The Best Hotels Closest to Sloppy Joe's Bar in Key West - 2026 Updated Prices

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Our top choices for Sloppy Joe's Bar hotels

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

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

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

A reception area with a wooden herringbone wall, teal chairs, a wooden bench, and two framed sunset paintings.

1. Almond Tree Inn Hotel - Adults Only

Downtown Key West, 1.1 km from Sloppy Joe's Bar

John

฿5,584

฿6,282 total

includes taxes & fees

27 Sept - 28 Sept

A modern interior with a staircase, a sofa set, a wooden table, and a television.

A spacious room with a large bed, a sofa, a chair, a small table, and a television.

A pool area with a clear view of a house in the background, surrounded by palm trees and greenery.

A courtyard with two green lounge chairs, a palm tree, and a building with a white facade and lattice window design.

2. Simonton Court Historic Inn & Cottages

Historic Seaport, 0.2 km from Sloppy Joe's Bar

Robin

฿5,950

฿6,693 total

includes taxes & fees

23 Sept - 24 Sept

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

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 neon sign for Orchid Key Inn with a 'VACANCY' sign below it.

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.

3. Orchid Key Inn - Adults Only

Uptown - Upper Duval, 1.1 km from Sloppy Joe's Bar

Nicholas

฿5,335

฿6,002 total

includes taxes & fees

27 Sept - 28 Sept

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

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

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

4. The Conch House Heritage Inn

Old Town Key West, 1.1 km from Sloppy Joe's Bar

John

฿4,627

฿5,205 total

includes taxes & fees

29 Sept - 30 Sept

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

A colonial-style building with a porch, surrounded by lush tropical vegetation.

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

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

5. The Gardens Hotel

Downtown Key West, 0.7 km from Sloppy Joe's Bar

Robert

฿7,447

฿8,378 total

includes taxes & fees

30 Sept - 1 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 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.

A narrow room with a bed, a potted plant, and a window with blinds.

6. Alexander's Guesthouse - Adult Exclusive

Old Town Key West, 1 km from Sloppy Joe's Bar

Nestor

฿7,204

฿9,471 total

includes taxes & fees

27 Sept - 28 Sept

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

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

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.

7. The Marquesa Hotel

Old Town Key West, 0.4 km from Sloppy Joe's Bar

Darrell

฿7,600

฿10,419 total

includes taxes & fees

23 Sept - 24 Sept

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

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

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

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

8. Key West Villas

Downtown Key West, 0.7 km from Sloppy Joe's Bar

Margaret

฿8,645

฿9,726 total

includes taxes & fees

15 Oct - 16 Oct

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

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

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.

An outdoor seating area with a modern fire feature, surrounded by lush greenery and palm trees.

9. H2O Suites - Adults Only

Uptown - Upper Duval, 1.4 km from Sloppy Joe's Bar

Kourosh

฿9,273

฿12,676 total

includes taxes & fees

27 Sept - 28 Sept

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

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

A wooden deck with lush greenery and a pool area.

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

10. Douglas House - Adults Only

Uptown - Upper Duval, 1.2 km from Sloppy Joe's Bar

michael

฿3,391

฿4,196 total

includes taxes & fees

24 Sept - 25 Sept

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

A lush garden with a variety of tropical plants and a paved walkway.

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

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

11. Duval House

Downtown Key West, 0.9 km from Sloppy Joe's Bar

Anne

฿3,291

฿4,417 total

includes taxes & fees

27 Sept - 28 Sept

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

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

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 cozy room with a wicker chair, a small table with a bottle and glasses, and a view of a yellow room through an open door.

12. Tropical Inn

Downtown Key West, 0.9 km from Sloppy Joe's Bar

Molly

฿3,206

฿4,438 total

includes taxes & fees

27 Sept - 28 Sept

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 garden with a pond, rocks, and various plants.

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

13. Island City House Hotel

Historic Seaport, 0.5 km from Sloppy Joe's Bar

Osvaldo

฿5,110

฿5,749 total

includes taxes & fees

23 Sept - 24 Sept

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

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

A two-story building with a porch, a sign reading "The Grand Guesthouse," and a purple flag.

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

14. The Grand Guesthouse

Old Town Key West, 1.4 km from Sloppy Joe's Bar

Alissa

฿3,750

฿5,049 total

includes taxes & fees

23 Sept - 24 Sept

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

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

A poolside area with lounge chairs, a covered seating area, and a small pool.

