Top B&B in Key West, FL

A sign for the Key West Museum of Art & History at the Custom House.

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B&B in Key West

A building with a white exterior, a large red awning, and a gated entrance.

A paved pathway lined with various plants and trees, leading to a building with a beige exterior.

A pool area with lounge chairs and a lifebuoy.

A small, enclosed porch with a chair and a table, surrounded by lush greenery and a white lattice fence.

1. Authors of Key West Guest House

Key West Historic District

$169

$190 total

includes taxes & fees

Oct 27 - Oct 28

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

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.

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

2. Heron House - Adult Only

Old Town Key West

$175

$232 total

includes taxes & fees

Oct 25 - Oct 26

A bottle of Marc's Reserve 12 FL. OZ. on a coaster with a metal table.

A front door with purple shutters, a small porch, and a doormat with 'The Artist House Circa 1890' text.

A potted yellow orchid plant in a garden setting with a brick pathway, palm trees, and a white building in the background.

A pool with a lion head sculpture in the center.

3. Artist House Key West

Key West Historic District

$205

$230 total

includes taxes & fees

Nov 9 - Nov 10

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

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

4. Duval House

Old Town Key West

$169

$212 total

includes taxes & fees

Oct 25 - Oct 26

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.

5. Caribbean House

Old Town Key West

$156

$200 total

includes taxes & fees

Oct 26 - Oct 27

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.

6. Tropical Inn

Old Town Key West

$203

$253 total

includes taxes & fees

Oct 29 - Oct 30

A pool area with a brick patio, potted plants, and a covered seating area.

A house with a porch, a sign reading "Garden House," and a number "329" on the door.

A view through a glass door with a metal handle, leading to a white fence and a blue car parked outside.

A white picket fence, a palm tree, and a sign reading "Garden House Key West".

7. The Garden House

Key West Historic District

$106

$141 total

includes taxes & fees

Oct 26 - Oct 27

A wooden deck with wicker furniture and a white railing, surrounded by lush tropical vegetation.

A swimming pool with a white picket fence, surrounded by lounge chairs and potted plants.

A two-story building with a white picket fence, palm trees, and a clear blue sky.

A pathway leading to a building with a white facade, surrounded by lush greenery and palm trees.

8. Weatherstation Inn

Old Town Key West

$259

$291 total

includes taxes & fees

Nov 1 - Nov 2

A poolside area with lounge chairs, a small pool, and a white building with a balcony.

A pool area with lounge chairs, a hot tub, and a deck with a railing.

A reception area with a wooden reception desk, a brown leather couch, and a mural of palm trees on the wall.

A white building with a sign reading "The StarCare Inn" and a "No Vacancies" sign.

9. Seascape Tropical Inn - Adult Exclusive

Old Town Key West

$190

$264 total

includes taxes & fees

Nov 1 - Nov 2

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

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.

A living room with a sofa, a glass coffee table, a TV, and a painting on the wall.

10. The Conch House Heritage Inn

Old Town Key West

$286

$321 total

includes taxes & fees

Oct 25 - Oct 26

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

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.

A hotel room with a bed, a nightstand, a chair, a small table, and a ceiling fan.

11. Ambrosia Key West

Old Town Key West

$256

$287 total

includes taxes & fees

Oct 26 - Oct 27

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

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

12. The Gardens Hotel

Old Town Key West

$359

$404 total

includes taxes & fees

Oct 26 - Oct 27

A pool area with lounge chairs, a staircase leading to a house, and lush greenery.

A building with a covered entrance, surrounded by dense foliage.

A bakery display with various pastries and desserts, including cakes and muffins, covered with glass domes.

A glass-top table with wicker chairs, a potted plant, and a bamboo fence in a covered outdoor area.

13. Andrews Inn & Garden Cottages

Old Town Key West

$294

$357 total

includes taxes & fees

Oct 19 - Oct 20

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

A sign for Marrero's Guest Mansion in Key West, FL, by Verdigris Hotels.

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

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

14. Marrero's Guest Mansion

Old Town Key West

$354

$398 total

includes taxes & fees

Oct 25 - Oct 26

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Top neighborhoods in Key West

A large red brick building with arched windows and a prominent entrance.

A lighthouse, a white building with green shutters, and a small white structure with a wooden roof.

A white lighthouse with a black top, a white building with green shutters, and a palm tree.

A white lighthouse, a white building with green shutters, and a white picket fence.

A white lighthouse with a black top, surrounded by lush green trees and a white picket fence.

Old Town Key West

Old Town, the historic heart of Key West, boasts a central business district and numerous tourist attractions. Explore the Key West Aquarium, Ernest Hemingway House, Mallory Square, and more in this vibrant area.

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A row of pastel-colored houses with white railings and a clear blue sky.

A marina with yachts docked, a prominent red building, and a coastal cityscape in the background.

A white church with a bell tower and a large arched entrance.

A historic street with ornate buildings, including a church with twin spires and a building with a balcony.

A person skydiving over a coastal landscape with clear turquoise waters, green vegetation, and a road.

