Paradise Inn
The Inn is the place to experience tranquility. Tucked away in Old Town Key West, you will feel as if you have uncovered your hidden gem. The Paradise Inn is the perfect place to daydream and relax in the artful collection of quaint cottages and beautiful gardens. Just steps away from the best restaurants and the action of Duval Street, the Paradise Inn has everything you need for your getaway.
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.
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.
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.
Marrero's Guest Mansion
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.
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.
Rose Lane Villas
Your southernmost vacation begins here! Only half a block from Duval Street, Rose Lane Villas is a 5 minute walk to Mallory Square, Sloppy Joe's and all of your favorite Key West attractions. The family friendly 1, 2 and 3 bedroom Villas offer newly renovated kitchens, free parking and Wi-Fi. This tropical oasis features a heated pool, just steps from your front door. Don't leave your 4 legged family member behind, they're also pet friendly!
Coco Plum Inn
Feel the history and old-world charm at the tranquil Coco Plum Inn. The Coco Plum Inn is the perfect location for your Key West adventure. Their tucked away in the heart of the Old Town Historic District in two Victorian homes. Stroll one block to legendary Duval Street, or walk three to the Hemingway Home or Key West lighthouse. You can easily reach all the local attractions, shops, entertainment, and nightlife from the Coco Plum Inn.
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.
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.
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.
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.
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.
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 Artist House
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.
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 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.
Island City House Hotel
A 4-minute walk from the restaurants and bars at Key West Bight Marina and 15 minutes from Ernest Hemingway House, this elegant all-suite hotel is spread across a restored Victorian home, an 1880 carriage house and a red cypress wood building. Refined suites with island-inspired decor and hardwood floors offer full kitchens and flat-screen TVs. Many suites have outdoor sitting areas, and some have separate living spaces.
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.
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.
Casablanca Hotel
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.
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 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 Grand Guesthouse
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.