around Jackson Square is usually 1 month out from when you are planning to stay, though if you're late to the party, have a look at Expedia's last minute deals - the green banner below the hotel's price indicates a discounted rate.
-   **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 refine your preferences, including your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will show you a range of sustainable and environmentally friendly hotels currently available. 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 combining your hotel stay at Jackson Square with your flights and activities through an Expedia package.

### Find the best attractions near Jackson Square

Jackson Square in Key West offers a vibrant mix of historic houses, lively streets, and a modern square, making it an ideal spot for culture seekers, families, and city explorers alike. Visitors can enjoy the beautiful Jackson Square Park, explore various attractions, and immerse themselves in the local atmosphere. Whether you're strolling through the park or visiting iconic spots, there's something for everyone in this charming area.

-   **[Duval Street:](https://www.expedia.ca/Duval-Street-Hotels.0-l6068616-0.Travel-Guide-Filter-Hotels)** A vibrant hub of activity, Duval Street is lined with eclectic shops, lively bars, and local eateries. Experience the bustling city vibes while enjoying street performers and a variety of entertainment options.
-   **[Mallory Square:](https://www.expedia.ca/Mallory-Square-Hotels.0-l501385-0.Travel-Guide-Filter-Hotels)** Known for its stunning sunsets, Mallory Square is a modern square that hosts street performers, artisanal vendors, and live music. The lively atmosphere makes it a perfect spot to unwind and soak in the local culture.
-   **[Ernest Hemingway Home and Museum:](https://www.expedia.ca/Ernest-Hemingway-Home-And-Museum-Hotels.0-l501376-0.Travel-Guide-Filter-Hotels)** Step back in time at the Ernest Hemingway Home and Museum, where the renowned author lived and wrote. This historic house offers a glimpse into his life and showcases beautiful gardens, adding a rich cultural vibe to your visit.

### Best time to go to Jackson Square

The best time to visit Jackson Square is dependant on what kind of holiday you are seeking. August and August are its hottest month on average. At the time of August, visitor numbers are average and weather is mostly sunny. January and January are its coolest month on average. At the time of January, visitor numbers are average and weather is mostly sunny.

| **![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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| 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 |
| December | 73.9°F (23.3°C) | No Rain | Mostly Sunny | Average | Average |

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

Travelling to Jackson Square in Key West, Florida, is convenient with Key West International Airport ([EYW](https://www.expedia.ca/Key-West-Intl-Airport-Hotels.0-aEYW-0.Travel-Guide-Filter-Hotels)), situated 4.8km away. Nearby accommodations include the luxurious [Casa Marina Key West](https://www.expedia.ca/Key-West-Hotels-Casa-Marina-Key-West.h12346.Hotel-Information), a 5-star resort 3.2km from the airport. Margaritaville Beach House and Havana Cabana, both 4-star hotels, are only 1.6km away. For those considering Marathon Airport ([MTH](https://www.expedia.ca/Florida-Keys-Marathon-Airport-Hotels.0-aMTH-0.Travel-Guide-Filter-Hotels)), located 78.9km from Jackson Square, [Isla Bella Beach Resort & Spa](https://www.expedia.ca/Marathon-Hotels-Isla-Bella-Beach-Resort-Spa.h24101706.Hotel-Information), a 4.5-star hotel, is 6.4km away, while Tranquility Bay Beachfront Hotel is just 4.8km from the airport. Transportation services are readily available from these hotels to the respective airports.

## Frequently asked questions

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

> Discovering the top-rated hotels near Jackson Square in Key West is an exciting journey toward finding your perfect getaway.
> 
>   
> 
> [Almond Tree Inn Hotel - Adults Only](https://www.expedia.ca/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 travellers.
> 
>   
> 
> [The Gardens Hotel](https://www.expedia.ca/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 travellers have a tranquil and rejuvenating experience.
> 
>   
> 
> [Orchid Key Inn - Adults Only](https://www.expedia.ca/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 travellers. 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?

> Discover a selection of top-rated hotels just a short stroll from Jackson Square, perfect for your Key West getaway.
> 
>   
> 
> [Almond Tree Inn Hotel - Adults Only](https://www.expedia.ca/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 travellers, 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.ca/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.ca/Key-West-Hotels-Orchid-Key-Inn.h809032.Hotel-Information)
> 
>   
> 
> Orchid Key Inn, rated 9.8 by travellers, 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?

> Staying near Jackson Square is a treat, with plenty of hotels from CA $188 offering incredible amenities. If you're leaning toward a little luxury, prices can rise, especially in peak season. Be sure to book in advance to enjoy more options and potentially better rates, especially if you're planning a trip during weekends or around public holidays.

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

> For families looking for top-rated hotels near Jackson Square, Key West offers some fantastic options that cater to both comfort and fun.
> 
>   
> 
> [Margaritaville Beach House Key West](https://www.expedia.ca/Key-West-Hotels-Barbary-Beach-House-Key-West.h48713884.Hotel-Information)
> 
>   
> 
> Margaritaville Beach House Key West, a 4-star hotel just 4.7 km from Jackson Square, welcomes families with open arms. Rated 8.8 by travellers, 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.ca/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 6.0 km from Jackson Square, a review rating of 7.8 by travellers. 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.ca/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 travellers' 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?

> Explore the best hotels near Jackson Square that not only offer comfort but also stunning views for your Key West adventure.
> 
>   
> 
> [The Gardens Hotel](https://www.expedia.ca/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.ca/Key-West-Hotels-Hyatt-Centric-Key-West-Resort-And-Spa.h901.Hotel-Information)
> 
>   
> 
> Hyatt Centric Key West Resort and Spa, rated 9.0 by travellers, 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.ca/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 2.1 km 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?