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

15. The Mermaid & Alligator

Old Town Key West, 1.1 km from Sloppy Joe's Bar

Brian

฿5,983

฿6,731 total

includes taxes & fees

28 Sept - 29 Sept

A pool area with lounge chairs and palm trees.

A sign for Santa Maria Resort surrounded by lush greenery and palm trees.

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

A hotel named "Santa Maria" with a prominent illuminated sign, a glass entrance, and a view of the ocean.

16. Santa Maria Suites

Uptown - Upper Duval, 1.6 km from Sloppy Joe's Bar

Anthony

฿9,273

฿12,676 total

includes taxes & fees

27 Sept - 28 Sept

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

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

A breakfast table with a variety of food items, including fruits, pastries, and a coffee mug.

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

17. Westwinds Inn

Historic Seaport, 0.7 km from Sloppy Joe's Bar

Tricia

฿3,864

฿4,347 total

includes taxes & fees

23 Sept - 24 Sept

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

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

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

The exterior of the Silver Palms Inn with a two-story structure, a green awning over the entrance, and a palm tree to the right.

18. Silver Palms Inn & Historic Homes

Old Town Key West, 1.2 km from Sloppy Joe's Bar

sam

฿2,662

฿5,239 total

includes taxes & fees

23 Sept - 24 Sept

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

A room with a bed, a desk, a chair, a lamp, a painting of a boat on water, and a view of the sea.

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

A yellow building with a door marked '7'.

19. Alexander Palms Court

Casa Marina, 1.6 km from Sloppy Joe's Bar

Andrew

฿3,964

฿4,459 total

includes taxes & fees

23 Sept - 24 Sept

A large, ornate hotel with a pool, palm trees, and a view of the ocean.

A balcony with white railings and a table, overlooking a beach with palm trees and a clear blue sky.

A large, two-story house with a prominent tower and a covered porch.

A grand staircase with ornate railings and a chandelier.

20. Southernmost House - Adult Exclusive

Uptown - Upper Duval, 1.6 km from Sloppy Joe's Bar

yessy

฿4,630

฿9,416 total

includes taxes & fees

6 Oct - 7 Oct

View all properties

Compare popular hotels close to Sloppy Joe's Bar

Property	Property class	Guest rating
Almond Tree Inn Hotel - Adults Only	10.0 Exceptional 1,006 reviews	View
Simonton Court Historic Inn & Cottages	9.8 Exceptional 1,000 reviews	View
Orchid Key Inn - Adults Only	9.8 Exceptional 1,002 reviews	View
The Conch House Heritage Inn	9.8 Exceptional 189 reviews	View
The Gardens Hotel	9.8 Exceptional 1,004 reviews	View

Top Sloppy Joe's Bar Hotel Reviews

Ambrosia Key West

10/10 Excellent

"Loved that ours dogs could enjoy the property. The guests were all friendly sitting around the pool. The room was pretty and smelled good!"

La Concha Key West, Autograph Collection

10/10 Excellent

"Overall an excellent stay. Pool is somewhat small but nice. Staff is overall top notch. Location is about as good as you can get if your plan is to hang in Old Town. Would definitely recommend."

The Cabana Inn Key West - Adults Only

10/10 Excellent

"Great stay. Clean and well Maintained. Friendly staff."

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent

"The room was clean and decorated for the keys. Breakfast was amazing. Take advantage of that. The location is great for getting to so many hotspots."

Ridley House - Key West Historic Inns

10/10 Excellent

"4th time we have stayed here and you can’t beat the location, pool with 3pm free sangria is a awesome break in the heat of the day. Highly recommend"

Opal Key Resort & Marina, Key West

10/10 Excellent

"Always love staying at the Opal."

Amsterdam's Curry Mansion Inn

10/10 Excellent

"The Curry is so convenient to everyiwe want to do while in Key West."

The Marquesa Hotel

10/10 Excellent

"Fabulous room with the most comfortable bed and pillows. Staff were so friendly and helpful. The pool area cosy and welcoming. Oasis of paradise. Overall our stay at this hotel was fabulous. Mark on reception was very welcoming."

Hyatt Vacation Club at Sunset Harbor, Key West

10/10 Excellent

"Staff: friendly, attentive and professional. Location : excellent. Cleanliness: impeccable, very clean, Overall experience: exceptional, wonderful, highly recommended."

Other attractions near Sloppy Joe's Bar

A two-story house with green shutters and a wooden balcony.

Audubon House and Tropical Gardens

8.8/10 (378 reviews)

Visit a house named after famed naturalist John James Audubon. Learn the history of why the house came to be here.

