Dog friendly holidays in Key West Historic District

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Key West Historic District / Pet Friendly

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9.2

Winslow's Bungalows - Key West Historic Inns

Hotel in Old Town Key West, Key West

With a stay at Winslow's Bungalows - Key West Historic Inns, you'll be centrally located in Key West, just a 5-minute walk from Duval Street and 10 minutes by foot from Florida Keys Beaches. This hotel is 0.4 mi (0.6 km) from Ernest Hemingway Home and Museum and 0.6 mi (0.9 km) from South Beach.

Exceptional1,482 reviews
9.2
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9.0

Lighthouse Hotel - Key West Historic Inns

Hotel in Old Town Key West, Key West

With a stay at Lighthouse Hotel - Key West Historic Inns in Key West (Old Town Key West), you'll be steps from Duval Street and Ernest Hemingway Home and Museum. This hotel is 0.5 mi (0.7 km) from Florida Keys Beaches and 0.7 mi (1.2 km) from Mallory Square.

Exceptional1,004 reviews
9.0
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Douglas House Adult Only
9.0

Douglas House Adult Only

Inn in Old Town Key West, Key West

Located just 2 minutes’ walk from the Ernest Hemingway Home and Museum, this adult-only inn features a shared outdoor swimming pool. Free Wi-Fi is also available.

A microwave, refrigerator and coffee-making facilities come standard in each room at Douglas House. Guests rooms also include a cable TV.

A tropical garden and access to sun terraces can help guests enjoy the Florida scenery. Luggage storage, vending machines and non-smoking rooms are also available.

As with most historical properties in Key West we do not have elevators, second floor rooms are accessed using stairs.

The southernmost point of the United States is just 5 minutes’ walk from Douglas House inn. Guests will also be just 0.5 km from Key West Lighthouse and Keeper’s Quarters Museum.

Exceptional2,093 reviews
9.0
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The Artist House
9.2

The Artist House

Bed and breakfast in Key West Historic District, Key West

This historical Key West bed and breakfast is 1 mile from the Southernmost Point and 3 minute’s walk from iconic Duval Street. The Artist House guests will enjoy a daily continental breakfast and spa hot tub.

All accommodations at The Artist House feature a flat-screen cable TV, small refrigerator, and microwave. In-suite tea and coffee-making facilities are also provided.

This bed and breakfast offers a complimentary happy hour and free Wi-Fi. Guests can rent a bicycle and take a relaxing turn around scenic Key West streets.

Key West Museum of Art and History is 7 minutes’ walk from the property. Both the Ernest Hemingway Home and Museum and Key West Butterfly and Nature Conservatory are less than 1 mile away.

Exceptional147 reviews
9.2
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Old Town Manor
8.8

Old Town Manor

Bed and breakfast in Key West Historic District, Key West

This adult-only, pet friendly, smoke-free property is located in the heart of Key West less than 1.6 km from the Southernmost Point. Guests will enjoy a daily breakfast including pastries, organic fruit, and dessert cakes during their stay.

Each room at this Key West Bed and Breakfast provides free WiFi as well as a flat-screen TV with cable channels and a DVD player. Some rooms offer a private balcony or patio as well as a minibar.

Guests can lounge on the courtyard and garden at this Key West Old Town Manor. A sun terrace is also available.

This bed and breakfast is adjacent to the night life of Duval Street. The Ernest Hemingway Home and Museum is located 11 minutes' walk away.

The comfort of each of our guests is important to us. At this time Old Town Manor does not offer accessibility features in our guest rooms. Any persons in need of assistance while visiting the hotel should direct any requests for assistance to the front desk or to any available staffer. In addition, requests for assistance can be made via email to info@oldtownmanor.com or by phone at (305) 292-2170.

Fabulous956 reviews
8.8
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Wicker Guesthouse
7.9

Wicker Guesthouse

Inn in Old Town Key West, Key West

Located one block from the Ernest Hemingway House and Museum in Key West, Florida, this guesthouse offers a large tropical garden and an outdoor pool. Rooms feature free Wi-Fi.

The accommodations at Wicker Guesthouse include cable TV, microwave, and small refrigerator. A coffee maker and hair dryer are provided.

Bicycles are available for rent at this Key West complex. Free parking is also possible on site.

A continental breakfast is provided to guests each morning. Barbeque facilities are located on site and concierge service is also available.

