Apartments in Key West

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Apartments in Key West

A white house with a porch, surrounded by tropical plants and a stone pathway.

A compact living space with a kitchenette, a sofa, a dining area with chairs, and a large window.

A compact kitchen with white cabinets, a refrigerator, a microwave, and a dining area with a table and chairs.

A narrow outdoor patio with a tiled floor, a wooden fence, and a blue building with a white door.

1. New The Cottage at James House

Key West Historic District

$272

$439 total

includes taxes & fees

Oct 1 - Oct 2

A porch with a white railing, a pink door, and a white fence.

A patio area with a brick floor, white Adirondack chairs, and a green wall with climbing plants.

A kitchen with white cabinets, a dining table with chairs, a ceiling fan, and large windows.

A swimming pool with a tiled edge, surrounded by a wooden deck, white chairs, and potted plants.

2. New Rose Petal Petite Suite - Pool Parking

Key West Historic District

$250

$461 total

includes taxes & fees

Sep 25 - Sep 26

A modern kitchen with white cabinets, stainless steel appliances, and a wooden door.

A two-story house with a porch, surrounded by a green fence and dense foliage.

A compact hotel room with a bed, a desk with two chairs, a kitchenette, and a TV.

A narrow brick pathway leading to a gated entrance with a sign reading "533 Caroline The Bartlum".

3. The Bartlum Luxury Studio In Prime Location

Key West Historic District

$208

$479 total

includes taxes & fees

Sep 27 - Sep 28

A covered porch with a table and chairs, overlooking a street with houses and cars.

A narrow pathway leading to a gated entrance surrounded by lush greenery and palm trees.

A two-story white house with a balcony, surrounded by lush greenery and palm trees.

A modern living room with a white table and chairs, a sofa, and a bed in the adjacent room.

4. Banana Split by Brightwild Pool Grill

Key West Historic District

$196

$439 total

includes taxes & fees

Sep 29 - Sep 30

A white house with a porch, palm trees, and a white picket fence.

A hotel room with a large bed, a ceiling fan, a mirror, and a door leading to another room.

A modern living room with a sofa, coffee table, and TV.

A modern kitchen with white cabinets, a central island with stools, a microwave, and a stove.

5. Mesa House Uno by Brightwild Perfect Location

Key West Historic District

$270

$549 total

includes taxes & fees

Sep 29 - Sep 30

A wooden boardwalk leading to a building with a green roof, surrounded by palm trees and a body of water.

A compact kitchen with a central island, a dining area with wicker furniture, and a view of the outdoors.

A modern kitchen with a central island, bar stools, and a dining area with a lamp.

6. The Grenada Suite Pool View Private Balcony

Key West

$247

$576 total

includes taxes & fees

Sep 30 - Oct 1

A view through white blinds of a swimming pool area with a hot tub, surrounded by palm trees and a white fence.

A living room with a sofa, armchair, and a TV stand with a flat-screen TV.

A single-story house with a porch and a small staircase leading to the front door.

A house with a beige exterior, white porch railing, and a number '832' on a post.

7. Poolside Retreat by Brightwild Cottage w Pool

Old Town Key West

A modern kitchen with a large island, a built-in sink, and a dining area with a blue sofa and chairs.

A kitchen with white cabinets, a central island with bar stools, and a microwave above the island.

A living room with a blue sofa, a white coffee table, and a kitchen area with a bar counter and white bar stools.

A hotel room with a large bed, two bedside tables with lamps, a ceiling fan, and a view of the outdoors through sheer curtains.

8. Tortuga Suite Sparkling Pool Hot Tub

Key West

$222

$548 total

includes taxes & fees

Sep 24 - Sep 25

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

A spacious loft-style apartment with a high ceiling, exposed beams, and a kitchen area with a stone backsplash.

A compact kitchen with a wooden countertop, built-in appliances, and a stone backsplash.

9. Sky Loft by Brightwild Penthouse in Prime Spot

Old Town Key West

$300

$537 total

includes taxes & fees

Sep 29 - Sep 30

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

A modern kitchen with white cabinets, a central island, and a chandelier.

A hotel with a swimming pool, lounge chairs, and a thatched-roof structure.

10. Island Time Gorgeous Condo Steps To The Beach

Key West

$246

$628 total

includes taxes & fees

Sep 28 - Sep 29

A balcony with a wicker sofa and a palm tree, overlooking a street with buildings and a CVS store.

A living room with a dark leather couch, a small table with a plant, a flat-screen TV, and a dining area with a yellow chair and white table.

