B&B in Key West

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B&B in Key West

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

1. Duval House

Old Town Key West

$99

$133 total

includes taxes & fees

Sep 16 - Sep 17

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

A spacious kitchen with a dining area, large windows, and a view of the outdoors.

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.

2. Authors of Key West Guest House

Key West Historic District

$84

$95 total

includes taxes & fees

Sep 28 - Sep 29

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.

3. Heron House - Adult Only

Old Town Key West

$116

$164 total

includes taxes & fees

Sep 14 - Sep 15

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

A bedroom with a bed, a ceiling fan, a window with blinds, a painting, and a nightstand with a lamp.

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.

4. Seascape Tropical Inn - Adult Exclusive

Old Town Key West

$119

$185 total

includes taxes & fees

Sep 25 - Sep 26

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

A patio area with white metal tables and chairs, surrounded by potted plants and palm trees.

A pool with a lion head sculpture in the center.

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

5. Artist House Key West

Key West Historic District

$115

$130 total

includes taxes & fees

Oct 1 - Oct 2

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

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

6. Ambrosia Key West

Old Town Key West

$152

$171 total

includes taxes & fees

Sep 27 - Sep 28

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

A brightly colored Caribbean house with a balcony, a sign indicating it's for rent, and bicycles parked outside.

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

7. Caribbean House

Old Town Key West

$119

$158 total

includes taxes & fees

Sep 14 - Sep 15

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

A porch with a white chair, a wooden door, and a small indoor dining area visible through the door.

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

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

8. The Garden House

Key West Historic District

$85

$117 total

includes taxes & fees

Sep 14 - Sep 15

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 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.

9. Tropical Inn

Old Town Key West

$109

$148 total

includes taxes & fees

Sep 14 - Sep 15

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

A breakfast tray with croissants, orange juice, and coffee on a table by a window with a view of a pool and greenery.

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

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

10. Weatherstation Inn

Old Town Key West

$169

$190 total

includes taxes & fees

Sep 15 - Sep 16

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.

11. The Gardens Hotel

Old Town Key West

$190

$214 total

includes taxes & fees

Sep 21 - Sep 22

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

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

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

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

12. The Conch House Heritage Inn

Old Town Key West

$178

$200 total

includes taxes & fees

Sep 29 - Sep 30

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 pool area with lounge chairs and a small palm tree.

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.

13. Marrero's Guest Mansion

Old Town Key West

$219

$246 total

includes taxes & fees

Sep 23 - Sep 24

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.

14. Andrews Inn & Garden Cottages

Old Town Key West

$200

$243 total

includes taxes & fees

Sep 15 - Sep 16

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Top neighborhoods in Key West

A white lighthouse with a small adjacent building, surrounded by lush green trees and a clear blue sky.

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

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

A street lined with colorful historic buildings, a clear blue sky, and a motorcyclist riding down the road.

A red trolley with passengers, a motorcyclist, and palm trees in the background.

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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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.

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

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 cozy library with wooden furniture, bookshelves, and a deer head on the wall.

A white tower with a door, surrounded by trees and a picnic table.

A coastal town with a cruise ship docked, lush greenery, and a clear blue sky.

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

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 city trolley with "Lowest Prices" and "Trolley Tours" advertisements.

A colorful pole with the text "90 Miles to Cuba" and "Southern" on it.

A coastal resort with white buildings, palm trees, and a clear blue sky.

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

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 We Cycle Key West and Mallory Dock.

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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 brick corridor with arched ceilings and benches.

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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A beachside resort with palm trees, a large white building, and a checkered pattern on the sand.

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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A sunny street lined with historic buildings, a 'ONE WAY' sign, and a flagpole with flags.

Find out more about Key West

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.

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