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Old Town Key West, the historic heart of Key West, Florida, offers a charming and vibrant atmosphere for travelers seeking a unique getaway. Known for its rich history and stunning architecture, Old Town is home to the Key West Historic District, which features over 2,400 historic buildings. Visitors can explore the picturesque streets lined with colorful conch-style houses and lush tropical gardens. The best neighborhoods to stay in include the bustling Duval Street area, known for its lively nightlife and dining options, and the serene Truman Annex, offering a more tranquil experience. Top attractions in Old Town Key West include the Ernest Hemingway Home and Museum, the Southernmost Point Buoy, and Mallory Square, famous for its nightly sunset celebrations. Whether you're looking for cultural experiences or simply a relaxing beachside retreat, Old Town Key West has something for everyone.

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Beach House Condo by Avantstay Communal Pool Gated Community Great Location Week Long Stays
Full StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Cottage in Old Town Key West, Key West · 0.53 mi from centre

Located in Key West (Old Town Key West), this cottage is within a 10-minute walk of Duval Street and Ernest Hemingway Home and Museum. This cottage is 0.6 mi (0.9 km) from Fort Zachary Taylor Historic State Park and 0.7 mi (1.1 km) from Mallory Square.

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The Cozy Starfish by Last Key Realty
Full StarFull StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Holiday home in Old Town Key West, Key West · 0.53 mi from centre

The Cozy Starfish by Last Key Realty is located in Key West, just a 11-minute walk from Mallory Dock and 0.6 miles from Mallory Square. This property offers a heated pool and free private parking. The property is a 8-minute walk from Fort Zachary Taylor State Park Beach and within 500 yards of the city center.

With free Wifi, this 2-bedroom vacation home features a cable TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. For added privacy, the accommodation features a private entrance.

Popular points of interest near the vacation home include Duval Street, Ernest Hemingway Home and Museum, and Key West Aquarium. Key West International Airport is 2.5 miles from the property.

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Key West Charming by Avantstay Communal Pool Gated Community Near Fort Zachary Taylor Park Week Long Stays
Full StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Cottage in Old Town Key West, Key West · 0.53 mi from centre

Located in Key West (Old Town Key West), this cottage is within a 10-minute walk of Duval Street and Ernest Hemingway Home and Museum. This cottage is 0.6 mi (0.9 km) from Mallory Square and 0.6 mi (0.9 km) from Fort Zachary Taylor Historic State Park.

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Always Your Paradise by Avantstay Shared Pool Near Zachary Beach! Week Long Stays Only
Full StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Cottage in Old Town Key West, Key West · 0.53 mi from centre

Located in Key West (Old Town Key West), this cottage is within a 10-minute walk of Duval Street and Ernest Hemingway Home and Museum. This cottage is 0.6 mi (0.9 km) from Mallory Square and 0.6 mi (0.9 km) from Fort Zachary Taylor Historic State Park.

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Interior
Shipyard Treasure by Avantstay Communal Pool Gated Community Great Location Week Long Stays
Full StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Cottage in Old Town Key West, Key West · 0.53 mi from centre

Located in Key West (Old Town Key West), this cottage is within a 10-minute walk of Duval Street and Ernest Hemingway Home and Museum. This cottage is 0.6 mi (0.9 km) from Mallory Square and 0.6 mi (0.9 km) from Fort Zachary Taylor Historic State Park.

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Interior
Parrot Perch by Avantstay Old Town Key West w/ Shared Pool Week Long Stays Only
Full StarFull StarFull StarHalf Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Vacation home in Old Town Key West, Key West · 0.53 mi from centre

10.0

 

2 reviews

Located in Key West (Old Town Key West), this cottage is within a 10-minute walk of Duval Street and Ernest Hemingway Home and Museum. This cottage is 0.6 mi (0.9 km) from Mallory Square and 0.6 mi (0.9 km) from Fort Zachary Taylor Historic State Park.

