The Island House, a male only resort, is a great place to make friends, be yourself, and enjoy everything about yourself in a safe, locked compound where everyone is gay—far from the outside world. A friendly and capable all male staff is ready to make sure all guests enjoy their stay. With accommodations that include room service, massages, moonlight swims in the nude, Jacuzzis, and anything you could really ever ask for.
Margaritaville Resort and Marina
The Margaritaville Resort and Marina is a AAA Four-Diamond rated resort that offers 178 deluxe guest rooms, suites, and has the largest marina of any hotel in Key West! The Margaritaville Resort features Bistro 245 offering delicious oceanfront dining overlooking the Sunset Celebration. For those really wanting to get away from it all, Sunset Key at the Margaritaville with private cottages, a spa and award winning Latitudes restaurant.
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.
The Perry Hotel
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
Frances Street Bottle Inn
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.
The Palms Hotel
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.
Old Town Manor
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.
In the heart of Historic Old Town Key West, at 325 Duval Street, you will find Casa 325, a quaint Key West guesthouse with all the comforts of home. Don’t let the Duval Street address fool you. Though they are just steps away from some of the finest restaurants, shops, galleries, nightlife and activities on Duval Street and the Historic Key West Waterfront, Casa 325 Guesthouse is nestled away off the street, providing guests the privacy they se
The Laureate Key West
Introducing The Laureate Key West: an all-new, all-suite Key West luxury Hotel. Between the modern, luxurious accommodations and a prime bay front 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 som
Rose Lane Villas
Your southernmost vacation begins here! Only half a block from Duval Street, Rose Lane Villas is a 5 minute walk to Mallory Square, Sloppy Joe's and all of your favorite Key West attractions. The family friendly 1, 2 and 3 bedroom Villas offer newly renovated kitchens, free parking and Wi-Fi. This tropical oasis features a heated pool, just steps from your front door. Don't leave your 4 legged family member behind, we're also pet friendly!
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 or explore the town as you
Oceans Edge Resort & Marina
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
Casa Marina Resort and Beach Club
The Casa Marina—a Waldorf Astoria Resort— is the last of tycoon Henry Flagler’s luxury hotels. The Casa features private oceanfront views and stunning views of the sunrise with more than 1,100 feet of secluded beach. It is perfect for an intimate vacation along the southern edge of the island. With emerald grounds, lush gardens, and a sparkling pool, it’s easy to feel like royalty. At the Sun Sun enjoy ocean front dining with casual ele
DoubleTree Resort by Hilton Hotel Grand Key
Set on lush grounds, this classic resort is a 4-minute drive from the Key West airport, beaches and downtown Key West. All rooms offer traditional decor and custom-designed beds, plus minifridges, flat-screen TVs and free WiFi. All suites add living areas, and some have whirlpool tubs. Some rooms and suites feature balconies. There's also an outdoor pool with poolside tiki bar, sundeck and waterfall. Additional amenities include 7,000 sq ft of me
Conch Republic Cottage Suites
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 (merely 2 blocks away), 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 property itself is ve
Barbary Beach House
Just minutes from the famed Duval Street, you’ll find a secluded place of discovery inspired by the rebellious shipwrecker history of the island. Overlooking the very waters that once claimed some of the world’s biggest fortunes, their garden-filled grounds, and Atlantic views capture the free-spirited sense of adventure of Key West’s first visitors.
Ambrosia Key West
Ambrosia Key West is a tranquil tropical resort that is nestled in the heart of the Southernmost City’s Old Town Historic District. Ambrosia is set in a former tropical nursery and offers a warm and welcoming atmosphere. Once you arrive, you can unwind by relaxing in their courtyard surrounded by palm trees before taking a dip in one of their three refreshing pools.
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.
The Garden House
The Garden House is an intimate, island-style bed & breakfast nestled away in the historic Old Town district of Key West. Located on a quiet, tree-lined street with comfortable beds, crisp white linens, and a temperature-controlled pool, their homey atmosphere will have you forgetting your worries as you are overcome by a sense of calm and tranquility.
Amsterdam’s Curry Mansion Inn
Amsterdam’s Curry Mansion Inn is comprised of 28 unique guest rooms in three different structures. The Mansion, built in 1869, is open for tours daily. Four guest rooms and the owner’s residence are located on the second floor. The Guest Wing wraps around the rear of the house and the 16 room either overlook or open onto the pool and deck area where breakfast and cocktails are served daily. The James House is located directly across Caroline
The Douglas House offers the finest accommodations & the most convenient location within Historic Old Town Key West, just off of World Famous Duval Street. Their in walking distance to both the Ernest Hemingway House & the Southernmost Point Monument, as well as the Sunset Pier at Mallory Square, countless restaurants, bars & retail stores.
The Gates Hotel
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.