Key West Jackson Square Hotels

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Filter by

Popular filters
Popular filters
Price per night
Guest rating
Guest rating
Property class
Payment type
Payment type
Property type
Property type
Area
Area
Popular locations
Popular locations
Meal plans available
Meal plans available
Amenities
Amenities
Accessibility
Accessibility
Traveller experience
Traveller experience

Top Trending Hotels Near Jackson Square

Havana Cabana at Key West
4.0 star property
8.8 out of 10, Excellent, (1492)
"Great hotel. Very Cuban vibe. Jorge at the front desk is amazing "
The price is HK$1,243
HK$1,896 total
includes taxes & fees
30 Jun - 1 Jul
Havana Cabana at Key West
Oceans Edge Key West Resort, Hotel & Marina
4.0 star property
9.0 out of 10, Wonderful, (1534)
"Good please to visit "
The price is HK$1,306
HK$1,923 total
includes taxes & fees
17 Jun - 18 Jun
Oceans Edge Key West Resort, Hotel & Marina
Margaritaville Beach House Key West
4.0 star property
8.6 out of 10, Excellent, (1796)
"WE LOVED THE STAFF, EVERYONE WAS SO NICE & HELPFUL. THE BREAKFAST WAS DELICIOUS. THE COURTESY SHUTTLE WAS THE BEST. "
The price is HK$1,476
HK$2,151 total
includes taxes & fees
7 Jul - 8 Jul
Margaritaville Beach House Key West
Southernmost Beach Resort
4.0 star property
8.2 out of 10, Very good, (1892)
"The resort itself was lovely, but the cleaning staff could do better. When they came, they refilled the water, made the beds and put new towels. However, they did not sweep up or vacuum the rooms at all - since we have access to beach and outside, dirt accumulates. We did our best by keeping shoes at the door but even when we arrived we noticed the floors were not that clean. We were also surprised by the high parking plus resort fee ($42USD per day for parking $56USD per day for resort fee)....
The price is HK$1,670
HK$2,371 total
includes taxes & fees
18 Jun - 19 Jun
Southernmost Beach Resort
The Perry Hotel & Marina Key West
4.0 star property
9.4 out of 10, Exceptional, (1009)
"Very nice property "
The price is HK$1,520
HK$2,166 total
includes taxes & fees
17 Jun - 18 Jun
The Perry Hotel & Marina Key West
Parrot Key Hotel & Villas
4.0 star property
8.8 out of 10, Excellent, (1011)
"Understood this is a non smoking area but the backward of the Walgreens is clearly unacceptable… I would accept a location being outside of the hotel but certainly not considered like that…. I paid for being mistreated as smoker!!!"
The price is HK$1,243
HK$1,820 total
includes taxes & fees
27 Jun - 28 Jun
Parrot Key Hotel & Villas
Beachside Resort & Residences
4.0 star property
8.4 out of 10, Very good, (1002)
"Jaquizzi tub didn’t work "
The price is HK$1,328
HK$2,460 total
includes taxes & fees
16 Jun - 17 Jun
Beachside Resort & Residences
Ibis Bay Beach Resort
2.5 star property
7.8 out of 10, Good, (1576)
" I love the place "
The price is HK$1,128
HK$1,479 total
includes taxes & fees
27 Jun - 28 Jun
Ibis Bay Beach Resort
The Reach Key West, Curio Collection by Hilton
4.0 star property
8.4 out of 10, Very good, (635)
"Staff were very nice but too long to check in Had issue with room being cleaned And no in room paperwork about hotel"
The price is HK$2,072
HK$2,806 total
includes taxes & fees
7 Jul - 8 Jul
The Reach Key West, Curio Collection by Hilton
The Laureate Key West
3.5 star property
9.0 out of 10, Wonderful, (1031)
"This resort was immaculate, a 7-minute drive to Duval Street, and I love that it was a suite. The ocean view was perfect. The staff was great in helping me get a refund for an extra guest payment at the last minute. I recommend this place! "
The price is HK$1,328
HK$1,714 total
includes taxes & fees
10 Jul - 11 Jul
The Laureate Key West
24 North Hotel Key West
4.0 star property
7.2 out of 10, Good, (1459)
"Roosters are embedded in my head forever. Beautiful weather outside and a very clean well maintained room inside. Uber is always 1min away for real and chances are your drivers name is jean. Lol. Cant wait for next time..24 North gets 9 of 10 stars"
The price is HK$1,047
HK$1,573 total
includes taxes & fees
16 Jun - 17 Jun
24 North Hotel Key West
Pier House Resort & Spa
4.0 star property
8.8 out of 10, Excellent, (1004)
" Excellent"
The price is HK$3,116
HK$3,975 total
includes taxes & fees
16 Jun - 17 Jun
Pier House Resort & Spa
The Palms Hotel
3.0 star property
8.4 out of 10, Very good, (1001)
"The pool and outdoor pool bar were excellent. They should have snacks available at the bar pool for sale. It didn't have any available parking and was difficult to find any at certain times of the day."
The price is HK$1,133
HK$1,431 total
includes taxes & fees
19 Jun - 20 Jun
The Palms Hotel
NYAH Key West - Adults Only
3.0 star property
7.8 out of 10, Good, (1001)
"Need to be updated "
The price is HK$758
HK$1,205 total
includes taxes & fees
25 Jun - 26 Jun
NYAH Key West - Adults Only
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
3.5 star property
8.2 out of 10, Very good, (1006)
"All was great except nightly parking fees"
The price is HK$1,187
HK$1,555 total
includes taxes & fees
25 Jun - 26 Jun
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
Courtyard by Marriott Key West Waterfront
3.0 star property
8.8 out of 10, Excellent, (1001)
"Nice "
The price is HK$1,288
HK$1,450 total
includes taxes & fees
19 Jun - 20 Jun
Courtyard by Marriott Key West Waterfront
The Southernmost Inn - Adults Only
3.0 star property
7.8 out of 10, Good, (1004)
"Stay there every year great spot,location is great"
The price is HK$966
HK$1,438 total
includes taxes & fees
18 Jun - 19 Jun
The Southernmost Inn - Adults Only
Ocean Key Resort - A Noble House Resort
4.0 star property
9.2 out of 10, Wonderful, (1007)
"Very cute hotel. Close to the fun but very nice areas"
The price is HK$2,803
HK$3,646 total
includes taxes & fees
30 Jun - 1 Jul
Ocean Key Resort - A Noble House Resort
Opal Key Resort & Marina, Key West
4.0 star property
9.0 out of 10, Wonderful, (1011)
"My favorite hotel in Key West"
The price is HK$2,569
HK$3,198 total
includes taxes & fees
16 Jun - 17 Jun
Opal Key Resort & Marina, Key West
Hyatt Centric Key West Resort and Spa
4.0 star property
9.0 out of 10, Wonderful, (1004)
"The location was very convenient and quiet. The staff was extremely nice and helpful. We stumbled across this location but will be staying here again in the future when we come back!"
The price is HK$2,671
HK$3,488 total
includes taxes & fees
17 Jun - 18 Jun
Hyatt Centric Key West Resort and Spa
Don't see what you're looking for?
See all available properties in Jackson Square
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.

