Step outside and straight into the vibrant charm of downtown living. The Holiday Life’s curated collection of walk-to-town residences offers unmatched access to the best of Naples—where boutique shopping, award-winning dining, art galleries, and live music are just a short stroll away.
Whether you’re exploring seasonal festivals, enjoying al fresco meals along 5th Avenue South, or browsing local markets and galleries, these properties place you at the center of it all—no car required. Each home blends comfort and style, with upscale interiors and relaxed elegance designed for guests who crave both convenience and sophistication.
Perfect for couples, culture-seekers, and weekend wanderers, our walkable rentals invite you to experience Naples like a local—where every evening holds the promise of discovery, and every morning begins with something new.