Hotels near Jackson Square

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check prices for these dates

Tonight
Jun 28 - Jun 29
Tomorrow
Jun 29 - Jun 30
Next weekend
Jul 4 - Jul 6
In two weeks
Jul 11 - Jul 13

Filter by

Guest rating
Guest rating
Star rating

Top Trending Hotels Near Jackson Square

Coco Plum Inn
Exterior

Coco Plum Inn

3.0 star property
9.6 out of 10, Exceptional, (421)
"The property was simply gorgeous! The staff was knowledgeable, kind, friendly, and accessible. Looking forward to my next stay there soon. "
Coco Plum Inn
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, (1003)
"The hotel was within walking distance to all the local tourist sites. Very safe and easy to park."
The price is P11,736
P13,203 total
includes taxes & fees
Jul 2 - Jul 3
Almond Tree Inn Hotel - Adults Only
The Gardens Hotel
Terrace/patio

The Gardens Hotel

4.0 star property
9.8 out of 10, Exceptional, (1001)
"Fantastic hotel! "
The price is P18,263
P20,546 total
includes taxes & fees
Jul 12 - Jul 13
The Gardens Hotel
Artist House Key West
Restaurant

Artist House Key West

3.5 star property
9.8 out of 10, Exceptional, (398)
"Very nice B&B close to everything."
The price is P7,067
P7,950 total
includes taxes & fees
Jun 30 - Jul 1
Artist House Key West
Simonton Court Historic Inn & Cottages
Balcony

Simonton Court Historic Inn & Cottages

2.5 star property
9.8 out of 10, Exceptional, (769)
"I loved how it was so close to the night life but still felt secluded. "
The price is P7,296
P10,753 total
includes taxes & fees
Jul 2 - Jul 3
Simonton Court Historic Inn & Cottages
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 P12,674
P17,123 total
includes taxes & fees
Jul 9 - Jul 10
The Marquesa Hotel
Orchid Key Inn - Adults Only
Exterior

Orchid Key Inn - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (1005)
"Great location and environment!"
Orchid Key Inn - Adults Only
L'Habitation Guest House
Balcony

L'Habitation Guest House

2.5 star property
9.4 out of 10, Exceptional, (856)
"Fabulous place. We'll definitely stay there again. "
The price is P6,046
P6,801 total
includes taxes & fees
Jun 29 - Jun 30
L'Habitation Guest House
The Mermaid & Alligator
Outdoor pool, sun loungers

The Mermaid & Alligator

3.5 star property
9.8 out of 10, Exceptional, (240)
"Wonderful stay!!"
The Mermaid & Alligator
Island City House Hotel
Fountain

Island City House Hotel

3.0 star property
9.6 out of 10, Exceptional, (1000)
"Centrally located, very clean, well kept grounds, nice pool. "
Island City House Hotel
H2O Suites - Adults Only
View from room

H2O Suites - Adults Only

3.5 star property
9.8 out of 10, Exceptional, (541)
"The star was very accommodating. "
The price is P16,911
P21,569 total
includes taxes & fees
Jun 30 - Jul 1
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 P10,124
P11,389 total
includes taxes & fees
Jul 6 - Jul 7
Weatherstation Inn
Douglas House
Garden

Douglas House

3.0 star property
9.6 out of 10, Exceptional, (119)
"Great staff, great rooms, great location!"
The price is P7,896
P9,194 total
includes taxes & fees
Jul 1 - Jul 2
Douglas House
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 P16,911
P19,025 total
includes taxes & fees
Jul 6 - Jul 7
Marrero's Guest Mansion
Ambrosia Key West
3 outdoor pools, a heated pool, sun loungers

Ambrosia Key West

3.5 star property
9.4 out of 10, Exceptional, (1002)
"Great property and location was great."
Ambrosia Key West
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
Paradise Inn Key West - Adults Only
Terrace/patio

Paradise Inn Key West - Adults Only

3.5 star property
9.2 out of 10, Wonderful, (1005)
"Key West style and great location "
The price is P27,456
P33,434 total
includes taxes & fees
Jul 19 - Jul 20
Paradise Inn Key West - Adults Only
Opal Key Resort & Marina, Key West
Front of property - evening/night

Opal Key Resort & Marina, Key West

4.0 star property
9.2 out of 10, Wonderful, (1002)
"It was a beautiful place to stay with beautiful views and wonderful staff."
The price is P14,517
P18,559 total
includes taxes & fees
Jun 29 - Jun 30
Opal Key Resort & Marina, Key West
Ella's Cottages - Key West Historic Inns
Business center

Ella's Cottages - Key West Historic Inns

3.5 star property
9.2 out of 10, Wonderful, (340)
"Perfect getaway! Great staff, awesome breakfast basket…quiet,tucked away, cozy, convenient…thank you! "
The price is P10,697
P14,899 total
includes taxes & fees
Jun 30 - Jul 1
Ella's Cottages - Key West Historic Inns
Ridley House - Key West Historic Inns
Free daily buffet breakfast

Ridley House - Key West Historic Inns

3.5 star property
9.2 out of 10, Wonderful, (789)
"Property was in a great location. Breakfast was provided and delicious. "
The price is P11,249
P15,520 total
includes taxes & fees
Jun 30 - Jul 1
Ridley House - Key West Historic Inns
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.

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 1799 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, The Cabana Inn Key West - Adults Only is one of the top choices for your stay based on our traveler data, and this guesthouse offers free breakfast and an outdoor pool. 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 1799 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.