Top 10 Hotels Near Sloppy Joe's Bar in Key West for 2026

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

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, 1.1 km from Sloppy Joe's Bar

John

RM659

RM741 total

includes taxes & fees

30 Sept - 1 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 colonial-style building with a porch, surrounded by lush tropical vegetation.

2. The Gardens Hotel

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

Forrest

RM1,145

RM1,289 total

includes taxes & fees

26 Oct - 27 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 neon sign for Orchid Key Inn with a 'VACANCY' sign below it.

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.

3. Orchid Key Inn - Adults Only

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

Nicholas

RM659

RM741 total

includes taxes & fees

30 Sept - 1 Oct

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

A pathway flanked by lush green foliage leading to a gated entrance.

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

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

4. Simonton Court Historic Inn & Cottages

Historic Seaport, 0.2 km from Sloppy Joe's Bar

William

RM771

RM868 total

includes taxes & fees

29 Sept - 30 Sept

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

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

A garden with a pond, rocks, and various plants.

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

5. Island City House Hotel

Historic Seaport, 0.5 km from Sloppy Joe's Bar

Osvaldo

RM627

RM706 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 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.

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

6. Tropical Inn

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

Molly

RM394

RM545 total

includes taxes & fees

27 Sept - 28 Sept

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

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

7. Duval House

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

Christopher

RM441

RM583 total

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 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.

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

8. The Grand Guesthouse

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

Alissa

RM460

RM620 total

includes taxes & fees

27 Sept - 28 Sept

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

A wooden deck with lush greenery and a pool area.

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

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

9. Douglas House - Adults Only

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

michael

RM513

RM635 total

includes taxes & fees

5 Oct - 6 Oct

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

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

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.

10. The Mermaid & Alligator

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

Brian

RM734

RM826 total

includes taxes & fees

28 Sept - 29 Sept

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

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

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

A yellow building with a door marked '7'.

11. Alexander Palms Court

Casa Marina, 1.6 km from Sloppy Joe's Bar

Andrew

RM487

RM547 total

includes taxes & fees

27 Sept - 28 Sept

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

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.

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

12. Ambrosia Key West

Old Town Key West, 0.5 km from Sloppy Joe's Bar

Tricia

RM549

RM617 total

includes taxes & fees

27 Sept - 28 Sept

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

13. Westwinds Inn

Historic Seaport, 0.7 km from Sloppy Joe's Bar

Tricia

RM570

RM641 total

includes taxes & fees

27 Sept - 28 Sept

A gated entrance with lush green foliage 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 white colonial-style building with a balcony, surrounded by palm trees and a white picket fence.

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

14. Coco Plum Inn

Downtown Key West, 0.6 km from Sloppy Joe's Bar

Jake

RM548

RM616 total

includes taxes & fees

28 Sept - 29 Sept

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

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.

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

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

15. Silver Palms Inn & Historic Homes

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

sam

RM327

RM643 total

includes taxes & fees

28 Sept - 29 Sept

A poolside area with lounge chairs, umbrellas, and a pergola.

A wooden bench with a cushion and a small table, surrounded by bamboo plants and a wooden deck.

A living room with a spiral staircase, a sofa, a chair, a coffee table, and a view of an outdoor seating area.

A bright kitchen with white cabinetry, a white island, wicker pendant lights, and geometric patterned backsplash.

16. Ella's Cottages - Key West Historic Inns

Old Town Key West, 0.9 km from Sloppy Joe's Bar

tracy

RM1,020

RM1,354 total

includes taxes & fees

6 Oct - 7 Oct

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

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

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

A gated entrance with a blue metal gate, palm trees, and a building with a red roof in the background.

17. Southernmost House - Adult Exclusive

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

yessy

RM569

RM1,157 total

includes taxes & fees

18 Oct - 19 Oct

A covered porch with white railings, wooden benches, and a hanging light fixture.

A pool area with lounge chairs and a small palm tree.

A bedroom with a four-poster bed, a wicker chair, a wooden dresser, and a television.