Jackson Square hotels information

Number of reviews
23,447
Accommodation
2,618 hotels
Lowest Price
HK$758
Highest Price
HK$3,116

Destinations near Key West

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 cycling. If you're looking for a convenient place to stay, take a look at the 1767 hotels and other accommodation options you'll find within a mile.

What's the best hotel to stay close to Jackson Square?

Adjacent to Jackson Square, La Concha Key West is one of the top choices for your stay based on our traveller data, and this hotel offers 2 bars and a restaurant. Other good options close by include Southernmost Beach Resort and Opal Key Resort & Marina, Key West.

How many hotels can I expect to find close to Jackson Square?

Expedia has 1767 hotels and other accommodation options 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, you'll find most hotel bookings are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you booked a non-refundable reservation, it might still be possible to cancel it and be given a refund within 24 hours of your booking. Add your dates and click on "Search", then you can filter by "fully refundable" to get the top deals on offer near Jackson Square.

What can I see and do near Jackson Square?

Harry S. Truman Little White House, Audubon House and Tropical Gardens and Mel Fisher Maritime Museum feature a variety of fascinating exhibits to see while you're in town. Ernest Hemingway Home and Museum, Key West Lighthouse and Keeper's Quarters Museum 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.

Recent Hotel Reviews in Jackson Square
Expedia verified reviews