Key West Inn, Bed & Breakfast, and Guesthouse Directory

• THE GRAND GUESTHOUSE
• 1116 Grinnell Street Key West FL 33040
• (888) 947-2630   (305) 294-0590 E-mail Website
• Relax & recharge in Key West style! Located in the heart of Old Town in a quiet, residential neighborhood just 5 blocks from Duval Street. A Frommer's "Find", Superior Small Lodgings "White Glove" winner, and featured in National Geographic Traveler.
• Book now!

• THE MERMAID & THE ALLIGATOR
• 729 Truman Avenue Key West FL 33040
• (888) 344-3034   (305) 294-1894 E-mail Website
• TripAdvisor
• Located in Old Town, this upscale bed & breakfast offers well-appointed guest rooms, lushly landscaped grounds, a complimentary daily breakfast and happy hour, and impeccable service.
• Book now!

• TROPICAL INN
• 812 Duval St Key West FL 33040
• (888) 611-6510   (305) 294-9977 E-mail Website
• View video TripAdvisor
• Prime Duval St location midway between Mallory Square & Atlantic Ocean. Quiet, romantic, intimate inn furnished in quality fashion evocative of European colonial era in East & West Indies. Elegance without pretense. Unbeatable location. Exceptional value.
• Book now!

• WEATHERSTATION INN
• 57 Front Street Key West FL 33040
• (800) 815-2707   (305) 294-7277 E-mail Website
• View video TripAdvisor
• This secluded tropical retreat is located just 1 block from Duval Street, providing guests with the best of both worlds. Soak up the sun at the pool deck surrounded by lush gardens & island charm before strolling out for dining, shopping & sightseeing.
• Book now!

• WESTWINDS INN | Key West
• 914 Eaton Street Key West FL 33040
• (888) 893-2878   (305) 296-4440 E-mail Website
• TripAdvisor
• Hospitality & relaxation are the hallmarks of every stay at Westwinds Inn. Located in the Historic Seaport of Old Town. Offering the intimacy of a bed & breakfast with 26 cozy rooms, private baths, two pools & complimentary breakfast!
• Book now!

• AMBROSIA KEY WEST
• 622 Fleming Street Key West FL 33040
• (800) 535-9838   (305) 296-9838 E-mail Website
• Pet-Friendly View video TripAdvisor
• A tropical Bed & Breakfast getaway nestled in the heart of the Old Town Historic District. We are within walking distance to Duval St., Mallory Square, beaches and many attractions and activities. An affordable luxury island retreat and pet-friendly too!
• Book now!

• COCO PLUM INN
• 611-615 Whitehead Street Key West FL 33040
• (888) 340-6438   (305) 295-2955 E-mail Website
• TripAdvisor
• Only one block from Duval St., walk to all attractions, shops & nightlife. Private baths. Large pool surrounded with lush tropical gardens & patio. Free Wi-Fi & complimentary breakfast. Affordable accommodations in the heart of Old Town.
• Book now!

• CONCH HOUSE HERITAGE INN
• 625 Truman Avenue Key West FL 33040
• (800) 207-5806   (305) 293-0020 E-mail Website
• TripAdvisor
• Historic B&B with charming, romantic accommodations, located in the heart of Old Town. Your tropical island escape. Steps from Duval and the best sightseeing, beaches and water sports.
• Book now!

• DOUGLAS HOUSE
• 419 Amelia Street Key West FL 33040
• (800) 833-0372   (305) 294-5269 E-mail Website
• Pet-Friendly TripAdvisor
• The Douglas House is your ticket to paradise! We offer the finest in accommodations and the best location at the most affordable rates. Our historic 8 building property is nestled within tropical gardens and just steps from the world famous Duval Street.
• Book now!

• GARDENS HOTEL
• 526 Angela Street Key West FL 33040
• (800) 526-2664   (305) 294-2661 E-mail Website
• Green Lodging Pet-Friendly View video TripAdvisor
• Gardens Hotel voted Worlds Best Place to Stay Conde Nast Traveler gold list. An outstanding property in the heart of Old Town Key West. 22 elegant European rooms, suites & cottages by 8 decades of botanical gardens, magical alcoves, & charming pathways.
• Book now!

