Key West Hotels

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.

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.

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!

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.

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 seek.

The Inn on Fleming is nestled on a quiet residential street two blocks from the Historic Seaport. Built in 1894, this inn served as a private home until it was transformed into a beautiful, modern bed and breakfast in the 2000s. From this quiet inn you can walk to the restaurants and bars by the Seaport or to Duval Street, featuring dining, shopping, and local events.

The Orchid Key is located on Duval Street and Truman Avenue right at the very crossroads of Historic Old Town Key West. Upon entering the Inn, brick paths lead you through lush tropical landscapes which surrounds their 24 elegant, amenity-filled guest rooms and suites. Tranquil waterfalls and water features fill the air as you near the peaceful sun deck, heated pool, and spa. Be sure to join them back at the Orchid Bar for their sunset complimentary Happy Hour!

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.

The tropical Casablanca Hotel incorporates two of Key West’s magnificent historic buildings. A delightful inner brick courtyard surrounded by tropical plants and trees creates a tranquil atmosphere and a true island experience. Centrally located on famous Duval Street in the heart of Old Town Key West, Casablanca is also within walking distance to all there is to see and do in Key West.

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.

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.

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.

Located in historic Old Town, Southernmost Beach Resort expands over 6 acres on a serene part of the island with Atlantic Ocean front views, gorgeous Key West architecture, and all the amenities you desire in a beach resort. The Southernmost Beach Resort is a short walk or bike ride from all the boutique shops, art galleries, eclectic restaurants, and non-stop nightlife. Southernmost Beach Resort offers the perfect location with sincere welcoming service!

Step into Marrero’s Guest Mansion and step back in time to a more relaxed era. Enjoy the grandeur of their elegant Victorian home, carefully updated and lovingly converted into Marrero’s Guest Mansion. The original architectural details of this charming bed and breakfast remain intact while modern touches throughout the house provide guests with the best of both old and new Key West hospitality. Marrero’s Guest Mansion is just half a block from the famous Duval Street.

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.

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.

This contemporary, low-rise motel with a tropical garden is less than a block from shopping and dining on Duval Street, and a 4-minute walk from the Ernest Hemingway Home & Museum. Stylish, cozy rooms have free Wi-Fi and private porches or patios, plus coffeemakers, microwaves, mini-fridges and flat-screen TVs. Suites add pull-out sofas and wet bars. Freebies include continental breakfast and a happy hour with refreshments. There's a heated outdoor pool, a hot tub, and a koi pond.

The Marker Waterfront Resort offers 96 spacious tropically-inspired contemporary and luxurious guest rooms along the famed Historic Seaport Harbor Walk. The Marker offers multiple room categories to choose from ranging between Marina, Pool, Garden and Old Town views, with king or double queen options. Their poolside Cero Bodega is a Cal-Mex inspired cuisine that offers hand crafted cocktails, breakfast, lunch and dinner.

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.

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.

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.

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!

Located just steps from Duval Street in the heart of the Historic District, Heron House is your Key West inn to experience the intimacy and hospitality of a small southern guesthouse. From the moment you step on the grounds, you are surrounded by colorful orchids and lush, tropical plants. Wander through our exotic gardens, featuring more than 1,000 rare plants collected from around the world, as you make your way to your luxurious guest room.

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.