Search Listings

$1,150,000

High Rise (8+)

Spectacularly renovated and turnkey-furnished with only the finest, this southwest-facing bayfront oasis on Vanderbilt Lagoon will be your personal retreat. Regatta at Vanderbilt Beach is an amenity-packed community with a resort-style pool featuring a waterfall…

$8,000

Residential Rental

Spacious 3BR/2BA with Island style dcor with Northern exposure. Well equipped with everything that you will need to enjoy your tropical paradise. Huge lanai with Bay and pool view. Located in the Vanderbilt Beach area,…

$15,000

Residential Rental

AVAILABLE all off season months 2021 - NOVEMBER/DECEMBER 2021 AND JANUARY 2022 Wake up to a view like this! Regatta is one of the most desired bay-front high-rise buildings in Vanderbilt Beach. Modern design concept…

$10,500

Residential Rental

A stunning expanse of VANDERBILT BAY and glimpses of the GULF OF MEXICO, provide a perfect backdrop to the coastal lifestyle offered in this 7th-floor Regatta residence. 3BR/3BA with plenty of space for entertaining. …

$6,000

Residential Rental

Outstanding bay views just steps from Vanderbilt Beach, Mercato, Pelican Bay Park, and The Ritz! You'll fall in love with the Regatta Community, featuring two pools, hot tub, fishing pier, marina, exercise room, garage parking,…

$1,495,000

High Rise (8+)

C1905 - Sweeping water views over Vanderbilt Bay to the Gulf of Mexico can be yours from Penthouse 6. Recently updated with all new stainless appliances, new interior paint, pendant light fixtures, motorized window treatments,…

$7,800

Residential Rental

Beautiful Vacation Rental. Available monthly or weekly! This 3 BR/ 2BA condo is perfect for relaxing with your family and friends in your spacious living room, sitting in your screened lanai/porch enjoying the view, or…

$6,000

Residential Rental

Available March April 2021! Right across Ritz Carlton Naples Beach Resort!!!Ready to move to warm, sunny Naples with 250 days of sunshine and ranked as one of the happiest and healthiest communities for…

$7,800

Residential Rental

Lovely condo precisely appointed with comfort in mind. Calling Regatta home also brings amazing on-site amenities such as a fitness center, grilling area, 55-slip marina for boating enthusiasts, fishing pier, gated entry, resort-style waterfall pool,…

$12,000

Residential Rental

RESERVE YOUR WEEKLY AND MONTHLY DATES FOR 2023!!!!Hello Sunshine is a beautifully decorated unit on the 10th floor and offers gorgeous views of The Gulf of Mexico and Vanderbilt Bay. NEWLY RENOVATED KITCHEN!!! The…

$12,000

Residential Rental

Spacious 3BR/3.5BA with Island style dcor and panoramic views of Vanderbilt Bay and the Gulf of Mexico. Well equipped with everything that you will need to enjoy your tropical paradise. Located in the Vanderbilt Beach…

$8,500

Residential Rental

Located on Vanderbilt Beach, only a short stroll from sandy white beaches, and stunning, colorful sunsets. This condo is a 3BR/3BA with fabulous interiors. Designed as a resort style community, Regatta offers amazing on-site amenities…

$9,500

Residential Rental

Located on Vanderbilt Beach, only a short stroll from sandy white beaches, and stunning, colorful sunsets. This condo is a 3BR/2BA with fabulous interiors. Kitchen was just upgraded with new appliances and granite…

$9,000

Residential Rental

Bay Views, Resort Styled Living, and Walking Distance to The Beach, This perfectly located condo gives you access to luxurious shops and restaurants at Mercato, top of the line dining from the Ritz Carlton to…

$9,500

Residential Rental

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…

$9,995

Residential Rental

Regatta at Vanderbilt Beach is a dream for vacationers and year round residents alike. Breathtaking azure bay views grace this resort-like waterside community in Naples, Florida. Additionally, it is walking distance to beautiful Vanderbilt Beach…

$15,000

Residential Rental

Fall in love with the spectacular gulf and bay views from your 8th floor advantage. A spacious lanai makes it easy to enjoy your morning coffee and evening sunsets. largest floor plan; this…

