Key West Hotels

Ella's Cottages - Key West Kimpton Collection
An intimate retreat in the center of Old Town Key West, Ella’s Cottages blend cottage charm with historic character. Enjoy a front-porch seat to the lively Key West scene, unwind by the secluded pool or wander through hidden gardens.
Fairfield Inn & Suites by Marriott
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.
The Mermaid & The Alligator
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.
Key West Harbor Inn
This laid-back, adults-only inn is in a 19th-century mansion and is surrounded by a lush, tropical garden. Individually decorated rooms and suites feature wooden floors and en suite bathrooms, as well as free Wi-Fi and flat-screen TVs. Complimentary amenities include breakfast and happy hour. There’s also an outdoor pool, a sundeck and bike rentals.
Angelina Guest House
Set in former gambling spot and bordello dating from the 1920s, this quaint, adults-only guesthouse is 5 minutes' walk from the Hemingway Home and Museum, and 2 blocks from Duval Street. Accommodations range from simple rooms with shared bathrooms to 2-bedroom units with en suite facilities, microwaves and mini-fridges. All rooms have air-conditioning and ceiling fans. Some rooms offer private entrances to the property's courtyard. Amenities include a free continental breakfast with homemade cinnamon rolls, and a heated lagoon-style outdoor pool surrounded by tropical plants.
Casa 325
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.
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, 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.
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 you might book your next stay before you leave!
Pier House Resort
Just a step away from Mallory Square, the Pier House Resort and Caribbean Spa has been a Florida icon for nearly 40 years. The Harbor View Café and Chart Room Bar along with the Caribbean Spa offer guests a quiet oasis surrounded by lush gardens, pools, and private beaches. It’s a taste of the luxury and relaxation that Key West offers to those seeking calm and pampered vacations.
The Southernmost Inn
Get ready to escape to your very own secret hideaway. Discover a quiet corner of Old Town Key West that is tucked away where island charm and hospitality meet with a rich history to create a delightful oasis. The Southernmost Inn was originally built in the 1800s as a Francisco Marrero cigar factory and, was transformed into a charming inn that still boasts much of the original architecture. Experience all that our historical island has to offer while relaxing at the Southernmost Inn.
Equator Resort
The Equator Resort believes all the typical male-only resort expectations can be met without sacrificing class or service. Imagine a domestic tropical location where the locals and visitors alike embrace an open to all concept of thinking. A place where the official adopted philosophy of the city is “One Human Family”. Now complete that with an all-male, clothing optional environment that prides itself in guest privacy and comfort, tucked away in the heart of Old Town Key West.
Orchid Key Inn
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!
DoubleTree Resort by Hilton Hotel Grand Key
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.
Heron House Court
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.
La Mer Hotel & Dewey House
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.
Heron House
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.
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 at their waterfront Stock Island oasis.
Duval Gardens
This bright, quaint B&B is a 4-minute walk from the Ernest Hemingway Home & Museum, 7 minutes on foot from South Beach and a mile from restaurants on Mallory Square. Cozy rooms with nautical-style decor feature flat-screen TVs, mini-fridges and en suite bathrooms. Some have direct access to a wraparound porch. A suite in an annex offers a marble bathroom and a kitchenette. A continental breakfast buffet is served on the porch. There's also a heated outdoor pool.
Courtyard by Marriott Key West Waterfront
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 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.
Southernmost Beach Resort
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!
Simonton Court Hotel
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.
24 North Hotel
Come to 24 North Hotel and soak in Key West. 24 North Hotel offers standard, pool view, and Ocean View Rooms with premium features and in-room amenities. The hotel is located at the point of entry to Key West and convenient to everything in Old Town and across the island. The concierge can curate personalized experiences such as spa services, bicycle and scooter rentals, snorkeling and diving, parasailing, deep-sea fishing, and much more.
Alexander Palms Court
This cozy, tropical-style guesthouse is 2 blocks from dining and nightlife on Duval Street. Homey rooms offer cable TV, ceiling fans and rainfall showers. Studios add sitting areas and kitchenettes, while 1- and 2-bedroom suites come with full kitchens, and living rooms with pull-out sofas. Kid age 16 and under stay free.
Winslow's Bungalows - Key West Kimpton Collection
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.