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Bed and Breakfast Hotels in Key West

The Conch House
Located in the heart of Old Town Key West, our historic Key West bed and breakfast is just 1.5 blocks from world-famous Duval Street and the Southernmost Point of the continental U.S.A. Offering charming and romantic accommodations, The Conch House is the ideal location for your Key West tropical island inn escape. They are only minutes away from the Historic Seaport, best sightseeing, beaches, water sports, and entertainment Key West has to offer.
Located in the heart of Old Town Key West, our historic Key West bed and breakfast is just 1.5 blocks from world-famous Duval Street and the Southernmost Point of the continental U.S.A. Offering charming and romantic accommodations, The Conch House is the ideal location for your Key West tropical island inn escape. They are only minutes away from the Historic Seaport, best sightseeing, beaches, water sports, and entertainment Key West has to offer.
Avalon Bed & Breakfast
The Avalon is a 19 room Key West Hotel, located on the quieter end of historic Duval Street, just one block away from the Southernmost point in the continental USA and only steps away from the beach. This Key West Florida bed and breakfast is a lovingly restored Victorian house built in the late 1800’s and boasts high colonial style ceilings and rooms decorated with a tropical elegance and homey atmosphere.
The Avalon is a 19 room Key West Hotel, located on the quieter end of historic Duval Street, just one block away from the Southernmost point in the continental USA and only steps away from the beach. This Key West Florida bed and breakfast is a lovingly restored Victorian house built in the late 1800’s and boasts high colonial style ceilings and rooms decorated with a tropical elegance and homey atmosphere.
New Orleans House
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.
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 Inn on Fleming
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 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 Cabana Inn
When tropical oasis meets Duval Street, you know you have arrived at The Cabana Inn. Located just a block from Duval Street, the inn is hidden amongst the shady trees to create a tranquil paradise. The historic conch estate, with cottages was converted into a comfortable inn, with modern designs throughout the interior and exterior. Though Duval Street is the hub for nightlife on the island, The Cabana Inn is far enough away that you can relax in the peace and quiet of the charming inn.
When tropical oasis meets Duval Street, you know you have arrived at The Cabana Inn. Located just a block from Duval Street, the inn is hidden amongst the shady trees to create a tranquil paradise. The historic conch estate, with cottages was converted into a comfortable inn, with modern designs throughout the interior and exterior. Though Duval Street is the hub for nightlife on the island, The Cabana Inn is far enough away that you can relax in the peace and quiet of the charming inn.
Douglas House
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.
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.
Old Town Manor
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.
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.
Truman Hotel
Truman Hotel, a boutique gem in the heart of Key West, offers an elegant blend of modern style and tropical charm. Just steps from Duval Street, this chic bed-and-breakfast boasts beautifully designed rooms, a serene outdoor pool and a lush courtyard perfect for relaxation. Guests enjoy complimentary breakfast, Wi-Fi and easy access to the island’s top attractions. Whether you’re here for leisure or romance, Truman Hotel delivers a luxurious Key West experience.
Truman Hotel, a boutique gem in the heart of Key West, offers an elegant blend of modern style and tropical charm. Just steps from Duval Street, this chic bed-and-breakfast boasts beautifully designed rooms, a serene outdoor pool and a lush courtyard perfect for relaxation. Guests enjoy complimentary breakfast, Wi-Fi and easy access to the island’s top attractions. Whether you’re here for leisure or romance, Truman Hotel delivers a luxurious Key West experience.
Knowles House
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.
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.
La Mer Hotel & Dewey House
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.
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.
Seascape Tropical Inn
Nestled on a quiet side street just steps away from the Heat of Duval Street, you’ll find the lovely Seascape Tropical Inn, your home away from home in beautiful Key West, Florida. This historic bed and breakfast with their tropically decorated rooms and upgraded amenities like a heated pool and spa, and complimentary breakfast, features everything you need to start your day off right.
Nestled on a quiet side street just steps away from the Heat of Duval Street, you’ll find the lovely Seascape Tropical Inn, your home away from home in beautiful Key West, Florida. This historic bed and breakfast with their tropically decorated rooms and upgraded amenities like a heated pool and spa, and complimentary breakfast, features everything you need to start your day off right.
Azul Key West
Fall in love with Azul's minimalist bed and breakfast in Key West, Florida, offering guests a peaceful oasis just steps from the activity of downtown. Imagine a classic Queen Anne mansion in the heart of Old Town, Key West where tri-level blue decks surround a shimmering swimming pool. Discover Azul Key West: your southernmost sanctuary; the perfect romantic getaway; a bed and breakfast in Key West with a serene atmosphere and a focus on personalized service.
Fall in love with Azul's minimalist bed and breakfast in Key West, Florida, offering guests a peaceful oasis just steps from the activity of downtown. Imagine a classic Queen Anne mansion in the heart of Old Town, Key West where tri-level blue decks surround a shimmering swimming pool. Discover Azul Key West: your southernmost sanctuary; the perfect romantic getaway; a bed and breakfast in Key West with a serene atmosphere and a focus on personalized service.
The Weatherstation Inn
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.
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.
Conch Republic Cottage Suites
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.
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.
The Mansion of the Sea
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.
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.
Southernmost Point Guest House
Southernmost Point Guest House is a charming bed-and-breakfast nestled in the heart of Key West, steps away from the iconic Southernmost Point. Housed in a historic Victorian home, this inviting retreat offers beautiful rooms with modern amenities. Guests can enjoy a complimentary breakfast, a lush tropical garden and a relaxing pool area. Perfectly located within walking distance from Duval Street and local attractions, it's an ideal choice for a serene yet adventurous Key West getaway.
Southernmost Point Guest House is a charming bed-and-breakfast nestled in the heart of Key West, steps away from the iconic Southernmost Point. Housed in a historic Victorian home, this inviting retreat offers beautiful rooms with modern amenities. Guests can enjoy a complimentary breakfast, a lush tropical garden and a relaxing pool area. Perfectly located within walking distance from Duval Street and local attractions, it's an ideal choice for a serene yet adventurous Key West getaway.
The Garden House

