The Monroe County Courthouse with a clock tower, surrounded by trees and a clear blue sky.

Find hotels near Jackson Square, Key West from AED 424

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Check prices for these dates

Tonight
19 Aug - 20 Aug
Tomorrow
20 Aug - 21 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

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Our top choices for Jackson Square hotels

1. Almond Tree Inn Hotel - Adults Only

Almond Tree Inn Hotel - Adults Only
Downtown Key West, 0.6 km from Jackson Square
United States
Michelle
AED 580
AED 653 total
includes taxes & fees
23 Aug - 24 Aug
Almond Tree Inn Hotel - Adults Only

2. Simonton Court Historic Inn & Cottages

Simonton Court Historic Inn & Cottages
Historic Seaport, 0.4 km from Jackson Square
United States
Robin
AED 694
AED 781 total
includes taxes & fees
24 Aug - 25 Aug
Simonton Court Historic Inn & Cottages

3. Artist House Key West

Artist House Key West
Historic Seaport, 0.3 km from Jackson Square
United States
NATHAN
AED 482
AED 542 total
includes taxes & fees
30 Aug - 31 Aug
Artist House Key West

4. Orchid Key Inn - Adults Only

Orchid Key Inn - Adults Only
Uptown - Upper Duval, 0.6 km from Jackson Square
United States
Nicholas
AED 592
AED 666 total
includes taxes & fees
23 Aug - 24 Aug
Orchid Key Inn - Adults Only

5. The Conch House Heritage Inn

The Conch House Heritage Inn
Old Town Key West, 0.7 km from Jackson Square
United States
Ashlee
AED 608
AED 684 total
includes taxes & fees
26 Aug - 27 Aug
The Conch House Heritage Inn

6. The Mermaid & Alligator

The Mermaid & Alligator
Old Town Key West, 0.8 km from Jackson Square
United States
Johnny
AED 720
AED 810 total
includes taxes & fees
24 Aug - 25 Aug
The Mermaid & Alligator

7. Key West Villas

Key West Villas
Downtown Key West, 0.3 km from Jackson Square
United States
Margaret
AED 955
AED 1,075 total
includes taxes & fees
3 Sep - 4 Sep
Key West Villas

8. The Gardens Hotel

The Gardens Hotel
Downtown Key West, 0.3 km from Jackson Square
United States
Salvatore
AED 740
AED 832 total
includes taxes & fees
31 Aug - 1 Sep
The Gardens Hotel

9. The Marquesa Hotel

The Marquesa Hotel
Old Town Key West, 0.3 km from Jackson Square
United States
Darrell
AED 830
AED 1,140 total
includes taxes & fees
8 Sep - 9 Sep
The Marquesa Hotel

10. H2O Suites - Adults Only

H2O Suites - Adults Only
Uptown - Upper Duval, 1 km from Jackson Square
United States
Shermeka
AED 1,025
AED 1,401 total
includes taxes & fees
7 Sep - 8 Sep
H2O Suites - Adults Only

11. Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Old Town Key West, 1.1 km from Jackson Square
United States
Jaime
AED 465
AED 665 total
includes taxes & fees
22 Aug - 23 Aug
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

12. Douglas House - Adults Only

Douglas House - Adults Only
Uptown - Upper Duval, 0.8 km from Jackson Square
United Kingdom
Dylan
AED 342
AED 424 total
includes taxes & fees
26 Aug - 27 Aug
Douglas House - Adults Only

13. The Grand Guesthouse

The Grand Guesthouse
Old Town Key West, 1.2 km from Jackson Square
United States
Travis
AED 497
AED 651 total
includes taxes & fees
23 Aug - 24 Aug
The Grand Guesthouse

14. Island City House Hotel

Island City House Hotel
Historic Seaport, 0.6 km from Jackson Square
United States
Paul
AED 629
AED 708 total
includes taxes & fees
8 Sep - 9 Sep
Island City House Hotel

15. Tropical Inn

Tropical Inn
Downtown Key West, 0.4 km from Jackson Square
United States
Joel
AED 529
AED 687 total
includes taxes & fees
27 Aug - 28 Aug
Tropical Inn

16. Santa Maria Suites

Santa Maria Suites
Uptown - Upper Duval, 1.2 km from Jackson Square
United States
Nila
AED 1,025
AED 1,401 total
includes taxes & fees
23 Aug - 24 Aug
Santa Maria Suites

17. Southernmost House - Adult Exclusive

Southernmost House - Adult Exclusive
Uptown - Upper Duval, 1.1 km from Jackson Square
United States
Mark
AED 512
AED 1,040 total
includes taxes & fees
2 Sep - 3 Sep
Southernmost House - Adult Exclusive

18. Westwinds Inn

Westwinds Inn
Historic Seaport, 0.8 km from Jackson Square
United States
Karen
AED 487
AED 548 total
includes taxes & fees
2 Sep - 3 Sep
Westwinds Inn

19. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
Old Town Key West, 0.9 km from Jackson Square
Canada
Nadja
AED 311
AED 598 total
includes taxes & fees
23 Aug - 24 Aug
Silver Palms Inn & Historic Homes

20. Coco Plum Inn

Coco Plum Inn
Downtown Key West, 0.1 km from Jackson Square
United States
Jake
AED 590
AED 663 total
includes taxes & fees
30 Aug - 31 Aug
Coco Plum Inn
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Compare popular hotels close to Jackson Square

