217+ Longboat Key Home Listings

Island Gulf to Bay Condo for Sale - Your Paradise Awaits! Wake up to a breathtaking walk on your ow...

A Rare Longboat Key Value – Your Ideal Beach Retreat Awaits. Welcome to 663 Penfield Street—a hidden...

Lovely Inn on the Beach Condo located on the 4th floor on Longboat Key.

Sought-After Beachfront Living at The Islander Club – Resort-Style Luxury on Longboat Key. Welcome t...

High and Dry, Beautifully Renovated, and Fully Furnished, this Stunning Villa is Move-In Ready! This...

This is a great opportunity to own a piece of paradise on beautiful Longboat Key in the community of...

Charming, rarely available beach-to-bay short term vacation rental. This fully furnished 1bedroom/1b...

Deal on the Bay! Absolute stunning Bay Front condo on the pristine shores of Longboat Key! BAY VIEWS...

Under contract-accepting backup offers. Ideal as a vacation retreat, seasonal rental, or year-round ...

Paradise at Harbour Villa Club – Waterfront Luxury with a boat slip on Longboat Key! Enjoy this cond...

Welcome to your perfect Gulf-front getaway at The Players Club on Longboat Key. This beautifully ren...

Welcome to paradise at Beach Harbor Club, where you don’t have to choose between beach access and a ...