> Finding the best affordable hotels near Jackson Square offers travellers a wonderful opportunity to explore this vibrant area without breaking the bank.
> 
>   
> 
> [The Grand Guesthouse](https://www.expedia.ca/Key-West-Hotels-The-Grand-Guesthouse.h1798025.Hotel-Information)
> 
>   
> 
> The Grand Guesthouse is situated 1.9 km 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 travellers. 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.ca/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 travellers with an impressive 9.8, this inn offers free continental breakfast and WiFi, making it a great choice for budget-conscious travellers. 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.ca/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?

> Discover the charm of boutique hotels near Jackson Square, perfect for travellers seeking a top-rated stay in Key West.
> 
>   
> 
> [Artist House Key West](https://www.expedia.ca/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 travellers. 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.ca/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 travellers. 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.ca/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 travellers. 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?

> For travellers seeking a refreshing stay near Jackson Square, these hotels with pools offer the perfect blend of comfort and convenience.
> 
>   
> 
> [Blue Flamingo Resort Key West](https://www.expedia.ca/Key-West-Hotels-24-North-Hotel-Key-West-Newly-Renovated.h12599231.Hotel-Information)
> 
>   
> 
> Blue Flamingo Resort Key West is situated 6.0 km from Jackson Square and offers a delightful outdoor pool experience with sun loungers and cabanas for relaxation. Rated 7.8 by travellers, 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.ca/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 travellers, 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.ca/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 travellers 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?

> Discover the best pet-friendly hotels near Jackson Square, offering top-rated stays where you and your furry friends can enjoy the vibrant atmosphere of Key West.
> 
>   
> 
> [The Gardens Hotel](https://www.expedia.ca/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 travellers' 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.ca/Key-West-Hotels-Artist-House-Key-West.h2480462.Hotel-Information)
> 
>   
> 
> Artist House Key West, rated 9.8 by travellers, 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.ca/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?

> Most bookings on Expedia are refundable if canceled within 24-48 hours of arrival, though this depends on the hotel's individual cancellation policy, which you should check in your booking confirmation. If free cancellation is available, you can cancel directly through your Expedia account by going to "My Trips" and selecting your reservation. To find fully refundable hotel options, simply enter "Jackson Square", set your travel dates, and use the "Fully refundable" filter under "Deals & Discounts" on the results page. Alternatively, explore [deals with free cancellation](https://www.expedia.ca/deals/free-cancellation) options on Expedia.

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

> Sign in to your account to unlock instant savings and access Member Prices on Expedia. Members always get our best prices, so join for free and look for great discounts on top hotels near Jackson Square.

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-   [Flights from Ogdensburg to Key West](https://www.expedia.ca/lp/flights/2648/1187/ogdensburg-to-key-west)
-   [Flights from Hamilton to Key West](https://www.expedia.ca/lp/flights/3963/1187/hamilton-to-key-west)
-   [Flights from Kelowna to Key West](https://www.expedia.ca/lp/flights/3997/1187/kelowna-to-key-west)
-   [Flights from Moncton to Key West](https://www.expedia.ca/lp/flights/4051/1187/moncton-to-key-west)
-   [Flights from Thunder Bay to Key West](https://www.expedia.ca/lp/flights/4054/1187/thunder-bay-to-key-west)
-   [Flights from Saskatoon to Key West](https://www.expedia.ca/lp/flights/4117/1187/saskatoon-to-key-west)
-   [Flights from London to Key West](https://www.expedia.ca/lp/flights/4127/1187/london-to-key-west)
-   [Flights from Abbotsford to Key West](https://www.expedia.ca/lp/flights/4128/1187/abbotsford-to-key-west)
-   [Flights from Buffalo to Key West](https://www.expedia.ca/lp/flights/602674/1187/buffalo-to-key-west)
-   [Flights from Niagara Falls to Key West](https://www.expedia.ca/lp/flights/602721/1187/niagara-falls-to-key-west)
-   [Flights from Salem to Key West](https://www.expedia.ca/lp/flights/6133255/1187/salem-to-key-west)
-   [Flights from Winnipeg to Key West](https://www.expedia.ca/lp/flights/6141041/1187/winnipeg-to-key-west)
-   [Flights from Punta Gorda to Key West](https://www.expedia.ca/lp/flights/9394/1187/punta-gorda-to-key-west)

-   [Duval Street](https://www.expedia.ca/Duval-Street-Key-West-Historic-District.d6068616.Vacation-Attraction)
-   [Key West Vacations](https://www.expedia.ca/Key-West.d1187.Destination-Travel-Guides)
-   [Visit Key West](https://www.expedia.ca/Key-West.dx1187)
-   [All inclusive Vacation Packages Key West](https://www.expedia.ca/lp/theme-vacations/all-inclusive-vacations/1187/Key-West)

-   [Budget Rental Cars in Key West](https://www.expedia.ca/Budget-Car-Rentals-In-Key-West.d1187-c39.Car-Rental-Guide-Suppliers)
-   [Car rental Key West](https://www.expedia.ca/Car-Rentals-In-Key-West.d1187.Car-Rental-Guide)
-   [Convertible Car Rentals in Key West](https://www.expedia.ca/Convertible-Car-Rentals-In-Key-West.d1187-tConvertible.Car-Rental-Guide-Class)
-   [Pickup Car Rentals in Key West](https://www.expedia.ca/Pickup-Car-Rentals-In-Key-West.d1187-tPickup.Car-Rental-Guide-Class)

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

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