10 Best Hotels & Accommodation Closest to Jackson Square in Key West from AU$193

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

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Our top choices for Jackson Square hotels

A modern hotel room with a large bed, a nightstand, a bedside table, and a bathroom visible through an open door.

A swimming pool with lounge chairs, surrounded by palm trees and greenery.

A breakfast table with various food items and drinks, a pool in the background, and a tiled wall.

A building with a sign reading "ALMOND Frog & Toad Inn" and a "VACANCY" sign below it.

1. Almond Tree Inn Hotel - Adults Only

Downtown Key West, 0.6 km from Jackson Square

John

AU$289

includes taxes & fees

5 Oct - 6 Oct

A garden pathway leading to a white gazebo with pink flowers, surrounded by lush greenery and a white fence.

A bar area with a counter, chairs, and a clock.

A couple walking along a poolside pathway surrounded by lush greenery.

A bedroom with a large bed, a television on a dresser, and a view of the outdoors through a sliding door.

2. The Gardens Hotel

Downtown Key West, 0.3 km from Jackson Square

Forrest

AU$454

includes taxes & fees

6 Oct - 7 Oct

A gated entrance to Villas Key West with a brick pathway leading to the gate.

A covered entrance with a brick pathway leading to a gated area, surrounded by lush greenery and plants.

A swimming pool with a hot tub, surrounded by a wooden deck and lush greenery.

A covered porch with wicker furniture, a large potted plant, and a sign for Villas Key West.

3. Key West Villas

Downtown Key West, 0.3 km from Jackson Square

Margaret

AU$334

includes taxes & fees

4 Oct - 5 Oct

A porch with a white railing, a bench, and a flag.

A two-story white house with green shutters, a wooden door, and a white picket fence.

A spacious bedroom with a large bed, a sitting area with a sofa and armchairs, and a dining area with a table and chairs.

A pool area with lounge chairs and a dining table, surrounded by palm trees and a house with a porch.

4. The Conch House Heritage Inn

Old Town Key West, 0.7 km from Jackson Square

John

AU$267

includes taxes & fees

4 Oct - 5 Oct

A modern hotel room with a white sofa, a zebra-patterned rug, and a large mirror above the sofa.

A spacious living room with a wooden ceiling, white sofas, a patterned armchair, a glass coffee table, and a large painting on the wall.

A spacious living room with a sofa, chairs, and a dining table. There are large windows with blinds, a door leading to a patio, and a ceiling with exposed beams.

A pool area with lounge chairs, a pool, and a building with a balcony and outdoor seating.

5. Alexander's Guesthouse - Adult Exclusive

Old Town Key West, 1.1 km from Jackson Square

Nestor

AU$408

includes taxes & fees

6 Oct - 7 Oct

A modern outdoor area with a pool, lounge chairs, and a bar area.

A modern hotel with a prominent glass facade, palm trees, and a clear sky.

A bar area with a modern design, featuring a flat-screen TV mounted on a textured wall, two stools, and a bar stocked with various bottles.

A modern hotel room with a bed, sofa, coffee table, and artwork.

6. H2O Suites - Adults Only

Uptown - Upper Duval, 1 km from Jackson Square

Corey

AU$594

includes taxes & fees

6 Oct - 7 Oct

A pool area with lounge chairs and a table, surrounded by palm trees.

A building with a neon sign that reads "Orchid Key Inn."

A patio with a white wicker lounge chair, a wooden table with a book and a potted plant, surrounded by lush tropical foliage and palm trees.

A hotel room with a large bed, a nightstand, a desk, a bathroom with a shower, and a painting of a pier over water on the wall.

7. Orchid Key Inn - Adults Only

Uptown - Upper Duval, 0.6 km from Jackson Square

Nicholas

AU$301

includes taxes & fees

5 Oct - 6 Oct

A two-story house with a covered porch, a brick pathway, and a large tree.

A covered porch with white wicker furniture and a blue floor, surrounded by lush tropical plants.

A restaurant with multiple tables set for dining, a wine bottle, and a glass of wine on the table.

A poolside area with a swimming pool, a staircase leading to a deck, and a building with multiple windows and balconies.

8. The Marquesa Hotel

Old Town Key West, 0.3 km from Jackson Square

Darrell

AU$630

includes taxes & fees

12 Oct - 13 Oct

A tropical outdoor area with palm trees, hanging plants, and string lights.

A large, two-story building with a balcony, surrounded by dense tropical foliage.

A hotel room with a bed, a wooden floor, a seating area with a table and chairs, and a view of greenery outside.

An outdoor patio with a table and chairs, surrounded by lush greenery and string lights.

9. Douglas House - Adults Only

Uptown - Upper Duval, 0.8 km from Jackson Square

michael

AU$238

includes taxes & fees

5 Oct - 6 Oct

A narrow outdoor pathway flanked by potted plants and a wooden staircase leading to a white door with shutters.

