Waterfront Florida Keys Cottage!

Welcome to your perfect slice of Old Florida paradise! Tucked away on a spacious waterfront lot, this classic Keys cottage on Harborview Drive captures everything we love about island living—laid-back, breezy, and full of charm.

This property sits right on the open water with postcard-worthy views and some of the best boating access in the Upper Keys. With an impressive amount of dockage, there’s plenty of room for your boats, jet skis, or kayaks—bring all the toys and get ready to spend your days exploring the clear blue waters of Florida Bay or zipping out to the Atlantic.

The home itself is cozy, cheerful, and full of personality, with that timeless Keys cottage feel. Think warm wood tones, vintage touches, and a relaxed, welcoming vibe throughout. Outside, there’s plenty of room to spread out, entertain, or just unwind under the swaying palms. The lot is oversized and beautifully maintained, giving you both privacy and space to enjoy the outdoors.

Whether you’re sipping coffee on the water’s edge, heading out for a sunset cruise, or just soaking in the slow pace of life in Tavernier, this spot offers everything you need for an unforgettable stay in the Keys.

Please note: before proceeding with your booking, kindly review the following information. This property is managed by a local Islamorada rental company, Freewheeler Vacations. Payments for your vacation rental will be made thru Freewheeler Vacations. You will also see a charge from VRBO which covers their booking service fee which is already included in the total cost. We prefer payments via personal check or eCheck. However, if you opt to pay by credit card, a 3% convenience fee will be applied to your rental. You will receive the Freewheeler Vacations Vacation Rental Agreement via email, which must be signed before your arrival. All future correspondence will be made through Freewheeler Vacations.