Hotels near Jackson Square

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Top Trending Hotels Near Jackson Square

Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only

3.5 star property
Downtown Key West, 0.6 km from Jackson Square
10.0 out of 10, Exceptional, (1002)
"Such a lovely stay!"
United States
Mindi Kay
The price is P15,289
P17,200 total
includes taxes & fees
Nov 14 - Nov 15
Almond Tree Inn Hotel - Adults Only
Terrace/patio
The Gardens Hotel

The Gardens Hotel

4.0 star property
Downtown Key West, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (1001)
"Great property and location!"
United States
Kathleen
The price is P17,864
P20,097 total
includes taxes & fees
Nov 18 - Nov 19
The Gardens Hotel
Balcony
Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages

2.5 star property
Historic Seaport, 0.4 km from Jackson Square
9.8 out of 10, Exceptional, (866)
"Really enjoyed my stay. The staff were super friendly, and the location was amazing—close to all the Old Town activities! "
United States
Leonid
The price is P10,566
P11,887 total
includes taxes & fees
Nov 13 - Nov 14
Simonton Court Historic Inn & Cottages
Front of property
Key West Villas

Key West Villas

3.5 star property
Downtown Key West, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (244)
"Awsome staff great location "
United States
Jeffrey
Key West Villas
Exterior
The Marquesa Hotel

The Marquesa Hotel

3.5 star property
Historic Seaport, 0.3 km from Jackson Square
9.8 out of 10, Exceptional, (1002)
"Amazing rooms, and staff was beyond 5 star"
United States
Jennifer
The price is P15,064
P20,268 total
includes taxes & fees
Nov 30 - Dec 1
The Marquesa Hotel
Exterior
Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only

3.5 star property
Uptown - Upper Duval, 0.6 km from Jackson Square
9.8 out of 10, Exceptional, (1003)
"It was very safe, clean, beautiful rooms and friendly guests. "
United States
Pamela
The price is P14,999
P16,874 total
includes taxes & fees
Nov 16 - Nov 17
Orchid Key Inn - Adults Only
Outdoor pool, sun loungers
The Conch House Heritage Inn

The Conch House Heritage Inn

3.5 star property
Old Town Key West, 0.7 km from Jackson Square
9.8 out of 10, Exceptional, (138)
"We really enjoyed our stay"
United States
SANDRA
The price is P11,985
P13,483 total
includes taxes & fees
Nov 16 - Nov 17
The Conch House Heritage Inn
Outdoor pool, sun loungers
The Mermaid & Alligator

The Mermaid & Alligator

3.5 star property
Old Town Key West, 0.8 km from Jackson Square
9.8 out of 10, Exceptional, (265)
"Property had several areas to relax."
United States
Mateo
The Mermaid & Alligator
Terrace/patio
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

3.5 star property
Old Town Key West, 1.1 km from Jackson Square
9.8 out of 10, Exceptional, (126)
"Great place to stay always clean an the employees are very respectful "
United States
Charles
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Exterior
Coco Plum Inn

Coco Plum Inn

3.0 star property
Downtown Key West, 0.1 km from Jackson Square
9.6 out of 10, Exceptional, (458)
"Quaint, cute and our first time staying there! Met 2 couples that were staying there for their 22nd year in a row! We’ll definitely go back! Felt so homey! "
United States
Pamela
The price is P13,228
P14,882 total
includes taxes & fees
Nov 16 - Nov 17
Coco Plum Inn
Premium bedding, pillowtop beds, individually decorated
Tropical Inn

Tropical Inn

3.5 star property
Downtown Key West, 0.4 km from Jackson Square
9.6 out of 10, Exceptional, (357)
"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 P11,423
P14,327 total
includes taxes & fees
Nov 16 - Nov 17
Tropical Inn
Fountain
Island City House Hotel

Island City House Hotel

3.0 star property
Historic Seaport, 0.6 km from Jackson Square
9.6 out of 10, Exceptional, (1000)
"great area, wonderful room, lovely staff ❣️"
United Kingdom
Sylke
The price is P10,035
P11,289 total
includes taxes & fees
Nov 16 - Nov 17
Island City House Hotel
Garden
Douglas House

