Key West Hotels

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.

The Inn is the place to experience tranquility. Tucked away in Old Town Key West, you will feel as if you have uncovered your hidden gem. The Paradise Inn is the perfect place to daydream and relax in the artful collection of quaint cottages and beautiful gardens. Just steps away from the best restaurants and the action of Duval Street, the Paradise Inn has everything you need for your getaway.

Located on a secluded 27-arce island called Sunset Key these cottages are designed for the sophisticated traveler who demands the very best! This tropical paradise are luxurious one, two, three and four bedroom cottages, each designed in traditional Key West architecture and offering magnificent ocean or garden views. This is the perfect location to sip a glass of champagne or enjoy your complimentary breakfast basket and newspaper delivered each morning.

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.

Alexander's Guesthouse is an LGBTQ guesthouse where they ALSO welcome ALL Friends of The LGBTQ Community. They promote acceptance and respect for all. Alexander’s Guesthouse is a lovingly restored Key West Conch house built in 1902, boasting beautiful, original pine floors and stately windows. Decorated with a tropical elegance, a homey atmosphere is thoughtfully created.

Hospitality is the hallmark of each stay at Westwinds Inn. Established circa 1900 and located in the Historic Seaport District of Old Town Key West, their Victorian-style bed and breakfast still retains its original, pre-WWII charm while adding modern amenities like free Wi-Fi, air-conditioned rooms, and HDTVs. They deliver the intimacy of a B&B with 26 cozy rooms with soft beds and private bathrooms, as well as a free continental breakfast each morning.

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, they're also pet friendly!

Center Court is close to plenty of great restaurants and attractions. Within walking distance there are several great restaurants that serve in freshest seafood daily. The Hemingway House is just a short walk. Center Court is just a half block from famous Duval Street. Duval offers plenty of shopping, art galleries, coffee shops, restaurants and bars. It is the main street of Key West’s downtown area.

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.

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.

L'Habitation reflects all the architectural charm of a true Key West Conch House with Victorian and Bahamian accents. Located 1/2 block from Duval Street, 10 minutes walking distance from Fort Zachary Taylor beach, Hemingway House, Audubon House, Truman's Little White House, and Mallory Square.

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 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.

Surround yourself in upscale elegance at the magnificent Southernmost House. When you take a dip in the zero-entry heated pool that is perched directly on the oceanfront, it feels like the crystal-clear waters ebb and flow into the horizon. Find out why this famous bed and breakfast has been the Key West, Florida boutique hotel of choice for Presidents, royalty, and famous figures like Ernest Hemingway. Relax, unwind, and escape from everyday life on the quieter end of Duval Street.

Located in Old Town Key West, just steps off Duval Street, South Beach & Southernmost Point (yet totally discreet and private) their Key West vacation rentals are not hotels, but award-winning properties with outstanding Key West style architecture and amenities. Decorated with colorful tropical furnishings, and many with classic sandblasted Dade County Pine walls, these historic and elegantly-restored vacation properties are fully-equipped and centrally located.

Hilton Garden Inn Key West / The Keys Collection is an upscale hotel set at the entry point of Key West, on North Roosevelt Boulevard, and is convenient to the island's best attractions such as Old Town, Mallory Square, Smathers Beach, and the Hemingway House. The hotel is also a short drive from Duval Street, the center of the action, where Key West's best restaurants, bars, nightlife and shopping reside.

Nestled in the heart of Old Town Key West, The Galleon Resort & Marina has been the vacation choice of countless families and couples. They offer spacious Key West accommodations that have kept guests coming back for over 25 years! They offer many options for rooms, including one and two bedroom units. A large waterfront swimming pool, private beach, boardwalk and tiki bar are just a few of the great amenities that they have to offer.

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.

NYAH Key West offers an affordable way to experience this vibrant destination, located conveniently just steps from Duval Street. Perfect for group travelers, NYAH features flexible bunk bed accommodations that allow up to six guests to enjoy individual beds. This unique setup fosters a lively atmosphere, ideal for exploring local attractions without overspending. With modern amenities and a setting designed for social interaction, NYAH is a budget-friendly retreat that promises an unforgettable

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.

Set on lush grounds, this classic resort is near the beaches and downtown Key West. All rooms offer traditional decor and custom-designed beds, plus mini fridges, flat-screen TVs and free WiFi. There's also an outdoor pool with poolside tiki bar, sundeck and waterfall. Additional amenities include 7,000 sq ft of meeting space and a business center, plus a free beach, airport, and area shuttle.

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.