Welcome to Villa del Roble on the Grand Canal on Siesta Key! Timeless elegance and refined sophistication hallmark this thoughtfully remodeled home, beautifully preserving its authentic details and offering 3200+ square feet on two floors, including four bedrooms, an office, and three full and one-half baths. A masterpiece of craftsmanship, this light-filled home showcases soaring ceilings, walls of windows, and expansive outdoor living spaces. Notably, the residence remained free of flooding during recent hurricanes, offering additional peace of mind. With over 70 feet of water frontage, a 10,000 lb lift, two davits, and a Trex dock, the property offers effortless boating access on Siesta Key. Enjoy tranquil moments beneath the Tiki Hut, intimate al fresco dining, the heated pool and spa, or a quiet stroll through the courtyard to admire the majestic oak tree that inspired the home's name. The entertaining areas and everyday living spaces blend seamlessly, creating an elegant residence that exudes tranquility and comfort. The remodeled kitchen shines with Thermador appliances, a gas cooktop, pendant lighting, and a well-appointed pantry - ideal for any culinary enthusiast. Just beyond, the sunroom fills with natural light and offers serene waterfront views. The main-level primary suite features private outdoor access, a generous walk-in closet, and a spa-inspired bathroom with dual sinks, a vanity, a walk-in shower, and a soaking tub. A dedicated office and powder bath add convenience on the main floor. Upstairs, three additional bedrooms and two full bathrooms provide ample accommodations for family and guests. Located within walking distance to Out-of-Door Academy and just minutes from Siesta Key Beach and Siesta Key Village, this property offers the ideal combination of waterfront living, convenience, and close proximity to Sarasota's world-class beaches, shopping, dining, and entertainment.