Bed and Breakfast Hotels in Key West

The Curry Mansion Inn blends historical charm with modern comforts in the heart of Key West. This gorgeous bed-and-breakfast offers elegant rooms, a full daily breakfast, evening cocktails and a warm, welcoming atmosphere. Guests can enjoy the beautiful pool, relax on the verandas and explore nearby attractions, including Duval Street and Mallory Square. With its rich history, top-notch amenities and perfect location, this inn provides an unforgettable Key West experience.

Surround yourself in upscale elegance at the magnificent Southernmost House. When you take a dip in the zero-entry heated pool that is perched directly on the oceanfront, it feels like the crystal-clear waters ebb and flow into the horizon. Find out why this famous bed and breakfast has been the Key West, Florida boutique hotel of choice for Presidents, royalty, and famous figures like Ernest Hemingway. Relax, unwind, and escape from everyday life on the quieter end of Duval Street.

The Inn on Fleming is nestled on a quiet residential street two blocks from the Historic Seaport. Built in 1894, this inn served as a private home until it was transformed into a beautiful, modern bed and breakfast in the 2000s. From this quiet inn you can walk to the restaurants and bars by the Seaport or to Duval Street, featuring dining, shopping, and local events.

The Caribbean House is a charming and unique Bed and Breakfast. It's located in historic Bahama Village, a hip location with a great vibe. At the Caribbean House, you'll have your high-speed internet and complimentary continental breakfast with complimentary mimosa. This beautiful B&B is located only two blocks from Duval street and is surrounded by many of Keys West's most popular attractions, restaurants, and shops.

Tropical Inn is an exclusively adult inn where independent bed and breakfast character meets the inspired design and understated grace of a stylish Key West, Florida boutique hotel. This oasis of tranquility is set in a lush, secret garden enclave, with only eleven rooms sharing the inn’s spacious but intimate grounds, assuring optimal privacy. The mellow vibe found throughout plays perfect counterpart to the high-energy scene that beckons just beyond the doors of its location on Duval Street.

Blending history with contemporary coastal décor, take in the magical atmosphere of Southernmost from the guest room of an elegantly restored, turn-of-the-century Victorian home featuring a king bed and vintage-inspired bathroom. Begin your day on our oceanfront terrace with a chef-prepared, gourmet continental breakfast. Explore the surrounding private gardens filled with lush greenery, a courtyard fountain, and stunning views of South Beach.

Set in a leafy residential area, this relaxed, Colonial-style B&B is less than a mile from the shops, restaurants and entertainment on popular Duval Street, a mile from the Ernest Hemingway Home and Museum, and 2 miles from Smathers Beach.

The Grand Guesthouse rooms are comfortable, sparkling clean, and all have private bathrooms and entrances, Queen or King size beds, A/C & ceiling fans, cable television, USB charging stations, a small refrigerator, and are non-smoking. Their suites feature a queen bedroom which opens into a separate dining and seating area with a microwave, dishes and small fridge. They also have 6 on-site free parking spaces (more nearby) and high speed wireless internet.

The Garden House is an intimate, island-style bed & breakfast nestled away in the historic Old Town district of Key West. Located on a quiet, tree-lined street with comfortable beds, crisp white linens, and a temperature-controlled pool, their homey atmosphere will have you forgetting your worries as you are overcome by a sense of calm and tranquility.

Ambrosia Key West is a tranquil tropical resort that is nestled in the heart of the Southernmost City’s Old Town Historic District. Ambrosia is set in a former tropical nursery and offers a warm and welcoming atmosphere. Once you arrive, you can unwind by relaxing in their courtyard surrounded by palm trees before taking a dip in one of their three refreshing pools.

Island City House Hotel offers a charming retreat in the heart of Old Town Key West. This historic bed-and-breakfast blends Victorian elegance with tropical serenity, featuring lush gardens, a sparkling pool and uniquely styled suites with modern comforts. Guests can start their day with a delightful continental breakfast and explore nearby attractions, including Duval Street and Mallory Square. Ideal for a relaxing getaway, Island City House Hotel captures the essence of Key West charm.

