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Top Trending Hotels Near Jackson Square

Queen Deluxe ADA | Egyptian cotton sheets, premium bedding, down duvets, pillow-top beds
Almond Tree Inn Hotel - Adults Only
Almond Tree Inn Hotel - Adults Only
3.5 star property
10.0 out of 10, Exceptional, (1023)
"Such a lovely stay!"
United States
Mindi Kay
The price is ฿8,011
฿9,013 total
includes taxes & fees
2 Nov - 3 Nov
Almond Tree Inn Hotel - Adults Only
King Room D | Balcony
Simonton Court Historic Inn & Cottages
Simonton Court Historic Inn & Cottages
2.5 star property
9.8 out of 10, Exceptional, (864)
"A very enjoyable place to stay with friendly staff and guests. "
United States
Joshua
The price is ฿4,817
฿5,419 total
includes taxes & fees
3 Nov - 4 Nov
Simonton Court Historic Inn & Cottages
Exterior
The Marquesa Hotel
The Marquesa Hotel
3.5 star property
9.8 out of 10, Exceptional, (1018)
"Amazing rooms, and staff was beyond 5 star"
United States
Jennifer
The price is ฿9,349
฿12,338 total
includes taxes & fees
3 Nov - 4 Nov
The Marquesa Hotel
Exterior
Orchid Key Inn - Adults Only
Orchid Key Inn - Adults Only
3.5 star property
9.8 out of 10, Exceptional, (1023)
"It was very safe, clean, beautiful rooms and friendly guests. "
United States
Pamela
The price is ฿7,835
฿8,815 total
includes taxes & fees
3 Nov - 4 Nov
Orchid Key Inn - Adults Only
11 Gecko's Garden - Adults Only | Premium bedding, pillow-top beds, individually decorated
Tropical Inn
Tropical Inn
3.5 star property
9.6 out of 10, Exceptional, (356)
"Staff was very helpful, friendly, accommodating. Property located overlooking Duval street and its nightlife. Great balcony to people watch with a beverage. Not quiet, but didn’t expect it to be - immersive experience! Nice continental breakfast served to your room each day. 24 hr coffee bar was a plus! "
United States
STEPHANIE
The price is ฿6,261
฿7,852 total
includes taxes & fees
16 Nov - 17 Nov
Tropical Inn
Fountain
Island City House Hotel
Island City House Hotel
3.0 star property
9.6 out of 10, Exceptional, (1002)
"great area, wonderful room, lovely staff ❣️"
United Kingdom
Sylke
The price is ฿5,221
฿5,874 total
includes taxes & fees
10 Nov - 11 Nov
Island City House Hotel
Balcony
L'Habitation Guest House
L'Habitation Guest House
2.5 star property
9.4 out of 10, Exceptional, (909)
"Overall, it was a great stay. It would be nice to have parking closer and part of your stay…the closeness to walkable areas was nice."
United States
Terry
The price is ฿4,721
฿5,311 total
includes taxes & fees
12 Nov - 13 Nov
L'Habitation Guest House
Deluxe Suite, 1 King Bed, Private Pool | View from room
H2O Suites - Adults Only
H2O Suites - Adults Only
3.5 star property
9.8 out of 10, Exceptional, (570)
"The place was stunning. Quite, relaxing Amazing "
United States
Saimary
The price is ฿11,283
฿14,148 total
includes taxes & fees
2 Dec - 3 Dec
H2O Suites - Adults Only
Outdoor pool, pool umbrellas, pool loungers
Marrero's Guest Mansion
Marrero's Guest Mansion
3.5 star property
9.4 out of 10, Exceptional, (334)
"Location very good Staff friendly Pool not well maintained Breakfast and happy hour lacking compared to others"
United States
Scott
The price is ฿9,220
฿10,373 total
includes taxes & fees
13 Nov - 14 Nov
Marrero's Guest Mansion
Premium bedding, iron/ironing board, free WiFi, bed sheets
Weatherstation Inn
Weatherstation Inn
2.5 star property
9.4 out of 10, Exceptional, (983)
"Nice place to stay"
United States
Victoria
The price is ฿6,434
฿7,238 total
includes taxes & fees
2 Nov - 3 Nov
Weatherstation Inn
Garden
Douglas House
Douglas House
3.0 star property
9.6 out of 10, Exceptional, (193)
"Absolute awesome place to stay"
United States
Dennis
The price is ฿5,565
฿6,480 total
includes taxes & fees
3 Nov - 4 Nov
Douglas House
Signature Apartment, 1 Bedroom, Kitchen, Poolside (Room 17) | Terrace/patio