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet friendly
WiFi included
Queen Deluxe ADA | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds
Almond Tree Inn Hotel - Adults Only
10.0
Exceptional
1,019 reviews
View
Queen with Pool View | Minibar, in-room safe, iron/ironing board, WiFi (free)
Simonton Court Historic Inn & Cottages
9.8
Exceptional
1,005 reviews
View
Restaurant
Artist House Key West
9.8
Exceptional
452 reviews
View
Property grounds
Orchid Key Inn - Adults Only
9.8
Exceptional
1,017 reviews
View
Veranda Room | Terrace/patio
The Conch House Heritage Inn
9.8
Exceptional
184 reviews
View

Top Jackson Square Hotel Reviews

La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

10/10 Excellent
"We had a wonderful stay at La Concha Hotel in Key West! The location on Duval Street was one of the biggest highlights..it was within perfect walking distance of so many of Key West’s attractions, restaurants, bars, and things to do, which made exploring the area incredibly convenient. Having onsite parking was also a huge benefit, especially in Key West where parking can be difficult to find. The hotel bar was excellent, and the staff throughout the hotel were incredibly friendly and welcoming. Overall, La Concha was a great choice for a Key West stay, especially if you want to be right in the heart of everything!"
Janet 1-night trip
Posted 6 hours ago
La Concha Key West, Autograph Collection
Duval House

Duval House

10/10 Excellent
"Excellent stay with close parking. Having bikes onsite was a bonus"
Raymond 1-night trip
Posted 10 hours ago
Duval House
Tranquility Guest House

Tranquility Guest House

10/10 Excellent
"We had a great stay. If you're looking for a quiet place of of Duval, I highly recommend this place. It's not a fancy place but the rooms are clean, the beds are comfortable and the pool is lovely. The location is fantastic! Walking distance to several nice restaurants and bars. Stores nearby. The hosts communicate very well. Anything we needed, they were on it right away with a text and let us know when to expect them. We will be booking here for our future stays."
Dianna 7-night trip
Posted 2 days ago
Tranquility Guest House
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

10/10 Excellent
"Great choice!!! I’ll be back everything within walking distance!! Museum. Restaurant and bars!!! 👍👍👍"
Ernesto 2-night trip
Posted 2 days ago
Hyatt Centric Key West Resort and Spa
Marrero's Guest Mansion

Marrero's Guest Mansion

10/10 Excellent
"Awesome place to stay!"
Michael 4-night trip
Posted 2 days ago
Marrero's Guest Mansion
The Cabana Inn Key West - Adults Only

The Cabana Inn Key West - Adults Only

10/10 Excellent
"When I go back to Key West, I will stay here again. The location was perfect and the accommodations were excellent and everyone was friendly and helpful."
Julie 3-night trip
Posted 4 days ago
The Cabana Inn Key West - Adults Only
Opal Key Resort & Marina, Key West

Opal Key Resort & Marina, Key West

10/10 Excellent
"This hotel was really truly excellent. We thoroughly enjoyed our stay."
Melissa 3-night trip
Posted 4 days ago
Opal Key Resort & Marina, Key West
The Gardens Hotel

The Gardens Hotel

10/10 Excellent
"Beautiful property, relaxing and enjoyable atmosphere, exceptional customer service!"
Janeatta 5-night trip
Posted 5 days ago
The Gardens Hotel
L'Habitation Guest House - Adults Only

L'Habitation Guest House - Adults Only

10/10 Excellent
"The staff was awesome. The location was perfect with access to duval and the surrounding area all in walking distance. Would stay here again!"
Tawny 2-night trip
Posted 6 days ago
L'Habitation Guest House - Adults Only

Other attractions near Jackson Square

A historic building with ornate architecture, a balcony, and a coat of arms.

San Carlos Institute - Casa Cuba

8.6/10 (34 reviews)
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
A street with a pharmacy, a theater, and a yellow building.

Duval Street

9.2/10 (20,928 reviews)
With a visit to Duval Street, a favorite shopping spot in Key West, you can search for that perfect souvenir. Wander the seaside or discover the area's beautiful sunsets.
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We Cycle Key West

You can search for that perfect souvenir at We Cycle Key West during your trip to Key West.
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St. Paul's Episcopal Church

9.0/10 (73 reviews)
St. Paul's Episcopal Church is just one of the places to see in Key West, so why not enjoy the other things to explore during your travels? Discover the area's lively bars and its lively festivals.
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Key West Film Society

7.6/10 (9 reviews)
You can get tickets for a performance at Key West Film Society during your stay in Key West. In the area, take in the lively festivals and beautiful sunsets.
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The Key West Theater

You can make plans for a show at The Key West Theater on your trip to Key West. Discover the area's great live music, or seek out its biking trails.
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Red Barn Theater

8.0/10 (10 reviews)
You can enjoy a show at Red Barn Theater on your trip to Key West. Wander the seaside and beautiful beaches in the area.
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Hellings House Museum

You can spend an afternoon exploring the galleries in Hellings House Museum during your trip to Key West. Experience the area's entertainment choices and great live music.
See properties

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 1675 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 Hyatt Centric Key West Resort and Spa.
How many hotels will I be able to find close to Jackson Square?
Expedia has 1675 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, Ernest Hemingway Home and Museum, and Florida Keys Eco - Discovery Center feature a variety of fascinating exhibits to see while you're in town. Key West Lighthouse and Keeper's Quarters Museum, Key West Historic Seaport, and Fort Zachary Taylor Historic State Park are some of the local landmarks to explore. You can check out the local talent at Waterfront Playhouse, Key West Film Society, and The Key West Theater.