Group holidays in Key West Historic District

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Key West Historic District / Group

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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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Southernmost Point Guest House & Garden Bar
9.3

Southernmost Point Guest House & Garden Bar

Bed and breakfast in Old Town Key West, Key West

This Key West, Florida Southernmost Point Guest House & Garden Bar is located on Duval Street 110 metres from the Southernmost Point and 73 metres from the beach. Features include a free hot American breakfast and a hot tub.The property is located across 4 buildings.

Guests can enjoy happy hour at the on-site bar and receive one complimentary drink ticket each day. There is also free on-site parking, barbecue facilities and a tour desk for added convenience.

A balcony or patio are featured in certain rooms. Rooms include a private bathroom equipped with free toiletries, a hairdryer, and a bath or shower. A flat-screen TV is also available in each room.

Guests can explore the Key West Butterfly & Nature Conservatory, which is adjacent to the property, or go to the Ernest Hemingway Home and Museum, which is 750 metres from Southernmost Point Guest House & Garden Bar. Sunset Pier is 1.8 km away.

Exceptional1,196 reviews
9.3
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9.2

Paradise Inn Key West - Adults Only

Hotel in Old Town Key West, Key West

With a stay at Paradise Inn Key West - Adults Only, you'll be centrally located in Key West, steps from Duval Street and 10 minutes by foot from Florida Keys Beaches. This hotel is 0.2 mi (0.4 km) from Ernest Hemingway Home and Museum and 0.5 mi (0.9 km) from South Beach.

Exceptional1,001 reviews
9.2
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9.8

Simonton Court Historic Inn & Cottages

Hotel in Key West Historic District, Key West

With a stay at Simonton Court Historic Inn & Cottages in Key West (Key West Historic District), you'll be a 3-minute walk from Duval Street and 6 minutes by foot from Florida Keys Beaches. This hotel is 0.4 mi (0.7 km) from Mallory Square and 0.7 mi (1.1 km) from Ernest Hemingway Home and Museum.

Exceptional1,001 reviews
9.8
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8.2

Pegasus International Hotel

Hotel in Old Town Key West, Key West

With a stay at Pegasus International Hotel in Key West (Old Town Key West), you'll be steps from Duval Street and 7 minutes by foot from Ernest Hemingway Home and Museum. This hotel is 0.5 mi (0.8 km) from Mallory Square and 0.7 mi (1.1 km) from South Beach.

Very good1,002 reviews
8.2
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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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Truman Hotel
8.9

Truman Hotel

Hotel in Old Town Key West, Key West

This trendy Key West boutique hotel features an outdoor pool and modern rooms equipped with iPod docking stations and flat-screen TVs. South Beach - Key West is 0.5 miles away from the property.

All rooms at the Truman Hotel are equipped with a refrigerator. Each room is styled with wood floors, and bathrooms boast tiled showers and marble vanities. Some rooms offer a private patio.

This hotel offers a daily continental breakfast, and poolside seating is available on the sun deck. Free Wi-Fi is available throughout the hotel.

The Truman is 6 minutes' walk from the Ernest Hemingway Home and Museum, and Jimmy Buffett’s Margaritaville Café is one-half mile away. Duval Street, where guests can find restaurants, bars, and shopping, is 7 minutes' walk from the hotel.

Fabulous3,476 reviews
8.9
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9.0

Eden House

Hotel in Key West Historic District, Key West

Located in Key West (Key West Historic District), Eden House is within a 15-minute walk of Duval Street and Florida Keys Beaches. This hotel is 1 mi (1.6 km) from Mallory Square and 1.4 mi (2.2 km) from Southernmost Point.

Exceptional1,003 reviews
9.0
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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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9.8

Orchid Key Inn - Adults Only

Hotel in Old Town Key West, Key West

With a stay at Orchid Key Inn - Adults Only, you'll be centrally located in Key West, steps from Duval Street and Ernest Hemingway Home and Museum. This hotel is 0.4 mi (0.6 km) from South Beach and 0.4 mi (0.6 km) from Florida Keys Beaches.

