During your next Key West getaway, we encourage you to support our local community by shopping locally! Find a fantastic selection of locally grown produce and handcrafted goods at the farmers markets of Key West & The Florida Keys. Whether you are looking for fresh ingredients to prepare meals in your vacation home or want […]

After a day at the beach, we invite you to cool down with a refreshing drink at a Key West brewery or distillery, and/ or bring your favorites back to your Rent Key West Vacations home-away-from-home. Whether you want to sip on island-inspired brews while overlooking the water or sample rum inspired by the exploits […]

As one of the longest-standing and most trusted vacation rental companies in Key West, we are proud to be your local experts during your Key West getaway. Rent Key West Vacations’ knowledgeable staff is here to introduce you to the best Key West festivals and events our beautiful island has to offer! Keep up to […]

After a day of exploring the beaches, historic sites, museums, and waters off Key West, settle in for a night of live entertainment. The sounds of live music on the island pour out of endless bars around and along the world-famous Duval Street. Stay in the city’s historic district with Rent Key West Vacations, and […]

Did you know Key West, Florida, is closer to Cuba than it is to the mainland of the United States? Since the islands are just 90 miles apart, it should be no surprise that we have an intertwined history and heritage. One of the most evident connections today is our island cuisine, which is heavily […]

West, Florida, attracts beach lovers, water & eco adventurers, foodies & nightlife enthusiasts, and seekers of spectacular sunsets. Visitors can also discover a confluence of history, art, and culture at our museums. Stay with Rent Key West Vacations and enjoy easy access to Key West’s museums. Discover Key West Art, Architecture & History Key West’s […]

It’s time to pack your family’s bags and head to the southernmost point in the United States for an epic Florida Keys getaway. Key West is a vibrant island paradise offering picturesque beaches, endless watersports, historic sites, fascinating museums, and plenty of activities for our youngest visitors. Discover the best things to do in Key […]

New Year’s on Key West is a fun celebration with plenty of parties and events. Visitors come from all over to witness the Last Sunset Celebration on Mallory Square, the Dropping of the Conch Shell at Sloppy Joe’s, the Red High Heel Shoe Drop Starring Sushi, and the Pirate Wench Drop at the Schooner Wharf Bar […]

Plunge into 2022 with Key West Fun Key West is a classic island destination with a great mix of historic and modern excitement. In 2020, as Key West continues to evolve, there will be tons of big events and ways to enjoy this special island paradise. To help you plan your 2022 vacation in Key […]

Take A True Beach Vacation  Key West, because of its compact size and interesting geography, is a unique Florida beach destination. No matter where you stay, Higgs Beach, Smathers Beach, and Fort Zachary Taylor State Park Beach are relatively close by. But for a true beach vacation, there’s nothing better than staying right next to the […]