Vanderbilt Beach

$2,650,000

Mid Rise (4-7)

Luxury Coastal Living Awaits at Gulf Shore Drive at Res. 505! Step into a world of refined elegance and unparalleled coastal living in this completely renovated 2-bedroom plus den positioned on the 5th floor. The prestigious…

$7,000

High Rise (8+)

Experience the allure of this absolutely stunning 7th-floor one-bedroom condo, offering breathtaking views of the marina and bay. Every detail has been meticulously renovated, featuring beautiful porcelain tile throughout and furnished with a decorator's flair.…

$1,950,000

Positioned on one of Naples’ most sought-after waterfront streets, 469 Trade Winds Ave delivers a rare head start for your custom build. The prior home has been professionally demolished, the seawall replaced, and fully engineered,…

$6,750,000

Single Family Residence

$1 million price improvement heading into season! Welcome to the captivating 414 Palm Ct, a jewel nestled in the heart of Naples, Florida. This stunning property, a winner of the prestigious Sand Dollar award, is…

$1,200,000

Mid Rise (4-7)

Exceptional 3 bedroom, 2 bath condominium just steps away from the beach across the street from the Ritz-Carlton Beach Resort. Conveniently locate close to restaurants, golf, entertainment, shopping, etc. Regatta allows weekly rental and has…

$1,200,000

High Rise (8+)

Enjoy unobstructed panoramic Gulf and bay views from this rarely available corner penthouse, just steps to Vanderbilt Beach and Delnor-Wiggins Pass State Park. This light-filled residence offers water views from every window and a spacious…

$13,500

High Rise (8+)

Regatta is one of the most desired bay-front high-rise buildings in Vanderbilt Beach. Modern design concept offered by this beautiful PENTHOUSE - 3 bedroom w/3 en-suite baths - furnished with every comfort to make a…

$8,000

High Rise (8+)

AVAILABLE FOR THE 2026 SEASON!! And special off-season rates! A few steps to the BEACH! Gorgeous 2ND FLOOR condo with common elevator overlooking the OCEAN! Walking distance to the white sands of Vanderbilt Beach from…

$1,399,000

Mid Rise (4-7)

Experience unobstructed Gulf of Mexico views and the true beachfront lifestyle you’ve been dreaming of! Watch dolphins and sea turtles from your lanai in this fully remodeled, move-in-ready condo featuring a bright, coastal-inspired interior and…

$6,850

High Rise (8+)

Experience coastal living in this beautiful 7th floor condominium at Vanderbilt Surf Colony. Turnkey furnished, this inviting residence offers two spacious owner’s suites each with kind-sized beds, private baths and ample storage. Enjoy unobstructed views…

$1,495,000

Mid Rise (4-7)

Top floor corner unit! Gulf and Bay views. Rare oversized under building garage included. This beautifully updated top floor 2-bedroom corner condo offers breathtaking panoramic views of the serene Vanderbilt Channel and the Gulf. A…

$725,000

High Rise (8+)

Step into coastal living in this turnkey furnished condo at Vanderbilt Surf Colony. Just minutes from the Gulf’s pristine shoreline beaches Vanderbilt and Wiggins Pass and conveniently close to Mercato’s lively shopping and dining scene,…

$18,000

High Rise (8+)

6th floor, South facing Lanai, 31 bedrooms, nicely appointed, exceptionally clean, West and East facing Lanai, Upgraded granite counters as well as stainless appliances. Bright and airy the perfect place to spend the rest…

$1,869,000

High Rise (8+)

Freshly reimagined with a refined coastal aesthetic, this fully turnkey residence captures breathtaking, unobstructed views of Vanderbilt Beach and the Gulf. Every detail has been thoughtfully curated—from the designer Baer’s/Bernhardt furniture and art collection to the…

$12,000

High Rise (8+)

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…

$1,350,000

High Rise (8+)

This expansive 8th-floor end-unit condominium offers breathtaking Gulf and Bay views and nearly 2,000 square feet of beautifully designed living space. Featuring three bedrooms and two-and-a-half baths, the open, airy layout includes an additional sitting…

$8,500

High Rise (8+)

Gorgeous remodel in this beautiful condo overlooking the ocean!Walking distance to the white sands of Vanderbilt Beach from this water view, two bedroom, two bath condominium.Unique beautiful view from the wrap around lanai with boats…

$8,500

High Rise (8+)

Gorgeous remodel in this beautiful condo overlooking the ocean!Walking distance to the white sands of Vanderbilt Beach from this water view, two bedroom, two bath condominium.Unique beautiful view from the wrap around lanai with boats…

$5,750

High Rise (8+)

This is your chance to enjoy condo STEPS AWAY FROM THE BEACH! Move in ready this 2 bedroom, Brand new renovated 2 bathroom TURNKEY furnished condo features NEW AC, tile throughout , a great room,…

$10,000

High Rise (8+)

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…

$5,950,000

High Rise (8+)

Welcome to an exceptional and one-of-a-kind beachfront penthouse residence at "The Vanderbilt," boasting stunning views of the Gulf of Mexico and the bay. A rare bonus, this property offers immediate membership to the exclusive Floridian Club,…

$6,895,000

Single Family Residence

Experience the ultimate in coastal luxury with this newly designed and furnished waterfront masterpiece by Design West, offered furnished and ready for immediate enjoyment. Walls of glass flood the home with natural light, showcasing panoramic…

$1,499,000

Mid Rise (4-7)

Enjoy amazing sunsets from this fourth-floor, third living-level residence in the Villas of Vanderbilt Beach. Being an end-unit, this home has floor-to-ceiling sliders facing south in the dining area and the den allowing natural light…

$2,400,000

Single Family Residence

Your Dream Property Awaits in Naples! Don’t miss this rare opportunity to own in a highly sought-after beachfront community in Naples, Florida. Embrace the boater's dream lifestyle right from your own backyard. Just minutes from…

$3,799,000

Single Family Residence

It is said buyers make a decision to buy a home almost instantly. Call it curb appeal- From the moment you arrive at this stunning gulf access pool home in Vanderbilt, you will want to…

$649,000

High Rise (8+)

Welcome to this charming two-bedroom, two-bath residence where comfort meets convenience. On the second floor of the building, overlooking beautiful views of Wiggins Bay, this unit awaits your personal touch. The unit has been lovingly…

$15,000

Low Rise (1-3)

ENJOY YOUR WINTER IN THIS BEAUTIFUL LUXURY CONDO, LOCATED DIRECTLY ON VANDERBILT BEACH. ***THIS CONDO IS ALSO AVAILABLE FOR PURCHASE***ENJOY THIS BEAUTIFULLY MAINTAINED 3 BEDROOMS 3 BATHS BAYFRONT CONDO, WHICH YOU WILL BE ENJOYING THE…

$975,000

High Rise (8+)

Welcome to your dream waterfront retreat! This beautiful 2-bedroom, 2-bathroom condo offers breathtaking views of both the tranquil canal and the sparkling Gulf. Nestled in a prime location, this home boasts an open-concept living space,…

$9,500

High Rise (8+)

AVAILABLE FOR 2026 SEASON! Welcome to your dream waterfront retreat! This beautiful 2-bedroom, 2-bathroom condo offers breathtaking views of both the tranquil canal and the sparkling Gulf. Nestled in a prime location, this home boasts…

$7,250,000

High Rise (8+)

Experience beachfront luxury at its finest. Moraya Bay offers full amenity, resort-style lifestyle featuring indoor and poolside dining, beachfront lounge chair service and 24-hour security, all in one of Naples premier Gulf-front communities. This exquisite…

$4,500,000

Single Family Residence

Ultra- Luxury Waterfront Direct Gulf Access Estate in The Conners- Naples, FL. Experience next-level coastal living in this brand-new construction waterfront estate, perfectly positioned in the prestigious Conners neighborhood of Naples. Boasting 4 bedrooms plus…

$21,500

High Rise (8+)

Complete and gorgeous renovation 3 bedrooms 2.5 baths. Sunsets 365 days, reimaged Kitchen upscale appliances designer furniture, Only unit in the building offering expanded actual laundry room and extra 1/2 bath. Westerly views…

