Hemingways To Gather In Key West

Hemingway Look-Alikes
by Historic Key West Vacation Rentals

The Hemingway Days festival’s undisputed highlight is the Hemingway® Look-Alike Contest at Sloppy Joe’s Bar, a frequent hangout for the writer during his 1930s residence in Key West. Scores of stocky, bearded entrants are to parade across Sloppy Joe’s stage before a judging panel of previous winners during preliminary and final rounds July 21-23. How many will there be? You'll just have to come be our guests and see!

Martha Truman Suite - Nightly Rental 1 Bedroom 1 Bath Sleeps 3

After strolling the neighborhood, cool off and relax at the back of the home in your shared pool with lounge chairs. This suite is the perfect size and more importantly in a fantastic location for your Key West vacation.

Villa Luxe - Nightly Rental 3 Bedrooms 3.5 Bath Sleeps 7

The large outdoor area provides you with a quiet yet playful haven in a terrific location. The décor, like the property itself, combines contemporary Key West with jet-set sparkle. Spoil yourself in the splendor of Villa Luxe!

Ernest Hemingway lived in Key West from 1931 until late 1939, penning classics including “For Whom the Bell Tolls” and “To Have and Have Not” in a small writing studio behind his Spanish Colonial residence on Whitehead Street. You can live here like a local for a few nights, a week, a month or longer.  Be our guests and come count the Hemingways!