Bed and Breakfast Hotels in Key West In the historic downtown district of Old Town Key West, some of the most popular accommodations are the unique and intimate properties known as Guesthouses, Bed and Breakfasts, and Inns. Usually featuring 6-20 rooms, most offer hotel amenities, including private baths, air conditioning and TV, plus personal service and a convenient “walk-anywhere” location. Our reservations staff is trained to find the accommodations in Key West that best suits your needs. We know first hand what each can offer you, just give us your budget, dates of stay and desired amenities and we’ll do the work for you. Call A delightful blend of historic gingerbread conch houses and cottages surrounded by lush tropical landscaping. Nestled just one block off Duval Street in the heart of Key West’s Old Town Historic District, this Guest House offers a variety of suites, themed rooms, townhouses and cottages; each decorated differently, providing a unique experience for every guest and for every visit. Built in 1888, this Grand Conch mansion is one of the purest examples of Bahamian architecture in Key West. Listed on the National Register of Historic Places, this Guest House has been maintained with utmost care to capture a true feeling of a 19th century island residence. Once a cigar factory where craftsmen hand rolled some of the world’s most famous cigars. Just steps away from Duval Street, Mallory Square & the Historic Seaport these cottages, rich in history and steeped in mystique, retain their original 19th century charm, yet are updated with all modern amenities. Garden and ocean views from private balconies and wide shady porches. This one-of-a-kind island retreat with its distinctive turn of the century architecture and sophisticated British Colonial style offers the perfect setting for that romantic getaway! Named “The Prettiest Hotel In Key West” by The New York Times’s List, this Guest House features 17 luxurious guest suites amidst one of Florida’s oldest and most respected tropical gardens with vegetation collected from all over the world. Worlds “Top 100 Best Places to Stay” award & listed in the book “1,000 PLACES TO SEE BEFORE YOU DIE”. Beautiful Victorian mansions, century-old brick pathways meandering through timeless secluded gardens and exquisitely restored Bahamian buildings reminiscent of the Plantation houses of the Caribbean.