Listed on 06/08/2026

Listed by Mari Vesci

Days on market: 28

Luxury Penthouse Living at Vanderbilt Beach Furnished 3 bedroom, 3 bathroom penthouse in Regatta with double car garage is just moments from the white sands of Vanderbilt Beach. Available April 1st for annual rental, this residence offers sweeping water views and exceptional privacy from its top floor vantage point. Light-filled living spaces with 9 ft ceilings is open to a large screened lanai perfect for enjoying morning coffee, sunsets, and peaceful waterfront scenery. Regatta is a sought-after gated community with resort-style pool and spa, party room, fitness center and more. Unbeatable location across from the Ritz. Just minutes from Mercato’s dining, shopping, and entertainment venues! This exceptional residence delivers the best of the Naples coastal living.

Listed on 05/18/2026

Listed by Robert Alpizar

Days on market: 50

Property Status: Active Escape Winter in Style, Your Naples Beach Retreat Awaits! Trade snow for sunshine and discover the ultimate coastal escape in this exquisite 10th-floor residence just steps from the powdery sands of Vanderbilt Beach. Perfectly positioned across from the iconic Ritz-Carlton Naples, this elegant end unit offers a front-row seat to the best of Florida's luxurious beachside living. Wake up each morning to sweeping panoramic views of the Gulf and Bay that stretch endlessly before you. The open-concept living and dining areas flow effortlessly together, ideal for intimate gatherings, sunset cocktails, or simply relaxing in the warmth of your sunlit surroundings. The primary suite is a tranquil sanctuary featuring private balcony access-perfect for savoring your morning coffee as the water shimmers in the distance. Two additional guest rooms provide both comfort and flexibility, making this the perfect getaway for couples, families, or friends seeking a stylish coastal retreat. Step outside and immerse yourself in the resort-style amenities of Regatta-where tropical waterfalls, a sparkling lagoon pool, lap pool, jacuzzi, fitness center, and outdoor grills create the feeling of a private resort. When you're ready to explore, stroll to the beach for a swim or a leisurely sunset walk, or head just two miles to Mercato, where fine dining, boutique shopping, and vibrant nightlife await. Whether you're escaping the chill of northern winters or simply craving endless summer days, this luxury Naples retreat offers everything you need to unwind, recharge, and experience the warmth of paradise. Office Phone: (239) 438-1102 Copyright © 2026 Naples Area Board of REALTORS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Listed on 05/18/2026

Listed by Lesley Garlock

Days on market: 49

Property Status: Active Beautiful upscale condominium on the 5th floor with magnificent views of Vanderbilt Bay and a glimpse of the Gulf of Mexico. This 3 bedroom, 3 bath apartment has everything you want in a vacation residence: brand new stainless steel appliances; hardwood floors in the bedrooms and ceramic tile in the living areas, baths and lanai; 6 televisions (including a large screen high definition Samsung in the living room); and wireless internet. The open floor plan is spacious and the location is perfect: just a short walk to the Gulf and Vanderbilt Beach, where you can enjoy the famous Naples' sunsets as well as wonderful beachfront dining at the Ritz Carlton, Turtle Club and La Playa. Designed as a resort style community, Regatta offers amazing on-site amenities, such as a fitness center, poolside grill and picnic area, furnished social room with built-in media center, fishing piers, boat docks, electronic gated entry, tropical waterfall pool and lap pool. Just a short drive up Vanderbilt Beach Road from Regatta are numerous fine restaurants, tennis courts at the Pelican Bay Community Park, plus movie theaters, upscale shopping, dining and dancing at the fabulous new Mercato complex. Office Phone: (239) 594-2226 Copyright © 2026 Naples Area Board of REALTORS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Listed on 05/16/2026

Listed by Tony Blaskis

Days on market: 51

Property Status: Active Vanderbilt Beach Area-Completely Renovated- Walking Distance to the Beach! Regatta is one of the most sought-after rental properties in Naples. The location on the Bay has shopping, restaurants, and a white sandy beach -- all within walking distance! This beautiful 3/3 condo has many upgrades from the tile flooring to the granite countertops,. Also enjoy a unique 3rd floor-only extended deck off the lanai with steps leading down to the lap pool, overlooking the bay. New flatscreen TVs, Blue-Ray, iPod Station stereo and Wi-Fi. Help keep up with the modern day tech you would expect to find at home. Designed as a resort style community, Regatta offers amazing on-site amenities such as a fitness center, poolside grill and picnic area, furnished social room with built in media center, fishing piers, boat docks electronic gated entry, tropical waterfall pool and lap pool. Walk to nearby restaurants at the Ritz Carlton, Turtle Club, The Lighthouse and La Playa. Drive up the street to even more fine restaurants plus movie theaters, upscale shopping and more at the fabulous new Mercato, Pelican Bay Marketplace, or Pavilion Shops. Office Phone: (239) 594-2226 Copyright © 2026 Naples Area Board of REALTORS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Listed on 06/04/2026