• ISLAND CITY HOUSE
• 411 William St Key West FL 33040
• (888) 343-8951   (305) 294-5702 E-mail Website
• TripAdvisor
• Island City House Hotel is comprised of three unique houses that share tropical gardens & brick pathways winding throughout. We offer a heated pool & on site massage services! We are family friendly & offer daily breakfast coupons to nearby bakery.
• Book now!

• KEY WEST BED & BREAKFAST
• 415 William St Key West FL 33040
• (877) 301-5537   (305) 296-7274 E-mail Website
• TripAdvisor
• A short walk to the water & sites that have made Key West famous. Each of the 10 guest rooms are uniquely decorated in a Caribbean style with high ceiling fans & hardwood floors. Enjoy lounging porches, a heated pool, complimentary breakfast & more.
• Book now!

• KEY WEST HISTORIC INNS
• 725 Truman Avenue Key West FL 33040
• (305) 294-3333 E-mail Website
• Nestled in the heart of Old Town, Key West there lives a tale of five cherished historic inns. Enjoy the sweetness of Ella’s Cottages, the boutique flair of Lighthouse Hotel, the iconic elegance of Ridley House or the lush beauty of Winslow’s Bungalows!
• Book now!

• KEY WEST HOSPITALITY INNS
• 913 Duval Street Key West FL 33040
• (305) 296-4275 E-mail Website
• Pet-Friendly
• Key West Hospitality Inns is a family of Key West accommodations. Family-owned and operated since 2006, our properties suit a wide range of guests and families.
• Book now!

• LA PENSIONE INN
• 809 Truman Avenue Key West FL 33040
• (800) 893-1193   (305) 292-9923 E-mail Website
• TripAdvisor
• Completely renovated classic Victorian mansion located in the center of Old Town Key West with reasonably priced spacious rooms, all with private bath and air conditioning. AAA Approved.
• Book now!

• Marrero's Guest Mansion
• 410 Fleming St. Key West FL 33040
• (305) 294-6977 E-mail Website
• TripAdvisor
• Marrero’s offers twelve newly redesigned guest rooms with hand-selected artwork & furnishings that create an approachable, curated aesthetic. Be our guest & unwind in paradise at Marrero's Guest Mansion, a {verdigreen} hotel in sunny Key West.
• Book now!

• OLD TOWN MANOR
• 511 Eaton St FL 33040
• (305) 292-2170 E-mail Website
• Green Lodging Pet-Friendly View video TripAdvisor
• This top rated 14 room Key West bed and breakfast is located only half a block from famous Duval Street. Old Town Manor is pet-friendly and features modern amenities such as free Wi-Fi, tropical gardens, and a generous continental breakfast.
• Book now!

• SIMONTON COURT HISTORIC INN & COTTAGES
• 320 Simonton Street Key West FL 33040
• (800) 944-2687   (305) 294-6386 E-mail Website
• TripAdvisor
• An elegant, yet relaxed retreat for body & soul. The secluded world of Simonton Court is located in the heart of Key West's Old Town Historic District. Lush tropical gardens, cottages, suites, guest rooms, 4 pools, complimentary continental breakfast.
• Book now!

• Sun Outdoors Sugarloaf Key
• 311 Johnson Road Summerland Key FL 33042
• (305) 745-1079 Website
• Find paradise at Sun Outdoors Sugarloaf Key, located along a 7-acre saltwater lake, surrounded by state parks & mangroves. Stroll the lakefront boardwalk, cruise the lake on paddleboards & kayaks, or go explore our bike rental. Your perfect getaway awaits
• Book now!

• The Bishop Key West
• 822 Fleming St Key West FL 33040
• (305) 294-7775 E-mail Website
• Bishop Key West sits on 5 historic properties providing the perfect guest house experience in Old Town. Set in a quiet neighborhood, yet only 3 blocks from the buzz of World-Famous Duval St. and the Historic Seaport. Now taking reservations for 2025.
• Book now!