Key West Hotels

Come to 24 North Hotel and soak in Key West. 24 North Hotel offers standard, pool view, and Ocean View Rooms with premium features and in-room amenities. The hotel is located at the point of entry to Key West and convenient to everything in Old Town and across the island. The concierge can curate personalized experiences such as spa services, bicycle and scooter rentals, snorkeling and diving, parasailing, deep-sea fishing, and much more.

Center Court is close to plenty of great restaurants and attractions. Within walking distance there are several great restaurants that serve in freshest seafood daily. The Hemingway House is just a short walk. Center Court is just a half block from famous Duval Street. Duval offers plenty of shopping, art galleries, coffee shops, restaurants and bars. It is the main street of Key West’s downtown area.

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 Orchid Key is located on Duval Street and Truman Avenue right at the very crossroads of Historic Old Town Key West. Upon entering the Inn, brick paths lead you through lush tropical landscapes which surrounds their 24 elegant, amenity-filled guest rooms and suites. Tranquil waterfalls and water features fill the air as you near the peaceful sun deck, heated pool, and spa. Be sure to join them back at the Orchid Bar for their sunset complimentary Happy Hour!

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.

Minutes from the Key West Historic Seaport, Fitch Lodge welcomes on-the-go explorers to authentic conch-house lodging in a neighborhood setting. Return from reef diving or deep-sea fishing to informal, bohemian accommodations and a refreshing pool.

Just a step away from Mallory Square, the Pier House Resort and Caribbean Spa has been a Florida icon for nearly 40 years. The Harbor View Café and Chart Room Bar along with the Caribbean Spa offer guests a quiet oasis surrounded by lush gardens, pools, and private beaches. It’s a taste of the luxury and relaxation that Key West offers to those seeking calm and pampered vacations.

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.

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.

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.

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 Speakeasy Inn is a quaint guesthouse located in an historic Key West conch style house. It is situated on upper Duval Street in Key West. This neighborhood is famous for the proliferation of art galleries, restaurants, quiet bars and laid back atmosphere.

Alexander's Guesthouse is an LGBTQ guesthouse where they ALSO welcome ALL Friends of The LGBTQ Community. They promote acceptance and respect for all. Alexander’s Guesthouse is a lovingly restored Key West Conch house built in 1902, boasting beautiful, original pine floors and stately windows. Decorated with a tropical elegance, a homey atmosphere is thoughtfully created.

Those seeking the extraordinary find it at Oceans Edge, a place straight out of your get-away-from-it-all dreams. Surrounded by the clear and tranquil sea, this secluded resort offers a setting in which to unwind and recharge: exquisite rooms and suites, swimming pools, on-site dining, and an array of water activities, all just a quick ride from Downtown Key West on their complimentary shuttle. Experience life at Oceans Edge Resort & Marina, and you might book your next stay before you leave!

Ibis Bay is Key West the way you imagined it to be. It’s your well-earned escape from the ordinary, your chance to absorb the island’s famous character. White coral rock cottage rooms, weathered picket fences, brightly painted exteriors, your own hammock garden. It doesn’t sound like an ordinary hotel. It isn’t! Experience the life that writers move here for and artists try to capture. You’ll remember Ibis Bay for a lifetime.

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.

Key West Vacation Homes has provided visitors to the island with exquisite accommodations and peerless customer service since 2015. They are a local Key West business from top to bottom with a management team whose members are all natives of the area. They have learned their Hotel & Hospitality skills from many of Florida’s best universities from Miami to Tallahassee and their professional background in the field prior to joining our team are with some of the biggest hotel brands in the country. Our experienced management staff is not only attentive to every need but they are eager to guide you to places, attractions and areas to enjoy in the Florida Keys that may not even appear in your standard vacation guide book that will make your stay in the Conch Republic truly magical!

The tallest building in Old Town Key West, the La Concha is centrally located in the heart of Duval Street. It was at the La Concha that Tennessee Williams penned “A Streetcar Named Desire!” The La Concha features Sleep Advantage beds, free Wi-Fi, a tropical sun deck and pool! The La Concha features the delicious Jack’s Seafood Shack, and The Top Lounge, a rooftop bar with the best view of Key West.

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.

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.

Located in historic Old Town, Southernmost Beach Resort expands over 6 acres on a serene part of the island with Atlantic Ocean front views, gorgeous Key West architecture, and all the amenities you desire in a beach resort. The Southernmost Beach Resort is a short walk or bike ride from all the boutique shops, art galleries, eclectic restaurants, and non-stop nightlife. Southernmost Beach Resort offers the perfect location with sincere welcoming service!

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 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.

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.

Few places make us think of Margaritaville more than Key West. Their newest location is ideally situated across the street from Smathers Beach and the unbelievably blue waters of the Atlantic Ocean, and just steps from the quirkiness and historic sights of Old Town. Explore the culture, nightlife, and water activities on the most famous of the Florida Keys and return back to the quiet casual luxury of your premium oasis. Your island vacation is waiting for you at Margaritaville Beach House.