Knowles House, a historic Key West bed and breakfast, has the personal touch that gives it a unique, charming and welcoming feel. Knowles House is set in the historic Old Town district and exemplifies classic, Key West, tropical architecture. They offer the traditional, personal service and genuine hospitality you should expect and provide an elegant, yet comfortable and homey atmosphere that is as cool as Key West, itself.

Three separate bedrooms with king-sized beds, two queen sleeper sofas, and two private hot tubs! Located literally steps from Duval Street, you can take advantage of the vivid nightlife, fine dining, two nearby company pools, and plenty of shopping! Conch Republic Cottages are absolutely perfect for larger gatherings of friends and/or family. All together, this group property sleeps a total of ten.

In the heart of Historic Old Town Key West, at 325 Duval Street, you will find Casa 325, a quaint Key West guesthouse with all the comforts of home. Don’t let the Duval Street address fool you. Though they are just steps away from some of the finest restaurants, shops, galleries, nightlife and activities on Duval Street and the Historic Key West Waterfront, Casa 325 Guesthouse is nestled away off the street, providing guests the privacy they seek.

Set in former gambling spot and bordello dating from the 1920s, this quaint, adults-only guesthouse is 5 minutes' walk from the Hemingway Home and Museum, and 2 blocks from Duval Street. Accommodations range from simple rooms with shared bathrooms to 2-bedroom units with en suite facilities, microwaves and mini-fridges. All rooms have air-conditioning and ceiling fans. Some rooms offer private entrances to the property's courtyard. Amenities include a free continental breakfast with homemade cinnamon rolls, and a heated lagoon-style outdoor pool surrounded by tropical plants.

This upscale, art-filled B&B is set in a Queen Anne-style house dating from 1904. The 6 refined rooms feature free Wi-Fi, high-thread-count sheets, designer toiletries and iPod docks. Some add whirlpool tubs, wraparound verandas and 4-poster beds. There are also 3 brightly decorated rooms in an 1880s cottage. Full breakfast is served next to an outdoor heated plunge pool. Other free amenities include parking & evening wine.

The Douglas House offers the finest accommodations & the most convenient location within Historic Old Town Key West, just off of World Famous Duval Street. Their in walking distance to both the Ernest Hemingway House & the Southernmost Point Monument, as well as the Sunset Pier at Mallory Square, countless restaurants, bars & retail stores.

Constructed in the late 1800s, this Key West bed and breakfast is also a 21st century establishment. Pet-friendly, certified Green Lodging, and an all-natural breakfast, it’s a perfect retreat for great thinkers and lovers of life and high energy. Creating a calm and relaxing atmosphere that is welcome and open to all guests. It’s a great start to an ideal Key West vacation with an impeccable staff, perfect location, and affordable prices.

This bright, quaint B&B is a 4-minute walk from the Ernest Hemingway Home & Museum, 7 minutes on foot from South Beach and a mile from restaurants on Mallory Square. Cozy rooms with nautical-style decor feature flat-screen TVs, mini-fridges and en suite bathrooms. Some have direct access to a wraparound porch. A suite in an annex offers a marble bathroom and a kitchenette. A continental breakfast buffet is served on the porch. There's also a heated outdoor pool.

New Orleans House is a lively adults-only bed-and-breakfast located in the heart of Key West's iconic Duval Street. Offering charming accommodations with a spirited atmosphere, guests can enjoy comfortable rooms, a tropical courtyard and an on-site bar. Perfect for those seeking proximity to nightlife, dining, and local attractions, New Orleans House delivers a unique blend of relaxation and entertainment in a welcoming setting that celebrates the vibrant spirit of Key West.

The Weatherstation Inn maintains the integrity of traditional Key West style. Located on the grounds of the old Navy Yard, in what is now the private upscale gated community of Truman Annex. With eight distinctively different guest rooms with tropical landscape surrounding the residence and private heated pool. Just outside Truman Annex gates a wanderer's paradise awaits you, including Duval Street or the charming lanes and alleys of Old Town.