Vanderbilt Beach

$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…

$925,000

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…

$399,000

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…

$3,300,000

Single Family Residence

Discover coastal living at its finest in this exquisite home located in Naples, FL. Situated very high and dry and a short 8 minute walk from the beach, this property offers a spacious layout with…

$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…

$7,000

High Rise (8+)

Available: September-December 2026. Discover the ultimate coastal living experience in the ONLY 3 BEDROOM condo available at Vanderbilt Towers! This luxury residence is surrounded by water, boasting breathtaking views of the Gulf of Mexico, the…

$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…

$949,000

High Rise (8+)

MOTIVATED SELLER. SKIP THE BANK - SELLER FINANCING AVAILABLE. This is a rare opportunity to own the most desirable stack in Gulf Breeze AND NEWLY RENOVATED in 2023. The 01 floor plan and orientation…

$675,000

High Rise (8+)

Discover this beautifully refreshed condo! Featuring bright upgrades to the kitchen and both bathrooms, this lovely space perfectly blends modern comfort with cozy charm. Located on the 7th floor of Vanderbilt Surf Colony, this…

$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…

$2,395,000

Spectacular gulf access lot situated on the widest canal in Vanderbilt Beach with amazing views of sparkling intersecting waterways! Act on this outstanding lot today so you can complete your dream to build your beautiful…

$9,500

High Rise (8+)

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 on the bay with views of…

$3,200

High Rise (8+)

Available immediately for ANNUAL RENTAL 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 and walk to…

$1,199,000

High Rise (8+)

TOTALLY REMODELED CONDO – INCLUDES A LARGE 1 CAR GARAGE - GORGEOUS VIEWS OF THE GULF from the 10th Floor - A stunning and delightfully relaxing corner retreat tucked away within the sought after community…

$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…

$1,100,000

Low Rise (1-3)

This exquisite UPDATED CONDO WITH BOAT DOCK boasts breathtaking western views of Vanderbilt Bay. Its cleverly designed three-bedroom, two-bathroom layout effortlessly connects the indoor living areas to a screened balcony that overlooks the water. The…

$9,500

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…

$514,900

Low Rise (1-3)

Location, luxury and lifestyle – just one mile to Vanderbilt Beach! Completely remodeled and ideally west of U.S. 41, this light-filled two-bedroom, two-bath home in the gated Pavilion Club offers upscale coastal living just blocks…

$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…

$3,200

Mid Rise (4-7)

WATERFRONT CONDO WITH STUNNING BAY VIEWS - ANCHORAGE OF VANDERBILT Enjoy breathtaking bay views from this beautifully updated 2-bedroom, 2-bath condo located in the exclusive, boutique-style community Anchorage of Vanderbilt. This gated, Gulf-access community features just…

$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,…

$1,149,000

Mid Rise (4-7)

Discover an exceptional beachfront sanctuary where Gulf Coast luxury meets investment opportunity in this meticulously appointed two-bedroom, two-bathroom condominium spanning 1,315 square feet of refined living space. This direct beachfront residence commands breathtaking panoramic 3rd…

$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…

$28,000

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…

$995,000

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…

$9,000

High Rise (8+)

Indulge in your dream seasonal escape at this impeccably maintained condo in Vanderbilt Landings, perfectly positioned across from the pristine sands of Vanderbilt Beach with private, gated access just steps away. This bright, open, and…

$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…

$2,000

High Rise (8+)

Location, location, location! This inviting 1-bedroom, 1-bath condo is just steps from the beach and within close proximity to many of Naples' best attractions. Situated on the second floor, the unit offers added peace of…

$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…

$9,500

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)

AVAILABLE FOR SEASON 2026 AND OFF SEASON 2025! 3 MONTHS PREFERRED. 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 is…

$12,000

Mid Rise (4-7)

AVAILABLE FOR SEASON 2026. WEEKLY/BI-WEEKLY MAY THROUGH DECEMBER 2025. 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…

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

$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…

$2,100

Low Rise (1-3)

Wake up to breathtaking water views in this beautifully updated studio condo just steps from Vanderbilt Beach. Perfect for a vacation getaway, this coastal retreat offers an open floor plan, 2 Murphy Beds, a fully…

$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 Gulf of Mexico beach. Listen as lapping waves of aquamarine waters splash on pristine white sands, beaconing you to come, relax and enjoy…

$4,500

High Rise (8+)

