Key West Hotels

Parrot Key Hotel & Villas is the island getaway you’ve been waiting for. Set among five acres of award-winning landscaping and palm groves, our exceptional resort in Key West offers four swimming pools, watersports rentals, on-site dining all day long, and excellent service from our friendly staff. Parrot Key Hotel & Villas is perfectly situated just minutes away from the historic district of Old Town Key West, but far enough away from the hustle and bustle to truly soak up the island life.

Relax in nautically inspired rooms and suites. All rooms feature their own balcony where you can discover beautiful views. Enjoy a culinary adventure with regional flair at Four Marlins. Savor ocean to table highlighting the freshest, locally sourced seafood and produce. Lounge by the oceanfront pool or feel the sand between your toes on the island’s only natural sand beach.

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.

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.

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 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 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.

Simonton Court Hotel is a tropical boutique bed and breakfast located in the heart of Old Town Key West. Whether you’re relaxing by one of their four pools, enjoying the lush secluded beauty of their gardens and restored Victorian and Conch architecture, or exploring the world famous historic attractions of Key West just steps from their property, how you enjoy Key West is entirely up to you. You’ll be conveniently located just off the beaten path.

The Coconut Beach Resort is a private tropical paradise, reminiscent of days gone by, that sits quietly and serenely on the Atlantic side of Key West. Here you will find a blend of old island architecture, lush vegetation and quite walkways flowing onto bright white verandahs. Many of their rooms have been newly renovated, and each of the layouts offers its own touch of uniqueness, be it a high-pitched ceiling, a private balcony or a spectacular panoramic view.

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.

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.

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.

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.

Pegasus International Hotel offers elegant newly renovated guestrooms and spacious suites that feature the latest technology, impressive amenities, and the creature comforts of home like plush bedding, microwaves with refrigerators.

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.

Knowles House, a historic Key West bed and breakfast, has the personal touch that gives it a unique, charming and welcoming feel. Knowles House is set in the historic Old Town district and exemplifies classic, Key West, tropical architecture. They offer the traditional, personal service and genuine hospitality you should expect and provide an elegant, yet comfortable and homey atmosphere that is as cool as Key West, itself.

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.

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.

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.

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.

This waterfront oasis is perfect for guests seeking a relaxed vacation right off the waves of the ocean. With wonderful amenities including a heated oceanside pool and a sun bathing deck, the Hampton Inn offers pool and beverage service, as well as a continental breakfast and free WiFi.

Discover a contemporary Key West resort tucked into the charm of Old Town. Steps from the beach, ocean, and Duval Street, Santa Maria Suites offers a tranquil oasis where you can relax and indulge. It all starts with a warm smile at check-in. Lounge by their two garden-enclosed heated pools. Walk down to the beach and let their attendants pamper you with towels, umbrellas and chairs. For anything else, from tours to dining, the concierge service will help you explore.

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!

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.

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.