A narrow hallway with wooden paneling and a central walkway.

A spacious attic bedroom with a large bed, wooden flooring, and a sloped ceiling.

11. Duval Dream Loft by Brightwild Right on Duval

Old Town Key West

$396

$824 total

includes taxes & fees

Sep 29 - Sep 30

A pool area with a washing machine, chairs, and an umbrella.

A front view of a house with a stacked washer and dryer unit against a white exterior wall.

A single-story house with a front porch, a small staircase, and a white fence.

A spacious kitchen with a large island, wooden cabinets, and a ceiling fan.

12. Poolside Suite by Brightwild Pvt Pool Parking

Old Town Key West

$316

$688 total

includes taxes & fees

Oct 1 - Oct 2

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

A wooden fence with a gate, a pathway, and a house in the background.

A white picket fence, a porch, and a door with a window.

A hallway with white doors, one of which has a 'no smoking' sign.

13. Sea Breeze by Brightwild Off-street Parking

Old Town Key West

$335

$729 total

includes taxes & fees

Oct 5 - Oct 6

A modern living room with a leather sofa, a dining table, and a staircase leading to another level.

A bedroom with a bed, a TV, a desk, and a window.

A hallway with a white door, a lamp, and two paintings on the wall.

A two-story building with a balcony, storefronts, and a bicycle parked in front.

14. The Collins on Duval by Brightwild

Old Town Key West

$415

$846 total

includes taxes & fees

Sep 29 - Sep 30

A spacious living room with a wooden ceiling, large windows, a blue sofa, and a wooden coffee table.

A bedroom with a large bed, a view through a sliding glass door, and a colorful rug.

A library with multiple bookshelves filled with books.

A modern living room with a sectional sofa, wooden beams, and a black rug.

15. Kamp by Brightwild Rooftop Penthouse On Duval

Old Town Key West

$395

$842 total

includes taxes & fees

Sep 24 - Sep 25

A dining area with a wooden table and chairs, a blue sofa, and a view of the outdoors through a glass door.

A compact kitchen with a dishwasher, double sink, and a coffee maker.

A bedroom with two beds, a ceiling fan, a TV, and a balcony with a view of greenery.

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

16. Sunnyside Up by Brightwild Pool Parking

Old Town Key West

$465

$855 total

includes taxes & fees

Sep 27 - Sep 28

A cozy living area with a sofa, a dining table with chairs, and a television mounted on the wall.

A modern kitchen with white cabinets, stainless steel appliances, and a wooden ceiling.

A front entrance with a wooden door, a mailbox, and a number '219' on the wall.

A narrow hallway with a wooden table and chairs, white doors, and framed artwork on the walls.

17. Commodore s Cove by Brightwild Epic Location

Key West Historic District

$457

$1,111 total

includes taxes & fees

Sep 28 - Sep 29

A spacious living room with a high ceiling, a dining area with a wooden table and blue chairs, and a cozy seating area with a sofa and armchairs.

A bedroom with a bed, a desk, chairs, a ceiling fan, and a TV.

A two-story building with a balcony and a blue awning.

A white porch with a railing, potted plants, and outdoor seating.

18. Sky Suite on Duval by Brightwild Condo w Balcony

Old Town Key West

$473

$897 total

includes taxes & fees

Sep 28 - Sep 29

A covered porch with two black chairs and a table, white building with a door and windows, and palm trees in the background.

A compact kitchen with a built-in microwave, stove, and oven, a small island with bar stools, and a decorative lobster on the wall.

A white house with a porch, palm trees, and a car parked in front.

A compact living space with a kitchen, dining area, and a seating area.

19. Mesa House Dos by Brightwild Unreal Location

Key West Historic District

$396

$950 total

includes taxes & fees

Sep 29 - Sep 30

A living room with two sofas, a coffee table, and a red bean bag.

A wooden hallway with a bench, a door, and a painting on the wall.

A wooden staircase with a Coors Light banner, a white door, and a sign stating 'No Grumpy Attitude'.

A patio with a table and chairs, a grill, and a wooden deck.

20. Seaport Suite by Brightwild 2nd Story Hideaway

Key West Historic District

$475

$1,132 total

includes taxes & fees

Sep 29 - Sep 30

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Top neighborhoods in Key West

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

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.

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.

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 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 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 Mallory Dock and We Cycle Key West.

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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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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 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 vintage typewriter on a wooden table with a notebook and pen beside it.

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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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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