Historic Key West Vacation Rentals Concierge Services

key west gramping with kids

Booking your Key West rental home is just the beginning! Historic Key West Vacation Rentals is here to help you plan your Key West vacation. Our little Key West island offers endless fun-filled activities and events such as water excursions, historical tours, fishing charters, and transportation options for your vacationing pleasure.


Experience first hand what it’s like to pedal down our lanes and bike paths escorted by the scent of flowering jasmine. Discover the beauty and charm of Old Town, Garrison Bight and Ernest Hemingway Home. Chuckle at the unusual and amusing Key West Cemetery gravestones and epitaphs that demonstrate Key West folks’ senses of humor, even after their deaths. “I told you I was sick” and “I always dreamed of owning a small place in Key West” are at the top of our list.


Set your hearts aflutter on a bench under a gazebo and flamingle with Rhett and Scarlett, a breeding pair of pink flamingos at the conservatory. They’ll honk and spread their coral wings to welcome you. Join the tradition of taking your photos from the Southernmost Point, stroll along the Historic Key West Seaport and Harbor Walk, winding down to Mallory Square, and the nightly sunset celebrations punctuated with lively and colorful street performers.


Perspective is everything and nothing frames your end-of-day experience better than boarding a catamaran on the ocean to behold the majesty of a Key West sunset from the sea. Ask our concierge about our favorite activities to make an exciting Key West Vacation.