Guest Houses in Key West

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Guest Houses in Key West

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

A hotel room with a bed, a wooden floor, a seating area with a table and chairs, and a view of greenery outside.

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.

1. Douglas House - Adults Only

Old Town Key West

$163

$201 total

includes taxes & fees

Oct 27 - Oct 28

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

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.

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

2. The Grand Guesthouse

Old Town Key West

$174

$221 total

includes taxes & fees

Oct 27 - Oct 28

A covered porch with wicker furniture, potted plants, and a sign for the "Office" at the Palm Hotel.

A pink building with a white door, a balcony with a white railing, and a view of a pool area.

A hotel with a white facade, multiple balconies, and lush tropical landscaping.

A compact kitchen with white cabinets, a microwave, and a small dining area with two wicker chairs.

3. The Palms Hotel

Old Town Key West

$175

$220 total

includes taxes & fees

Oct 25 - Oct 26

A breakfast setup with wine bottles, fruits, and pastries on a tray by a door with a view of a staircase and greenery.

A spacious kitchen with wooden cabinets and a dining area with a round table and chairs.

A pool area with lounge chairs, a wicker basket, and a staircase leading to an upper level.

A patio with sun loungers, a table with an umbrella, and potted plants.

4. The Cabana Inn Key West - Adults Only

Old Town Key West

$176

$243 total

includes taxes & fees

Oct 25 - Oct 26

A green house with a white porch, a flag, and a sign advertising a property for sale.

A room with a ceiling fan, an air conditioning unit, a window with blinds, a sofa with patterned cushions, a small round table, and a floor lamp.

A bathroom with a vanity, a mirror, and a window with blinds.

A covered porch with wicker furniture, potted plants, and a view of the house.

5. L'Habitation Guest House - Adults Only

Key West Historic District

$142

$160 total

includes taxes & fees

Oct 27 - Oct 28

A two-story building with a balcony, a flag, and a palm tree.

A covered outdoor area with a pool, wicker furniture, and a red umbrella.

6. The Independent Inn

Key West Historic District

$129

$183 total

includes taxes & fees

Oct 28 - Oct 29

A gated entrance with lush green foliage and a white picket fence.

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

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.

7. Coco Plum Inn

Old Town Key West

$308

$346 total

includes taxes & fees

Nov 1 - Nov 2

A gated entrance with a gazebo, palm trees, and a brick pathway leading to a building with a red roof.

A poolside area with lounge chairs and umbrellas, a bar, and a staircase leading to a house.

A bedroom with a large bed, wooden headboard, two bedside lamps, and a floral wall art piece.

A garden with a statue of two figures, lush greenery, and a building in the background.

8. Duval Inn

Old Town Key West

$209

$286 total

includes taxes & fees

Oct 25 - Oct 26

A covered outdoor seating area with wicker chairs and a glass table, overlooking a lush garden with palm trees and a pool.

A wooden door with a fire alarm, a white door with shutters, and a patterned carpet.

A covered outdoor area with wicker furniture, a pool, and surrounding palm trees.

A bedroom with a bed, nightstands, a ceiling fan, and a door with a window.

9. Curry House

Old Town Key West

$106

$283 total

includes taxes & fees

Nov 18 - Nov 19

A pool area with a blue table and chairs, surrounded by palm trees and a white building.

A covered patio area with a blue ceiling, a wooden fence, and a table with blue chairs.

A bedroom with a large bed, two bedside tables with lamps, a ceiling fan, and a window with blinds.

A spacious living room with hardwood flooring, a ceiling fan, a fireplace, and a television mounted on the wall.

10. Banana's Foster Guesthouse

Key West Historic District

$141

$322 total

includes taxes & fees

Nov 16 - Nov 17

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

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

11. The Mermaid & Alligator

Old Town Key West

$247

$278 total

includes taxes & fees

Oct 25 - Oct 26

A two-story building with a white picket fence, palm trees, and a sign that reads 'DUVAL GARDENS.'

A kitchen counter with a coffee maker, a bottle of champagne, and various fruits and pastries.

A porch with wicker chairs and a table, white railings, and a window with a view of a palm tree.

12. Duval Gardens - Adults Only

Old Town Key West

$184

$246 total

includes taxes & fees

Oct 25 - Oct 26

A wooden boardwalk leading to a beach with palm trees and a clear sky.

A grand hallway with ornate ironwork, a chandelier, and a wooden floor.

A grand room with a large wooden door, a fireplace with a mantelpiece, and a chandelier.

A large white building with a balcony, palm trees, and a brick pathway leading to the entrance.

13. Amsterdam's Curry Mansion Inn

Key West Historic District

$197

$222 total

includes taxes & fees

Oct 27 - Oct 28

A pool area with lounge chairs, a white fence, and tropical plants.

A two-story house with a balcony, a front porch with chairs, and a staircase leading to the upper level.

A row of bicycles with baskets parked under a tree.

A King Room at An Island Oasis with a large bed, dresser, and a mirror.

14. Wicker Guesthouse

Old Town Key West

$229

$258 total

includes taxes & fees

Oct 25 - Oct 26

A white building with green shutters, surrounded by a white picket fence and palm trees.

A dining area with a wooden table and chairs, a painting of a beach scene, and a kitchen area with a microwave and a refrigerator.

An outdoor patio area with a glass table, cushioned chairs, and a large umbrella.

A swimming pool with a tiled edge, surrounded by a patio area with chairs and an umbrella.

15. Kona Kai Oasis

Old Town Key West

$203

$229 total

includes taxes & fees

Oct 26 - Oct 27

A swimming pool with a blue mosaic wall and a waterfall feature.

A compact living space with a sofa bed, kitchenette, and a dining area.

A white building with a staircase leading to a door, surrounded by large tropical plants.

A bedroom with a bed, a ceiling fan, a window with blinds, a framed picture on the wall, and a nightstand with a lamp.

16. Colors on White

Old Town Key West

$249

$280 total

includes taxes & fees

Nov 18 - Nov 19

A pool area with a wooden deck, lounge chairs, and umbrellas.

A hotel sign with the text "The Key West Hotel" and "COME HIDE" in gold lettering.

An outdoor bar area with a thatched roof, multiple seating arrangements, and a pool in the background.

A wooden signboard with the text "The Key West Hotel" and "COME HIDE" on a brick pathway surrounded by lush greenery.

17. The Key West Hotel

Key West Historic District

$393

$515 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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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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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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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 sign for the Key West Museum of Art & History at the Custom House.

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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