Douglas House

3.0 star property
Uptown - Upper Duval, 0.8 km from Jackson Square
9.6 out of 10, Exceptional, (202)
"Absolute awesome place to stay"
United States
Dennis
The price is P9,134
P10,635 total
includes taxes & fees
Nov 12 - Nov 13
Douglas House
Exterior
The Grand Guesthouse

The Grand Guesthouse

2.5 star property
Old Town Key West, 1.2 km from Jackson Square
9.6 out of 10, Exceptional, (1000)
"Every thing was wonderful "
United States
Charlene
The Grand Guesthouse
Outdoor pool, pool umbrellas, sun loungers
Marrero's Guest Mansion

Marrero's Guest Mansion

3.5 star property
Downtown Key West, < 0.1 km from Jackson Square
9.4 out of 10, Exceptional, (335)
"Location very good Staff friendly Pool not well maintained Breakfast and happy hour lacking compared to others"
United States
Scott
The price is P13,872
P15,606 total
includes taxes & fees
Nov 13 - Nov 14
Marrero's Guest Mansion
Premium bedding, iron/ironing board, free WiFi, bed sheets
Weatherstation Inn

Weatherstation Inn

2.5 star property
Truman Annex, 0.3 km from Jackson Square
9.4 out of 10, Exceptional, (983)
"Nice place to stay"
United States
Victoria
The price is P12,911
P14,525 total
includes taxes & fees
Dec 10 - Dec 11
Weatherstation Inn
View from property
Duval House

Duval House

3.0 star property
Downtown Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1008)
"Love it, place was beautiful and staff was very friendly."
United States
Robert
The price is P8,235
P10,533 total
includes taxes & fees
Nov 12 - Nov 13
Duval House
3 outdoor pools, a heated pool, sun loungers
Ambrosia Key West

Ambrosia Key West

3.5 star property
Old Town Key West, 0.4 km from Jackson Square
9.4 out of 10, Exceptional, (1002)
"Great place!!"
United States
Kimberly
The price is P15,002
P16,878 total
includes taxes & fees
Nov 13 - Nov 14
Ambrosia Key West
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
Old Town Key West, 0.5 km from Jackson Square
9.4 out of 10, Exceptional, (389)
"Loved our stay. "
United States
Cassandra D
The price is P12,355
P16,888 total
includes taxes & fees
Nov 30 - Dec 1
Ella's Cottages - Key West Historic Inns
Lobby sitting area
Westwinds Inn

Westwinds Inn

3.5 star property
Historic Seaport, 0.8 km from Jackson Square
9.4 out of 10, Exceptional, (1002)
"Will stay again !"
United States
Ian
The price is P11,143
P12,536 total
includes taxes & fees
Nov 12 - Nov 13
Westwinds Inn
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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Hotels close to Jackson Square with free breakfast

Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Almond Tree Inn Hotel - Adults Only
Almond Tree Inn Hotel - Adults Only
3.5 star property
  • Breakfast included
10.0 out of 10, Exceptional, (1002)
The price is P15,289
P17,200 total
includes taxes & fees
Nov 14 - Nov 15
Almond Tree Inn Hotel - Adults Only
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Top guest rated hotels close to Jackson Square

Exterior
The Marquesa Hotel
The Marquesa Hotel
3.5 star property
    9.8 out of 10, Exceptional, (1002)
    The price is P15,064
    P20,268 total
    includes taxes & fees
    Nov 30 - Dec 1
    The Marquesa Hotel
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    Top Jackson Square Hotel Reviews

    Southernmost Beach Resort and Guesthouses

    Southernmost Beach Resort and Guesthouses

    10/10 Excellent
    "Great Staff Pool bars and live music"
    Marc 3-night trip
    Posted 1 day ago
    Southernmost Beach Resort and Guesthouses

    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.
    See properties
    Duval Street featuring signage

    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

    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 1777 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 Pier House Resort & Spa.
    How many hotels will I be able to find close to Jackson Square?
    Expedia has 1777 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.
    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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