$745,000

High Rise (8+)

Excellent price for this walk-to-the-beach location! - This is your chance to own a spacious 2b/2b, move-in and/or rental ready residence at the Surf Colony. NEW AC 2024. NEW coastal style lobby…

$795,000

High Rise (8+)

BEACH, BOATING, BAY, TENNIS, PICKLEBALL & KAYAKING, ALL AVAILABLE & SHORT WALKING DISTANCE TO VANDERBILT BEACH! 2 En-Suite Bedrooms with their own private bathrooms offering Gulf & Sunset views from every room. Plenty of closet…

$17,500

Single Family Residence

Owner is open to a 2-3 week leases starting in April. Renovated and updated home with high-end interior design choices. Located in the sought after area of "Conners" at Vanderbilt Beach. Minutes to the…

$37,500

High Rise (8+)

Moraya Bay! Rarely available Penthouse available for the 2026 season. This 4 bedroom plus den, 3 ½ bathroom condominium features over 4000 square feet with private elevator access, private garage (remote automatic) and spectacular…

$3,500

Mid Rise (4-7)

Welcome to the Anchorage at Vanderbilt this 2026 season! Located near the mouth of the Cocohatchee River and calming water views of mangroves and sunsets with dolphin and manatee watching included. Inside, a driftwood…

$4,400

High Rise (8+)

Available for 2026 Season!! Perfect BEACH Condo!! Enjoy Naples Vanderbilt Beach Lifestyle in this cozy 1 Bed/Bath furnished condo a few hundred feet to the white sands. This is a carefree retreat turnkey. Enjoy…

$1,129,000

High Rise (8+)

RARELY AVAILABLE PENTHOUSE, 11th floor condo with panoramic Gulf and Bay Views! Welcome to your dream coastal retreat—a coveted NW corner condo on the 11th and top floor, offering breathtaking Gulf and Bay views from every…

$6,000,000

High Rise (8+)

Unmatched luxury awaits in this exquisite turnkey beachfront condominium in Moraya Bay. Boasting three bedrooms, a den, study and 3.5 baths, this residence is designed for refined living. Step off your private elevator into a…

$1,175,000

Mid Rise (4-7)

SUNRISE VIEWS OF VANDERBILT BAY! LIVE ON THE WATER! Enjoy the peace and serenity of this beautifully updated spacious 3-bedroom, 2-bath, corner residence with over 1700 sqft. BEAUTIFULLY renovated & updated, recently painted. Ready for…

$14,000

Mid Rise (4-7)

Available for Jan, Feb and Mar, 2026. Also available for a minimum 2 weeks. Welcome to your beachfront paradise located in Naples, Florida! This 2-bedroom, 2-bathroom condo offers stunning views of the Gulf waters…

$8,500

Mid Rise (4-7)

Beautifully updated and maintained, this fully furnished Barefoot Pelican condo overlooks Vanderbilt Bay where you can watch the dolphins swimming by as you enjoy your morning coffee on the lanai or while having dinner. …

$2,250,000

Single Family Residence

This renovated Vanderbilt canal home has just been completed, is move in ready and offers the ultimate Naples Florida lifestyle at an affordable price. This homes desirable location offers premier boating right out your…

$13,000

Mid Rise (4-7)

Welcome to your beachfront retreat at 9715 Gulf Shore Drive #202, where coastal sophistication meets the relaxed elegance of Naples living. Perfectly positioned along the white sands of Vanderbilt Beach, this beautifully updated residence offers…

$3,350,000

Mid Rise (4-7)

Experience luxury coastal living in this rarely available Le Dauphin end unit condo, offering sweeping panoramic views of Vanderbilt Bay and exclusive deeded beach access just steps away. Beautifully renovated and meticulously maintained, this spacious…

$1,100,000

Low Rise (1-3)

Welcome to 9101 Vanderbilt Drive #302 — a beautifully renovated 3-bedroom condo nestled in one of Naples' most desirable coastal communities. Perfectly positioned along the bay and just a short stroll to the pristine sands…

$7,900

High Rise (8+)

AVAILABLE FOR MARCH AND APRIL 2026. NOVEMBER/DECEMBER 2025. BEAUTIFUL WIDE BAY AND SUNSET VIEWS FROM THIS COZY LITTLE PIECE OF PARADISE. WALK TO THE BEACH OR JUST SIT BY AN AMAZING SUNNY POOL. FRIENDLY BUILDING.…

$7,500

High Rise (8+)

Escape to coastal elegance at Vanderbilt Towers III where beach vibes meet comfort and convenience. This beautifully maintained 3rd-floor condo offers 2 bedrooms and 2 bathrooms, and is tailor-made for your tropical getaway. Spacious, open-plan…

$1,175,000

Mid Rise (4-7)

Steps from Delnor Wiggins State Park—recently named one of the Top Beaches in the U.S. by Dr. Beach—this Bayfront Coastal Retreat is the epitome of coastal living! Beautifully renovated end-unit featuring 2 bedrooms, 2 bathrooms,…

$13,000

Mid Rise (4-7)

Life is Good at The REGATTA! One Block to Naples Pristine Beach with a Great View! Naples Florida is ranked among the Top 10 Florida vacation destinations by US NEWS & WORLD REPORT! Luxury 3BD/3BA…

$1,175,000

High Rise (8+)

RARELY AVAILABLE PENTHOUSE, 11th floor condo with panoramic gulf and bay views from EVERY window of this STUNNING CORNER condo with expansive wrap around lanai. Have the best of both worlds with breathtaking sunsets and…

$794,900

Low Rise (1-3)

LOWEST PRICED 2 BEDROOM ON GULF SHORE DR! Enjoy breathtaking unobstructed water views of Vanderbilt Bay, city lights in the evenings, and beach access across the street where you can take in Naples' beautiful sunsets!…

$1,700,000

High Rise (8+)

Capture mesmerizing Gulf and city views from this meticulously remodeled unit, featuring a redesigned floor plan and breathtaking ocean vistas from the front door and every room. Luxurious finishes include Saturnia marble along with richly…

$8,000

High Rise (8+)

Experience the allure of this absolutely stunning 4th floor two bedroom, two bath condo, offering serene views of the mangroves and pool area. Every detail has been meticulously renovated, featuring beautiful quartz counters,…

$40,000

Single Family Residence

Why settle for ordinary when you can have EXTRAORDINARY-the BEST of the BEST for your Naples getaway! Experience the epitome of coastal luxury in this three-story GULF-access estate home with a private dock and boat lift,…

$6,000

High Rise (8+)

Discover the ultimate beach escape in this charming one-bedroom, one-bath condo, just moments from the tranquil bay! Bathed in natural light, the airy living space invites you to kick back, relax, and let the vacation…

$10,500

Low Rise (1-3)

Step into the soothing rhythm of the bay at this beautifully bright and breezy 2-bedroom, 2-bath Bayfront condo, perfectly positioned within easy walking distance to the sugar-white sands of Vanderbilt Beach. With soft coastal hues,…

$235,000

High Rise (8+)

Welcome to Vanderbilt Towers! Unit 211, located on the second floor with a view of the marina. The unit is just steps from the beautiful white sandy beaches of Delnore-Wiggins State Park. Recently renovated, with…

$10,000

High Rise (8+)

RARELY AVAILABLE TO RENT - TOTALLY REMODELED CONDO – GARAGE INCLUDED - RENTAL DISCOUNTS FOR PERIODS MORE THAN 2 MONTHS. GORGEOUS VIEWS OF THE GULF from the 10th Floor - A stunning and delightfully relaxing…

$20,000

Mid Rise (4-7)

Fabulous retreat in this 5th floor condo with direct views of the Gulf of Mexico and just steps from the white sandy beach!! Enjoy endless sunsets and warm gulf breezes from the lanai. This two…

$1,995,000

Wouldn’t you love to enjoy relaxing water views from your new home with your boat docked in your backyard, just minutes from the powdery white sand of Vanderbilt Beach? Live in the premier Vanderbilt Beach…

