01 The Island City House is a three story Victorian MansionTucked just off the thoroughfare of Old Town Eaton Street is a hidden oasis of calm. The three stories, veranda faced, crisp yellow façade of the Island City House on picturesque William Street greets you. This oldest guest house in Key West is expertly restored to blend historic accuracy with contemporary amenities. Look for a pointing hand on the vintage style sign to cleverly direct you to the office in the garden for check-in.  This Is Your House- Island City House!




Arch-HouseA community of three charming abodes comprises the Island City House grounds. Just around the corner, entering through the Island City House’s Arch House, beneath the shaded gingerbread archway, you’ll forget whatever was on your mind. A row of bicycles brings a smile to your face, as you feel like a kid again. This is your kind of vacation.





Screenshot 2015-02-22 22.48.48The view beyond the sheltered brick walkway frames a vibrant tropical scene of tall, graceful palms and lush vegetation surrounding an inviting turquoise pool surrounded with inviting chaises. The red cypress Cigar House building with its covered porches and hammocks overlooks the scene.



06 Cigar House Queen Suite Private Balcony Overlooking Pool-GardensCasual elegance waits for you in each of the uniquely decorated rooms. Choose from a parlor suite in the Island Victorian style main building, a casual Caribbean style suite in the Arch House, or a large tropical plantation suite in the Cigar House with a private balcony. Whatever your selection, enjoy snacks delivered daily to your room and a full kitchen to prepare the fresh island seafood and fruits you’ll discover as you explore Key West.



13 Rental bikes available in our beautiful arch wayFrom this ideal Old Town location, easily set off on foot to the nearby Historic Seaport area for waterfront dining, visit local galleries, enchanting shops, and take in live musical entertainment. If you’re more adventurous, hop on a bicycle and cross the island to sandy beaches or to explore historical museums.





09 Island City House One Bedroom SuiteLet the accommodating staff of the Island City House help you plan an island tour or an entire day on the water, fishing, parasailing, snorkeling – that is if you want to leave this heavenly oasis. Maybe a tranquil massage, and serious pool time is more your style of vacation. At Island City House, the choice is yours.