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.

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!

The Equator Resort believes all the typical male-only resort expectations can be met without sacrificing class or service. Imagine a domestic tropical location where the locals and visitors alike embrace an open to all concept of thinking. A place where the official adopted philosophy of the city is “One Human Family”. Now complete that with an all-male, clothing optional environment that prides itself in guest privacy and comfort, tucked away in the heart of Old Town Key West.

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.

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 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.

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!

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.

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.

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.

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.

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.

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.

The Eden House is a tranquil, peaceful setting with all the amenities and none of the attitude. We sit in the perfect location in historic old town Key West just a short walk from Duval Street. Eden House hotel offers affordable rates, a heated pool, Jacuzzi, elevated sundeck, waterfalls, hammocks, swings, garden cafe, property-wide wi-fi and friendly service – all in a lush, tropical setting.

Set amongst gently swaying palm trees, in the midst of the Key West pulse is where you will find NYAH – Not Your Average Hotel. NYAH offers a true Floridian vibe accentuated by a unique BYOR concept. NYAH is only a few blocks away from the energetic Duval Street. Experience the magnificent beaches, shopping, the fantastic nightlife, and more.

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.

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.

Once the estate of a prosperous industrialist, Ridley House is tucked behind classic picket fences and low-hanging trees. You’re immersed in a verdant oasis of ease and refinement. Of the five Kimpton Key West hotels, Ridley House is the most elegant—ideal for honeymooners and VIP stays.

Located mango-throwing distance to iconic Key West Lighthouse and Hemingway’s home, Lighthouse Hotel brings guests together around their lively pool, bustling bar and brick-garden grounds. Groups and weddings fit right into this magical scene.

Winslow's Bungalows spans a lush, landscaped campus in the heart of Old Town. Named for famous painter and summer resident Winslow Homer, this expansive haven boasts three private pools, an outdoor bar and vibrant gardens. It’s an idyllic scene for couples, families, groups and wedding parties.