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
3.5 star property
9.8 out of 10, Exceptional, (121)
"Great place to stay always clean an the employees are very respectful "
United States
Charles
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
3 outdoor pools, a heated pool, pool loungers
Ambrosia Key West
Ambrosia Key West
3.5 star property
9.4 out of 10, Exceptional, (1003)
"Very amazing small boutique hotel. Very convenient location, lots of amenities and very spacious and beautiful room, Grest breakfast "
United States
Elizabeth
The price is ฿8,766
฿9,862 total
includes taxes & fees
2 Dec - 3 Dec
Ambrosia Key West
View from property
Duval House
Duval House
3.0 star property
9.4 out of 10, Exceptional, (1032)
"Great location, helpful staff, relaxing grounds and property."
United States
Wesley
The price is ฿3,524
฿4,660 total
includes taxes & fees
3 Nov - 4 Nov
Duval House
Suite (Merlin's) | 2 bedrooms, premium bedding, in-room safe, individually decorated
Ella's Cottages - Key West Historic Inns
Ella's Cottages - Key West Historic Inns
3.5 star property
9.4 out of 10, Exceptional, (385)
"Loved our stay. "
United States
Cassandra D
The price is ฿6,444
฿8,888 total
includes taxes & fees
3 Nov - 4 Nov
Ella's Cottages - Key West Historic Inns
Exterior
The Grand Guesthouse
The Grand Guesthouse
2.5 star property
9.6 out of 10, Exceptional, (1002)
"Clean, quiet, and friendly staff."
United States
Debbie
The price is ฿4,601
฿5,985 total
includes taxes & fees
3 Nov - 4 Nov
The Grand Guesthouse
Lobby sitting area
Westwinds Inn
Westwinds Inn
3.5 star property
9.4 out of 10, Exceptional, (1007)
"Will stay again !"
United States
Ian
Westwinds Inn
Outdoor pool
Silver Palms Inn
Silver Palms Inn
3.5 star property
9.4 out of 10, Exceptional, (1024)
"Great location"
United States
Beverly
The price is ฿3,463
฿6,078 total
includes taxes & fees
2 Nov - 3 Nov
Silver Palms Inn
Outdoor pool
The Key West Hotel
The Key West Hotel
2.5 star property
9.2 out of 10, Wonderful, (501)
"Excellent location right in the heart of town super friendly staff and very nice property "
United States
Sean
The price is ฿7,918
฿8,908 total
includes taxes & fees
2 Nov - 3 Nov
The Key West Hotel
Exterior
Heron House - Adult Only
Heron House - Adult Only
3.5 star property
9.0 out of 10, Wonderful, (1142)
"Will definitely stay again "
United States
Alex
The price is ฿3,850
฿5,302 total
includes taxes & fees
3 Nov - 4 Nov
Heron House - Adult Only
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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Top Jackson Square Hotel Reviews

Pier House Resort & Spa

Pier House Resort & Spa

10/10 Excellent
"Staff were excellent!"
Robert 7-night trip
Posted 4 days ago
Pier House Resort & Spa

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"

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.
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Vibrant atmosphere at Duval Street showcases Key West's historic charm and cultural richness in Florida's lively district

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.
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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 cycling. If you're looking for a convenient place to stay, take a look at the 1779 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, Autograph Collection is one of the top choices for your stay based on our traveller data, and this hotel offers 3 restaurants and 2 bars. Other good options close by include Southernmost Beach Resort and Guesthouses and Pier House Resort & Spa.
How many hotels can I expect to find close to Jackson Square?
Expedia has 1779 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 Saint Mary Star of the Sea 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.

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