A row of blue bicycles parked under a tree, with a white fence and a building in the background.

A covered outdoor area with a wooden staircase, seating, and potted plants.

A bedroom with a bed, nightstand, lamp, air conditioning unit, and a no smoking sign.

10. The Grand Guesthouse

Old Town Key West, 1.2 km from Jackson Square

Travis

AU$281

includes taxes & fees

5 Oct - 6 Oct

A bedroom with a four-poster bed, a wooden desk, wicker chairs, and a view of the outdoors.

A pool area with lounge chairs and candles, surrounded by palm trees and a building in the background.

A breakfast buffet with a variety of fruits, pastries, and beverages on a wooden deck with a view of a lush garden and a pool.

A wooden door with glass panels, leading to an interior space with furniture and plants.

11. Tropical Inn

Downtown Key West, 0.4 km from Jackson Square

Natalie

AU$281

includes taxes & fees

6 Oct - 7 Oct

A wooden deck with a hammock, pool, and lounge chairs overlooking a tropical garden.

A compact kitchen with wooden cabinets, a microwave, stove, and refrigerator. There is a dining area with a table and chairs, and a sofa.

A covered walkway with a wooden ceiling, white railings, and a brick path.

A pool area with lounge chairs and a wooden building with balconies.

12. Island City House Hotel

Historic Seaport, 0.6 km from Jackson Square

Osvaldo

AU$301

includes taxes & fees

4 Oct - 5 Oct

A room with a bed, a ceiling fan, and a window with blinds.

A cozy outdoor seating area with a wooden bench and a table, surrounded by potted plants and a coffee and tea sign.

A room with a yellow armchair, a glass coffee table, and a view of a wooden deck and tropical plants.

A spacious kitchen with wooden cabinets, a granite countertop, and a ceiling fan.

13. The Mermaid & Alligator

Old Town Key West, 0.8 km from Jackson Square

Adam

AU$338

includes taxes & fees

12 Oct - 13 Oct

A wooden deck with white railings, surrounded by lush greenery and a staircase leading to a building.

A swimming pool with a mural of a dolphin and a butterfly, surrounded by lounge chairs and palm trees.

A two-story building with a white picket fence, a mailbox, and a small tree in front.

A hallway with a white door, a wooden bench, a blue sofa, and a staircase with a white railing.

14. Duval House

Downtown Key West, 0.4 km from Jackson Square

Christopher

AU$194

includes taxes & fees

5 Oct - 6 Oct

A pool area with lounge chairs and palm trees.

A neatly made bed with patterned pillows, a bedside table with a bottle and glasses, and a window with orchids.

A reception area with a modern design, featuring a reception desk, a sofa, and a potted plant.

A modern outdoor seating area with a sofa, chairs, and a small table, surrounded by glass doors and a view of greenery.

15. Santa Maria Suites

Uptown - Upper Duval, 1.2 km from Jackson Square

Anthony

AU$533

includes taxes & fees

12 Oct - 13 Oct

A gated entrance with lush green foliage and a white picket fence.

A white colonial-style building with a balcony, surrounded by palm trees and a white picket fence.

A hotel room with a large bed, two bedside tables, a ceiling fan, and two framed pictures on the wall.

A swimming pool with lounge chairs, a covered deck, and a view of lush greenery.

16. Coco Plum Inn

Downtown Key West, 0.1 km from Jackson Square

Riley

AU$266

includes taxes & fees

12 Oct - 13 Oct

A room with a door featuring horizontal blinds, a visible outdoor view through the window, and a patterned carpet.

A garden with a stone pathway, a wooden fence, and various tropical plants.

A pool area with a covered seating area, palm trees, and a small pavilion.

A yellow building with a door marked '7'.

17. Alexander Palms Court

Casa Marina, 1.2 km from Jackson Square

Andrew

AU$193

includes taxes & fees

5 Oct - 6 Oct

A rectangular pool with a white deck, surrounded by lush greenery and a gazebo.

A wicker outdoor seating area with two chairs and a table, surrounded by lush tropical foliage.

A spacious living room with a high ceiling, a ceiling fan, a large painting, a sofa, a coffee table, and a dining area with a table and chairs.

A cozy living room with a wooden ceiling, a sofa set, two side tables with lamps, and framed artwork on the wall.

18. Ambrosia Key West

Old Town Key West, 0.4 km from Jackson Square

Tricia

AU$260

includes taxes & fees

11 Oct - 12 Oct

A reception area with a curved marble counter, ceiling fans, large windows, and a staircase.

A poolside area with lounge chairs and a clear blue pool surrounded by lush tropical vegetation.

A bedroom with a bed, two bedside lamps, a ceiling fan, and a view of a balcony with plants.

