search icon

Key West Hotels

Tropical Inn
Tropical Inn is an exclusively adult inn where independent bed and breakfast character meets the inspired design and understated grace of a stylish Key West, Florida boutique hotel. This oasis of tranquility is set in a lush, secret garden enclave, with only eleven rooms sharing the inn’s spacious but intimate grounds, assuring optimal privacy. The mellow vibe found throughout plays perfect counterpart to the high-energy scene that beckons just beyond the doors of its location on Duval Street.
Tropical Inn is an exclusively adult inn where independent bed and breakfast character meets the inspired design and understated grace of a stylish Key West, Florida boutique hotel. This oasis of tranquility is set in a lush, secret garden enclave, with only eleven rooms sharing the inn’s spacious but intimate grounds, assuring optimal privacy. The mellow vibe found throughout plays perfect counterpart to the high-energy scene that beckons just beyond the doors of its location on Duval Street.
Caribbean House
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 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.
Crowne Plaza La Concha
The tallest building in Old Town Key West, the La Concha is centrally located in the heart of Duval Street. It was at the La Concha that Tennessee Williams penned “A Streetcar Named Desire!” The La Concha features Sleep Advantage beds, free Wi-Fi, a tropical sun deck and pool! The La Concha features the delicious Jack’s Seafood Shack, and The Top Lounge, a rooftop bar with the best view of Key West.
The tallest building in Old Town Key West, the La Concha is centrally located in the heart of Duval Street. It was at the La Concha that Tennessee Williams penned “A Streetcar Named Desire!” The La Concha features Sleep Advantage beds, free Wi-Fi, a tropical sun deck and pool! The La Concha features the delicious Jack’s Seafood Shack, and The Top Lounge, a rooftop bar with the best view of Key West.
The Weatherstation Inn
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 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.
L'Habitation Guest House
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.
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.
Simonton Court Hotel

Hotels Near Mallory Square

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.
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.
Hilton Garden Inn
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.
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.
The Laureate Key West
Introducing The Laureate Key West, between the modern, luxurious accommodations and a prime bayfront 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 something for everyone!
Introducing The Laureate Key West, between the modern, luxurious accommodations and a prime bayfront 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 something for everyone!
Best Western Hibiscus Motel
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 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.
Eden House
Eden House Key West offers an affordable yet upscale stay with its recently renovated boutique charm. It provides a peaceful retreat while being conveniently within walking distance of Duval Street and other renowned Key West attractions. Ideal for budget-conscious travelers seeking comfort without breaking the bank, Eden House combines modern amenities with a prime location for an unforgettable vacation experience.
Eden House Key West offers an affordable yet upscale stay with its recently renovated boutique charm. It provides a peaceful retreat while being conveniently within walking distance of Duval Street and other renowned Key West attractions. Ideal for budget-conscious travelers seeking comfort without breaking the bank, Eden House combines modern amenities with a prime location for an unforgettable vacation experience.
The Inn on Fleming
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 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.
Westwinds Inn
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.
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.
The Cabana Inn
When tropical oasis meets Duval Street, you know you have arrived at The Cabana Inn. Located just a block from Duval Street, the inn is hidden amongst the shady trees to create a tranquil paradise. The historic conch estate, with cottages was converted into a comfortable inn, with modern designs throughout the interior and exterior. Though Duval Street is the hub for nightlife on the island, The Cabana Inn is far enough away that you can relax in the peace and quiet of the charming inn.
When tropical oasis meets Duval Street, you know you have arrived at The Cabana Inn. Located just a block from Duval Street, the inn is hidden amongst the shady trees to create a tranquil paradise. The historic conch estate, with cottages was converted into a comfortable inn, with modern designs throughout the interior and exterior. Though Duval Street is the hub for nightlife on the island, The Cabana Inn is far enough away that you can relax in the peace and quiet of the charming inn.
The Marker
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.
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.
Paradise Inn
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.
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.
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.
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.
Ibis Bay Beach Resort
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.
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.
Marrero's Guest Mansion
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.
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.
The Conch House
Located in the heart of Old Town Key West, our historic Key West bed and breakfast is just 1.5 blocks from world-famous Duval Street and the Southernmost Point of the continental U.S.A. Offering charming and romantic accommodations, The Conch House is the ideal location for your Key West tropical island inn escape. They are only minutes away from the Historic Seaport, best sightseeing, beaches, water sports, and entertainment Key West has to offer.
Located in the heart of Old Town Key West, our historic Key West bed and breakfast is just 1.5 blocks from world-famous Duval Street and the Southernmost Point of the continental U.S.A. Offering charming and romantic accommodations, The Conch House is the ideal location for your Key West tropical island inn escape. They are only minutes away from the Historic Seaport, best sightseeing, beaches, water sports, and entertainment Key West has to offer.
Speakeasy Inn

Lounges

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 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.
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 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 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.
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.
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.
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.
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, they're also pet friendly!
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!
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.
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.