5500 GULF BOULEVARD, St Pete Beach, FL 33706

Rarely Available PENTHOUSE…..2BED/LIVING ROOM/3Bath/Balcony at TradeWinds Island Resorts – Spectacular Gulf & Beach Views and terrific rental income history!
Experience the ultimate in beachfront ownership with this exceptional penthouse at the iconic TradeWinds Island Resorts on world-famous St. Pete Beach. Breathtaking views of the Gulf of Mexico, sugar-sand beaches, and the resort’s tropical grounds, along with a history of investment potential in one extraordinary package!
Beautifully appointed and completely turnkey, this spacious penthouse accommodates up to eight guests and features two bedrooms, including a primary suite with a king bed and a guest bedroom with two queen beds, a separate den with sleeper sofa, dining area, three full bathrooms. The expansive balcony provides front-row seating for unforgettable sunsets, sparkling Gulf waters, and the vibrant resort atmosphere below.
Unlike a timeshare, this is a fee-simple condominium that you own. Owners can enjoy up to 28 days of personal use annually while benefiting from participation in the resort’s professionally managed rental program, providing the opportunity to generate income to offset ownership expenses. The villa is fully furnished and professionally maintained, beautifully decorated, and includes daily housekeeping and resort services—allowing for truly effortless ownership with monthly rental income distributions.
Situated on approximately 40 tropical acres and 1,600 feet of pristine Gulf frontage, TradeWinds Island Resorts is one of Florida’s most recognized beachfront destinations. Resort amenities include nine swimming pools, fifteen restaurants and dining venues, a full-service spa, fitness center, pickleball courts, beach cabanas, watersports, family activity programs, live entertainment, and endless opportunities for recreation and relaxation. Located within 30minutes to Tampa airport, major sports & spring training & entertainment venues, museums, shopping and world-class dining establishments.
Known as a premier destination for weddings, conventions, family vacations, and memorable beachfront getaways, ownership also includes valuable owner privileges such as discounts on dining, beverages, and resort activities. Potential tax advantages, 1031 Exchange or self-directed IRA opportunities may further enhance the investment appeal.
Whether you’re seeking a beachfront retreat for family gatherings, a legacy property to create lasting memories, an income-producing investment, or the perfect combination of all three, this penthouse villa presents a rare opportunity to purchase.
THIS is Florida Gulf-front living! *** JUST LET GO ***