** AVAILABLE SEASONALLY or WEEKLY (JUNE-OCTOBER 2025 ONLY) ** SEASONAL OR WEEKLY RENTAL ** Welcome to this beautiful remodeled 3-bedroom, 2-bath condo that is located in the highly sought-after, gated Regatta at Vanderbilt Beach II gated…

$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…

$18,900

Mid Rise (4-7)

OWNER ACCEPTING SINGLE MONTH LEASE OFFERS FOR 2026. Stunning Bay & Gulf View Condo - Vanderbilt Beach Area Welcome to this beautifully renovated 3-bedroom, 3.5-bathroom condo located on the bayside of Vanderbilt Beach, offering the perfect blend…

$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…

$14,500

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…

$12,750

High Rise (8+)

New Listing! ***PROMO - Contact us for 10% rent discount on January 2025 rental*** Take in the sprawling Gulf of Mexico views the moment you step into our 3 bed / 3 bath 10th floor…

$6,500

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.…

$18,000

High Rise (8+)

Sunsets 365 days a year 6th floor 3 bedroom nicely upgraded. East as well as West lanai for Sunrise views as well as Sunsets. One car attached garage, upgraded kitchen granite counters, stainless…

$4,400

High Rise (8+)

Perfect Beach Rental 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 the large, heated pool,…

$10,000

Low Rise (1-3)

This cozy condo and Vanderbilt Palms is available for rent on a weekly and monthly term. Annual leases are available upon request! Welcome to Vanderbilt Palms, a beautifully appointed 1-bedroom, 1-bathroom condo located just minutes…

$21,500

High Rise (8+)

Complete renovation 3 bedrooms 2 1/2 baths upscale home. Gorgeous sunset view 365 days a year. Chef's kitchen, Upscale appliances, designer furniture. Only unit in building offering expanded laundry room and an…

$14,000

High Rise (8+)

Wonderful 12th floor 2 bedroom/2 bathroom unit in highly sought after beachfront community Vanderbilt Gulfside. Owner has taken great pride in attention to detail with this property. Tommy Bahama style, neutral tones. King sized bed…

$11,000

High Rise (8+)

Incredible three bedroom, two bathroom 4th floor unit on the Bay with a Beautiful Gulf of Mexico View! This property lives large and has all the comforts of home, lovingly cared for and maintained to…

$15,500

High Rise (8+)

Naples Beachfront Condo-Walk to 5 star Ritz Carlton Hotel and La Playa Hotel-White sandy beaches-Amazing Sunsets from your terrace Corner unit 3 rd floor, views of gulf for miles All rooms have amazing water views…

$14,000

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…

$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…

$10,500

Low Rise (1-3)

Relax in comfort and style at the Monte Carlo Club! A dream rental, this light filled 2nd floor condo has an open floor plan that feels incredibly spacious and is newly renovated and designer furnished…

$17,500

Single Family Residence

OWNER ACCEPTING SINGLE MONTH LEASE OFFERS. Waterfront Retreat in Conners at Vanderbilt Beach Located in the highly sought-after Conners neighborhood at Vanderbilt Beach, this exceptional waterfront residence offers quick boating access to the open waters…

$8,000

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…

$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

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…

$12,500

High Rise (8+)

AVAILABLE for the 2026 Season! Welcome to your dream coastal retreat, where the pinnacle of beachside living awaits you. This luxury residence is perfectly situated within walking distance to the pristine Vanderbilt Beach and directly…

$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,…

$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…

$12,700,000

Single Family Residence

Brand new—just completed and furnished! Experience the pinnacle of luxury waterfront living at 141 Channel Drive, a stunning new construction estate in the highly sought-after Vanderbilt Beach neighborhood. Built by Diamond Custom Homes, designed by…

$1,700

High Rise (8+)

Annual Rental-Move-in Ready! Discover coastal living at its finest with this beautifully appointed North Naples studio condominium. Situated in the highly sought-after Vanderbilt Towers, this residence offers unparalleled proximity to the pristine sands of Vanderbilt…

$2,800

High Rise (8+)

Discover coastal living at its finest with this beautifully appointed North Naples studio condominium. Situated in the highly sought-after Vanderbilt Towers, this residence offers unparalleled proximity to the pristine sands of Vanderbilt Beach and Wiggins…

$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…

$12,000

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.…

$2,995

High Rise (8+)

Fall rental on the beach!This is available off-season in 2025 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…

$13,500

Mid Rise (4-7)

Welcome to your beachfront paradise located in Naples, Florida! This 2-bedroom, 2-bathroom condo offers stunning views of the Gulf waters and Vanderbilt Beach's pristine white sands. Situated between Wiggins and LaPlaya, this serene retreat provides a…