A two-story house with a white exterior, a green roof, and a staircase leading to the upper floor.

19. Westwinds Inn

Historic Seaport, 0.8 km from Jackson Square

Anthony

AU$290

includes taxes & fees

8 Oct - 9 Oct

A swimming pool with water splashing, surrounded by palm trees and a building in the background.

The entrance to Silver Palms Inn with a reception desk, a seating area, and a glass door.

A two-story yellow house with a porch, white railings, and green shutters.

A hotel with a pool, bicycles, and lush greenery.

20. Silver Palms Inn & Historic Homes

Old Town Key West, 0.9 km from Jackson Square

sam

AU$269

includes taxes & fees

14 Oct - 15 Oct

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Compare popular hotels close to Jackson Square

Property	Property class	Guest rating
Almond Tree Inn Hotel - Adults Only	10.0 Exceptional 1,009 reviews	View
The Gardens Hotel	9.8 Exceptional 1,000 reviews	View
Key West Villas	9.8 Exceptional 278 reviews	View
The Conch House Heritage Inn	9.8 Exceptional 191 reviews	View
Alexander's Guesthouse - Adult Exclusive	9.8 Exceptional 170 reviews	View

Top Jackson Square Hotel Reviews

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"We were looking for good value- we got it! Staff was friendly from start to finish. Rooms provided everything we wanted from a comfortable bed to a scenic ocean view."

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent

"Had a great time!"

Heron House - Adult Only

10/10 Excellent

"I’ve been to Key West many times, the Heron House is by far the best property we have stayed at. Perfect location to walk to Duval, Mallory Square. Great pool, friendly staff."

Duval House

10/10 Excellent

"Clean and quiet."

Tranquility Guest House

10/10 Excellent

"Cute place right with great location. The staff are also very responsive and helpful. The room is small but all we needed was a place to sleep and a bathroom."

The Cabana Inn Key West - Adults Only

10/10 Excellent

"Room was great breakfast was plentiful and staff great. Would definitely recommend and stay there again"

Coco Plum Inn

10/10 Excellent

"Loved the location and the staff was very friendly. Clean room, comfy bed! Love that the pool is open 24 hours!"

Hyatt Centric Key West Resort and Spa

10/10 Excellent

"We had a wonderful stay at Hyatt Centric Key West Resort & Spa! The pool was a perfect place to relax, and we especially loved seeing the rescued turtles - such a unique and memorable part of the property. The location could not be better: everything we wanted to explore in Key West was within easy walking distance. It was incredibly convenient to enjoy the sights, restaurants, and lively atmosphere without needing a car. We would gladly stay here again!"

The Gardens Hotel

10/10 Excellent

"It is a GREAT property in Key West, right in the center of the action."

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.

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A street with a pharmacy, a theater, and a yellow building.

Duval Street

9.2/10 (20,928 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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We Cycle Key West

You can do some window-shopping at We Cycle Key West during your stay in 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 trip to 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 cycling trails.

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Red Barn Theater

8.0/10 (10 reviews)

You can get tickets for a performance 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 travels in Key West. Experience the area's entertainment choices and great live music.

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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 1672 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 1672 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, 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, Fort Zachary Taylor Historic State Park and Fort East Martello Museum and Gallery are some of the local landmarks to explore. You can check out the local talent at Red Barn Theater, Key West Film Society and The Key West Theater.

Top Hotels Near Jackson Square in Key West from AU$193

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Property class

Guest rating

Our top choices for Jackson Square hotels

1. Almond Tree Inn Hotel - Adults Only

2. The Gardens Hotel

3. Key West Villas

4. The Conch House Heritage Inn

5. Alexander's Guesthouse - Adult Exclusive

6. H2O Suites - Adults Only

7. Orchid Key Inn - Adults Only

8. The Marquesa Hotel

9. Douglas House - Adults Only

10. The Grand Guesthouse

11. Tropical Inn

12. Island City House Hotel

13. The Mermaid & Alligator

14. Duval House

15. Santa Maria Suites

16. Coco Plum Inn

17. Alexander Palms Court

18. Ambrosia Key West

19. Westwinds Inn

20. Silver Palms Inn & Historic Homes

Compare popular hotels close to Jackson Square

Top Jackson Square Hotel Reviews

Southernmost Beach Resort and Guesthouses

Winslow's Bungalows - Key West Historic Inns

Heron House - Adult Only

Duval House

Tranquility Guest House

The Cabana Inn Key West - Adults Only

Coco Plum Inn

Hyatt Centric Key West Resort and Spa

The Gardens Hotel

Other attractions near Jackson Square

San Carlos Institute - Casa Cuba

Duval Street

We Cycle Key West

St. Paul's Episcopal Church

Key West Film Society

The Key West Theater

Red Barn Theater

Hellings House Museum

Frequently asked questions