With constant sunshine, warm weather, and turquoise waters, Key West offers an incredible year-round vacation destination. Deciding the best time to visit Key West depends on your personal preferences and what you want to do during your visit. Whether you are looking to escape the cold or want to enjoy fewer crowds during the slower seasons, Rent Key West Vacations has the perfect property waiting for you!

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 […]