Key West Hotels

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.

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.

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.

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.

Havana Cabana Resort sits waterfront in Key West, a destination steeped with charm and character. Taking nostalgic influences from the art and culture of our neighbors in Cuba, the Cabana is a lush escape from reality. Mid-century cars greet resort guests as they arrive, birds of paradise punctuate the outdoor landscape, and the sweet sound of Flamenco guitar can be heard poolside. Relax and unwind with a midday mojito and explore the town.

The Gates Hotel Key West is a new lifestyle hotel in Key West that offers 100 contemporary accommodations with an urban chic flare. Featuring one of the best locations for hotels in Key West, our family-friendly Key West hotel is located at the entrance of the island.

The Capitana is a boutique waterfront hotel offering a relaxed, tropical sanctuary where you can unwind with sweeping views of the bay cradled by a beautiful sandy lounge area. Inspired by the famous Spanish ships carrying treasures to the shores of America, and named after one such shipwreck from Spain’s 1733 Armada that scattered gold and silver coins all over the ocean floor here, The Capitana Key West welcomes you with a casual island vibe and all the modern amenities you need.

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.

The Banyan Resort is a luxury timeshare resort that is the ultimate destination for a weekend getaway or long term accommodations in their well appointed suites which offer the perfect blend of history and modern convenience located on a Historic Caribbean Estate tucked away in the heart of Old Town Key West. Enjoy the best of both worlds that only their unique location can offer: A serene atmosphere within steps to everything the island has to offer.

With a prime address just one block from Duval Street and one block from the beach, Southwinds Motel's thoughtful amenities that include three pools, bike rentals, and beach access, and free perks like Wi-Fi and breakfast, can turn any Key West getaway into a vacation to remember.

Circa 1900, Heron House Court was originally built to house the workers of Flagler’s famous Overseas Railway. This hotel is now listed on the National Register of Historic Places and retains much of its traditional charm, but with modern comforts that make us a unique blend of old and new.

Located at Mallory Square, the Ocean Key Resort and Spa has an abundance of oceanfront rooms that relax, as well as energize, with the plethora of amenities. All rooms come with balconies with views of the water or Duval Street, jetted baths and seating areas. Pamper yourself at Spa Terre. Sip on a cool cocktail on the Sunset Pier with live music or enjoy elegant dining at the Hot Tin Roof. Enjoy a sail in the blue waters of the Key West Harbor.

Located on a secluded 27-arce island called Sunset Key these cottages are designed for the sophisticated traveler who demands the very best! This tropical paradise are luxurious one, two, three and four bedroom cottages, each designed in traditional Key West architecture and offering magnificent ocean or garden views. This is the perfect location to sip a glass of champagne or enjoy your complimentary breakfast basket and newspaper delivered each morning.

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.

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.

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.

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.

There’s nothing quite like the Florida Keys, and at the Duval Inn, they believe your Key West experience should be nothing short of extravagant. A turn-of-the-century historic guesthouse, you’ll find the Duval Inn has both the old charm and character of a tropical conch house, as well as all of the comforts and attention to detail you’d expect at a modern hotel. Built upon one of the most advantageous blocks on the island, the Duval Inn is steps away from its famous namesake street, with all the dining, shopping, and entertainment Key West has to offer. However, their chaise lounges are just far enough away from the vibrancy and excitement to coax guests into napping beside their peaceful pool.

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.

The Marker Waterfront Resort offers 96 spacious tropically-inspired contemporary and luxurious guest rooms along the famed Historic Seaport Harbor Walk. The Marker offers multiple room categories to choose from ranging between Marina, Pool, Garden and Old Town views, with king or double queen options. Their poolside Cero Bodega is a Cal-Mex inspired cuisine that offers hand crafted cocktails, breakfast, lunch and dinner.

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.

At the Saint Hotel Key West, guests are treated to a heavenly hotel experience in heart of “Old Town” Key West. No matter which of their luxurious accommodation options are chosen, visitors are sure to experience exquisite comfort with attention to tranquil, casual opulence. Their 36 guestrooms are perfect for the guest who is looking to retire to a luxurious getaway after time in the sun and fun in Key West.

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.

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.

An intimate retreat in the center of Old Town Key West, Ella’s Cottages blend cottage charm with historic character. Enjoy a front-porch seat to the lively Key West scene, unwind by the secluded pool or wander through hidden gardens.