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 […]

Key West, FL, offers countless stunning spots to catch a sunset, and Rent Key West Vacations is here to guide you to the very best ones. Check the sunset time online and watch the sun dip below the horizon as you take in ocean views and admire the vibrant shades of orange, pink, and blue. […]

Plan your December trip to Key West and celebrate the holiday’s island style with Rent Key West Vacations. Find the perfect accommodations for your winter escape, and join us this December for holiday events, beautiful weather, and outdoor adventures. Enjoy beautiful 75-degree weather as you embark on holiday tours, shop for gifts, stroll through twinkling […]

No trip to the Florida Keys is complete without savoring a slice of our signature key lime pie. Indulge in Florida’s official state dessert in Key West, the birthplace of this delectable dessert. Check in to your Rent Key West Vacations home and discover the best key lime pie in Key West during your visit. […]

Beyond Key West’s breathtaking white sand beaches lies a world unknown to most- one of eerie tales and ghostly encounters. Embark on a Key West ghost tour and explore one of the country’s most haunted cities this Halloween season. From the terrifying legends of Robert the Doll at Fort East Martello to the Lady in […]

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. […]