$6,200,000

Single Family Residence

A Rare Investment Opportunity in one of Naples’ Most Sought After Waterfront Communities. Where the beauty of Vanderbilt Bay meets boundless possibility, discover a property unlike any other in Conners. Spanning over .58 acres on a…

$3,500

High Rise (8+)

Beach front beauty. Direct beach access just steps from your door. Wake up to breathtaking Gulf views in this charming 1-bedroom, 1-bath condo located directly on Vanderbilt Beach. Perfectly designed for comfort and relaxation, this…

$16,000

High Rise (8+)

Welcome to your slice of paradise at Vanderbilt Gulfside! This recently refurbished 2-bedroom, 2-bathroom residence is perched on the 15th floor, offering sweeping views of the Gulf and Naples’ famous sunsets right from your…

$2,199,999

Mid Rise (4-7)

Introducing a Fabulous Naples waterfront Cottage! Bask in the best of both worlds with both Gulf of America and expansive Bay views. Here's the arrangement: The grand living area and spacious primary bedroom capture glorious Bay…

$3,500

High Rise (8+)

ANNUAL RENTAL: This rental lives like a single family home! Large, heated community pool just steps from your front door.......Turnkey furnished with every imaginable utensil for your convenience. Including screened lanai square footage overall…

$5,995,000

The ultimate Vanderbilt Beach lot to build your new Naples Florida waterfront home provides a rare opportunity for the complete Florida lifestyle including: Situated on the coveted beach side of Vanderbilt Connors it is one…

$10,000

Mid Rise (4-7)

PENTHOUSE UNIT with endless water and marina views. Beautifully remodeled by one of the areas premier designer/contractors, Unit 509 is the epitome of style and sophistication. Turnkey convenience means the only thing you need to…

$8,000

High Rise (8+)

STILL AVAILABLE FOR FEBRUARY AND/OR MARCH 2025. Breath-taking views of the Gulf and bay backwater views from this top floor condominium. Upgrades include bone tile in all living areas. A beach…

$8,000

Low Rise (1-3)

Great water Bay views from this updated 2 bedrooms plus den, 2 bath condominium. Decorated in a beach theme with original art work and many charming touches, this residence is well equipped with all the…

$8,000

Mid Rise (4-7)

AVAILABLE Dec 2025, March & April 2026! Top floor condo with sweeping bay and skyline views. Views of the Gulf of Mexico from your front door. Updated with an open kitchen and great room, AND…

$2,695,000

High Rise (8+)

Stunning beachfront condo with spectacular Gulf views and year round sunsets! Directly on the beautiful white sands of Vanderbilt Beach. This rare to market condo with 3 bedrooms and 3 baths corner residence has an…

$1,325,000

Mid Rise (4-7)

Step into a home where every detail speaks of comfort, style, and ease. Perfectly positioned on the fourth floor of Watermark, this completely renovated, turnkey residence captures the spirit of Naples coastal living with sweeping…

$17,500

High Rise (8+)

Live the Naples dream at Gulfshores at Vanderbilt Beach, where the Gulf of Mexico is just steps away and one of the best community pools on the beach awaits. This furnished 3-bedroom, 2-bath condo offers over…

$6,000

High Rise (8+)

Come spend the 2025 Holidays here in Paradise! (Jan-Mar '26 is rented) Sip & Nibble while watching the Sun set on the Beach from your Balcony. Bring the PickleBall paddle because, of course, Naples is…

$5,950,000

Single Family Residence

This exceptional residence seamlessly blends luxury, clean lines, and purpose, offering an unparalleled living experience. As you approach the property, you are welcomed by a circular driveway and lush, mature landscaping. Upon entering, you are…

$10,000

Mid Rise (4-7)

Enjoy waterfront living in this beautifully updated 2-bedroom, 2-bathroom condo on the second floor of Barefoot Pelican in North Naples. Set along Vanderbilt Lagoon, this residence offers a peaceful setting with sweeping water views while…

$17,000

High Rise (8+)

Highly Sought After Beachfront Condo-Vanderbilt Gulfside. Renovated to perfection!! The Coastal design concept offered by this two bedroom, two bathroom plus open den on the 14th floor will not disappoint! Exquisite views of the Gulf,…

$15,000

Mid Rise (4-7)

NEW PHOTOS COMING SOON. Beachfront Bliss at Bayshores on Vanderbilt Beach Perched on the coveted top floor, this stunning two-bedroom, two-bath condominium offers sweeping Gulf views and an unparalleled coastal lifestyle. A private cabana and…

$4,500,000

Single Family Residence

WALK TO THE BEACH AND HAVE A BOAT IN YOUR BACKYARD! This spectacular and move-in ready, three bedroom and three full bathroom, waterfront home offers the best of both worlds in Florida living! Enjoy boating…

$1,499,000

High Rise (8+)

Welcome to unit 401 at the Regatta, where coastal elegance meets everyday ease. This turnkey, waterfront condominium is just steps to Vanderbilt Beach with fantastic views of the world renowned Ritz Carlton Beach Resort.…

$14,000

High Rise (8+)

Elegant Two Bedroom, Two Bathroom 8th floor unit. Featuring a queen size bed in the guest bedroom and King in the master. Tastefully decorated with upgraded bathrooms and kitchen. Gorgeous Gulf of Mexico views from…

$1,200,000

High Rise (8+)

The views from this 7th floor, 3 bed/2 bath condo make it hard to leave home. Rarely on the market and ready for new owners. The views of the Gulf and bay waters are priceless.…

$6,700

High Rise (8+)

Breathtaking Views of the Gulf from an expansive 8th-floor lanai, and an enviable location steps away from beaches at Delnor-Wiggins State Park are all wrapped up in this bright Vanderbilt Towers Penthouse residence. The immaculate…

$14,500

High Rise (8+)

Escape to paradise in this stunning 3 bedroom, 3 bathroom terrace condo with breathtaking bay views and over 600 sq. ft. of private outdoor living space—perfect for sunset cocktails, family dinners, or simply unwinding in…

$11,000

Low Rise (1-3)

Welcome to this beautifully updated 2-bedroom + den condominium in the highly sought-after Monte Carlo Club of Naples. Perfectly positioned on the bay and just steps from Vanderbilt Beach, this residence combines coastal living with…

$895,000

Low Rise (1-3)

Investor’s dream or ideal second home! Already secured with $20K+ in bookings for Jan/Feb 2026, it’s a true income opportunity. This bayfront condo delivers both lifestyle and income with breathtaking bay views, direct beach access…

$3,300,000

Single Family Residence

Boating 10 Minutes to the Gulf & Just 1 Mile from Wiggins Pass Beach! Located in the prestigious Conners neighborhood of Vanderbilt Beach, this completely reimagined 4-bedroom + flex room, 3-bath residence offers the ultimate…

$379,000

High Rise (8+)

Vanderbilt Towers 1 – Unit 202 Welcome to your coastal retreat in the highly desirable Vanderbilt Beach area of Naples, Florida. This charming studio condominium in Vanderbilt Towers 1 offers comfort, convenience, and the perfect Naples…

$15,000

Low Rise (1-3)

Available Winter 2026! - New to Market! Excellent Beach Getaway in Naples, Florida, directly across from Vanderbilt Beach! Make your vacation amazing and memorable in this beautifully renovated two-bedroom, two-bath condo with all the amenities…

$895,000

High Rise (8+)

Welcome to your dream property in picturesque Naples, where luxury meets coastal serenity. This stunning 10th floor, 01 stack end unit offers elevated Gulf and Channel views from a wrap-around lanai, perfect for savoring breathtaking…

$699,000

Mid Rise (4-7)

A Boaters Dream opportunity! Top-Floor Penthouse Condo with Sweeping Bay, Gulf & Skyline Views. One of a kind Boat dock (with dual jet ski floating dock) and cabana available to purchase with this condo…

$11,000

High Rise (8+)

Welcome Home to this wonderful two bedroom, two bathroom, 5th floor unit on the beach. Highly sought after community of Vanderbilt Gulfside located directly on the beach. Furnished in neutral tones with all of the…

