Bed and Breakfast Hotels in Key West

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.

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.

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.

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.

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.

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.

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 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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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.

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 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 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.

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.

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!

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.