Find hotels near Jackson Square, Key West from AED 529

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Compare 2,724 hotels close to Jackson Square with room rates, reviews, and availability. Most hotels are fully refundable.

The Gardens Hotel
4.0 star property
9.8 out of 10, Exceptional, (1002)
"Great property and location!"
United States
Kathleen
The price is AED 946
AED 1,065 total
includes taxes & fees
3 Nov - 4 Nov
The Gardens 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 AED 1,062
AED 1,401 total
includes taxes & fees
3 Nov - 4 Nov
The Marquesa Hotel
Coco Plum Inn
3.0 star property
9.6 out of 10, Exceptional, (457)
"Loved the location and eating our breakfast on the patio. "
United States
Kelly
The price is AED 757
AED 852 total
includes taxes & fees
3 Nov - 4 Nov
Coco Plum Inn
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 AED 547
AED 616 total
includes taxes & fees
3 Nov - 4 Nov
Simonton Court Historic Inn & Cottages
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 AED 890
AED 1,001 total
includes taxes & fees
3 Nov - 4 Nov
Orchid Key Inn - Adults Only
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 AED 593
AED 667 total
includes taxes & fees
10 Nov - 11 Nov
Island City House Hotel
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 AED 672
AED 848 total
includes taxes & fees
3 Nov - 4 Nov
Tropical Inn
The Conch House Heritage Inn
3.5 star property
9.8 out of 10, Exceptional, (137)
"We really enjoyed our stay"
United States
SANDRA
The price is AED 865
AED 973 total
includes taxes & fees
3 Nov - 4 Nov
The Conch House Heritage Inn
The Mermaid & Alligator
3.5 star property
9.8 out of 10, Exceptional, (263)
"Wonderful stay!!"
United States
Lawrence
The Mermaid & Alligator
L'Habitation Guest House
2.5 star property
9.4 out of 10, Exceptional, (910)
"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 AED 536
AED 603 total
includes taxes & fees
12 Nov - 13 Nov
L'Habitation Guest House
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 AED 1,047
AED 1,178 total
includes taxes & fees
13 Nov - 14 Nov
Marrero's Guest Mansion
Weatherstation Inn
2.5 star property
9.4 out of 10, Exceptional, (983)
"Nice place to stay"
United States
Victoria
The price is AED 748
AED 842 total
includes taxes & fees
19 Nov - 20 Nov
Weatherstation Inn
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 AED 621
AED 699 total
includes taxes & fees
3 Nov - 4 Nov
Ambrosia Key West
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 AED 732
AED 1,009 total
includes taxes & fees
3 Nov - 4 Nov
Ella's Cottages - Key West Historic Inns
Douglas House
3.0 star property
9.6 out of 10, Exceptional, (193)
"Absolute awesome place to stay"
United States
Dennis
The price is AED 568
AED 662 total
includes taxes & fees
3 Nov - 4 Nov
Douglas House
Duval House
3.0 star property
9.4 out of 10, Exceptional, (1033)
"Great location, helpful staff, relaxing grounds and property."
United States
Wesley
The price is AED 400
AED 529 total
includes taxes & fees
3 Nov - 4 Nov
Duval House
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 AED 1,282
AED 1,607 total
includes taxes & fees
30 Nov - 1 Dec
H2O Suites - Adults Only
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
La Concha Key West, Autograph Collection
4.0 star property
9.0 out of 10, Wonderful, (248)
"Excellent weekend stay"
United States
Justine
The price is AED 746
AED 963 total
includes taxes & fees
17 Nov - 18 Nov
La Concha Key West, Autograph Collection
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 AED 1,344
AED 1,512 total
includes taxes & fees
12 Nov - 13 Nov
The Key West Hotel
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.

Top Jackson Square Hotel Reviews

Hotels near other Jackson Square attractions

Find out more about Jackson Square

Top reasons to visit Jackson Square

  • Stunning Sunsets: Enjoy breathtaking sunsets at Jackson Square, a perfect spot for memorable evening views.
  • Vibrant Festivals: Experience lively local festivals that showcase the culture and spirit of Key West.
  • Diverse Shopping: Explore unique shops offering local crafts, souvenirs, and more in the surrounding area.
  • Cultural Attractions: Visit nearby museums and art galleries to immerse yourself in the rich local culture.
  • Exciting Nightlife: Experience a vibrant nightlife with various bars and live jazz music just steps away.