Exceptional1,000 reviews
9.8
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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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Island City House
9.0

Island City House

Hotel in Key West Historic District, Key West

Offering an outdoor pool, this historic Key West Island City House hotel is 2 minutes’ walk from the Key West sea port. Features include free WiFi, garden, and rooms with a kitchen.

A seating area, en suite, and hardwood floors are provided in each Victorian-inspired room. Island City House extras include cable TV, towels, bed linen.

Guests can explore the garden and terrace areas of Island City House. Luggage storage and laundry facilities are offered and other available services include car hire and bicycle hire.

The hotel is also 12 minutes’ walk from the Key West Aquarium and Sunrise Pier. Guests will also be 960 metres from Mallory Square and Key West Museum of Art & History.

Parking in Old Town is limited, and if you prefer to park on the street, you may only park in a blank, white outlined space facing with traffic. You may NOT park in a space marked RESIDENTIAL.

You may unload your luggage at check-in by pulling your car into our designated unloading zone at 411 William Street directly in front of the Island City House.

Island City House Hotel will not be held responsible for any parking fines received for failing to comply with city parking rules.

Additional parking option is Key West Parking Lot at 808 Southard St. $15 cash for 24-hours. The parking lot is located two blocks from our location.

Exceptional752 reviews
9.0
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8.8

Duval Inn

Guesthouse in Old Town Key West, Key West

With a stay at Duval Inn in Key West (Old Town Key West), you'll be steps from Duval Street and 6 minutes by foot from Ernest Hemingway Home and Museum. This guest house is 0.4 mi (0.6 km) from Key West Lighthouse and Keeper's Quarters Museum and 0.6 mi (1 km) from Mallory Square.

Fabulous848 reviews
8.8
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9.6

The Mermaid & Alligator

Guesthouse in Old Town Key West, Key West

Located in Key West (Old Town Key West), The Mermaid & Alligator is within a 10-minute walk of Duval Street and Ernest Hemingway Home and Museum. This guest house is 0.6 mi (0.9 km) from Florida Keys Beaches and 0.6 mi (1 km) from South Beach.

Exceptional331 reviews
9.6
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Silver Palms Inn
8.8

Silver Palms Inn

Hotel in Old Town Key West, Key West

Silver Palms Inn, located in historic Key West, has an outdoor pool and is a 9-minute walk from the Ernest Hemingway Museum. Guest rooms offer private balconies and 40-inch flat-screen TVs. Complimentary continental breakfast is provided.

Rooms at Silver Palms overlook the pool or city and have microwaves and refrigerators. Guests also have access to Wi-Fi, a desk and lounge chair in their rooms. Suites have an island view and sofa bed.

Silver Palms has covered parking. A continental breakfast is also available to guests.

The Harry S. Truman Little White House is less than one mile from Silver Palms Inn. Fort Zachary Taylor Historic State Park is 1.4 miles away.

Fabulous3,419 reviews
8.8
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The Cabana Inn Key West - Adult Exclusive
8.1

The Cabana Inn Key West - Adult Exclusive

Inn in Old Town Key West, Key West

Located in Key West, Florida, The Cabana Inn Key West is an adults only inn that features a swimming pool, hot tub and a daily continental breakfast. Guests can enjoy a daily cheese and wine happy hour as well as free WiFi throughout the property.

A flat-screen TV comes standard in each room at The Cabana Inn Key West. Select suites feature a microwave and refrigerator.

Parking is available for an additional fee.

The Southernmost Point is just 13 minute’s walk from this inn. Guests will be a 1-minute walk from historic Duval Street and 0.3 miles from The Ernest Hemingway Home and Museum.

Very good876 reviews
8.1
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9.8

The Porch on Frances Inn

Guesthouse in Old Town Key West, Key West

With a stay at The Porch on Frances Inn in Key West (Old Town Key West), you'll be within a 5-minute drive of Duval Street and Mallory Square. This luxury guest house is 1 mi (1.6 km) from Florida Keys Beaches and 1.2 mi (2 km) from Southernmost Point.

Exceptional151 reviews
9.8
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