Large Vacation Rentals In Florida Keys

Our large vacation rentals in Florida Keys are made for extended families, groups of friends and multigenerational trips, with selected rentals sleeping up to 24 guests. Choose from sprawling island retreats with multiple bedrooms, generous living areas, private pools and outdoor spaces where the whole group can relax and reconnect.

Many of our Florida Keys vacation rentals are designed with bigger stays in mind, offering gourmet kitchens, flexible sleeping arrangements and plenty of room for shared meals and evenings together. Selected group-friendly vacation rentals also feature waterfront settings, private docks, pools, hot tubs, volleyball courts, oceanfront balconies and outdoor dining areas, with beaches and clear turquoise water on the doorstep.

Whether you’re planning a reunion, celebration or getaway with several families, our large vacation rentals in the Florida Keys give you the space to keep everyone under one roof. Stay near Key West, Marathon, Islamorada and other island destinations, with room for up to 24 guests to swim, dine, unwind and enjoy the best of the Florida Keys together.