Duval Street is world-famous for its historic bars, live music, vibrant nightlife, and diverse attractions. Experience the lively atmosphere of Duval Street during your trip to Key West and stop at one of the famous bars for libations, live music, delicious food, and great times. Whether you want to grab a drink at one of […]

Key West is a world-class fishing destination. So good in fact, that author and avid sportsman, Ernest Hemingway, made Key West his permanent fishing grounds for nearly a decade. Plan a legendary fishing trip on Key West and enjoy year-round fishing in the deep sea, flats, wrecks, and inshore fishing spots around the island. Whether […]

There’s so much to do and see in Key West. To help you make the most of your vacation, our team at Rent Key West has compiled a list of popular tours to add to your itinerary. Whether you want to explore the island’s history on a guided trolley tour, snorkel with tropical fish, or […]

Are you looking for the best way to get to Key West? Look no further than the Key West Express, offering year-round ferry transportation from Fort Myers to Key West. Whether you are a Florida resident looking for an easy way to get to the island or are flying in from out of state, the […]

Getting around Key West is easy. Being just four miles long and one mile wide, there’s no need to rent a car when you are visiting the island. One of the most convenient and affordable ways to travel around town is on a Key West bike rental. At Rent Key West Vacations, we make it […]

Don’t leave your pet behind during your next vacation. Plan a trip to Key West and explore everything our tropical paradise has to offer with your dog by your side. Spend time visiting pet-friendly gardens, beaches, parks, and restaurants with your pooch. With our inventory of 50 pet-friendly rentals on Key West, we have everything […]

Known for its open and accepting atmosphere, Key West has long been a sanctuary for LGBTQ+ travelers. Plan your trip to our tropical paradise in June and join us for one of the best Pride Month celebrations in the country. With street fairs, parades, drag shows, pool parties, and gay history tours, we know how […]

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 […]

One of the best ways to experience Key West is from the water. While there are many ways to explore the island’s coastline, one of the most fun ways is by jet skiing. Sign up for a jet-skiing tour and let a local guide show you the best of Key West on an adrenaline-pumping adventure. […]

Key West has long attracted artists and writers. Among these writers was one of the most famous American writers of the 20th century– Ernest Hemingway. Inhabiting the island for nearly a decade, Hemingway wrote some of his most prolific works on Key West, drawing inspiration from the island’s landscapes, people, and history. Today, his presence […]