$12,500

Residential Rental

WEEKLY RATES AVAILABLE - Beautifully furnished three bedroom, three full bath condo located on the 11th floor of the Regatta with Spectacular views of Vanderbilt Bay, the Gulf of Mexico, and Sanibel Island to the…

$13,000

Residential Rental

Beautifully updated 3 bedroom 3 bath condo in Regatta. This is your perfect vacation rental with expansive views of the Bay and Gulf from this spacious 9th floor residence. The open floor plan is…

$14,500

Residential Rental

Highly desirable 07 unit in the best positioned REGATTA BLDG 400. This completely and tastefully renovated 3 BEDS and 3 BATHS residence is 275 sq.ft larger than most units in the building and features a…

$10,200

Residential Rental

BRIGHT, SUNNY AND IMMACULATE! Spacious 3BR/2BA end unit with STYLISH furnishings and accessories. Extremely well equipped making sure your stay is nothing but enjoyable. Open floor plan perfect for family gatherings or get-togethers with…

$10,000

Residential Rental

Located a short stroll from Vanderbilt Beach's white sand and stunning sunsets , this newly furnished 3 bedroom 2 bathroom condominium invites you to settle in and relax for the upcoming winter months.Designed as a…

$10,500

Residential Rental

Welcome to the Regatta! This 9th floor residence offers on 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…

$12,500

Residential Rental

Stylish PENTHOUSE offers SPECTACULAR views of the GULF AND BAY. Spacious 3 bedroom and 3 bathroom condo just a short walk to the Vanderbilt Beach. Designed as a resort style community, Regatta offers amazing…

$9,000

Residential Rental

Gorgeous 3BR/3BA condominium located on Vanderbilt Beach, only a short stroll from sandy white beaches, and stunning, colorful sunsets. Designed as a resort style community, Regatta offers amazing on-site amenities such as a fitness center,…

$9,000

Residential Rental

Regatta at Vanderbilt beach is the perfect spot for your winter getaway. This beautifully appointed residence provides serene views of the Vanderbilt Lagoon and is just a 7 minute walk to the beach. This three…

$10,000

Residential Rental

3BR+Den, 2.5BA end unit has lovely Gulf and Bay views from its 6th floor lanai. Condo impeccably maintained with beautiful upgrades including quartz countertops, Hunter Douglas shades, white kitchen subway tile backslash, recessed lighting and…

$10,500

Residential Rental

New updates to come! Fresh paint through out and updated bathrooms! Spacious 3 bedroom condo overlooking Vanderbilt Bay! Amenities include clubhouse, 2 community pools, community spa/hot tub, and fitness center. Walk to the beach, the…

$8,000

Residential Rental

Lovely condo precisely appointed with comfort in mind. It delivers the homey-feel of a cozy beach cottage with a tropical flare. As you journey from room to room, you are consistently met with tasteful interiors.…

$8,800

Residential Rental

est Location-Regatta-Across from the Ritz Carlton Hotel on Vanderbilt Beach. Walk to Beach, shops & restaurants. Enjoy this Spacious 3 Bed 2 Bath Tommy Bahama Style Decor overlooking the Bay! Covered Garage for…

$10,000

Residential Rental

BRIGHT, SUNNY AND IMMACULATE! Spacious end unit, 3BR/2BA with Island style dcor with western exposure. Open floor plan perfect for family gatherings. Well equipped with everything that you will need to enjoy your…

$9,500

Residential Rental

Envision the spectacle of dolphin and manatee at play as you nestle into your own personal happy hour each evening wrapped in yet another unforgettable Gulf sunset! From high atop this Regatta at Vanderbilt Beach…

$8,500

Residential Rental

NEWLY RENOVATED BATHROOMS AND KITCHEN WITH GRANITE AND STAINLESS APPLIANCES FABULOUS LOCATION MOST DESIRED FLOOR PLAN in Building 5 with an OVERSIZED TILED LANAI. Lovely 5th Floor Condo is decorated in warm, neutral tones…

$14,000

Residential Rental

** 2 week minimum ** PENTHOUSE REGATTA CORNER UNIT WITH ENDLESS BAY, GULF AND VANDERBILT BEACH SKYLINE VIEWS ** Bi-WEEKLY OR MONTHLY RENTALS * 3 bedrooms, plus a den, 2.5 baths, all tile or hardwoods…

