This TOTALLY RENOVATED ISLAND BEAUTY will charm the most sophisticated Buyers and the spectacular sunrise views over Sarasota Bay enhanced by sunset lit City and Golf Course views will take your breat

Welcome to Pearl On The Key, your coastal sanctuary Professionally Managed by Gulf Coast Vacation Rentals, atPrivateer, an exclusive beachfront community nestled on the pristine shores ofLongboat Key.

Welcome to Pearl On The Key, your coastal sanctuary Professionally Managed by Gulf Coast Vacation Rentals, atPrivateer, an exclusive beachfront community nestled on the pristine shores ofLongboat Key.

Available 04/01/2025 through 05/30/2026 (possible annual)privateer north ph located behind the gates of longboat key. Gulf views from every room. A top of the line remodel with 2 spacious bedrooms w

Available 07/01/2025 through 12/30/2025 rented season jan, 2026 through april, 2026(possible annual)privateer north ph located behind the gates of longboat key. Gulf views from every room. A top of t

Available 04/15/2025 through 11//30/2026. This residence is gulf and bay views through your hurricane sliding doors and a view from every room. Pristine sandy beaches from a luxurious direct front gul

AVAILABLE RENTAL APRIL 1, 2025 through MAY 30,2026 Located the furthest South Behind The Gates of Longboat Key Club. Privateer North Complex located o Gulf of Mexico. Only a few steps to the beach.

Available 07/15/2025 through 12/30/2025. LEASED SEASON JAN, 2026 THROUGH MARCH, 2026. This residence is gulf and bay views through your hurricane sliding doors and a view from every room. Pristine san

Available off season rental july 1, 2025 through november 30, 2025 at $5000 a month and seasonal january 2026 through april 30, 2026 through may 30, 2026 located the furthest south behind the gates