A living room with a large mirror, a wicker chair, a television on a wooden cabinet, and a window with a view of palm trees.

18. Marrero's Guest Mansion

Downtown Key West, 0.4 km from Sloppy Joe's Bar

Michael

RM1,036

RM1,166 total

includes taxes & fees

29 Sept - 30 Sept

A wooden deck with wicker furniture, a white staircase, and a lush garden area.

A hotel room with a large bed, a view of a swimming pool, and a balcony with outdoor seating.

A hotel entrance with a sign reading "Heron House Office."

A bedroom with a large bed, a view of a swimming pool, and an open door leading to an outdoor seating area.

19. Heron House - Adult Only

Downtown Key West, 0.5 km from Sloppy Joe's Bar

Fernando

RM475

RM670 total

includes taxes & fees

27 Sept - 28 Sept

A bright green porch with hanging planters, a wooden chair, and a railing.

A bar area with a wooden counter, colorful decorations, and a sign with motivational ocean-themed text.

A marina with multiple boats docked, wooden pilings, and a dock with ropes.

20. Caribbean House

Bahama Village, 0.9 km from Sloppy Joe's Bar

David

RM411

RM564 total

includes taxes & fees

27 Sept - 28 Sept

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
The Gardens Hotel	9.8 Exceptional 1,002 reviews	View
Orchid Key Inn - Adults Only	9.8 Exceptional 1,003 reviews	View
Simonton Court Historic Inn & Cottages	9.8 Exceptional 1,001 reviews	View
Island City House Hotel	9.6 Exceptional 999 reviews	View

Top Sloppy Joe's Bar Hotel Reviews

Winslow's Bungalows - Key West Historic Inns

10/10 Excellent

"From before we arrived we already knew we chose the right place to stay! We had questions about parking our motorcycle on property and there was no hesitation to share information and also connect with us. The staff is great. We are recommending this location and properties to friends and family. Next time we’re in town, 100% this will be the place we stay. Location is great and the property is fun to explore. Thank you all for making our stay memorable!"

Simonton Court Historic Inn & Cottages

10/10 Excellent

"Staff was great rooms are older but quite charming. Would definitely stay again."

Pier House Resort & Spa

8/10 Good

"La ubicacion es excelente, solo que el hotel esta un poco dejado, le falta cariño, pero el personal es muy atento y hemos tenido una muy buena estancia en Key West,"

Southernmost Beach Resort and Guesthouses

10/10 Excellent

"The facility was beautiful and the amenities were great! just keep in mind it is a walk to the seaport and the main part of Duval, which became a little too far to walk back in forth, which we knew it would be a walk when we booked it."

Heron House - Adult Only

8/10 Good

"It was all about location for me"

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!"

The Cabana Inn Key West - Adults Only

10/10 Excellent

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

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.

Hotels near Sloppy Joe's Bar

Change your mind

Treat yourself

Be picky

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Sloppy Joe's Bar hotels

1. Almond Tree Inn Hotel - Adults Only

2. The Gardens Hotel

3. Orchid Key Inn - Adults Only

4. Simonton Court Historic Inn & Cottages

5. Island City House Hotel

6. Tropical Inn

7. Duval House

8. The Grand Guesthouse

9. Douglas House - Adults Only

10. The Mermaid & Alligator

11. Alexander Palms Court

12. Ambrosia Key West

13. Westwinds Inn

14. Coco Plum Inn

15. Silver Palms Inn & Historic Homes

16. Ella's Cottages - Key West Historic Inns

17. Southernmost House - Adult Exclusive

18. Marrero's Guest Mansion

19. Heron House - Adult Only

20. Caribbean House

Compare popular hotels close to Sloppy Joe's Bar

Top Sloppy Joe's Bar Hotel Reviews

Winslow's Bungalows - Key West Historic Inns

Simonton Court Historic Inn & Cottages

Pier House Resort & Spa

Southernmost Beach Resort and Guesthouses

Heron House - Adult Only

Ambrosia Key West

The Cabana Inn Key West - Adults Only

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