Regatta

Your week-long escape begins in this 3BR/2BA end unit at Regatta! Enjoy cozy furnishings, stylish accessories, and a well-equipped kitchen. We've got you covered with beach essentials – towels, chairs, umbrella, and toys – for a fun day by the pool or at the beach! Located in the Vanderbilt Beach area, Regatta offers white sands, breathtaking sunsets, and a resort-style community with a fitness center, tropical pools, and tennis courts. Explore nearby dining spots like the Ritz Carlton, Turtle Club, The Lighthouse, and La Playa. For upscale experiences, venture to Mercato, Pelican Bay Marketplace, or Pavilion Shops. Regatta isn't just a vacation spot; it's your gateway to the Southwest Florida tropical lifestyle. Naples awaits with fishing spots, sunset cruises, botanical gardens, the zoo, golf courses, and cultural gems.

All weekly reservations between January 1 and April 30 must follow a Saturday-to-Saturday booking schedule. For special requests outside of this timeframe, please contact us directly.

Reservations must be made at least 14 days prior to arrival. Any reservation booked online within 14 days of the arrival date will be automatically cancelled.

Please note that all guests are required to complete a separate application for Regatta, processed through the TenantEvaluation online platform. A $150 application fee applies and must be paid directly through the platform.

Important Notice: There is ongoing construction in the Vanderbilt Beach area, which may lead to increased noise levels and/or traffic delays.

All information provided is deemed reliable but not guaranteed.

For additional information, please contact Lesley Garlock by phone at or by email at lesley.garlock@

Unique Benefits

Regatta at Vanderbilt Beach offers everything you need for a perfect vacation in paradise. Enjoy clean, comfortable condos with resort-style amenities including pools family barbeque areas and fitness rooms. In addition, you're just a short stroll away from Vanderbilt Beach, stunning sunsets, and nearby dining, shopping, and entertainment options.

Why Kids Love It

Children cherish Regatta for its abundance of thrilling activities and attractions. From ‘walk-to beach’ for swimming and sandcastle adventures to boating and fishing to the excitement of watching dolphins play―the fun and excitement is endless! The tropical waterfall pool adds an extra splash of enjoyment and, being close to the water park, Naples Zoo, and Children's Museum ensures that kids have an unforgettable vacation at Regatta.

Area Information

Vanderbilt Beach in Naples, Florida, is renowned for its stunning shoreline and abundant recreational opportunities. With activities like sunbathing, swimming, and snorkeling, as well as options for boating and fishing, there's something for everyone. Nearby attractions include the Naples Zoo, Golisano Children's Museum, and Sun-N-Fun Lagoon water park. Dining and shopping options abound, from waterfront seafood eateries to charming boutiques. With its natural beauty and diverse attractions, Vanderbilt Beach promises a delightful experience for visitors of all ages.

Attractions Within Walking Distance

Within walking distance of Regatta, you'll find an array of captivating attractions. Enjoy the pristine sands of Vanderbilt Beach, catch breathtaking sunsets at the Ritz Carlton's beachside Gumbo Limbo for lunch, savor seaside dining at the Turtle Club, or explore the historic Lighthouse. Nearby, indulge in luxury at La Playa Beach Resort, shop at the Pavilion shops, and experience outdoor movies, festivals, and art shows at Mercato. There's plenty more to discover just steps away from Regatta!

Favorite Places To Eat

Top dining spots include the Turtle Club for coastal cuisine, Hampton Social for refreshing Rosé and lobster rolls, Skillets for mouthwatering breakfasts, and Tacos and Tequila for vibrant flavors. For a healthy option, check out True Food, and satisfy your sweet tooth at Royal Scoop for delectable ice cream delights.