Located in the highly desirable 500 block of Naples Park, this beautifully updated home offers a rare combination of style, comfort, and proven investment potential. With a strong track record as a successful short-term rental and future bookings already in place, this property is ideal for investors or buyers seeking a second home with the option for supplemental income. Bookings can be honored or canceled at the buyer's discretion, offering complete flexibility from day one. Just minutes from Vanderbilt Beach, Mercato, and a variety of local restaurants, cafes, and shops, the home delivers the quintessential Naples lifestyle with no HOA and no rental restrictions. The street itself has recently undergone beautification, enhancing curb appeal and neighborhood value while contributing to a relaxed, coastal charm that renters and homeowners alike will appreciate. Inside, the home features a light and modern interior with two separate living areas — a rare and highly desirable layout in Naples Park that offers flexibility for families, guests, or entertaining. The kitchen is beautifully finished with granite countertops and stainless steel appliances, while custom Plantation shutters and tasteful, neutral décor tie the spaces together. Every inch has been thoughtfully maintained and updated, making this a true turnkey opportunity with no deferred maintenance to worry about. The outdoor living space is equally impressive, featuring a private, fully enclosed backyard with a custom heated saltwater pool and spa, sun shelf, AquaLink remote system, and a travertine pool deck. Professionally landscaped with upgraded sod, shell mulch, and tropical palms, the yard creates a peaceful, resort-like setting for relaxing or hosting. Additional upgrades include impact-resistant windows and garage doors, electric storm shutters, and fresh exterior paint with waterproofing — all contributing to long-term peace of mind and lasting value. Whether you're looking for a smart investment, a seasonal retreat, or a second home that effortlessly generates income when you're not in town, this property offers the perfect balance of function, flexibility, and Florida lifestyle in one of Naples' most sought-after neighborhoods.