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

Shopping Hotels in Key West

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Shopping Hotels in Key West

A dining table with plates of food, a drink, and a view of a pool and palm trees.

A hotel entrance with a palm tree-lined driveway, a vintage car, and a metal canopy structure.

A person standing by a window overlooking a beach with palm trees and the ocean.

A beach with a palm tree and two chairs.

1. Margaritaville Beach House Key West

Key West

$178

$263 total

includes taxes & fees

Oct 7 - Oct 8

A pool area with lounge chairs and palm trees, surrounded by boats and a sunset in the background.

A restaurant with wooden tables and chairs, a counter with seafood signs, and large windows.

A balcony with a wooden table and chairs, overlooking a swimming pool and palm trees.

A marina with boats docked, a swimming pool, and palm trees.

2. The Perry Hotel & Marina Key West

Stock Island

$129

$207 total

includes taxes & fees

Sep 27 - Sep 28

A wooden deck with wicker furniture and a glass balustrade overlooking a beach.

A beachside spa with two massage tables under a canopy, overlooking the sea and a pier.

A resort with a pool leading to a beach, surrounded by palm trees and white buildings.

A spacious lobby with green sofas, a coffee table, and a dining area.

3. Casa Marina Key West, Curio Collection by Hilton

Old Town Key West

$236

$333 total

includes taxes & fees

Sep 30 - Oct 1

A hotel with a swimming pool, balconies, and a view of the sea.

A beach wedding setup with white chairs, a wooden arch, and lanterns.

A spacious bar area with a wooden counter and green bar stools, a seating area with a sofa and chairs, and a dining area with a table set for two.

A balcony with a view of the ocean, a table, chairs, and a railing.

4. Hyatt Centric Key West Resort and Spa

Key West Historic District

$214

$310 total

includes taxes & fees

Sep 28 - Sep 29

A bedroom with a bed, bedside table, lamp, and a small kitchenette. There is a balcony with wicker chairs and a glass table.

A pool area with lounge chairs and umbrellas, surrounded by buildings with balconies and a clear blue sky.

A spacious living area with a wooden staircase, a ceiling fan, a TV, and a view of the beach through an open door.

A spacious living area with a gray sofa, wooden staircase, and a kitchen in the background.

5. Eden House

Key West Historic District

$127

$160 total

includes taxes & fees

Sep 28 - Sep 29

A beach with a wooden pier, palm trees, and beach umbrellas.

A modern bar area with a central island, white bar stools, and a view of the ocean.

A resort with a pool, lounge chairs, umbrellas, palm trees, and a view of the ocean.

An outdoor dining area with tables set for guests, overlooking a calm sea and a pier.

6. The Reach Key West, Curio Collection by Hilton

Old Town Key West

$199

$291 total

includes taxes & fees

Oct 1 - Oct 2

A white building with a covered patio area, surrounded by palm trees and a view of the ocean.

A sunset view with a thatched structure and a palm tree by a calm body of water.

A spacious living area with a flat-screen TV, a wooden coffee table, a sofa with colorful cushions, and a blue chair.

A dining area with a table and chairs, a ceiling fan, a television, and a window with a view of the outdoors.

7. Parmer's Resort

Summerland Key

$144

$194 total

includes taxes & fees

Oct 4 - Oct 5

A cozy room with a brown leather sofa, a white table, and a ceiling fan.

A compact kitchen with wooden beams, a dining area with white chairs, and a TV mounted on the wall.

A floating houseboat with a covered deck and seating area, docked at a marina.

A white building with a sloped roof, a balcony with blue chairs, and a yellow bird sculpture on the roof.

8. Old Wooden Bridge Resort and Marina

Punta Brisa

$100

$253 total

includes taxes & fees

Sep 27 - Sep 28

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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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