$20,000

High Rise (8+)

Gorgeous Three Bedroom, Three Bathroom 14th floor end unit in the this highly sought after community on Vanderbilt Beach! Vanderbilt Gulfside! This unit boasts incredible views that will amaze you! Views to Sanibel looking North…

$9,000

High Rise (8+)

Discount for 90 day lease. One of the newest and most sought after buildings on the Vanderbilt Beach Peninsula. Gulf Breeze is located in a gate community in a secure building, offering waterfront condos…

$2,995

High Rise (8+)

Available immediately for ANNUAL RENTAL November 1,2025. Live the Naples Beach Lifestyle. Turnkey 1-bedroom, 1-bath condo in the highly sought-after Vanderbilt Towers at 1 Bluebill Ave, Unit 409. Enjoy stunning Gulf views from your private balcony…

$1,199,000

High Rise (8+)

TURNKEY, READY MOVE IN. TOTALLY REMODELED CONDO and 1 CAR GARAGE with GORGEOUS VIEWS OF THE GULF. This stunning and relaxing corner residence in the sought after community, Vanderbilt Surf Colony 1 is waiting for…

$40,000

Single Family Residence

Available now through December — 30-day minimum stay. $25,000/month through November; $35,000 for December. This luxurious Coastal Retreat with Stunning Vanderbilt Bay Views can be your coastal beach home this summer! Unparalleled water views and…

$9,000

High Rise (8+)

Amazing views from this end unit located directly on the Vanderbilt channel - something is always happening, whether it be the boats going out to the gulf or the dolphins and manatees swimming by, not…

$1,100,000

Mid Rise (4-7)

Live Where Every Day Feels Like Vacation! This rare terrace-level residence is more than a home—it’s a lifestyle. Step outside to your expansive private terrace, one of only a select few in the community. It’s…

$1,550,000

High Rise (8+)

A rare gem in coastal living, this residence offers features that truly set it apart—an oversized 1.5-car private garage included in the sale and an expansive 400+ sq. ft. open-air terrace showcasing panoramic views of…

$1,150,000

Mid Rise (4-7)

Directly across the Naples Ritz Carlton Beach resort! Ready to move in to warm, sunny Naples with min 250 days of sunshine and ranked as one of the happiest and healthiest communities. How many people…

$1,999,000

Low Rise (1-3)

UPDATED STRUCTUAL ENGINEER REPORT. NEVER FLOODED!!!! ENJOY THE ENTIRE FIRST FLOOR OF LUXURY CONDO LIVING IN THE HEART OF NAPLES. GULF COVE, AT VANDERBILT BEACH, OFFERS GORGEOUS PANORAMIC VIEWS OF THE GULF AS WELL AS…

$22,500

Single Family Residence

This beautiful, spacious and comfortable vacation rental home is located in the highly desireable Connors section off of Vanderbilt drive. Very close to the beach, Mercato and all that Naples has to offer! 4 bedrooms, 3…

$14,000

Mid Rise (4-7)

Regatta at Vanderbilt Beach is a resort style condo complex ideally located just two blocks to Vanderbilt Beach, home of the Ritz Carlton Naples and one of the area’s most popular beaches for recreation. Unit…

$9,000

High Rise (8+)

Vanderbilt Beach Area-Top Floor Condo-Walking Distance to the Beach- Gulf of Mexico Views! Enjoy magnificent views of gulf sunsets and the bay from this rarely available top floor condo. This spacious, 2 bedroom, 2 bath…

$3,500

Mid Rise (4-7)

Vanderbilt Beach Area - Walking Distance to the Beach! 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…

$9,500

High Rise (8+)

LOCATION, LOCATION, LOCATION! Welcome to Gulf Breeze at Vanderbilt, a premier high-rise condo community perched at Baker-Carroll Point in beautiful North Naples. This move-in ready 3-bedroom, 2-bath condominium is perfectly positioned on the 10th floor,…

$7,000

Low Rise (1-3)

Indulge in the ultimate coastal living experience at The Anchorage Vanderbilt. This coastal condo overlooks Little Horse Pass, Wiggins Bay and the Cocohatchee River, which grants you sea life right before your eyes, Manatee &…

$10,000

High Rise (8+)

Soaring above the coastline on the 11th floor, this exceptional residence at 25 Bluebill Avenue, Unit 1103, offers breathtaking views of the Gulf of Mexico. Featuring tall ceilings that enhance the sense of space and…

$2,000

High Rise (8+)

WALK TO THE BEACH IN UNDER 5 MINUTES from this rarely available FIRST-FLOOR CONDO in Vanderbilt Towers, ideally located at 5 BLUEBILL AVE, NAPLES FLORIDA. This efficiency with 1-bath offers the ultimate in COASTAL LIVING…

$6,500

High Rise (8+)

This beautifully renovated two bedroom, 2.5 bath condominium is one of the most unique properties in Vanderbilt Beach. Set up like a townhouse, this 2 story property boasts GULF VIEWS and is within walking distance…

$5,000

High Rise (8+)

This beautifully updated condo in Vanderbilt Towers at 5 Bluebill Ave offers a delightful and comfortable vacation destination on the 8th floor. The one-bedroom, one-bath unit features wood-look tile flooring throughout and has been freshly…

$22,000

Single Family Residence

Your dream waterfront canal getaway! This beautifully renovated vacation home offers a great combination of coastal elegance and comfort. There is ample space for relaxing and entertaining with a fully equipped kitchen, a resort style…

$12,500

High Rise (8+)

Beautifully updated with wood-look tile throughout the condo. This 3 bedroom, 2 bath condo is located minutes from Vanderbilt Beach where you will see stunning and colorful sunsets. This condo has stainless steel appliances in…

$409,900

High Rise (8+)

Just steps away from the beautiful Vanderbilt Beach, this well maintained condo has new appliances, Queen bed in large bedroom with walk out 8th floor balcony, pull out double in great room, Cable and WIFI,…

$1,250,000

Low Rise (1-3)

This unit checks all boxes and is priced to sell! This UPDATED 3 bed 2 bath is on the TOP FLOOR with HIGH CEILINGS and BOAT SLIP. Enjoy the mornings viewing manatee and dolphins on…

$27,000

High Rise (8+)

Amazing Panoramic Beach and Sunset Views in this completely remodeled condominium on Vanderbilt Beach. Nestle between The Turtle Club and LaPlaya, this 3 bedroom, 3 1/2 bathroom condominium features an open floor plan with…

$275,000

High Rise (8+)

WALK TO THE BEACH IN UNDER 5 MINUTES from this rarely available FIRST-FLOOR CONDO in Vanderbilt Towers, ideally located at 5 BLUEBILL AVE, NAPLES FLORIDA. This efficiency with 1-bath offers the ultimate in COASTAL LIVING…

$4,325,000

Single Family Residence

Experience Naples waterfront living in this stunning Vanderbilt Beach-area estate, a boater's paradise on a prime canal lot with gulf access. Ideal for boating enthusiasts, this property features an oversized dock with boat lift, jet…

$999,995

High Rise (8+)

Experience the ultimate in coastal living with this fully renovated 2-bedroom, 2-bath unit on Gulfshore Dr., offering breathtaking bay views. This pristine home is move-in ready and comes turnkey furnished—just bring your suitcase and start…

$30,000

Single Family Residence

Available for 2026 Season or off season from May 7 through the end of November. This one of a kind 4BR/3BA turnkey furnished single-family pool/spa home in the Conners off Vanderbilt is truly a hidden…

$979,900

Low Rise (1-3)

Bay views & Beach access! This bayfront property is located directly across the street from a walkway to Vanderbilt Beach delivering a lifestyle that’s as priceless as every Naples sunset you’ll enjoy from it. …

$8,000

Mid Rise (4-7)

Discover the perfect vacation rental nestled by the bay with front door views of the Gulf of America. This spacious 3-bedroom, 2-bathroom condo with a screened lanai offers the ultimate retreat. Enjoy private beach access…