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A Siesta Bay by AvantStay Key West Walkable Gated Community Shared Pool Week Long Stays Only
Full StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Holiday home in Old Town Key West, Key West · 0.53 mi from centre

8.0

 

2 reviews

A Siesta Bay by AvantStay Key West Walkable Gated Community Shared Pool Week Long Stays Only offers accommodations in Key West, a 11-minute walk from Mallory Dock and 0.6 miles from Mallory Square. This property offers access to a balcony, free private parking, and free Wifi. The property is a 8-minute walk from Fort Zachary Taylor State Park Beach and within 500 yards of the city center.

The vacation home features 2 bedrooms, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 1 bathroom with a hair dryer. Towels and bed linen are provided in the vacation home. The property has an outdoor dining area.

A Siesta Bay by AvantStay Key West Walkable Gated Community Shared Pool Week Long Stays Only conveniently has an outdoor pool.

Popular points of interest near the accommodation include Duval Street, Ernest Hemingway Home and Museum, and Key West Aquarium. Key West International Airport is 3.1 miles away.

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A Siesta Bay by Avantstay Key West Walkable Gated Community, Shared Pool Week Long Stays Only
Full StarFull StarFull StarHalf Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Condo property in Old Town Key West, Key West · 0.53 mi from centre

9.0

 

2 reviews

Located in Key West (Old Town Key West), this condo is within a 10-minute walk of Duval Street and Ernest Hemingway Home and Museum. This condo is 0.6 mi (0.9 km) from Mallory Square and 0.6 mi (0.9 km) from Fort Zachary Taylor Historic State Park.

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Room
Parrot Perch by Avantstay Old Town Key West w Shared Pool Week Long Stays Only
Full StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Vacation home in Old Town Key West, Key West · 0.53 mi from centre

Located in Key West (Old Town Key West), Parrot Perch by Avantstay Old Town Key West w Shared Pool Week Long Stays Only is within a 10-minute walk of Duval Street and Ernest Hemingway Home and Museum. This vacation home is 0.6 mi (0.9 km) from Mallory Square and 0.6 mi (0.9 km) from Fort Zachary Taylor Historic State Park.

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Lazy Gecko by Avantstay Walk to Duval St in Key West! Month Long Stays Only
Full StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Cottage in Key West Historic District, Key West · 0.54 mi from centre

Located in Key West (Key West Historic District), this cottage is within a 15-minute walk of Duval Street and Mallory Square. This cottage is 1.2 mi (2 km) from Southernmost Point and 2 mi (3.2 km) from Smathers Beach.

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Barbuda Suite by Last Key Realty
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Holiday home in Key West Historic District, Key West · 0.54 mi from centre

Barbuda Suite by Last Key Realty is located in Key West, just a 11-minute walk from Mallory Square and 0.8 miles from Ernest Hemingway Home and Museum. Guests are welcome to go for a swim in the heated pool and enjoy the free Wifi. The property is a 10-minute walk from Simonton Street Beach and within half a mile of the city center.

The air-conditioned vacation home is composed of 1 separate bedroom, a living room, a fully equipped kitchen with a dishwasher and oven, and 1 bathroom. A TV with cable channels is available. For added privacy, the accommodation features a private entrance.

Popular points of interest near the vacation home include Duval Street, Key West Aquarium, and Mallory Dock. Key West International Airport is 2.5 miles from the property.

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Southard Getaway by Avantstay w/ Covered Patio, Great Location & Shared Pool! Week Long Stays
Full StarFull StarFull StarHalf Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Condo property in Old Town Key West, Key West · 0.56 mi from centre

Located in Key West (Old Town Key West), this condo is within a 10-minute walk of Duval Street and Fort Zachary Taylor Historic State Park. This condo is 0.5 mi (0.7 km) from Ernest Hemingway Home and Museum and 0.6 mi (0.9 km) from Mallory Square.

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Southard Getaway by AvantStay w Covered Patio Great Location Shared Pool Week Long Stays
Full StarFull StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Holiday home in Old Town Key West, Key West · 0.56 mi from centre

9.4

 

6 reviews

Southard Getaway by AvantStay w Covered Patio Great Location Shared Pool Week Long Stays is located in Key West, just a 9-minute walk from Key West Aquarium and half a mile from Mallory Dock. This vacation home offers air-conditioned accommodations with a patio. The property is a 8-minute walk from Fort Zachary Taylor State Park Beach and within 500 yards of the city center.