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A large cruise ship docked at a pier with palm trees and a clear sky.

Mallory Dock

8.8/10 (1,152 reviews)

You can find the perfect gifts to bring home at Mallory Dock during your trip to Key West. Wander the area's seaside or simply enjoy one of its lively bars.

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A historic building with a tall tower, palm trees, and a vintage trolley.

Key West Shipwreck Museum

8.6/10 (361 reviews)

This interactive museum is home to unbelievable relics pulled from the bottom of the sea and a watchtower with views across the Gulf of Mexico.

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Papa's Pilar Rum Distillery Hemingway Rum Company

You can take time to visit Papa's Pilar Rum Distillery Hemingway Rum Company during your travels to Key West. In the area, take in the great live music and beautiful sunsets.

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Roy John-Karl Gallery

You can spend time browsing the exhibits at Roy John-Karl Gallery in Key West. Stroll along the area's seaside or simply savour its lively bars.

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Heritage House Museum

8.4/10 (8 reviews)

You can spend an afternoon exploring the galleries in Heritage House Museum during your travels in Key West. Discover the area's beautiful sunsets and lively bars.

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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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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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Frequently asked questions

What's the area like around Sloppy Joe's Bar?

Sloppy Joe's Bar is located in Key West. Travellers love the area for its bar scene, cycling and great live music scene. If you're looking for a convenient place to stay, take a look at the 1575 hotels and other accommodation options you'll find within a mile.

What's the best hotel to stay near Sloppy Joe's Bar?

Adjacent to Sloppy Joe's Bar, Pier House Resort & Spa is one of the top choices for your stay based on our traveller data, and this resort offers a full-service spa and a private beach. Other good choices within a short distance include Hyatt Centric Key West Resort and Spa and La Concha Key West, Autograph Collection.

How many hotels will I find near Sloppy Joe's Bar?

Expedia has 1575 hotels and other accommodation options within a mile from Sloppy Joe's Bar.

If I need to cancel the hotel reservation for my stay near Sloppy Joe's Bar, will I receive a refund?

Yes! Most hotel bookings are fully refundable if you cancel before the hotel's cancellation deadline, which is often 24 or 48 hours before the scheduled arrival. If you have a reservation that's non-refundable, you might be able to cancel it and receive a refund within a 24-hour period of booking. Add dates, click "Search", then you can filter by "fully refundable" to view the top deals on offer near Sloppy Joe's Bar.

What can I see and do near Sloppy Joe's Bar?

Mel Fisher Maritime Museum, Harry S. Truman Little White House and Florida Keys Eco - Discovery Center 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 Fort Zachary Taylor Historic State Park are monuments to see when you're exploring the area around Sloppy Joe's Bar. You can catch a show at Red Barn Theater, Waterfront Playhouse and Key West Film Society.

Search Hotels Near Sloppy Joe's Bar, Key West

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

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Our top choices for Sloppy Joe's Bar hotels

1. Almond Tree Inn Hotel - Adults Only

2. Simonton Court Historic Inn & Cottages

3. Orchid Key Inn - Adults Only

4. The Conch House Heritage Inn

5. The Gardens Hotel

6. Alexander's Guesthouse - Adult Exclusive

7. The Marquesa Hotel

8. Key West Villas

9. H2O Suites - Adults Only

10. Douglas House - Adults Only

11. Duval House

12. Tropical Inn

13. Island City House Hotel

14. The Grand Guesthouse

15. The Mermaid & Alligator

16. Santa Maria Suites

17. Westwinds Inn

18. Silver Palms Inn & Historic Homes

19. Alexander Palms Court

20. Southernmost House - Adult Exclusive

Compare popular hotels close to Sloppy Joe's Bar

Top Sloppy Joe's Bar Hotel Reviews

Ambrosia Key West

La Concha Key West, Autograph Collection

The Cabana Inn Key West - Adults Only

Winslow's Bungalows - Key West Historic Inns

Ridley House - Key West Historic Inns

Opal Key Resort & Marina, Key West

Amsterdam's Curry Mansion Inn

The Marquesa Hotel

Hyatt Vacation Club at Sunset Harbor, Key West

Other attractions near Sloppy Joe's Bar

Audubon House and Tropical Gardens

Mallory Dock

Key West Shipwreck Museum

Papa's Pilar Rum Distillery Hemingway Rum Company

Roy John-Karl Gallery

Heritage House Museum

Hellings House Museum

Red Barn Theater

Frequently asked questions