Key West Hotels

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.

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.

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!

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.

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.

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.

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.

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.

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!

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.

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.

The Harborside Motel & Marina is a low cost motel that offers spectacular waterfront views of Key West’s Garrison Bight. Located across from the Key West City Marina and Charter Boat Row, the center for sportfishing and diving, and minutes from Duval Street, Mallory Square and Key West’s diverse restaurants and exciting attractions.

Eden House Key West offers an affordable yet upscale stay with its recently renovated boutique charm. It provides a peaceful retreat while being conveniently within walking distance of Duval Street and other renowned Key West attractions. Ideal for budget-conscious travelers seeking comfort without breaking the bank, Eden House combines modern amenities with a prime location for an unforgettable vacation experience.

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.

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.

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.

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.

The best of coastal life awaits guests at the Fairfield Inn & Suites Key West at The Keys Collection. A family-friendly hotel, they offer travelers a charming home base from which to explore the beautiful Florida Keys. The guest rooms and suites will make you feel right at home. Spend your days soaking up the Florida sunshine at nearby Smathers Beach, or discovering the historic sights of Old Town.

This Key West hotel is located on the Gulf of Mexico in the "New Town" section of Key West. The Courtyard Key West is located within a 10 minute drive of any attraction on the island and features spacious guest rooms and suites. A Tiki Bar located adjacent to the pool, a private sunbathing/kayak launching beach, a 300 foot observation boardwalk, complimentary in-room refrigerators, and a concierge agent to help you plan your Key West vacation are just some of available services.

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.

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.

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.