$7,000

Low Rise (1-3)

This highly sought after third floor two bedroom, two bathroom unit in Monte Carlo Club on Vanderbilt Beach is the perfect winter retreat for those who are looking for comfort, charm, stunning views and a…

$244,900

High Rise (8+)

No one will know where you are! Charming studio condominium in Vanderbilt Towers I – Steps Away from the Sand! Welcome to Unit 302 at 1 Bluebill Avenue, a freshly painted, delightful studio…

$10,000

High Rise (8+)

Seasonal Rental – Steps from Vanderbilt Beach! Welcome to this stunning 3-bedroom, 2-bathroom corner unit in the prestigious Regatta at Vanderbilt Beach. Located just a short walk to the sand and the Ritz-Carlton, this spacious residence…

$16,000

High Rise (8+)

Wonderful Three Bedroom, Three Bathroom 10th floor end unit. This unit has been renovated and boasts wonderful furnishings with a relaxed beach cottage flair! Master Bedroom features a king sized bed and television, guest…

$5,600

Low Rise (1-3)

Wonderful Two Bedroom, Two Bathroom 3rd floor unit with incredible bay views! Vaulted ceilings, private balcony this unit has been maintained to perfection! Queen size bed in the master bedroom, two twins in the guest.…

$18,000

High Rise (8+)

Stunning Beachfront Retreat with Dual Master Suites – Vanderbilt Gulfside, Naples FL Experience the ultimate in coastal luxury at this beautifully renovated 2-bedroom, 2-bath condominium located on the 3rd floor of the exclusive Vanderbilt Gulfside community…

$7,000

Mid Rise (4-7)

Just steps from Vanderbilt Beach! This beautiful 3BR/2BA condo is a short walk to the white sandy shores, perfect for relaxing, enjoying stunning sunsets, or trying out water sports. Recently updated with new furnishings and…

$2,975

High Rise (8+)

Enjoy stunning sunsets over the Gulf in this beautifully appointed efficiency, just a short distance from the award-winning sands of Delnor-Wiggins Pass State Park! Perfect for snowbirds, professionals, or vacationers, this fully equipped retreat…

$15,000

Mid Rise (4-7)

Your quiet, serene beachfront retreat awaits! Take in all the beauty that Vanderbilt Beach in Naples has to offer. Enjoy a morning walk along the waters edge, a cup of coffee from the 4th floor…

$12,000

High Rise (8+)

This beautifully renovated 2-bedroom, 2-bath condo on the 9th floor offers sweeping views of the bay and Gulf from one of North Naples' most desirable locations, just steps from the beach. Whether you're seeking a…

$2,500

High Rise (8+)

Vanderbilt Beach Area-Marina Views-Walk to the Beach! This beautiful Naples condo overlooks the Bay and Marina. Wonderful water views from the sixth floor. Two Queen beds! Close to shopping, restaurants, and Delnor Wiggins Pass State…

$8,000

High Rise (8+)

Indulge in your dream seasonal escape at this beautifully furnished condo in Vanderbilt Landings, just steps from the white sands of Vanderbilt Beach with private, gated access. Bathed in natural light, this open-concept retreat features…

$26,000

Mid Rise (4-7)

PRIVATE STAIRS WITH DIRECT ACCESS TO THE BRAND NEW POOL AND SPA THAT WILL OPEN EXCLUSIVELY FOR THE 2026 SEASON! Located at 9517 Gulf Shore Drive #202 in Naples, Florida, this property epitomizes elite waterfront…

$8,000

Triplex

Don't Delay, Your Beach Chair Awaits! Vanderbilt Beach bayfront triplex in quiet, 6-unit complex - 80 STEPS TO THE WHITE SAND GULF BEACH! Newly renovated & turnkey with 3 spacious bedrooms, 3 baths, great room…

$9,000

Low Rise (1-3)

STAY AND PLAY, right here in Chateau Vanderbilt, where WIDE-OPEN WATERFRONT VIEWS swaddle this coastal abode on VANDERBILT BAY. The 2 bedroom, 2 bath residence offers an open layout with thoughtfully curated furnishings and finishes…

$9,000

Mid Rise (4-7)

**VANDERBILT TOWERS**3BEDS/2BATHS**BAY VIEWS**WALK TO THE BEACH** AVAILABLE NOW! 3 bedroom 2 bath 1626 sqft PENTHOUSE unit with sprawling bay views in sunny Naples Florida. You are just steps to the pristine white beaches of Vanderbilt…

$3,250

Mid Rise (4-7)

Your week-long escape begins in this 3BR/2BA end unit at Regatta! Enjoy cozy furnishings, stylish accessories, and a well-equipped kitchen. A mere short walk will lead you to the tranquil shores of the Gulf of…

$3,000

Mid Rise (4-7)

Discover the perfect coastal escape at this beautiful 3BR/2BA retreat, located on the bay and just a short stroll from Vanderbilt Beach. This well-appointed condo has everything you need for a comfortable stay. Regatta offers…

$3,000

Mid Rise (4-7)

This impeccably maintained 3BR/2BA condo, with its island-style décor and sunny western exposure, invites you to unwind in comfort. It comes fully furnished with a well-equipped kitchen, luxurious linens, and everything you need for a…

$12,000

High Rise (8+)

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…

$3,000

Mid Rise (4-7)

This spacious top-floor condo offers the perfect island-style retreat, featuring 3 bedrooms and 2 baths. It’s fully equipped with everything you need for a relaxing getaway, including a well-stocked kitchen, luxurious linens, beach towels, chairs,…

$11,000

High Rise (8+)

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…

$14,000

High Rise (8+)

An exclusive Regatta at Vanderbilt Beach getaway! This ninth-floor condo, situated at the end, invites abundant natural sunlight, creating a warm and inviting atmosphere. With 3 bedrooms and 2 bathrooms, the spacious open floor plan…

$14,000

High Rise (8+)

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…

$3,000

Mid Rise (4-7)

This impeccably maintained 3BR/2BA condo, with its island-style décor and sunny western exposure, invites you to unwind in comfort. It comes fully furnished with a well-equipped kitchen, luxurious linens, and everything you need for a…

$13,000

High Rise (8+)

Located on Vanderbilt Bay at 400 Flagship Drive, Unit 905, Naples, FL 34108, this lovely nautical themed condo has everything that you will need to enjoy your time in PARADISE! Recently refreshed to deliver a…

$8,500

High Rise (8+)

Walk to the Beach! Vanderbilt Surf Colony is your vacation home away from home. BEACH, BOATING, BAY, TENNIS, PICKLEBALL & KAYAKING ARE ALL AVAILABLE & SHORT WALKING DISTANCE TO VANDERBILT BEACH! High in the sky,…

$3,000

Mid Rise (4-7)

Located on Vanderbilt Bay this lovely 4th floor condo just 500 steps to the beach appears surreal as its charm and elegance inspire you for costal life-on-the-bay! Splashed in the vivid palette of calming colors,…

$3,000

Mid Rise (4-7)

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…

$22,000

High Rise (8+)

completely redesigned 2 bedroom 2 bath with direct Gulf Views, New windows sliders etc. One open balcony for direct sun and sunsets views additional screened in Lanai for dining, viewing or relaxing. Designer…

$16,000

High Rise (8+)

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…

$8,000

Mid Rise (4-7)

RENTED JANUARY-MARCH 2026. AVAILABLE October-December 2025 and April 2026 through December 2026! Bi-Weekly Rentals Available Off Season through December. LESS THAN 1 BLOCK WALK TO VANDERBILT BEACH! Beautifully Renovated 2-bedroom, 2-bath condominium on the bay…

$12,000

Mid Rise (4-7)

AVAILABLE FOR SEASON 2026. WEEKLY/BI-WEEKLY THROUGH JANUARY 2026. RENOVATED BATHROOMS AND KITCHEN WITH GRANITE AND STAINLESS APPLIANCES ~ NEW LIVING ROOM FURNITURE… FABULOUS LOCATION~ MOST DESIRED FLOOR PLAN in Building 5 with an OVERSIZED TILED…