$9,500

High Rise (8+)

AVAILABLE NOW for season February, March, April & longer & BRAND NEW, $4,500 a month for 12 month lease or for a summer rental. BOOK NOW to keep this rate!.. WALK TO THE BEACH.…

$8,000

High Rise (8+)

AVAILABLE JANUARY!!! 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…

$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…

$1,800

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…

$14,900

Mid Rise (4-7)

La Scala – Vanderbilt Beach 2 Bed | 2 Bath | Breathtaking Bay & Gulf Views Experience the best of Vanderbilt Beach in this beautifully updated residence at La Scala, where every day begins with unobstructed sunrises over…

$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…

$1,150,000

Low Rise (1-3)

Experience coastal living at its finest in this beautifully remodeled 3-bedroom, 2-bath bayfront condo, within the gated community of Monte Carlo Club. Just steps from the sugar sand beaches of Vanderbilt Beach, every inch of…

$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…

$585,000

High Rise (8+)

MOTIVATED SELLER - Investors Opportunity! Step into this coastal unit with two-bedroom, two-bathroom, a specious storage unit across the hallway from the front door. Perfectly located just a short stroll from the pristine white…

$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…

$989,999

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…

$999,000

Mid Rise (4-7)

Panoramic Gulf & Bay Corner Unit with Deeded Beach Access! Discover the charm of a beautifully remodeled corner-end apartment located at 10420 Gulf Shore Dr. #143, Naples, FL. This residence is situated in the highly sought-after…

$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,…

$1,249,000

Mid Rise (4-7)

Vanderbilt Bay #123 is a rare and highly sought-after end-unit offering the best of both worlds: breathtaking GULF and BAY views from every angle. Spanning the full front-to-back footprint, this expansive two-bedroom, two-bathroom condo is…

$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

Welcome to 223 Bayview Avenue, raising the bar and redefining luxurious waterfront living. Built to the highest standards of construction and in accordance with the most current building codes, this estate offers an extraordinary blend…

$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…

$1,050,000

High Rise (8+)

Views! On the bay and also view of the gulf. Rarely available Vanderbilt Beach development unit on the 5th floor of Vanderbilt Landing's "A" building. The beautiful Gulf of Mexico views looking over the…

$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…

$524,900

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…

$6,750,000

Single Family Residence

$1 million price improvement! 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 a testament to…

$849,000

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…

$750,000

Mid Rise (4-7)

Rarely on the market, Gulf Cove at Vanderbilt Beach offers an exclusive living experience with its intimate setting. This coveted building grants you panoramic views of both the mesmerizing Gulf and the tranquil Bay at…

$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

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 docked right in the backyard. This coveted southern exposure lot offers prime…

$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,…

$1,199,000

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…

$2,400,000

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…

$750,000

Mid Rise (4-7)

Discover the perfect blend of investment potential and coastal charm with this high performing income producing 1-bedroom, 1-bathroom condo, perfectly situated just off Vanderbilt Beach Road in North Naples, just steps from the sand. Located…

$750,000

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…

$1,250,000

High Rise (8+)

Panoramic and unobstructed gulf and bay views from EVERY window of this COMPLETELY REMODELED, STUNNING SW CORNER condo with expansive wrap around lanai. Have the best of both worlds with year round sunsets and light,…

$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…

$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…

$7,895,895

Single Family Residence

Enter a realm of unparalleled elegance and sophistication, where contemporary design seamlessly blends with waterfront luxury in this breathtaking architectural masterpiece. Nestled in the prestigious Connors area of Vanderbilt Beach, this turn-key furnished 5-bedroom +…

$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

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 looking for income…

$699,000

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…

$1,099,000

High Rise (8+)

WHAT A VIEW! A RARELY AVAILABLE 8th floor condo on Vanderbilt Beach can be yours! It is a 3 bed with 3 full bath condo in Surf Colony ll. With western exposure you can…

$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…

$1,975,000

Mid Rise (4-7)

Enter paradise with this luxurious beachfront condominium, where the gulf's turquoise waters, coconut palms and powder-soft sands are your constant backdrop. This exceptional residence, fully renovated in 2019, offers a seamless blend of elegance and…

$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,…

$1,295,000

High Rise (8+)

Experience waterfront paradise at The Regatta located near the highly sought-after Vanderbilt Beach area in North Naples with this stunning 8th-floor condo offering breathtaking Gulf and Bay views! Imagine watching boats glide by and dolphins…