New Town

New Town gives you a quieter slice of Key West living away from the tourist crowds. This peaceful residential area offers wide streets for strolling and a glimpse into authentic island life. Nearby Smathers Beach and the Key West Tropical Forest provide natural escapes when you need a break from the bustle. Budget-friendly chain hotels and vacation rentals make this area wallet-friendly for longer stays. Cuban-American eateries and family restaurants offer affordable meals, while shopping plazas with grocery stores help you feel right at home. A car is handy, but free parking is plentiful throughout the neighborhood.

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

A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.

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

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

A coastal town with a prominent building featuring a blue awning, a chicken shack, and a store with colorful merchandise.

Downtown Key West

Downtown Key West dazzles with its historic charm and non-stop energy. Wander Duval Street's lively scene, visit Hemingway's famous six-toed cat sanctuary, or catch the sunset celebration at Mallory Square where fire-breathers and musicians perform against stunning Gulf backdrops. The neighborhood's Victorian mansions with gingerbread trim and weathered coral stone churches create a unique tropical atmosphere. The area serves up fresh seafood from casual waterfront joints to upscale restaurants. Most attractions sit within a walkable six-block radius, though you can hop on the Conch Tour Train when your feet need a break. Boutique hotels and historic inns with tropical courtyards offer charming places to crash after experiencing the legendary bar scene.

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A white lighthouse surrounded by lush greenery and a white picket fence.

A wooden sign for Ernest Hemingway Home with admission prices and operating hours.

A white lighthouse with a black top, surrounded by lush green trees and a clear blue sky.

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

Key West Historic District

Old Town Key West boasts a rich history with 2485 historic buildings, and is home to popular attractions like Ernest Hemingway House and Mallory Square. Enjoy the lively atmosphere in the central business district.

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A colorful monument with text indicating it is the Southernmost Point of the Continental U.S.A. in Key West, Florida.

A vintage red bus with 'Old Town Trolley Tours' written on it, parked on a paved area with people around.

A large sculpture with text indicating it is the Southernmost Point of the Continental U.S.A. and 90 miles to Cuba.

A colorful marker labeled 'Southernmost Point' in Key West, FL, with a view of the ocean in the background.

Uptown - Upper Duval

Key West's Uptown - Upper Duval neighborhood has a host of places to visit such as Duval Street and Florida Keys Beaches.

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Top landmarks in Key West

Duval Street

9.2/10 (20,928 reviews)

If you want to give your credit card some exercise, head out to Duval Street, a popular place for shoppers in Key West Historic District. Splash some more cash at Mallory Dock and We Cycle Key West.

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Mallory Square

9.2/10 (15,939 reviews)

Mallory Square is worth passing through for a few pics when in Key West Historic District. Why not take a stroll along the beaches and watch the sunset while you're here?

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Southernmost Point

8.8/10 (17,214 reviews)

If you're planning a bit of sightseeing head to Southernmost Point— just one of the monuments in Old Town Key West. Why not take a stroll along the beaches and watch the sunset while you're here?

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A beach with white sand, palm trees, and a building in the background.

Smathers Beach

8.4/10 (8,320 reviews)

Whether you want to collect beach glass or watch the sunset, Smathers Beach is a spot you might want to check out, located 1.7 mi (2.8 km) from central Key West. If you want to continue walking by the waves, head to Clarence S. Higgs Memorial Beach Park located nearby.

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Ernest Hemingway Home and Museum

9.2/10 (8,543 reviews)

Ernest Hemingway Home and Museum is just one of the attractions in Old Town Key West, Key West so you might want to stop by during your trip. Why not take a stroll along the beaches and watch the sunset while you're here? If you want to experience more of the culture Key West has to offer, head to Key West Lighthouse and Keeper's Quarters Museum, Duval Street, and Key West Butterfly and Nature Conservatory.

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A coastal fortification with a staircase leading to a higher platform, overlooking the sea.

Fort Zachary Taylor Historic State Park

9.0/10 (4,544 reviews)

Fort Zachary Taylor Historic State Park is 0.6 mi (1 km) from central Key West, why not stop by during your stay. Why not take a stroll along the beaches and watch the sunset while you're here?

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South Beach

8.4/10 (5,461 reviews)

If being by the water is a major draw, South Beach is a spot you might want to check out, located 0.7 mi (1.1 km) from central Key West. Catch the sunset by the shore at Simonton Beach, just a short walk away.

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Learn more about Key West

Hemingway's ghost still haunts the bars where he once drank, while roosters strut through streets with more confidence than tourists. At Mallory Square, sunset becomes theater as fire-jugglers and troubadours compete for attention. The Southernmost Point buoy draws selfie-seekers, though locals know the actual southernmost spot lies elsewhere. Tour the author's six-toed-cat-filled home before cooling off with key lime pie that sparks debates about meringue versus whipped cream. Snorkel at Fort Zachary Taylor, then wander Duval Street where T-shirt shops give way to sophisticated galleries. The Truman Little White House reveals presidential history, while the nightly parade of characters proves that in Key West, being normal is the only real sin.

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About the destination

Visitors speak favorably about all that Key West has to offer, including its seaside, live music, bars, and festivals. Activities like biking give you a chance to enjoy the outdoors while you're in town. Beachcombers can spend the day at Florida Keys Beaches when the weather is nice. While you're here, make time to enjoy other sights such as Duval Street.