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Bed and Breakfast Hotels in Key West

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.
La Pensione Inn
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.
The Porch on Frances: Key West Historic Inn
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.
Courtney's Place
Courtney's Place is tucked away on a quiet lane in The Heart of Old Key West - just 1-1/2 blocks from world famous "Duval Street" and 7 blocks from Ocean to Ocean. This Key West bed & breakfast is only minutes from all Key West attractions. Courtney's Place Key West has bed & breakfast accommodations to meet just about any ones need - from Cottages to just a Private Room. Courtney's Place Key West offers lots of amenities along with great rates.
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.
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.
Angelina Guest House
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.
Westwinds Inn
Hospitality is the hallmark of each stay at Westwinds Inn. Established circa 1900 and located in the Historic Seaport District of Old Town Key West, their Victorian-style bed and breakfast still retains its original, pre-WWII charm while adding modern amenities like free Wi-Fi, air-conditioned rooms, and HDTVs. They deliver the intimacy of a B&B with 26 cozy rooms with soft beds and private bathrooms, as well as a free continental breakfast each morning.
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.
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.
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.
Suite Dreams Inn
Suite Dreams Inn is an intimate family-owned boutique Key West Guest House nestled in the heart of the tranquil upscale Casa Marina neighborhood of Old Town Key West, Florida, just a 3 minute stroll from the best Key West public beaches and a 9 minute stroll or 3 minute bike ride to world-famous Duval Street.
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.
Silver Palms Inn
Escape to the beauty and serenity of Key West, Florida, where the water is turquoise blue and the sunsets are radiant. With its island inspired charm and chic contemporary spaces, the Silver Palms Inn is a green boutique hotel where you can relax as well as discover new adventures. Whether you are indulging in a weekend getaway, family vacation or romantic retreat, Silver Palms Inn is truly an oasis for the soul.
The Gardens Hotel
Immerse yourself in the luxurious island lifestyle offered at The Gardens Hotel Key West. Our boutique hotel offers 20 uniquely decorated guestrooms, as well as impressive amenities such as a self-serve wine bar and outdoor heated pool—all just minutes from the best attractions in Key West. Combining old-style charm with progressive sensibilities, we remain an excellent place for all guests, including those interested in a hotel with green initiatives and in the LGBT community.
L'Habitation Guest House
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.
Amsterdam's Curry Mansion Inn
Amsterdam’s Curry Mansion Inn is comprised of 28 unique guest rooms in three different structures. The Mansion, built in 1869, is open for tours daily. Four guest rooms and the owner’s residence are located on the second floor. The Guest Wing wraps around the rear of the house and the 16 room either overlook or open onto the pool and deck area where breakfast and cocktails are served daily. The James House is located directly across Caroline Street.
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.
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.
The Southernmost House
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.
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.
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.
Tropical Inn
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.
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.
Duval Gardens
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.