South Beach, a public beach, is a 10-minute walk from Wicker Guesthouse. Key West International Airport is 5 minutes from the property by car.

Good2,899 reviews
7.9
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9.2

Hyatt Centric Key West Resort and Spa

Resort in Key West Historic District, Key West

With a stay at Hyatt Centric Key West Resort and Spa, you'll be centrally located in Key West, steps from Florida Keys Beaches and 3 minutes by foot from Duval Street. This spa resort is 0.2 mi (0.4 km) from Mallory Square and 1.3 mi (2 km) from Southernmost Point.

Exceptional1,001 reviews
9.2
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Rose Lane Villas
8.6

Rose Lane Villas

Villa in Key West Historic District, Key West

Located in Key West, Florida, these villas feature a heated outdoor swimming pool. They are adjacent to dining and shopping on Duval Street. and 1.8 km from the Southernmost Point.

A fully equipped kitchen is available in each villa at Rose Lane Villas. A flat-screen TV and DVD player are included. The private bathrooms offer a hairdryer and free toiletries. Select villas have a balcony or porch as well.

Free Wi-Fi is available, and the property offers parking

Key West Aquarium is 5 minutes’ walk from these villas. Guests will be 1.4 km from the Ernest Hemingway Home and Museum.

Fabulous299 reviews
8.6
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9.2

Ridley House - Key West Historic Inns

Hotel in Key West Historic District, Key West

With a stay at Ridley House - Key West Historic Inns, you'll be centrally located in Key West, steps from Duval Street and 5 minutes by foot from Florida Keys Beaches. This hotel is 0.4 mi (0.6 km) from Mallory Square and 0.7 mi (1.2 km) from Ernest Hemingway Home and Museum.

Exceptional973 reviews
9.2
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9.0

The Palms Hotel

Guesthouse in Old Town Key West, Key West

A stay at The Palms Hotel places you in the heart of Key West, within a 15-minute walk of Duval Street and Ernest Hemingway Home and Museum. This guest house is 0.9 mi (1.5 km) from Florida Keys Beaches and 1.3 mi (2.1 km) from Mallory Square.

Exceptional1,002 reviews
9.0
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8.6

The Reach Key West, Curio Collection by Hilton

Resort in Old Town Key West, Key West

With a stay at The Reach Key West, Curio Collection by Hilton in Key West (Old Town Key West), you'll be steps from South Beach and 3 minutes by foot from Duval Street. This beach resort is 0.2 mi (0.4 km) from Florida Keys Beaches and 0.2 mi (0.4 km) from Southernmost Point.

Fabulous1,065 reviews
8.6
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8.4

Casa Marina Key West, Curio Collection by Hilton

Resort in Old Town Key West, Key West

With a stay at Casa Marina Key West, Curio Collection by Hilton in Key West (Old Town Key West), you'll be steps from Florida Keys Beaches and 10 minutes by foot from Duval Street. This beach resort is 0.6 mi (0.9 km) from South Beach and 0.6 mi (1 km) from Southernmost Point.

Very good1,003 reviews
8.4
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Passover Cottage
9.2

Passover Cottage

Holiday home in Old Town Key West, Key West

In the heart of Key West, set within a short distance of South Beach and Simonton Street Beach, Passover Cottage offers free WiFi, air conditioning and household amenities such as a microwave and coffee machine. Guests can benefit from a patio and an outdoor pool. The property is non-smoking and is located 1.6 km from Higgs Beach.

The holiday home has 2 bedrooms, a TV with cable channels, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a walk-in shower. Towels and bed linen are offered in the holiday home. The property has an outdoor dining area.

Guests at the holiday home will be able to enjoy activities in and around Key West, like cycling.

Popular points of interest near Passover Cottage include Duval Street, Ernest Hemingway Home and Museum and Southernmost Point. Key West International Airport is 3 km from the property.

Exceptional6 reviews
9.2
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Courtney's Place Historic Cottages & Inns
8.7

Courtney's Place Historic Cottages & Inns

Guest house in Old Town Key West, Key West

Offering an outdoor pool, this historic Key West property is just 1 minutes’ walk from Duval Street. Free WiFi and a light continental breakfast are provided daily to all guests.

All air-conditioned rooms include a cable TV and en suite bathroom. Cottages include a full kitchen and seating area. A pool view is included with select units at Courtney's Place Historic Cottages and Inns.

