Speakeasy Inn | Key West Vacation Rentals

Nestled in the heart of Old Town Key West, Speakeasy Inn is a unique adults-only retreat with a colorful history rooted in the island's Prohibition era. This charming conch-style guesthouse was once home to Raul Vasquez, a cigar selector at the historic Gato cigar factory whose true passion was rum running between Key West and Cuba. Local legend says he stored smuggled rum in a hidden cellar beneath the property, one of the few basements in Key West.

Located directly on world-famous Duval Street, Speakeasy Inn places guests within walking distance of many of Key West's most popular attractions. Browse local art galleries, enjoy fresh island cuisine, or experience vibrant nightlife just steps from your room. You're only a few blocks from the Southernmost Point, Mallory Square, beautiful beaches, and the nightly Sunset Celebration.

Adding to the property's character is the Rum Bar, located on the first floor of the inn. Known for its impressive collection of rums from around the world, it's the perfect place to relax after a day of exploring Old Town. Whether you're planning a romantic getaway or a relaxing island escape, Speakeasy Inn offers a memorable Key West experience filled with historic charm, a prime location, and authentic local character.

*Note that this Key West vacation rental is Adults Only (guests must be 21 years or older)

*Parking is limited and $15/night