Listed by Sarah Rosiak

Days on market: 32

Property Status: Active Experience coastal living at its finest in this beautifully furnished and updated 3-bedroom, 2-bath condo in the sought-after Regatta community. Ideally located just a short walk from Vanderbilt Beach, this residence places you near some of Naples' most desirable destinations, including The Ritz-Carlton, The Turtle Club, and Baleen at LaPlaya. Regatta is a resort-style gated community offering exceptional amenities, including a tropical waterfall pool, lap pool, fitness center, poolside grill, picnic area, and more. Newly completed tennis and pickleball courts are also available nearby at the community park, adding even more opportunities for recreation and outdoor enjoyment. Enjoy the best of the Naples lifestyle with world-class shopping, dining, and entertainment just minutes away. Mercato, Waterside Shops, and the renowned Fifth Avenue South district offer endless options for boutiques, restaurants, and nightlife. Outdoor enthusiasts will appreciate easy access to fishing charters, sunset cruises, public golf courses, and beautiful Gulf beaches, while local attractions such as Naples Botanical Garden, Naples Zoo, Artis-Naples, The Naples Players Community Theater, and Gulfshore Playhouse provide year-round cultural and entertainment experiences. Whether you're seeking a seasonal getaway or an extended stay, this exceptional condo offers the perfect blend of comfort, convenience, and resort-style living in one of Naples' premier coastal locations. Office Phone: (239) 594-2226 Copyright © 2026 Naples Area Board of REALTORS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Listed on 05/18/2026

Listed by Lesley Garlock

Days on market: 49

Property Status: Active Enjoy the best of coastal living in this spacious 3-bedroom, 3-bathroom condominium, perfectly situated in the desirable Vanderbilt Beach area-just a short stroll from the white sand beaches and breathtaking sunsets over the Gulf. This inviting condo has everything you need for a relaxing and memorable stay in paradise, including a fully equipped kitchen, plush linens and towels, beach essentials, and more. Located within the resort-style community of Regatta, guests can take advantage of top-tier amenities such as a tropical waterfall pool, lap pool, fitness center, poolside grill and picnic area, and secure electronic gated entry. Take a leisurely 5-minute walk to the beach for swimming, paddleboarding, or simply soaking in the serene beauty of the shoreline. You'll also be within walking distance of iconic local dining at The Ritz-Carlton, Turtle Club, The Lighthouse, and LaPlaya's Baleen. A short drive brings you to even more upscale shopping, dining, and entertainment options at Mercato, Pelican Bay Marketplace, and the Pavilion Shops, complete with boutique stores, restaurants, and movie theaters. Office Phone: (239) 594-2226 Copyright © 2026 Naples Area Board of REALTORS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Listed on 05/17/2026

Listed by Domenico Ceruzzi

Days on market: 50

Property Status: Active Ready for the 2027 Season! Sunshine filled END UNIT 3bds-2bths, coastal decor, SW lanai with views of Gulf sunsets and Bay waters; High Speed WiFi /Cable; assigned covered parking space and abundant guest parking. REGATTA is a luxury, gated community on the Bay, across from the RITZ CARLTON; a short walk to VANDERBILT BEACH white sand and its beach side restaurants. REGATTA features a tropical style waterfall pool, a hot tub, a large lap pool, fitness center, gazebo bar, BBQ grills area and bay side fishing pier. Five minute drive or bicycle ride to: MERCATO upscale shops, movie-theater, restaurants and nightlife; PAVILION Shopping Center, movie-theater, restaurants, bicycle shop, LA Fitness, spa and beauty salon; PELICAN BAY Plaza Publix Supermarket, restaurants and shops. PELICAN BAY Community Park Pickleball and Tennis courts and planned programs; WIGGINS State-Park and Beach, shaded beach side BBQ grills, boat launch and fishing. Your key to Paradise is awaiting your arrival. Office Phone: (239) 261-2244 Copyright © 2026 Naples Area Board of REALTORS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Listed on 05/18/2026

Listed by Lesley Garlock

Days on market: 49

Property Status: Active Located on Vanderbilt Bay this lovely nautical themed condo has everything that you will need to enjoy your time in PARADISE! Recently refreshed to deliver a comfortable and coastal-beachy flair. Freshly painted, new flat screen TV, lighting fixtures, linens and accessories. The warmth and coziness of the master and guest quarters are complemented by new bedding draped in luxurious linens. Gathering space flows seamlessly to a outdoor lanai supplying spectacular Gulf views. Designed as a resort style community, Regatta offers amazing on-site amenities such as a fitness center, poolside grill and picnic area, furnished social room with built in media center, boat docks, perfect for fishing, electronic gated entry, tropical waterfall pool and lap pool. Just steps to white sandy beaches including Delnor-Wiggins State Park recently named one of the Top Ten Beaches in the US. Walk to nearby restaurants at the Ritz Carlton, Turtle Club, The Lighthouse and La Playa. Drive up the street to even more fine restaurants plus movie theaters, and upscale shopping at the fabulous Mercato, Pelican Bay Marketplace or Pavilion Shops. Office Phone: (239) 594-2226 Copyright © 2026 Naples Area Board of REALTORS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Listed on 05/16/2026