$1,549,000

High Rise (8+)

Renovated 4th floor beachfront condo offering spectacular sunset views of the beach and Gulf at Seawatch of Vanderbilt Beach. This turn-key furnished unit features a wide-open floor plan with a spacious living area, two…

$2,399,999

Mid Rise (4-7)

Welcome to this spectacular, beachy waterfront property in the heart of North Naples. This stylish first floor (second level) residence offers a coastal vibe and boasts stunning bay and gulf views from huge east…

$4,500,000

Single Family Residence

Welcome to 342 Germain Avenue, an unparalleled coastal retreat on an extraordinary gulf access tip lot in the prestigious Conners area of Vanderbilt Beach. This exquisite estate epitomizes the pinnacle of Naples coastal living, offering…

$5,285,000

Single Family Residence

Experience the epitome of waterfront living in this exquisite custom-built home located in the prestigious Conners community of North Naples. This modern masterpiece combines unparalleled elegance with contemporary design elements and high-end finishes, creating a…

$4,550,000

Residential Lot

Build your dream home where boating from your backyard meets sunsets on the sand—this is Naples waterfront living at its finest. This exceptional 0.30-acre property is tucked away at the end of a quiet cul-de-sac and…

$3,000,000

Residential Lot

SOUTHERN EXPOSURE!! Discover the perfect site for your dream home in the coveted, no-fee community of Conners at Vanderbilt Beach. This rarely available cleared lot is ready for development, offering an idyllic setting for those…

$3,000,000

Residential Lot

SOUTHERN EXPOSURE WITH QUICK ACCESS TO THE GULF! Discover the perfect site for your dream home in the coveted, no-fee community of Conners at Vanderbilt Beach. This rarely available cleared lot is ready for development,…

$2,750,000

Residential Lot

END OF THE CUL-DE-SAC, WATERFRONT LOCATION! Discover the perfect site for your dream home in the coveted, no-fee community of Conners at Vanderbilt Beach. This rarely available cleared lot is ready for development, offering an…

$3,500,000

Residential Lot

SOUTHERN EXPOSURE with grandfathered boat house! Discover the perfect site for your dream home in the coveted, no-fee community of Conners at Vanderbilt Beach. This rarely available cleared lot is ready for development, offering an…

$1,975,000

Discover the best of Gulf access canal-front living with this exceptional fully cleared and ready to build lot in Naples, situated on a quiet street in Conners, a highly desirable area of Vanderbilt Beach. Just…

$3,395,000

Residential Lot

One of a kind, over sized estate lot with 132 ft of waterfront on the bay facing west in Conners Vanderbilt Beach. No tight canal views here. Enjoy spectacular, panoramic, wide water sunset views…

$5,950,000

Residential Lot

Rare Oversized Gulf Access Lot – Conners at Vanderbilt Beach. Incredible opportunity to own one of the last oversized end lots in the highly desirable Conners/Vanderbilt Beach community. Located at the end of a quiet cul-de-sac,…

$5,750,000

Single Family Residence

Welcome to 431 Palm Ct, a one-of-a-kind waterfront gem in Vanderbilt Beach offering an extraordinary 209 feet of water frontage—more than double the standard 80 feet found in Conners. This rare end lot showcases some…

$15,300

High Rise (8+)

BEACH, BEACH, AND MORE BEACH! Experience the charm of this delightful 2BR/2BA condo, adorned with classic furnishings and offering all the comforts of home. There's no better way to spend your vacation than at Vanderbilt…

$4,000

High Rise (8+)

Nestled along Vanderbilt Beach, this stunning resort-style community is just a short stroll from sandy white shores and breathtaking, colorful sunsets. Regatta boasts exceptional on-site amenities, including a weight and cardio room, poolside grill and…

$1,900

Mid Rise (4-7)

Live the Gulf Life! Gorgeous studio condo at Vanderbilt Beach. Stylishly updated and impeccably designed, this condo is being rented turnkey. Located merely steps away from one of the most prestigious beaches in the country.…

$15,000

High Rise (8+)

Exquisite condo at Regatta, Vanderbilt Beach, featuring stunning decor with tasteful furnishings and accessories. Meticulous attention to detail, including elegant lighting fixtures, captivating artwork, luxurious linens, and well-appointed kitchenware, makes this an ideal vacation retreat.…

$14,000

High Rise (8+)

This beautifully remodeled 10th-floor, 3-bedroom/3-bath condo offers over 2,000 sq ft of luxurious waterfront living with breathtaking western views of the Gulf of Mexico and the Ritz Carlton Resort. Light coastal décor, vibrant accents, and…