Find great hotels near Jackson Square

Discover the charm of Jackson Square in Key West, Florida, where a variety of lodging options await you. From cozy bed and breakfasts to luxurious resorts, you'll find the perfect place to unwind. Whether you're seeking adventure, a historic getaway, or a romantic escape, the hotels near Jackson Square offer exceptional amenities and experiences. Explore top-rated accommodations and read reviews to select your favorite hotel for an unforgettable vacation.

  • La Concha Key West, Autograph Collection: This 4-star hotel is a vibrant blend of adventure and city life, located a mere 161m from Jackson Square. La Concha Key West is the ideal choice for LGBTQIA travelers seeking a welcoming atmosphere and an exciting vacation experience. The hotel's affiliation with LGBTQI travel guides highlights its commitment to inclusivity. Guests can indulge in a variety of adventure sports, including nearby skydiving, snorkeling, and windsurfing. With its prime location in the city center, La Concha offers easy access to local attractions while providing a comfortable retreat with modern amenities.
  • Opal Key Resort & Marina, Key West: Situated 483m from Jackson Square, Opal Key Resort & Marina is a pet-friendly 4-star haven for adventure seekers. This stunning property offers an array of recreational activities, including onsite parasailing and snorkeling, as well as nearby fishing and hiking options. The resort's pet policy allows dogs and service animals, making it an excellent choice for travelers who want to bring their furry companions along. With its picturesque marina views and luxurious amenities, Opal Key ensures a delightful stay for both you and your pet.
  • Heron House - Adult Only: Located only 322m from Jackson Square, Heron House - Adult Only is a charming 3.5-star Bed & Breakfast designed for LGBTQIA travelers seeking an adventure-packed getaway. This intimate property offers a range of nearby activities, such as kayaking, waterskiing, and fishing, all while maintaining a serene atmosphere tailored for adults. With its affiliation with LGBTQI travel guides and welcoming environment, Heron House invites guests to unwind and explore the beauty of Key West in comfort and style.

Where to stay near Jackson Square

Jackson Square in Key West offers an unforgettable travel experience, blending vibrant excursions with a rich historical atmosphere. Nearby parks provide serene spots to relax, while the convenient location makes it easy to explore the lively streets filled with tropical charm. Visitors can enjoy adventure in the surrounding neighborhoods, ensuring an awesome stay. Whether wandering through art galleries or indulging in local cuisine, there’s something for every traveler in this bustling tourist thoroughfare.

  • Key West: Key West is a vibrant island city known for its unique charm and laid-back atmosphere. Located at the southernmost point of the continental United States, it offers a diverse range of experiences for travelers. Whether you're interested in shopping at local boutiques or enjoying the beautiful beaches, Key West has something for everyone. The city’s peak visitor months are January, March, and September, making it a lively destination year-round. Highlights include the famous Duval Street, where you can find numerous restaurants, bars, and art galleries, as well as stunning sunset views at Mallory Square.
  • Key West Historic District: Just 483m from Jackson Square, the Key West Historic District is a treasure trove of history and culture. This neighborhood is characterized by its well-preserved architecture, featuring Victorian-era homes and charming streets. Visitors flock here, especially in March and during the summer months, to soak in its rich heritage. Explore landmarks like the Ernest Hemingway Home and Museum, or take a leisurely stroll along the scenic waterfront. With easy access to shopping areas and resorts, this district is perfect for both relaxation and exploration.
  • Bahama Village: Also located 483m from Jackson Square, Bahama Village offers a taste of the Caribbean spirit in Key West. This lively neighborhood is known for its colorful buildings and vibrant culture, attracting visitors year-round. Peak travel times are in March and during the summer, when the streets come alive with music and festivals. Enjoy local cuisine at quaint eateries, shop for unique souvenirs, and immerse yourself in the lively atmosphere. The close proximity to beautiful beaches makes Bahama Village an ideal spot for family fun and relaxation.

Things to do near Jackson Square

Jackson Square in Key West offers a vibrant mix of activities, including stunning sunsets and lively festivals. Visitors can explore unique shopping spots, enjoy major attractions, and immerse themselves in the local jazz scene at nearby clubs. For those interested in culture, there are several museums to visit, and the nightlife experience is sure to delight with various bars and entertainment options available in the area.

Shopping

For a delightful shopping experience near Jackson Square, visit We Cycle Key West, just 161m away, or head to The Kite House, located 644m from the square. If you're up for a drive, check out the Big Pine Key Flea Market, 46.7km away, for unique finds.

Recreation

At Key West Golf Club, enjoy a round of golf surrounded by lush landscapes, perfect for both relaxation and friendly competition. Nearby, the MLK Community Pool & Community Center offers a refreshing escape with family-friendly vibes and outdoor activities, ideal for unwinding after a day of exploration.