With free Wifi, this vacation home features a TV, a washing machine, and a fully equipped kitchen with a dishwasher and oven. Towels and bed linen are available in the vacation home. The property has an outdoor dining area.

Guests can enjoy the outdoor swimming pool at the vacation home.

Popular points of interest near Southard Getaway by AvantStay w Covered Patio Great Location Shared Pool Week Long Stays include Duval Street, Ernest Hemingway Home and Museum, and Mallory Square. Key West International Airport is 3.1 miles from the property.

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Breezy Bungalow by Avantstay Close 2 Zachary Taylor State Park & Beach w/ Shared Pool Week Long Stays
Full StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Cottage in Old Town Key West, Key West · 0.56 mi from centre

7.0

 

2 reviews

Located in Key West (Old Town Key West), this cottage is within a 10-minute walk of Duval Street and Ernest Hemingway Home and Museum. This cottage is 0.6 mi (0.9 km) from Fort Zachary Taylor Historic State Park and 0.6 mi (1 km) from Mallory Square.

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Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Full StarFull StarFull StarHalf Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in Old Town Key West, Key West · 0.56 mi from centre

9.8

 

95 reviews

Breakfast available

With a stay at Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly in Key West (Old Town Key West), you'll be within a 5-minute drive of Duval Street and Ernest Hemingway Home and Museum. This hotel is 1.1 mi (1.8 km) from Mallory Square and 1.3 mi (2.1 km) from Southernmost Point.

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The Saint Hotel Key West, Autograph Collection, Adult Only
Full StarFull StarFull StarHalf Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Hotel in Key West Historic District, Key West · 0.56 mi from centre

9.0

 

323 reviews

Breakfast available

With a stay at The Saint Hotel Key West, Autograph Collection, Adult Only, you'll be centrally located in Key West, steps from Duval Street and 7 minutes by foot from Mallory Square. This hotel is 0.5 mi (0.8 km) from Ernest Hemingway Home and Museum and 0.8 mi (1.2 km) from Fort Zachary Taylor Historic State Park.

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A Place In Paradise by Avantstay Key West Walkable w/ Shared Pool Week Long Stays Only
Full StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Cottage in Old Town Key West, Key West · 0.58 mi from centre

Located in Key West (Old Town Key West), this cottage is within a 10-minute walk of Duval Street and Mallory Square. This cottage is 0.5 mi (0.9 km) from Ernest Hemingway Home and Museum and 0.6 mi (0.9 km) from Fort Zachary Taylor Historic State Park.

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Room
Gulf Getaway by Brightwild Condo w Pool
Full StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Vacation home in Old Town Key West, Key West · 0.58 mi from centre

Located in Key West (Old Town Key West), Gulf Getaway by Brightwild Condo w Pool is within a 10-minute walk of Duval Street and Mallory Square. This vacation home is 0.5 mi (0.9 km) from Ernest Hemingway Home and Museum and 0.6 mi (0.9 km) from Fort Zachary Taylor Historic State Park.

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Heron House Court - Adult Only
Full StarFull StarFull Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Guesthouse in Key West Historic District, Key West · 0.58 mi from centre

8.8

 

912 reviews

With a stay at Heron House Court - Adult Only in Key West (Key West Historic District), you'll be within a 5-minute drive of Duval Street and Mallory Square. This guesthouse is 1.1 mi (1.7 km) from Ernest Hemingway Home and Museum and 1.2 mi (1.9 km) from Clarence S. Higgs Memorial Beach Park.

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The Key West Hotel
Full StarFull StarHalf Star
This star rating is provided to LateRooms by the property. It is usually determined by an official hotel rating organisation or another third party.

Guesthouse in Key West Historic District, Key West · 0.58 mi from centre

9.2

 

470 reviews

With a stay at The Key West Hotel, you'll be centrally located in Key West, steps from Duval Street and within a 10-minute walk of Mallory Square. This guesthouse is 0.5 mi (0.9 km) from Ernest Hemingway Home and Museum and 0.9 mi (1.4 km) from South Beach.

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