Welcome to Gulf & Bay Club Bayside, one of Siesta Key's most desirable resort-style communities, where this rarely available 2-bedroom, 2-bath first-floor residence with no unit above offers an excellent opportunity for personal enjoyment or weekly rental income. Ideally located directly across from the community pool, clubhouse, and grilling area, this 1,280 sq ft condo features a tranquil pond view from the enclosed lanai, complete with glass sliders for four-season use. The floor plan includes a spacious living and dining area, an eat-in kitchen, generous bedroom sizes, and an in-unit laundry closet, along with a private one-car garage and driveway parking plus additional guest spaces nearby. Lovingly owned by full-time residents since 2002 and never used as a rental, the home remains largely original, providing a solid canvas for cosmetic updates to match your style. Gulf & Bay Club Bayside is a gated, Key West-inspired community offering two heated pools, tennis and pickleball courts, a fitness center, grilling stations, a fishing dock on the Intracoastal Waterway, beautiful walking paths, and deeded beach access directly across the street to Siesta Key's world-famous quartz sand. With weekly rentals permitted and on-site rental management available, this property presents outstanding investment potential in a premier island location, just minutes to Siesta Village, dining, shopping, and the free trolley. Discover the best of Siesta Key living and make this Bayside condo your next coastal retreat or income-producing opportunity. Schedule your private tour today!