Places to stay in Old Town
Old Town is where many of the island’s attractions can be found and that is to be expected since it is the site where Key West was developed.
Top things to do in Old Town include visiting the Ernest Hemingway Home and Museum on Whitehead Street, taking a jaunt down the famous Duval Street with its funky shops, art galleries and bars, and then arriving just in time for a nightly sunset festival at Mallory Square.

This quaint area of Key West offers a wide variety of inns and other accommodations to fit each taste. From The Duval House with its seven Conch style houses, tropical garden with a 100-year Banyan tree to the Coco Plum Inn, a collection of old Victorian houses with its own collection of history and legends including Hemingway sleepovers and cash-stuffed walls.
The Cabana Inn
Described as a hidden gem in Key West, The Cabana Inn is comprised of a conch estate and cottages that has all been converted into a modern inn. Located just one block from DuVal Street, the property also offers a lush garden, pool, treetop walkways, and more.
The Paradise Inn
The Paradise Inn consists of quaint cigar makers cottages that have been converted to boutique style rooms and two Bahamian-style houses that have been built to inspire relaxation and the ultimate in stylish comfort. Guests can enjoy its amenities, lush gardens, a fountain-fed pool or a dip in the jacuzzi.
The Duval House
With its seven Conch style houses, tropical garden with a 100-year Banyan tree, The Duval House in Key West is on Duval Street and just steps away from the finest dining available on the island and the The Ernest Hemingway Home and Museum. The property has an onsite concierge, pool, and, true to its bed and breakfast model, offers breakfast to all guests.
Tropical Inn
The Tropical Inn in Key West is an intimate bed and breakfast that is steps away from the famed Duval Street. With stylish accommodations, its “expanded continental breakfast,” lush garden enclave, and onsite pools, your time at this inn is intended to make your stay unforgettable with rooms with memory-inducing names like Mango Summer, Gypsy Mermaid, and Key Lime Loft–some built with a private patio or veranda.
Coco Plum Inn
Comprised of old Victorian houses including one built as far back as 1891 and stuffed with history and legends that includes a presidential visit, Hemingway sleepovers and cash-stuffed walls, the Coco Plum Inn in Key West is itself a “key” part of this island’s history. Coco Plum Inn offers 14 rooms and suites each with its own charm. Some of the rooms and suites have private patios and easy access to the private tropical gardens.
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