Pastel historic houses, vivid-colored coral reefs, diverse marine life, and the tropical island vibe, draw travelers all over the world to sun-drenched Key West. Just 90 mi (144.8 km) away from Cuba, this island is historic and fun-filled. Know more about the genius behind The Old Man and the Sea in The Hemingway Home and Museum. Witness the stunning sunset in Mallory Square. Savor the sensation of soft sand between your toes and learn historical facts while at Dry Tortugas National Park. Explore marine life at Key West Aquarium or discover sunken treasures at Key West Shipwreck Museum. For a complete experience, check out these best historic hotels in Key West, Florida.
We handpicked these listings carefully, considering (wherever possible) properties with historic significance, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on August 18, 2024.
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1. Crowne Plaza Key West-La Concha (from USD 268)
A landmark 1926 hotel found on the historic Duval Street in Old Town, this hotel blends the charm of the Caribbean and the elegant comfort of modern amenities. Relish island-inspired appetizers, fresh seafood, and age-old wine in the on-site restaurant. An outdoor pool, a well-spaced fitness center, and a pool bar allow guests to be active and have fun without having to leave the hotel. Mel Fisher Museum and The Hemingway Home and Museum are just a stroll away.
La Concha Key West This is a Proud Certified property where you can be extra sure of a welcoming stay.
Address: 430 Duval Street
638 meters (0.4 ft) from The Hemingway Home and Museum
2. The Gardens Hotel (from USD 452)
Built in the 1800s, The Gardens Hotel is one of the oldest hotels in Key West. Its original building is even listed on the National Register of Historic Places.
Today, its preserved historic charm is given new appeal by introducing modern amenities, expansive white tones, and boldly carved furnishings making the hotel one of the prettiest in Key West. A private balcony or patio provides a scenic view in every room. Jazz music is played in the garden every Sunday night, and The Hemingway Home and Museum is only two minutes away from the hotel.
The Gardens Hotel This is a Proud Certified property where you can be extra sure of a welcoming stay.
Address: 526 Angela Street
352 meters (0.3 ft) from The Hemingway Home and Museum
Other historic accommodations in Key West
3. Casa Marina Key West, A Waldorf Astoria Resort (from USD 430)
There was a time when this 1920 resort was a hideaway for Old Hollywood’s foremost names. Found in one of Key West’s biggest private beaches, Casa Marina Key West, A Waldorf Astoria Resort gives a feeling of glamour and lightness, with its white tones, elegant furniture, and decor. Here you can take a dip in either of the two oceanfront pools, enjoy a massage, or savor fresh seafood by the sea.
Duval Street is just seven minutes away for your convenience.
Casa Marina Key West, Curio Collection by Hilton
Address: 1500 Reynolds Street
1.13 km (0.8 mi) from The Hemingway Home and Museum
4. Weatherstation Inn Circa 1911 (from USD 201)
Established in 1911, Weatherstation Inn Circa’s two-story Renaissance-style building is now an adults-only bed and breakfast that unites elegant and historic pieces under one roof.
Each room demonstrates a distinct style, from classic to Island-inspired. Tea on the terrace, an afternoon swim in the outdoor pool, or a daily continental breakfast are just some of the things that draw guests here. Conveniently located, the place is only six minutes away from the famous Key West Aquarium.
Weatherstation Inn Circa 1911
Address: 57 Front Street
734 meters (0.5 ft) from The Hemingway Home and Museum
5. The Conch House Heritage Inn (from USD 213)
Since the mid-1800s, the pioneer families of this island have cultivated its distinct old-world architecture and elegance, making The Conch House Heritage Inn the charming adult-only bed and breakfast it is today.
Each room is air-conditioned and equipped with a massive TV and a private bath. The American breakfast at the on-site restaurant is a mouthwatering must-try. Both the historic Duval Street and The Hemingway Home and Museum are less than five minutes away from the inn.
The Conch House Heritage Inn
Address: 625 Truman Avenue
383 meters (0.3 ft) from The Hemingway Home and Museum
6. Old Town Manor (from USD 162)
First built in 1886, Old Town Manor’s architecture and interiors impart an evolution of style, fusing modern comforts with classic beauty. This adult-only bed and breakfast is smoke-free and pet-friendly, considerate of all guests. Each room has a flat-screen TV for your entertainment. A restful mood attracts guests into the courtyard and garden. On the other hand, the bustling Duval Street is just two minutes away.
Old Town Manor
Address: 511 Eaton Street
719 meters (0.5 ft) from The Hemingway Home and Museum
7. Eden House (from USD 220)
Known as Key West’s original boutique hotel, this newly refurbished art deco hotel was built in 1924. Though Eden House offers affordable rates, the amenities are packed. A heated outdoor pool surrounded by lush greenery, a waterfall, and an elevated sundeck are available for relaxation. Tasteful guestrooms and a garden café are also where guests can rest.
Beverages are obtainable in the lounge, but if you’d like to step out, Duval Street is a stroll away.
Eden House
Address: 1015 Fleming Street
1.07 km (0.7 mi) from The Hemingway Home and Museum
8. Coco Plum Inn (from USD 190)
Found in the heart of Key West’s Old Town, the two lovely Victorian houses that comprise Coco Plum Inn were both built during the19th century. As an adult-only bed and breakfast, guests can enjoy mouthwatering, made-to-order meals in the morning.
Each room has its own unique elegance that ranges from country to urban. The heated outdoor pool is a refreshing place to dip. For those who’d like to swim in the ocean, Smathers Beach is just an 18-minute drive away.
Coco Plum Inn
Address: 615 Whitehead Street
359 meters (0.3 ft) from The Hemingway Home and Museum
9. Southernmost House
A serene sophistication emanates from this 1896 Victorian home. This Key West hotel sits near the beach and is a 10-minute walk to The Hemingway Home and Museum.
A heated outdoor pool makes Southernmost House the best place to experience Florida’s tropical island paradise. Bright guestrooms and suites, a flat-screen TV, and coffee-making facilities make the stay relaxing, while the poolside bar adds fun to the experience.
The Mansion on the Sea - Southernmost House in the USA
Address: 1400 Duval Street
630 meters (0.4 ft) from The Hemingway Home and Museum
Travel to Key West Island
More than the powdery and sandy beaches, Key West is also known for its historic conch-style houses. So pack your bags and beach hat and head to the sunny island of Key West, Florida where these historic hotels await.
For more accommodation options, check out these hotels or these luxury accommodations.
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