Adventure

In Jackson Square, explore the vibrant street performances and local art scene, immersing yourself in the lively atmosphere. Enjoy delicious Creole cuisine at nearby eateries and take a historic stroll through the charming streets, soaking in the unique culture of Key West.

Nightlife

Experience the vibrant nightlife near Jackson Square with a visit to the Red Barn Theater, just 322m away, offering romance and culture. For more entertainment, enjoy the Waterfront Playhouse at 644m, or indulge in a unique show at the Key West Burlesque Theater, located 1.1km away.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Jackson Square

To save money on your trip to Jackson Square, visit during the off-peak months of August to October for better hotel rates. Book your stay about a month in advance or check Expedia for last-minute deals, especially on Tuesdays, which are cheaper than Fridays. Use Expedia's tools to filter for budget-friendly and eco-certified hotels, and consider bundling your hotel, flights, and activities for extra savings. Always compare room rates and look for cancellation options to ensure flexibility in your plans.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay around Jackson Square are August to October, where the prices are slightly lower. This is in comparison to February to April, where prices are slightly higher.
  • The best time to book a hotel: The cheapest time to book a hotel around Jackson Square is usually 1 month out from when you are planning to stay. If you're a little more spontaneous, you could also peruse Expedia's last minute deals which could secure you a cheaper stay. Look out for the green banner below the price to spot the deals.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay around Jackson Square is Tuesday. The most expensive day to stay around Jackson Square is Friday.
  • Find cheap hotels on Expedia: Utilize Expedia's search tool to refine your preferences, such as budget, desired location, and preferred hotel type. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels currently available. To find the best prices and deals, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay in Jackson Square with your flights and activities by booking an Expedia package.

Find the best attractions near Jackson Square

Jackson Square in Key West offers a vibrant blend of historic houses, charming streets, and a lively modern square, perfect for families and culture enthusiasts alike. Explore nearby attractions and immerse yourself in the local culture, from the historic square to various points of interest. Whether you're seeking family-friendly activities or a rich city experience, Jackson Square provides a memorable backdrop for your vacation.

  • Duval Street: Experience the lively atmosphere of Duval Street, known for its vibrant nightlife, eclectic shops, and diverse dining options. Just 161m from Jackson Square, it's the perfect place to soak in the local culture while enjoying street performers and bustling crowds.
  • Mallory Square: Located 644m from Jackson Square, Mallory Square is famous for its stunning sunset celebrations. This modern square offers a mix of entertainment, local art, and spectacular views of the Gulf of Mexico, making it a popular gathering spot.
  • Ernest Hemingway Home and Museum: A short 483m stroll will take you to the Ernest Hemingway Home and Museum. Immerse yourself in the literary history and charming gardens of this historic house, where the renowned author lived and wrote.

Best time to go to Jackson Square

The best time to visit Jackson Square is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with no rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January71.1°F (21.7°C)No RainMostly SunnyAverageAverage
February72.1°F (22.3°C)No RainMostly SunnyAverageSlightly High
March73.4°F (23.0°C)No RainMostly SunnySlightly HighSlightly High
April76.8°F (24.9°C)No RainMostly SunnyAverageSlightly High
May79.3°F (26.3°C)Light RainMostly SunnyAverageAverage
June82.6°F (28.1°C)Light RainMostly SunnySlightly HighAverage
July84.0°F (28.9°C)Light RainMostly SunnySlightly HighAverage
August84.4°F (29.1°C)Light RainMostly SunnyAverageSlightly Low
September83.7°F (28.7°C)Light RainMostly SunnySlightly LowSlightly Low
October80.8°F (27.1°C)Light RainMostly SunnySlightly LowSlightly Low
November76.6°F (24.8°C)Light RainMostly SunnySlightly LowAverage
December73.9°F (23.3°C)No RainMostly SunnyAverageAverage

The nearest major airports for your trip to Jackson Square

Traveling to Jackson Square in Key West, Florida, is convenient with two major airports nearby. Key West International Airport (EYW) is situated 4.8km away, offering access to several quality hotels, including the 5-star Casa Marina Key West, 3.2km from the airport, and the 4-star Margaritaville Beach House, only 1.6km away. Both hotels provide easy access to the airport. Alternatively, Florida Keys Marathon Airport (MTH) is located 78.9km from Jackson Square, with nearby lodging options like the 4.5-star Isla Bella Beach Resort & Spa, 6.4km from the airport, and the 4-star Tranquility Bay Beachfront Hotel, 4.8km away, ensuring comfortable stays for travelers.

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 1779 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 1779 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, 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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