Hotels near Jackson Square

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Check prices for these dates

Tonight
Jun 23 - Jun 24
Tomorrow
Jun 24 - Jun 25
This weekend
Jun 27 - Jun 29
Next weekend
Jul 4 - Jul 6

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Top Trending Hotels Near Jackson Square

Simonton Court Historic Inn & Cottages
Balcony

Simonton Court Historic Inn & Cottages

2.5 star property
9.8 out of 10, Exceptional, (768)
"I loved how it was so close to the night life but still felt secluded. "
The price is P8,518
P12,156 total
includes taxes & fees
Jun 25 - Jun 26
Simonton Court Historic Inn & Cottages
Almond Tree Inn Hotel - Adults Only
Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds

Almond Tree Inn Hotel - Adults Only

3.5 star property
10.0 out of 10, Exceptional, (1000)
"The staff was really friendly and attentive. "
The price is P12,597
P14,172 total
includes taxes & fees
Jun 25 - Jun 26
Almond Tree Inn Hotel - Adults Only
The Gardens Hotel
Terrace/patio

The Gardens Hotel

4.0 star property
9.8 out of 10, Exceptional, (1002)
"Fantastic hotel! "
The price is P11,052
P12,434 total
includes taxes & fees
Jul 6 - Jul 7
The Gardens Hotel
The Marquesa Hotel
Exterior

The Marquesa Hotel

3.5 star property
9.8 out of 10, Exceptional, (978)
"This was by far the best place we have stayed in Key West!!!"
The price is P11,783
P16,151 total
includes taxes & fees
Jun 24 - Jun 25
The Marquesa Hotel
Key West Villas
Front of property

Key West Villas

3.5 star property
9.8 out of 10, Exceptional, (226)
"Loved how private the villas were and how close it was to everything! Great vacation rental!"
Key West Villas
Coco Plum Inn
Exterior

Coco Plum Inn

3.0 star property
9.6 out of 10, Exceptional, (418)
"The property was simply gorgeous! The staff was knowledgeable, kind, friendly, and accessible. Looking forward to my next stay there soon. "
The price is P9,725
P10,941 total
includes taxes & fees
Jun 24 - Jun 25
Coco Plum Inn
L'Habitation Guest House
View from room

L'Habitation Guest House

2.5 star property
9.4 out of 10, Exceptional, (852)
"Amazing place, great staff "
The price is P6,667
P7,501 total
includes taxes & fees
Jun 30 - Jul 1
L'Habitation Guest House
Orchid Key Inn - Adults Only
Exterior

Orchid Key Inn - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (1002)
"Great location and environment!"
Orchid Key Inn - Adults Only
The Conch House Heritage Inn
Outdoor pool, sun loungers

The Conch House Heritage Inn

3.5 star property
9.8 out of 10, Exceptional, (125)
"Loved everything about this property, friendly staff, great room, awesome pool, amazing breakfast, the location was perfect!! We will be back and we highly recommend!! "
The price is P11,608
P13,059 total
includes taxes & fees
Jul 24 - Jul 25
The Conch House Heritage Inn
Island City House Hotel
Fountain

Island City House Hotel

3.0 star property
9.6 out of 10, Exceptional, (1000)
"Nice hotel, very cute and cosy. Would definitely recommend"
The price is P9,922
P11,162 total
includes taxes & fees
Jul 7 - Jul 8
Island City House Hotel
The Mermaid & Alligator
Outdoor pool, sun loungers

The Mermaid & Alligator

3.5 star property
9.8 out of 10, Exceptional, (238)
"Excellent property on Truman with off street parking. Staff is super friendly and helpful. It’s an easy walk to Duval Street and all the happenings down town. Place is absolutely lovely and will stay again."
The Mermaid & Alligator
Marrero's Guest Mansion
Outdoor pool, pool umbrellas, sun loungers

Marrero's Guest Mansion

3.5 star property
9.4 out of 10, Exceptional, (333)
"The vibes were right! Room #12 in the back poolside solo cottage is fire!! 🔥✌️🧘‍♀️😘 "
The price is P17,094
P19,231 total
includes taxes & fees
Jul 6 - Jul 7
Marrero's Guest Mansion
Douglas House
Garden

