RARE LATE-FALL OPPORTUNITY: NOVEMBER & DECEMBER 2026 AVAILABLE FOR A TWO-MONTH MINIMUM STAY AT $10,000, OFFERING A $8,000 SAVINGS. START EVERY DAY ON VACATION WITH A SUNRISE AND END IT WITH A SUNSET. From the first light of sunrise dancing across Sarasota Bay to the breathtaking sunsets over the Gulf of Mexico, this penthouse offers the best of both worlds, and the very essence of Longboat Key living. Bay views grace the eastern side of the residence, while the large kitchen window and entry doo...RARE LATE-FALL OPPORTUNITY: NOVEMBER & DECEMBER 2026 AVAILABLE FOR A TWO-MONTH MINIMUM STAY AT $10,000, OFFERING A $8,000 SAVINGS. START EVERY DAY ON VACATION WITH A SUNRISE AND END IT WITH A SUNSET. From the first light of sunrise dancing across Sarasota Bay to the breathtaking sunsets over the Gulf of Mexico, this penthouse offers the best of both worlds, and the very essence of Longboat Key living. Bay views grace the eastern side of the residence, while the large kitchen window and entry door offer views west toward the Gulf. Gather each evening along the Gulf-view catwalk to watch spectacular sunsets paint the sky over the water. It's a daily tradition cherished by owners, neighbors, and guests alike, often enjoyed from a beach chair with a favorite beverage in hand. Designed for comfort and relaxation, this two bedrooms and two bath coastal retreat features a newly remodeled open kitchen with island seating, two newly renovated bathrooms, and an inviting open living and dining area. The bright Florida Room is filled with natural light, creating the perfect spot for morning coffee, reading, or simply taking in the peaceful surroundings. Arrive with ease and park directly in your private under-building garage parking space, complete with a dedicated storage closet for all your beach gear. Perched on the top floor, this penthouse residence offers an added sense of tranquility with no unit above. The beautifully updated kitchen is fully equipped for everything from casual breakfasts to gourmet dinners. Pick up fresh ingredients from local farmer's markets or explore the many outstanding dining destinations located just minutes away. Nestled within the 26-acre waterfront community of Windward Bay, guests enjoy access to an impressive collection of resort-style amenities. Highlights include two heated swimming pools, tennis and pickleball courts, two marinas, kayak storage, shuffleboard, a clubhouse with kitchen, library, fitness center, saunas, multiple fire pits, and barbecue areas throughout the grounds. Nature lovers will appreciate the abundance of wildlife, scenic walking paths, and more than a half mile of waterfront trails. Whether your days are spent boating, fishing, kayaking, beachcombing, or simply relaxing in the Florida sunshine, the location places you close to everything. Downtown Sarasota, St. Armands Circle, Bridge Street, Historic Cortez Fishing Village, championship golf courses, shopping, dining, and renowned arts and cultural attractions are all nearby. Guests return year after year for the exceptional combination of comfort, location, and coastal charm. In fact, one couple has made this their January through March home away from home for many seasons. More than just a place to stay, this is the kind of vacation retreat where cherished memories are made and lasting traditions begin. Your perfect Longboat Key vacation begins here.