Bed and Breakfast Hotels in Key West

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.

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.

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.

This historic hotel is a prime example of old Key West architecture and features a heated pool, free breakfast, free WiFi, and pet-friendly rooms. Just a short walk or bike ride away from the famous Duval Street, The Palms Hotel has a perfect location for your visit to Key West.

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.

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.

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.

L'Habitation reflects all the architectural charm of a true Key West Conch House with Victorian and Bahamian accents. Located 1/2 block from Duval Street, 10 minutes walking distance from Fort Zachary Taylor beach, Hemingway House, Audubon House, Truman's Little White House, and Mallory Square.

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.

The tropical Casablanca Hotel incorporates two of Key West’s magnificent historic buildings. A delightful inner brick courtyard surrounded by tropical plants and trees creates a tranquil atmosphere and a true island experience. Centrally located on famous Duval Street in the heart of Old Town Key West, Casablanca is also within walking distance to all there is to see and do in 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.

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.

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.

Step into Marrero’s Guest Mansion and step back in time to a more relaxed era. Enjoy the grandeur of their elegant Victorian home, carefully updated and lovingly converted into Marrero’s Guest Mansion. The original architectural details of this charming bed and breakfast remain intact while modern touches throughout the house provide guests with the best of both old and new Key West hospitality. Marrero’s Guest Mansion is just half a block from the famous Duval Street.

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.

Located in Old Town Key West, just steps off Duval Street, South Beach & Southernmost Point (yet totally discreet and private) their Key West vacation rentals are not hotels, but award-winning properties with outstanding Key West style architecture and amenities. Decorated with colorful tropical furnishings, and many with classic sandblasted Dade County Pine walls, these historic and elegantly-restored vacation properties are fully-equipped and centrally located.

Capturing the spirit of the Victorian era, La Pension Inn and Guesthouse, invites you to be their guest and discover bed and breakfast comfort and hospitality with warmth that is distinctly Key West.

Dating from the Victorian era, this famous, art-filled guesthouse is just a 2-minute walk from the famous Duval Street. Individually decorated with vintage-style furnishings, all rooms and suites offer free Wi-Fi, flat-screen TVs, coffeemakers and mini fridges. Many suites add pull-out sofas, private outdoor staircases, patios and decks. Amenities include a communal porch, an outdoor pool and a garden courtyard with tables. A complimentary happy hour is offered daily.

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.

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.