Key West Hotels

The moment you arrive at The Perry Hotel, you’ll find yourself transported by the salty air, large open spaces, and five-star service. Situated just one bridge away from historic Old Town, yet unlike anything you can find in downtown Key West, The Perry's 40-plus-acre campus offers the ultimate resort-like experience. Fish the backcountry, dive the Vandenberg, lounge poolside, and sip homemade rum—it’s all possible just steps from your door at their waterfront Stock Island oasis.

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.

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.

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.

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.

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.

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.

Get ready to escape to your very own secret hideaway. Discover a quiet corner of Old Town Key West that is tucked away where island charm and hospitality meet with a rich history to create a delightful oasis. The Southernmost Inn was originally built in the 1800s as a Francisco Marrero cigar factory and, was transformed into a charming inn that still boasts much of the original architecture. Experience all that our historical island has to offer while relaxing at the Southernmost Inn.

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.

The Hotel Marquesa is one of the finest small hotels in Key West. For an excellent fine dining experience, head to their restaurant, Café Marquesa. Set in the center of the historic district of Old Town Key West, the Marquesa compound is set around a lush interior garden and sparkling swimming pools. Time slows down at the Marquesa where a quiet retreat awaits those looking for luxury, privacy, excellent food and service.

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.

This relaxed motel is a 3-minute walk from the beach, a 10-minute walk from The Ernest Hemingway Home and Museum, and 1 mile from Fort Zachary Taylor Historic State Park. Unpretentious rooms have free Wi-Fi, cable TV, and tea and coffee-making facilities. Some feature mini-fridges and microwaves. Amenities include free continental breakfast and parking, plus an outdoor pool, a hot tub and a palm tree-lined sundeck.

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!

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.

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.

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.

Introducing The Laureate Key West, between the modern, luxurious accommodations and a prime bayfront location, this Key West getaway is one you do not want to miss. The Laureate serves as a perfect jumping off point for exploring the colorful town and all of the things to do in Key West. Whether you are looking for a family beach vacation or a romantic beach getaway, The Laureate Key West offers something for everyone!

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 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.

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.

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.

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.

Experience Key West luxury redefined. Relax in your residential-inspired suite featuring a balcony or private patio with plunge pool. Venture upstairs to enjoy the sweeping views at our rooftop pool and bar. Take a short stroll to the excitement of Duval Street or popular Key West attractions within walking distance. Discover a chic adults-only oasis in the heart of the Key West at our luxurious all-suites resort. Escape ordinary at H2O Suites.

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.

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.