$15,000

High Rise (8+)

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…

$16,000

High Rise (8+)

Absolutely stunning, this recently renovated 3-bedroom, 3-bathroom home is a true masterpiece. Offering not only breathtaking interiors but also boasting captivating Gulf and Bay views from both the lanai and kitchen, every detail of this…

$3,000

Mid Rise (4-7)

Embark on a week-long escape to the dazzling paradise of Regatta - where every moment is bathed in sunlight and pure bliss! This immaculate 3BR/2BA end unit is a spacious retreat, boasting stylish furnishings and…

$3,000

Mid Rise (4-7)

Looking for the perfect coastal getaway? This stunning 3BR/2BA condo is just what you need! Overlooking the beautiful bay, you can watch boats sail by and dolphins play from the comfort of your private lanai.…

$14,000

Mid Rise (4-7)

A beautifully renovated condo nestled by the bay, exuding coastal elegance. The inviting interiors feature comfortable furnishings, stylish accents, and vibrant hues, creating a tropical oasis. This end unit offers breathtaking views of the Gulf…

$4,745,000

Single Family Residence

Experience luxury coastal living in this reimagined 5,737 sq ft contemporary home with gulf access overlooking the widest canal in Vanderbilt Conners! You will enjoy the sunny location with preferred Southern exposure. 5-bedroom + den…

$525,000

High Rise (8+)

A boater's dream! Welcome to 5 Bluebill, unit #410 located at the beach with water views everywhere. They also have a waterfront marina with boat slips. The front of the building faces the bay, boats…

$21,500

High Rise (8+)

OWNER ACCEPTING SINGLE MONTH LEASE OFFERS. Exceptional 3 bedroom plus den, 3 and a half bath residence width over 3,000 Sq. Ft. under air and 10' ceilings. This private residence is one of 15 in the…

$8,500

Mid Rise (4-7)

Welcome to your slice of paradise at Barefoot Pelican #152! This top floor 2-bedroom, 2-bathroom condo offers breathtaking bay views and a coastal contemporary design that's both stylish and comfortable. With tile flooring throughout, granite…

$7,500

Mid Rise (4-7)

***SHORT TERM/LONG TERM RENTAL***WEEKLY RENTING AVAILIABLE***BREATHTAKING VIEW***IN BEAUTIFUL BAYPOINT*** Enjoy the bay breeze as you watch boats pass through the bay! This home is just steps to the entrance of Delnor Wiggins State Park, voted…

$8,000,000

Single Family Residence

Panoramic bayfront living along Vanderbilt Beach. Positioned along the centerline of Conners Bay, this new construction estate-crafted by Milestone Development with interior selections by Tye Interior Design offers mile-long water views and refined living in…

$10,500

Low Rise (1-3)

Welcome to the PREMIER SEASONAL RENTAL on VANDERBILT BEACH! ***THIS UNIT IS ALSO AVAILABLE FOR PURCHASE*** Experience coastal living at its finest in this beautifully remodeled 3 bedroom, 2-bath Bayfront condo, within the gated community…

$16,000

High Rise (8+)

PLEASE ASK ABOUT WEEKLY RATES: Welcome to your dream escape in one of Naples’ most iconic vacation destinations—Vanderbilt Beach. This rarely available Regatta penthouse offers breathtaking panoramic views, capturing both vibrant sunrises and unforgettable sunsets.…

$5,000

High Rise (8+)

Welcome to your perfect getaway! Nestled just a short stroll from the sun-kissed sands of Wiggins Pass beach, this nicely appointed 1-bedroom, 1-bath condominium offers a harmonious blend of comfort, convenience, and coastal living. Whether…

$15,000

High Rise (8+)

Renovated 3bds-3bths with expansive NW Gulf and Bay views; High Speed WiFi /Cable; assigned, covered parking space and abundant guest parking. REGATTA is a luxury, gated community, across from the RITZ CARLTON; a short walk…

$15,000

High Rise (8+)

This 2 bedroom 2 bath Vanderbilt Yacht and Racquet Club in Naples Florida is just steps from Vanderbilt Beach via the private beach access. The prime location ensures that the sun-kissed shores and turquoise waters…

$20,000

High Rise (8+)

This 9th floor beachfront Vanderbilt Gulfside "05" end unit features 3 bedrooms, 3 baths, sweeping Gulf of Mexico views and sunsets is now available for an annual lease or seasonal lease. This condo was previously…