$9,500

Residential Rental

NOW ACCEPTING 2020 OFF-SEASON, RESERVATIONS. Totally renovated dream on the 9th Floor of the most desirable Regatta tower with Gulf and Bay views; just a short walk to the Ritz Carlton and to one of…

$10,500

Residential Rental

Highly sought after TERRACE LEVEL CONDO in Building I. Lots of sunshine and space. Perfect place for relaxing with family and friends on your screened lanai or sunbathing on your own outdoor patio terrace…

$9,000

Residential Rental

Located on Vanderbilt Beach, only a short stroll from sandy white beaches, and stunning, colorful sunsets. Designed as a resort style community, Regatta offers amazing on-site amenities such as a weight and cardio room, poolside…

$8,000

Residential Rental

Located on Vanderbilt Bay this lovely 4th floor beach cottage appears surreal as its charm and elegance inspire you for costal life-on-the-bay! Splashed in the vivid palette of calming colors, recent renovations come together to…

$12,000

Residential Rental

Envision yourself in panoramic ecstasy overlooking picturesque Vanderbilt Bay and the Gulf. Offering a spacious floor plan, this trendy condo delivers surrealism and sophistication. A recent facelift, elegant lighting fixtures, accessories, fresh wall color…

$6,500

Residential Rental

Located on Vanderbilt Beach, only a short stroll from sandy white beaches, and stunning, colorful sunsets. Designed as a resort style community, Regatta offers amazing on-site amenities such as a fitness center, poolside grill and…

$9,500

Residential Rental

One of the most desirable residences in the gated Regatta complex! CLASSY, CLEAN AND COMFORTABLE!!! 3BR/2BA condo perfect for relaxing with family and friends in your spacious living room, sitting in your screened lanai/porch…

$9,000

Residential Rental

Beautiful, luxury condo on the 5th floor with striking bay views and just steps to Vanderbilt Beach. Relax or entertain in this well-appointed 3BR/3BA residence. Master bedroom includes a king size bed, large Smart HDTV,…

$9,000

Residential Rental

Vanderbilt Beach Area - Completely Renovated- Walking Distance to the Beach! The Regatta on Vanderbilt Beach. Fabulous Bayside Community with wonderful bay views. Enjoy this 3 Bedroom, 2.5 Baths, plus Den 8th floor unit and…

$9,100

Residential Rental

Located on Vanderbilt Beach. Just a few short minutes walk to the beach with stunning colorful sunsets. Amazing on site features area resort style pool with zero entry access, lap pool overlooking the Bay, weight…

$9,000

Residential Rental

PERFECT VACATION RENTAL FOR SUMMER OR LATE FALL! 30 DAY MINIMUM. Luxury 3BD/3BA with a spectacular panoramic water view. Enjoy sunsets from your lanai overlooking the bay! Well decorated and meticulously maintained 4th fl spacious…

$9,500

Residential Rental

Sunshine filled, renovated END UNIT 3bds-2bths, fresh Furniture, SW lanai with views of Gulf sunsets and Bay waters; High Speed WiFi, Cable; assigned, covered parking space and plenty of guest parking. REGATTA is a luxury,…

$13,000

Residential Rental

This 3 bedroom 3 bathroom residence has not only a breathtaking Gulf and Bay view from the lanai but also from the kitchen. Master suite has a lovely king size bed with 2 walk-in closets.…

$8,750

Residential Rental

VACATION RENTAL AVAILABLE MONTHLY OR WEEKLY! Luxury gated community only 1 BLOCK TO GULF OF MEXICO and Vanderbilt Beach, this fully furnished 3 bedroom, 2 bath condo features a nautical motif. Tile floors…

$8,250

Residential Rental

** RENTED DEC 27th to MARCH 4th of 2022 ** AVAILABLE AS A WEEKLY OR MONTHLY RENTAL ** RENOVATED REGATTA CONDO WITH DIRECT BAY VIEWS ** Located in building 3, directly facing the bay with…

$9,500

Residential Rental

AVAILABLE FOR SEASON 2022!!! BONUS...POOLSIDE CABANA at the Resort Style Pool INCLUDED! UPGRADED KITCHEN with Granite and Stainless Appliances! The LARGEST and most open floor plan in building ONE, this tastefully decorated 3 bedroom…