Hotels Near Mallory Square

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.
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.
Caribbean House
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.
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.
Simonton Court Hotel

Hotels Near Mallory Square

Simonton Court Hotel is a tropical boutique bed and breakfast located in the heart of Old Town Key West. Whether you’re relaxing by one of their four pools, enjoying the lush secluded beauty of their gardens and restored Victorian and Conch architecture, or exploring the world famous historic attractions of Key West just steps from their property, how you enjoy Key West is entirely up to you. You’ll be conveniently located just off the beaten path.
Simonton Court Hotel is a tropical boutique bed and breakfast located in the heart of Old Town Key West. Whether you’re relaxing by one of their four pools, enjoying the lush secluded beauty of their gardens and restored Victorian and Conch architecture, or exploring the world famous historic attractions of Key West just steps from their property, how you enjoy Key West is entirely up to you. You’ll be conveniently located just off the beaten path.
Amsterdam's Curry Mansion Inn
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.
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.
Island City House Hotel
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.
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.
Key West Harbor Inn
This laid-back, adults-only inn is in a 19th-century mansion and is surrounded by a lush, tropical garden. Individually decorated rooms and suites feature wooden floors and en suite bathrooms, as well as free Wi-Fi and flat-screen TVs. Complimentary amenities include breakfast and happy hour. There’s also an outdoor pool, a sundeck and bike rentals.
This laid-back, adults-only inn is in a 19th-century mansion and is surrounded by a lush, tropical garden. Individually decorated rooms and suites feature wooden floors and en suite bathrooms, as well as free Wi-Fi and flat-screen TVs. Complimentary amenities include breakfast and happy hour. There’s also an outdoor pool, a sundeck and bike rentals.
Casa 325
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.
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.
The Mermaid & The Alligator
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.
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.
Ambrosia Key West
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.
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.