Listed by Domenico Ceruzzi

Days on market: 51

Property Status: Active Large Gulf and Bay view overlooking the Lap pool and the marina, from the comfort of this contemporary Regatta residence; perfectly maintained 3 Bds 3 bths with tiles throughout, stainless steel appliances, stylish lights and accessories; updated guest bathrooms newly painted, WIFI controlled thermostat, keyless entry, 75" HDTV, and plentiful storage room. This residence also features under building secured parking space and additional storage. Regatta is a resort-style gated community newly built boat docks, fitness center, poolside grills, social room, tropical waterfall pool, hot tub and lap pool. Regatta's location is at perfect walking distance to Vanderbilt Beach and nearby the Ritz Carlton, Turtle Club, La Playa, and the Lighthouse restaurants Office Phone: (239) 261-2244 Copyright © 2026 Naples Area Board of REALTORS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Listed on 05/18/2026

Listed by Lesley Garlock

Days on market: 49

Property Status: Active Welcome to the Regatta! This 9th floor residence offers one of the most highly sought after floor plans at Regatta with 3 bedrooms and 3 full bathrooms. With over 2000 sq ft of air conditioned space this property boasts breathtaking Gulf and Bay views from your living room, master bedroom as well as the kitchen. Enjoy modern furnishings and decor, TV's in every bedroom and is extremely well equipped making sure your stay is nothing but enjoyable. Just steps from your residence is your covered parking space, a resort style pool and lap pool, fitness room, community room, community grills and a bayside gazebo. The Regatta is perfectly situated just over a block from Vanderbilt Beach and only minutes from county tennis courts and a short drive to top rated shopping at either the Mercato, Waterside Shops and Downtown Naples. Office Phone: (239) 594-2226 Copyright © 2026 Naples Area Board of REALTORS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Listed on 05/16/2026

Listed by Domenico Ceruzzi

Days on market: 51

Property Status: Active Beautifully renovated 3-Beds,3-Baths 11th floor residence offering expansive northwest views of the Gulf of America and South Bay. Regatta is a gated luxury community across from the Ritz-Carlton and just a short stroll to the pristine white sands of Vanderbilt Beach and its beachfront dining. Community amenities include Tropical-style waterfall pool and hot tub, New Large lap pool, Two fitness centers, Gazebo bar and BBQ grilling areas, Bayfront fishing pier; within minutes by car or bicycle, you'll find, Mercato with its upscale shopping, dining, nightlife, and a movie theater; Pavilion Shopping Center restaurants, bars, shops, and theater; Pelican Bay Plaza: supermarket, restaurants, and retail; Pelican Bay Community Park Pickleball, Tennis, Volleyball and organized programs; Delnor-Wiggins State Park & Beach shaded picnic areas, BBQ grills, boat launch, and fishing. Relax at day's end and take in breathtaking sunsets from your private lanai. Office Phone: (239) 261-2244 Copyright © 2026 Naples Area Board of REALTORS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Listed on 06/09/2026

Listed by Jodi Henderson

Days on market: 27

Property Status: Active Enjoy luxury living in one of the finest rental properties in the Regatta at Vanderbilt Beach! This fully renovated three-bedroom, three-bathroom, 8th-floor waterfront condominium offers a unique combination of breathtaking panoramic views of the Gulf of Mexico, the Ritz-Carlton Oceanfront Resort. The modern unit is bathed in natural light from its distinctive, unobstructed, western-facing floor plan that satisfies even the most discerning eye. It is perfect for entertaining friends and family or enjoying Naples's colorful sunsets from the private 235 square foot lanai. The unit is in the center of the Vanderbilt Beach Community, only 0.25 miles from the sandy white beach and sunshine. Regatta is designed as a resort-style community that offers excellent on-site amenities such as a newly updated fitness center, poolside grill, picnic area, electronic gated entry, tropical waterfall pool, lap pool, and hot tub. This residence features three large bedrooms and three full bathrooms, offering plenty of room for those who wish to enjoy an expansive, private stay and revel in its refined comfort. The vast master suite includes an expansive BR, flat-screen TV, walk-in closet, and 5-piece bath with double sinks, double shower head, and water closet. The living space consists of seating for 6 with views of the gulf or flatscreen TV with a Sonus surround system. The gourmet kitchen, island, and dining area are perfect for entertaining. The Regatta at Vanderbilt Beach is a premier high-rise community in Southwest Florida, with 24/7 security and gated access that offers 5-star living. Regatta is in one of the prime locations in Vanderbilt Beach, a short walk to the Ritz Carlton Oceanfront Luxury Resort and dining. It is also close to world-class shopping and dining at Mercato, Waterside Shops, and the Venetian Village, which offer a vibrant year-round atmosphere of the finest food, restaurants, and upscale retailers. Office Phone: (239) 594-2226 Copyright © 2026 Naples Area Board of REALTORS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.