$17,000

High Rise (8+)

A dream beach vacation becomes reality in this Key West styled three bedroom/three bathroom condominium. The southwest exposure of this corner unit fills the living, dining and kitchen areas with abundant natural light and the…

$17,000

High Rise (8+)

Incredible Gulf and Beach views from this 5th floor, 2 bed 2 bath unit. Upon entering the gates of this amazing community you will be mezmerized by the surrounding beauty from the 8 acres of…

$7,500

High Rise (8+)

Welcome to your beach paradise! This well-maintained 2-bedroom condo on the 2th floor offers direct access to the pristine sandy beaches of Vanderbilt Beach and Delnor-Wiggins Pass State Park. As you enter the condo, you'll…

$14,500

High Rise (8+)

AVAILABLE 2025/2026. BI-WEEKLY MAY THROUGH DECEMBER 2025 AND APRIL 2026!!! MULTIPLE MONTHS PREFERRED JANUARY THROUGH APRIL. CONDO HAS BEEN FRESHLY PAINTED, BATHROOMS JUST RENOVATED AND MORE! UPDATED KITCHEN with Granite and Stainless…

$8,500

High Rise (8+)

Vanderbilt Beach – Lovely 2BR/2BA condominium with water, beach, boats and more. You can hear the waves from your lanai! Located at the beach with heated pool, beautiful grounds, and gated entry to the community.…

$8,500

High Rise (8+)

AVAILABLE NOW--- ONE, TWO OR MORE MONTHS-BOOK NOW FOR 2026. -NEWLY furnished corner/end unit with western sunset views of water, pool & nature views. Beautifully updated & Sleeps up to 6 with 2 full beds,…

$15,000

High Rise (8+)

This spacious and beautifully appointed 3-bedroom, 3-bath condo has everything you need for a relaxing and memorable stay in paradise. Featuring a preferred floor plan, it offers a bright, open kitchen, a generous great room,…

$17,000

High Rise (8+)

AVAILABLE AUGUST 1, 2025 THROUGH DECEMBER 31, 2025. STUNNING 6TH FLOOR CONDO DIRECTLY ON VANDERBILT BEACH!!!! Enjoy breathtaking views as soon as you enter this 6th floor beachfront condo. 2 Bedrooms PLUS Open Den, 2…

$2,000

Low Rise (1-3)

Discover the charm of this beautifully remodeled one-bedroom condo at Vanderbilt Palms. Enjoy a bright, modern interior with serene views overlooking Vanderbilt Bay. The open-concept living area flows seamlessly to a screened lanai—perfect for relaxing…

$10,000

High Rise (8+)

Enjoy sunrises over Vanderbilt Bay and sunsets over the Gulf of Mexico in this 8th floor end-unit in The Vanderbilt Landings. This condo residence has wraparound windows providing excellent panoramic views. Upgrades include black tile…

$11,000

Low Rise (1-3)

RENTED FOR SEASON 2026! *NO OFF SEASON RENTALS. Marvel at the stunning views of Vanderbilt Lagoon from this beautiful END UNIT condo at Chateau Vanderbilt!!! Tastefully decorated in casual beach shades, you will enjoy your…

$6,000

High Rise (8+)

Gorgeous views of Gulf of America in this 7th floor one bedroom condo. Renovated kitchen with quartz counters and furnished with a charming beach flair. Relax on the oversized lanai and enjoy the sunset over…

$12,000

High Rise (8+)

Ready for the 2026 Season! Sunshine filled END UNIT 3bds-2bths, coastal decor, SW lanai with views of Gulf, Bay and sunsets; High Speed WiFi /Cable; assigned covered parking space and abundant guest parking. REGATTA is…

$6,200

Mid Rise (4-7)

Kitchen and flooring being remodeled May - September. Will be available Oct, Nov and Dec! Gorgeous bay view from this 4th floor residence at "Anchorage at Vanderbilt " The Anchorage is a gated gulf…

$25,000

Single Family Residence

Absolutely magnificent! Full view of the Bay from the back of the property from the kitchen dining room Den Master bed guest bed upstairs, nothing has been missed living exceptional has an address. 30-day minimum…

$14,000

High Rise (8+)

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…

$14,000

High Rise (8+)

Escape to paradise at Regatta at Vanderbilt Beach! Experience serene bay vistas and breathtaking sunsets over the Gulf from your own spacious and private lanai. The open-concept gathering space effortlessly flows from the kitchen to…

$15,000

High Rise (8+)

JAW-DROPPING GULF AND BAY VIEWS envelope this 10th-floor retreat in Regatta, where stunning daily sunsets are the backdrop to idyllic beach life! Available off season for $4500/month for 6+ months. The beautifully renovated coastal contemporary…

$10,500

High Rise (8+)

Short walk to the beach from this 3 bedroom, 2 bath, 9th floor turnkey condo. Completely updated with new kitchen cabinetry, appliances and countertops. New flooring, renovated master bathroom shower and newer furniture. Amazing views…

$6,500

Mid Rise (4-7)

Rarely available annual rental at Regatta. WHERE LUXURY MEETS SIMPLICITY. Discover a stunning residence with approximately 1,700 square feet of open living space, featuring a thoughtfully designed 3-bedroom, 2-bath layout. The kitchen has been remodeled…

$15,000

Mid Rise (4-7)

Coastal comfort abounds in this 3-bedroom 2 bath condo overlooking the beautiful white sands directly on the Gulf. Listen as lapping waves of aquamarine waters splash on pristine white sands, beaconing you to come, relax…

$12,000

High Rise (8+)

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 --…

$2,900

High Rise (8+)

Available as Seasonal or Annual!! Walk to the beach from this gorgeous studio condo at Vanderbilt Beach. Stylishly updated and impeccably designed, this lovely condo is being rented turnkey. Steps away from one of the…

$5,000

High Rise (8+)

Fantastic sunset views with an unbeatable location. If you've been waiting for a place with great Gulf views and yearlong sunsets, wait no longer. This beautifully remolded unit boasts granite counters, custom cabinets,stainless steel appliances,…

$4,100

High Rise (8+)

Amazing views of the Gulf of Mexico and the sandy beaches right up the coastline to Sanibel Island describe this one-of-a-kind condo in Vanderbilt Towers Building III, right on Vanderbilt beach, voted one of the…

$16,000

Mid Rise (4-7)

THINKING ABOUT A MOVE TO NAPLES? TEST IT OUT 1ST IN THE OFF SEASON TO SEE HOW YOU ENJOY WAKING UP ON THE GULF AT HIGHLY REDUCED OFF SEASON RATES!! Breathtaking Gulf views in this…

$4,500

High Rise (8+)

AVAILABLE NOW... WALK TO THE BEACH. Absolutely Immaculate & BRAND NEW WITH GULF & BAY WATER VIEWS...NEW INTERIOR, NEW FURNISHINGS, NEW APPLIANCES, NEW SHEETS & TOWELS, ETC.......Walk right over to the beach & never miss…

$18,000

High Rise (8+)

Bayfront Condo for Rent – Breathtaking Views and Modern Living! Enjoy coastal living at its finest in this beautiful bayfront condo in Naples. With stunning water views and a spacious, modern layout, this property offers…

$14,000

Single Family Residence

2 bedroom/2 bath southern exposure wide bayfront view home on Conners at Vanderbilt Beach. Home is recently remodeled and ready for your enjoyable vacation. There is a dock for fishing and parking a…

$17,000

Mid Rise (4-7)

OWNER ACCEPTING SINGLE MONTH LEASE OFFERS FOR 2026. Available Jan - Mar, 2026 at $17000 per month Stunning Bay & Gulf View Condo - Vanderbilt Beach Area Welcome to this beautifully renovated 3-bedroom, 3.5-bathroom condo located on the…

$8,000

High Rise (8+)

Charming two bedroom condo with views of the marina. Beautifully renovated with granite counters and porcelain tile throughout. Twin beds in the guest room. Walk out the door and you're steps to sugar sand…

$13,500

Mid Rise (4-7)

