B&B in Key West

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Aug 14 - Aug 16
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Sep 4 - Sep 6
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Oct 2 - Oct 4

B&B in Key West

Caribbean House

Caribbean House
Old Town Key West
$136
$177 total
includes taxes & fees
Aug 13 - Aug 14
Caribbean House

Duval House

Duval House
Old Town Key West
$109
$144 total
includes taxes & fees
Aug 26 - Aug 27
Duval House

Heron House - Adult Only

Heron House - Adult Only
Old Town Key West
$119
$167 total
includes taxes & fees
Aug 11 - Aug 12
Heron House - Adult Only

Tropical Inn

Tropical Inn
Old Town Key West
$183
$230 total
includes taxes & fees
Aug 10 - Aug 11
Tropical Inn

Ambrosia Key West

Ambrosia Key West
Old Town Key West
$179
$201 total
includes taxes & fees
Aug 11 - Aug 12
Ambrosia Key West

Authors of Key West Guest House

Authors of Key West Guest House
Key West Historic District
$109
$123 total
includes taxes & fees
Aug 18 - Aug 19
Authors of Key West Guest House

Seascape Tropical Inn - Adult Exclusive

Seascape Tropical Inn - Adult Exclusive
Old Town Key West
$106
$170 total
includes taxes & fees
Aug 10 - Aug 11
Seascape Tropical Inn - Adult Exclusive

The Gardens Hotel

The Gardens Hotel
Old Town Key West
$224
$252 total
includes taxes & fees
Aug 17 - Aug 18
The Gardens Hotel

Weatherstation Inn

Weatherstation Inn
Old Town Key West
$179
$201 total
includes taxes & fees
Aug 11 - Aug 12
Weatherstation Inn

Artist House Key West

Artist House Key West
Key West Historic District
$131
$148 total
includes taxes & fees
Aug 19 - Aug 20
Artist House Key West

Marrero's Guest Mansion

Marrero's Guest Mansion
Old Town Key West
$249
$280 total
includes taxes & fees
Aug 10 - Aug 11
Marrero's Guest Mansion

The Conch House Heritage Inn

The Conch House Heritage Inn
Old Town Key West
$190
$213 total
includes taxes & fees
Aug 12 - Aug 13
The Conch House Heritage Inn

The Garden House

The Garden House
Key West Historic District
$94
$127 total
includes taxes & fees
Aug 10 - Aug 11
The Garden House

Andrews Inn & Garden Cottages

Andrews Inn & Garden Cottages
Old Town Key West
$235
$285 total
includes taxes & fees
Aug 10 - Aug 11
Andrews Inn & Garden Cottages

Suite Dreams Inn by the Beach

Suite Dreams Inn by the Beach
Old Town Key West
$140
$173 total
includes taxes & fees
Aug 10 - Aug 11
Suite Dreams Inn by the Beach
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Top neighborhoods in Key West

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.

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.

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.

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.

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.

Top landmarks in Key West

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

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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A sign reading "Welcome to Mallory Square" with an American flag, a red and white striped awning, and a statue of a man in a blue shirt and straw hat.

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

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

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 beach with people sunbathing, palm trees, and a multi-story building in the background.

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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