Properties listed in LONGBOAT KEY

Available for 2026 and 2027 Season!! Welcome to The Privateer, one of Longboat Key’s most coveted beachfront communities. This 10th-floor residence offers a rar ...

Stunning Waterfront Property in the Prestigious Bayou Section of Bay Isles, Longboat Key - Experience the ultimate in island living with this exceptional waterf ...

Discover an elegant and gracious two-bedroom residence featuring spacious rooms, expansive glass windows, and soaring ceilings that create an airy, inviting atm ...

Spectacularly Updated Bayfront Condo on Longboat Key. Welcome to your beautifully reimagined coastal retreat in this beach to bay community— a bright and spacio ...

AVAILABLE Dec. 2025-April 2026, 2 mos. min. This is a second floor walk up, two bedroom and den, two bathroom unit with over 1,600 square feet of interior livin ...

Located in the gated waterfront community of Coreys Landing within Bay Isles, this beautifully maintained 3BR residence offers refined design, comfort, and priv ...

Introducing an exceptional beachfront residence that redefines luxury living on Longboat Key, offering panoramic seventh-floor views that span from the Gulf of ...

Embrace beachfront living with this two-bedroom, two-bath residence, offering mesmerizing direct views of the Gulf of Mexico. An exceptional feature is the over ...

Where the sky opens wide above the Gulf and the shoreline runs uninterrupted, this extraordinary 12,000+ sq. ft. estate stands with a presence that defies compa ...

Experience unparalleled luxury with breathtaking views of the Gulf of Mexico in the Armand Building. This exceptional residence features an open-concept floorpl ...

***NEW VACATION RENTAL LISTING** * Booked Dec1st-March 31st 2026. Welcome to your amazing beachfront Longboat Key at Sunset Beach vacation. Sunset Beach is a 3 ...

Design your dream beachfront retreat at the Water Club on Longboat Key. This spacious three-bedroom, four-bath residence offers 3,000-plus square feet of living ...