AVAILABLE MONTHLY OR BI-WEEKLY APRIL THROUGH DECEMBER 2025 AND APRIL & MAY 2026!!! RENTED JANUARY THROUGH MARCH 2026. BEACHFRONT CONDO - DIRECTLY ON VANDERBILT BEACH! Relax out on the lanai and listen…

$13,500

Mid Rise (4-7)

RARE 2-week rentals right on the beautiful sands of Vanderbilt Beach! Enjoy a sunny get away for the holidays in November or December 2025 or arrive for a relaxing after holiday respite in January 2026.…

$10,500

High Rise (8+)

Wow......looking for a completely totally renovated and updated property that is just a short walk to the beach? Well you found it! This 3 bedroom, 2 bath, exquisite 3rd floor turnkey condo has been COMPLETELY…

$12,000

High Rise (8+)

Experience Paradise at Regatta! This bright and sunny 8th-floor end unit features 3 bedrooms, 2.5 baths, plus a cozy den, offering plenty of space to relax and unwind. The tropical furnishings, fully equipped kitchen, and…

$14,000

High Rise (8+)

Gorgeous 2-bedroom 2 bath beach front unit available for season 2021! This home has been totally renovated and boasts an amazing gourmet kitchen with all new appliances and beautiful furnishings. This gated community features eight…

$35,000

Single Family Residence

This unique waterfront enclave offers a private, amenity-rich retreat perfect for discerning adults and families. Create lasting memories rain or shine thanks to a two-story, open-air lanai casting shelter over a sun-soaked outdoor entertainment area…

$12,000

High Rise (8+)

Special Fall Pricing - Available September, October & November 2025. Sand, sea and sky are the constant backdrop from this bright and sun-filled spacious 2 bed 2 bath condo directly on the sand at Vanderbilt…

$15,000

High Rise (8+)

This beautifully renovated 9th floor end-unit condo is awash in natural light and has panoramic views of the Gulf of Mexico and Vanderbilt Bay. This property offers two bedrooms, two bathrooms and two separate…

$6,500

High Rise (8+)

New Listing! ***APRIL 2026 AVAILABLE FOR $6,500 + TAXES AND FEES*** Take in the sprawling Gulf of Mexico views the moment you step into our 3 bed / 3 bath 10th floor unit located…

$12,700,000

Single Family Residence

WALK TO THE BEACH AND HAVE A BOAT IN YOUR BACKYARD! This brand new just completed and furnished! Experience the pinnacle of luxury waterfront living at 141 Channel Drive, a stunning new construction estate in…

$8,500

High Rise (8+)

Escape to Paradise – Steps from the Beach with Breathtaking Views! Welcome to your dream seasonal retreat! This stunning 7th-floor townhouse-style residence offers unparalleled water views of the harbor, just a short stroll from the…

$20,000

High Rise (8+)

Enjoy coastal elegance in this luxuriously appointed 3-bedroom, 3.5-bath residence on the 11th floor of the Regatta. This bayfront property features two ensuites, a wet bar with wine/beverage cooler, and a large, screened Lanai for…

$10,000

Low Rise (1-3)

Available Now – December 2025 and 2026 Season | Weekly or Monthly Rentals! Call for current availability and rate specials – also listed on multiple booking platforms. Welcome to Vanderbilt Palms, your coastal oasis just 500 feet…

$10,000

Mid Rise (4-7)

Now available for DEC '25 and/or JAN '26. If you are looking to be ON THE SAND on a beautiful uncrowded beach, consider this lovely, peaceful condo on Vanderbilt Beach, a very short walk to…

$1,500,000

High Rise (8+)

Stunning panoramic bay views greet you the moment you step into this luxurious 5th-floor corner unit. With windows on three sides, natural light fills the space and showcases sweeping water and city views—day and night.…

$3,000

High Rise (8+)

Fall rental on the beach!This is available off-season for December at this rate. Short term available. Seasonal rates January through April 2026. Gorgeous 2ND FLOOR condo with common elevator overlooking the OCEAN! Walking distance to…

$9,500

High Rise (8+)

AVAILABLE NOW for one, two or more months in season at $9,500.. March, April & longer & BRAND NEW, $4,500 a month for 12 month lease or for a summer rental. BOOK NOW to keep…

$8,000

High Rise (8+)

17 Bluebill Ave #904 in Naples, FL 34108 is an exceptional vacation rental for several compelling reasons: Nestled in the heart of North Naples, this vacation rental is just steps away from the pristine sandy…

$30,000

Mid Rise (4-7)

This 4th-floor end unit is located in the Sandcastle community on Vanderbilt Beach. It has about 2,200 square feet, comes furnished, and includes three bedrooms with attached bathrooms. The main living area connects to the…

$5,900

Mid Rise (4-7)

Live the coastal lifestyle in this beautifully turnkey-furnished 2-bedroom, 2-bathroom condo just steps from some of the most stunning beaches in Naples. Located in a private, gated tower community, this elegant residence offers resort-style living…

$1,995

Mid Rise (4-7)

Available April 2026 Available May – December 2026 Vanderbilt Towers, North Naples - 1 Bedroom, 1 Bath Condo Escape to paradise with this beautiful 1-bedroom, 1-bath condo in gated Vanderbilt Towers, ideally located in the heart of North…

$5,000

High Rise (8+)

Studio Available in Vanderbilt Towers – Steps to the Beach Beautifully updated and fully furnished 7th-floor studio in the highly sought-after Vanderbilt Towers, just steps away from Southwest Florida's pristine beaches. Ideally located next to the…

$13,500

Mid Rise (4-7)

La Scala – Vanderbilt Beach Available Jan, Feb and Mar, 2026 at $13,500. 2 Bed | 2 Bath | Breathtaking Bay & Gulf Views Experience the best of Vanderbilt Beach in this beautifully updated residence at La Scala,…

$6,500

High Rise (8+)

GULF VIEW! Short Short WALK TO THE BEACH! Literally, walk out the building's back door and yards to Delnor-Wiggins 166-acre state park beach. Bluebill 1 is the closest building in the community to the beach.…

$1,990,000

Single Family Residence

Welcome to 380 Conners Avenue, a rare opportunity to own southern exposure on the widest canal in the desirable Vanderbilt-Conners waterfront community in Naples. This boater's paradise offers exceptional potential - either renovate the existing…

$7,900,000

Single Family Residence

Pre-Construction with customization opportunities! Welcome to 318 Trade Winds Avenue, a thoughtfully designed southern exposure pre-construction offering in the heart of the Connors area of Vanderbilt Beach. This 5 bedroom + office, 5 full bath…

$2,350,000

Single Family Residence

Experience unparalleled waterfront living in this remarkable pool home with direct Gulf access! Boasting one of Vanderbilt’s widest water views! PERFECT LOCATION TO RENOVATE OR REBUILD. This rare gem offers a blend of charm and…

$975,000

High Rise (8+)

LOWEST PRICE PER SQ. FT. ON BLUEBILL! Rarely available, 3 bedroom, 3 bath condo with 2166 sq. ft of living area plus expansive lanais throughout offering gorgeous western views of the gulf & bay, teaming…

$864,900

High Rise (8+)

Attention Investors!Rented for 3 Months in the 2026 Season -Income Already Secured!LOWEST-PRICED 3-BEDROOM CONDO IN THE AREA – NO STORM DAMAGE, NO SPECIAL ASSESSMENTS! Discover exceptional value and prime location with this beautifully updated 3-bedroom,…

$975,000

High Rise (8+)

Great Views, Great Location. You can live across the street from one of America's top beaches, Delnor Wiggins State Park. A deeded walkway allows you access to Vanderbilt beach. Your community pool sits on Vanderbilt…

$13,995,000

Single Family Residence

FULLY FURNISHED AND READY FOR IMMEDIATE OCCUPANCY EARLY NOVEMBER 2025. The bar has been raised for luxurious waterfront living as 223 Bayview Ave has been designed to exceed the most current building codes and built…

$3,499,000

Single Family Residence

Stunning and breathtaking one of a kind wide bay waterfront views with a SOUTHERN EXPOSURE. Single family home in the prestigious Gulf access community of Conners at Vanderbilt Beach. This unique bayfront view home provides…

