This home has a rich history of artists living in residence or just using it as a base to explore Key West, and you can see this as soon as you step inside. Wherever there was a blank white wall, the host has put up a piece of artwork from countries such as Cuba and Haiti, as well as from local Floridian artists. This big collection makes for a cheerful space that is sure to put a smile on your face. Although if it doesn't, the pool outside surrounded by loungers and looming palm trees is sure to do the trick. On those hot sunny days — which, in Key West, is more often than not — you can throw open the huge French doors that line one side of the address and the interior instantly becomes a breezy verandah. Clever, right? When the climate is cool enough to go exploring, this home's location in the historic district puts you within fifteen minutes' walk of significant attractions, such as the Hemingway Home & Museum, or alternatively, the white sands of Simonton Beach.