Douglas House

3.0 star property
9.6 out of 10, Exceptional, (115)
"Great staff, great rooms, great location!"
The price is P7,976
P9,287 total
includes taxes & fees
Jul 2 - Jul 3
Douglas House
H2O Suites - Adults Only
View from room

H2O Suites - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (540)
"Beautiful, friendly , outstanding staff "
The price is P17,094
P21,803 total
includes taxes & fees
Jun 29 - Jun 30
H2O Suites - Adults Only
Weatherstation Inn
Front of property

Weatherstation Inn

2.5 star property
9.4 out of 10, Exceptional, (937)
"Beautiful stay"
The price is P11,377
P12,799 total
includes taxes & fees
Jun 24 - Jun 25
Weatherstation Inn
Ambrosia Key West
3 outdoor pools, a heated pool, sun loungers

Ambrosia Key West

3.5 star property
9.4 out of 10, Exceptional, (1003)
"Great property and location was great."
Ambrosia Key West
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Terrace/patio

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

3.5 star property
9.8 out of 10, Exceptional, (98)
"Awesome place! Will stay again!"
The price is P13,149
P16,592 total
includes taxes & fees
Jun 29 - Jun 30
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Tropical Inn
Premium bedding, pillowtop beds, individually decorated

Tropical Inn

3.5 star property
9.4 out of 10, Exceptional, (322)
"This is definitely a classy tropical oasis in the middle of Key West . Each rooms are filled with vibrant colors , and are comfortable and clean . Since it’s surrounded by a canopy of palms and trees , you can sit on the balcony with privacy and calm. So relaxing and peaceful. "
The price is P7,413
P9,768 total
includes taxes & fees
Jun 25 - Jun 26
Tropical Inn
Duval House
View from property

Duval House

3.0 star property
9.4 out of 10, Exceptional, (1009)
"Great Stay. Close to everything you need."
The price is P6,123
P8,117 total
includes taxes & fees
Jun 30 - Jul 1
Duval House
The Grand Guesthouse
Exterior

The Grand Guesthouse

2.5 star property
9.6 out of 10, Exceptional, (1001)
"The apartment was spacious, but very outdated and had a musty smell. "
The Grand Guesthouse
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.
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Frequently asked questions

What's the area like around Jackson Square?

Jackson Square is located in an area of Key West known for its beautiful ocean views, bar scene, and biking. If you're looking for a convenient place to stay, check out the 1802 hotels and other accommodations you'll find within a mile.

Where is the best place to stay close to Jackson Square?

Adjacent to Jackson Square, La Concha Key West, Autograph Collection is one of the top choices for your stay based on our traveler data, and this hotel offers 3 restaurants and 2 bars. Other good options close by include Southernmost Beach Resort and Guesthouses and Hyatt Centric Key West Resort and Spa.

How many hotels will I be able to find close to Jackson Square?

Expedia has 1802 hotels and other accommodations within a mile from Jackson Square.

If I need to cancel the hotel reservation for my stay near Jackson Square, will I receive a refund?

Yes! The majority of hotel bookings are refundable provided that you cancel prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your arrival date. If you have a reservation that's non-refundable, you might still have the option to cancel and be given a refund within a 24-hour period of your booking. Put your dates in and click on "Search", then you can use the "fully refundable" filter to review the best deals near Jackson Square.

Where can I learn more about changing or cancelling my trip in the area near Jackson Square?

For more information about updating your stay near Jackson Square or cancelling it, click here.

What can I see and do near Jackson Square?

Harry S. Truman Little White House, Mel Fisher Maritime Museum, and Ernest Hemingway Home and Museum feature a variety of fascinating exhibits to see while you're in town. Key West Lighthouse and Keeper's Quarters Museum, Saint Mary Star of the Sea, and Fort Zachary Taylor Historic State Park are some of the local landmarks to explore. You can check out the local talent at Red Barn Theater, Waterfront Playhouse, and Key West Film Society.