Guests can grill a meal at the barbecue facilities. This Key West Courtney's Place Historic Cottages and Inns provides free on-site parking as well.

The shops and restaurants of Mallory Square are 15 minutes’ walk away. Guests can also cool off at Smathers Beach 3 km from the property.

Fabulous1,293 reviews
8.7
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9.4

Ella's Cottages - Key West Historic Inns

Hotel in Old Town Key West, Key West

With a stay at Ella's Cottages - Key West Historic Inns, you'll be centrally located in Key West, steps from Duval Street and 10 minutes by foot from Florida Keys Beaches. This hotel is 0.3 mi (0.4 km) from Ernest Hemingway Home and Museum and 0.6 mi (0.9 km) from South Beach.

Exceptional518 reviews
9.4
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9.8

The Gardens Hotel

Bed & breakfast in Old Town Key West, Key West

With a stay at The Gardens Hotel, you'll be centrally located in Key West, steps from Duval Street and within a 5-minute walk of St. Paul's Episcopal Church. This bed & breakfast is 0.3 mi (0.4 km) from Ernest Hemingway Home and Museum and 0.3 mi (0.5 km) from Tennessee Williams Key West Exhibit.

Exceptional1,002 reviews
9.8
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Windward Isle
7.5

Windward Isle

Holiday home in Old Town Key West, Key West

Windward Isle has a patio and is located in Key West, within just 400 metres of Duval Street and 300 metres of Ernest Hemingway Home and Museum. Located in the Downtown Key West district, the property provides guests with access to a hot tub. The property is less than 1 km from South Beach, and within 200 metres of the city centre.

The holiday home features 2 bedrooms, a TV with satellite channels, a fully equipped kitchen with an oven and a microwave, and 1 bathroom with a hot tub. Towels and bed linen are provided in the holiday home. For added privacy, the accommodation features a private entrance.

Popular points of interest near the holiday home include Southernmost Point, Key West Aquarium and Mallory Dock. Key West International Airport is 4 km away.

Good14 reviews
7.5
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Leeward Isle
8.4

Leeward Isle

Holiday home in Old Town Key West, Key West

Leeward Isle has a patio and is located in Key West, within just 400 metres of Duval Street and 300 metres of Ernest Hemingway Home and Museum. Located in the Downtown Key West district, the property provides guests with access to a hot tub. The property is 200 metres from the city centre and less than 1 km from South Beach.

The holiday home features 2 bedrooms, a TV with satellite channels, a fully equipped kitchen with an oven and a microwave, and 1 bathroom with a hot tub. Towels and bed linen are featured in the holiday home. For added privacy, the accommodation features a private entrance.

Popular points of interest near the holiday home include Southernmost Point, Key West Aquarium and Mallory Dock. Key West International Airport is 4 km away.

Very good26 reviews
8.4
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Court Cottages
7.6

Court Cottages

Hotel in Old Town Key West, Key West

Located in the Downtown Key West district in Key West, Court Cottages offers 2-star rooms with free WiFi. The property is around 500 metres from Ernest Hemingway Home and Museum, less than 1 km from Southernmost Point and a 18-minute walk from Key West Aquarium. The property is 700 metres from South Beach, and within 200 metres of the city centre.

At the hotel each room has air conditioning, a seating area, a TV with cable channels, a kitchen, a dining area and a private bathroom with free toiletries, a bath or shower and a hairdryer. Court Cottages provides certain rooms with garden views, and rooms include a coffee machine. Guest rooms will provide guests with a fridge.

Guests at the accommodation will be able to enjoy activities in and around Key West, like cycling.

Popular points of interest near Court Cottages include Fort Zachary Taylor State Park Beach, Higgs Beach and Duval Street. Key West International Airport is 4 km away.

Good7 reviews
7.6
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Seaport Inn
8.3

Seaport Inn

Guest house in Key West Historic District, Key West

Located in the heart of the historic Seaport District in Old Town, Seaport Inn features an outdoor pool and barbecue and is 600 metres' walk from Mallory Dock.

Every room has a flat-screen TV with cable channels. Some units of this Key West accommodation feature a seating area where you can relax. Extras include free toiletries and a hair dryer.

Mallory Square is 700 metres from Seaport Inn, while Key West Aquarium is 700 metres away.

Very good278 reviews
8.3
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