$1,777,000

High Rise (8+)

RARELY OFFERED REGATTA PENTHOUSE - 10FT CEILINGS, PANORAMIC VIEWS, OVERSIZED TWO CAR GARAGE AND BOAT SLIP. Experience the best of Regatta at Vanderbilt Beach with this rarely available penthouse offering breathtaking panoramic views. Enjoy stunning…

$499,000

High Rise (8+)

YOUR PENTHOUSE PARADISE awaits!! This 8th floor PENTHOUSE unit is offered FURNISHED and beautifully decorated. TOTALLY RENOVATED and updated throughout, even with IMPACT GLASS SLIDING DOORS! Kitchen and bathroom are tastefully remodeled, and the…

$825,000

Mid Rise (4-7)

Sweeping and unobstructed long bay and inter-coastal views from every window of this pet friendly, light and bright end unit, 3 bedroom condo with 52 weekly rentals allowed (approix. $3,000 per week in season)! RARELY…

$699,000

High Rise (8+)

WHAT MATTERS MOST? LOCATION OR CONDITION? THIS OUTSTANDING UNIT HAS IT ALL!!! AND NOW DRASTICALLY REDUCED!!!!! Located in Bakers Point and only steps to the beach, this TOTALLY REMODELED home in the sky delights your…

$4,450,000

Single Family Residence

WALK TO THE BEACH AND HAVE A BOAT IN YOUR BACKYARD! This outstanding opportunity on one of the prestigious “Three Fingers” of Vanderbilt Beach—just a 3-minute walk to the white sand beach, with your boat…

$7,950,000

Single Family Residence

Introducing a new construction gem nestled in one of Naples' most sought-after locations. This SOUTH-facing Waterfront estate features breathtaking bay views and a quick Gulf Access. Boasting impeccable craftsmanship by the distinguished Fox Premier Builders,…

$1,099,000

Mid Rise (4-7)

NOW AVAILABLE WITH AN IMPROVED PRICE! LUXURY MEETS SIMPLICITY. Discover a residence that seamlessly blends open living across approximately 1700 square feet, featuring a well-designed 3-bedroom, 2-bath layout. The kitchen has been revamped by eliminating…

$2,390,000

High Rise (8+)

Stunning Gulf-Front Condo with Breathtaking Views and Luxury Features - Exquisite Condo offering spectacular views of both sunrises and sunsets from the expansive east and west balconies and floor-to-ceiling windows in the living room and…

$625,000

Mid Rise (4-7)

This beautifully updated 1 bedroom, 1 bathroom condo boasts a STRONG INCOME PRODUCING HISTORY and is ideally located just off Vanderbilt Beach Road in North Naples. Positioned directly across from the beach, this property offers…

$5,550,000

Single Family Residence

Sky-high waterfront fortress with 360° views, boat dock, pool, and southern exposure. Prepare to be captivated by this one-of-a-kind vertical masterpiece—a multi-story waterfront fortress in Naples that redefines luxury coastal living. With each level offering…

$439,000

High Rise (8+)

Bay & Marina Views from your spacious lanai opening to the living room and over-sized master bedroom, big enough for a desk or work space. Just steps to Vanderbilt Beach and Delnor Wiggins State Park…

$2,850,000

Single Family Residence

Being sold as - is. Amazing lot option for a new construction home with BIG open water views on an 80 ft wide lot. New construction on either side. Conners Vanderbilt Beach location is just…

$525,000

High Rise (8+)

Welcome to your new home on Vanderbilt Beach! Just steps away from the highly desired Vanderbilt Beach, this 2 bedroom / 2 bath condo is perfect for anyone who wants to live alongside the tranquil…

$250,000

High Rise (8+)

Your Perfect Beachfront Retreat! This cozy, well-appointed efficiency unit offers an unbeatable location right on the pristine beaches of the Gulf. Whether you're looking for a relaxing getaway or a smart investment, this gem checks…

$439,000

High Rise (8+)

Steps to the sugar-white sand of Vanderbilt Beach and Wiggins Park! Welcome to privacy and gated peninsula! This beautifully open plan furnished 1 bedroom offers everything you need. Light laminate wood flooring, updated kitchen, breakfast…

$1,895,000

Single Family Residence

Welcome to a tremendous opportunity to renovate the existing home or build a new custom home on one of the best priced sites in all of Conners. This .22-acre homesite is surrounded by newer luxury…

$1,299,000

Mid Rise (4-7)

You will not find a better view of the Gulf in this price range! You'll enjoy stunning unobstructed views of the Gulf of Mexico, and even partial views of the bay from the…

$1,650,000

High Rise (8+)

Welcome to 410 Flagship Dr #1005, an exquisite 10th-floor residence in Regatta at Vanderbilt Beach, offering stunning panoramic views of the Gulf of Mexico, bay, and marina. This beautifully updated 3-bedroom, 3-bathroom condo boasts an…

$2,385,000

Single Family Residence

THE CLOSEST THING TO NEW CONSTRUCTION- A BRAND NEW REMODEL JUST FINISHED! BRING YOUR BOAT AND COME ENJOY PARADISE! THIS IS WHOLE NEW HOME! NEW KITCHEN, NEW BATHROOMS, BRAND NEW Professionally decorated/brand NEW furniture. ALL…

$6,995,000

Single Family Residence

This Conners Vanderbilt new construction 5 bedroom plus flex room, 6 full, and 2 half bath home offers it all: located on extra wide 92' canal lot with new taller sea wall and new dock…

$2,899,000

Build your waterfront dream home in the Conners area of Vanderbilt Beach. Canal access to the Gulf of Mexico, it is a boater's paradise. Located on the desirable southern tip of Conners. Offers some of…

$4,450,000

Single Family Residence

Seller Financing Offered. Waterfront Villa Investment Property ~ Renter in Place for Season: 13-Foot Elevation ~ No Water Intrusion into main living space during any hurricane. Plus... $900.00 Assumable FEMA Flood Policy. Are you…

$679,000

Mid Rise (4-7)

Incredible Opportunity in Vanderbilt Beach – Panoramic Views & Resort-Style Living Don’t miss your chance to own a beautifully positioned 3rd-floor condo offering breathtaking panoramic views of the Bay, Canal, and Gulf, just 30 feet from…

$700,000

High Rise (8+)

Embrace coastal living in this beautifully turnkey renovated 2-bedroom, 2-bathroom 3rd floor condo located in the sought-after Vanderbilt Towers, Just steps from the pristine sands of Vanderbilt Beach, this fully furnished turnkey residence is move…

$799,000

High Rise (8+)

I'M BEAUTIFUL INSIDE! Renovated, Bright, INCREDIBLE VIEWS in a building that has PASSED ALL STRUCTURAL and RESERVE Requirements and no further Special Assessments in sight! Brand new HVAC system in unit (6.25) This building has…

$1,184,000

High Rise (8+)

Imagine being welcomed by the community at GULF BREEZE AT VANDERBILT BEACH IN NAPLES - an Oasis on the Vanderbilt Beach peninsula! This 9th floor, well maintained unit, boasts water views from every room; north,…

$8,000

High Rise (8+)

Coastal Retreat at Vanderbilt Beach Welcome to this nicely decorated two-bedroom, corner-unit condo on the 4th floor—just steps away from the pristine sands of Vanderbilt Beach and the natural beauty of Delnor-Wiggins State Park. This light-filled…

$850,000

High Rise (8+)

This rarely available corner unit on the 9th floor boasts majestic bay and gulf views! From sunrise to sunset, you will be mesmerized by the scenery - with dolphins & manatees swimming by. Another advantage…

$835,000

High Rise (8+)

STUNNING MOVE-IN-READY CONDO VANDERBILT BEACH - NORTH NAPLES! This exclusive Move-In Ready Two-Bedroom End-Unit Condominium with Stunning Gulf of Mexico, Vanderbilt Channel, and Marina Views offers a magnificent renovation with nearly $100K in Upgrades throughout,…