The Overseas Highway travels 113 miles from Key Largo to Key West, offering a unique way to travel between the Florida Keys and experience all it has to offer. Plan an epic road trip to Key West from Florida’s mainland, or fly into our local airport and start your exploration from the Southernmost City. Drive […]

Rent Key West Vacations invites you to experience Halloween island-style in the southernmost city. Plan your visit during the Key’s spookiest season and experience the perfect blend of mild weather, seasonal events, and haunted attractions. The season’s highlight is the annual Fantasy Fest, bringing ten days of costumes, parades, and libations to our island paradise. […]

Beyond the famous Duval Street and Ernest Hemingway Home, Key West offers a wealth of unique experiences. Rent Key West Vacations invites you to venture off the beaten path and discover all the unique things to do in Key West. From haunted history tours to hidden gem restaurants and one-of-a-kind neighborhoods, our island has something […]

As an internationally known LGBTQ+ travel destination, Key West Florida is celebrated for its inclusivity and openness. Among its many treasures, Key West boasts a dazzling drag show scene that is not to be missed. Attend a drag show in Key West and experience a night of comedy, glamour, costumes, entertainment, and laughter at Aquaplex, […]

Looking for the best ways to get around town for your Key West vacation? Book a golf cart rental in Key West and get around our island with ease! Most of our streets are accessible to golf carters, making it a breeze to get to top attractions like Duval Street and Smathets Beach. Book your […]