Search Listings

$20,000

High Rise (8+)

RARELY AVAILABLE– TOTALLY REMODELED BEACH FRONT CONDO – 3 BEDROOM – POOLSIDE CABANA – GARAGE - BOAT DOCK W/ LIFT - TURNKEY - END UNIT. Minimum of Two weeks is required. Designer-renovated and impeccably maintained,…

$1,399,900

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…

$1,485,000

Mid Rise (4-7)

This fully remodeled 5th-floor corner end unit offers an exceptional coastal retreat with beautiful Gulf and bay views, an open-concept floor plan, and expansive wraparound screened lanais designed to embrace the best of indoor-outdoor living.…

$5,000

High Rise (8+)

This nicely 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 recently been…

$15,000

Mid Rise (4-7)

Welcome to Regatta, your Naples getaway just a short walk to Vanderbilt Beach. This updated 5th-floor condo offers 3 bedrooms, 2 bathrooms, and a comfortable place to relax and enjoy your stay. Enjoy your morning coffee…

$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…

$11,500

High Rise (8+)

Terrific distant Gulf and bay views from this sixth floor end unit residence in one of Vanderbilt Beach's most popular high rise communities.  Enjoy the cool Gulf breezes while having an afternoon drink on one…

$995,000

Low Rise (1-3)

The required milestone inspection report has been completed, and all recommended work is currently in progress and expected to be completed this month. The improvements are cosmetic in nature and include exterior painting, electrical updates,…

$6,975,000

Single Family Residence

One or more photo(s) has been virtually staged, AI generated or rendered. Build your dream waterfront home —without the stress. Imagine living steps from the Gulf while enjoying a premium southern exposure in home…

$22,800,000

Single Family Residence

For those who understand that exceptional wealth is often preserved through irreplaceable assets rather than simply impressive residences, 10173 Gulf Shore Drive offers something increasingly uncommon: the opportunity to own a lasting piece of one…

$75,000

Single Family Residence

Huge southern views across Vanderbilt Lagoon towards the Ritz Carlton. Bring your boat or personal watercraft. Available for rentals of 30 days or more.

$3,600,000

Single Family Residence

Experience the pinnacle of coastal luxury in the heart of Vanderbilt Beach. Perfectly positioned on a serene canal with Gulf access, this exceptional waterfront residence offers an unparalleled blend of elegance, comfort, and boating convenience.…

$3,000

Mid Rise (4-7)

Searching for somewhere new to stay for your next tropical getaway? Look no further! Rare opportunity to book a weekly or monthly rental in a one-bedroom condo, with only a short walk down & across…

$3,750,000

Single Family Residence

RARE Vanderbilt Beach waterfront opportunity just steps from the Gulf. Located in the highly desirable Conners community, this Canal-Front property offers the perfect combination of beach access, boating, and long-term INVESTMENT potential. Situated approximately one-half block…

$1,280,000

Mid Rise (4-7)

Welcome to your private waterfront retreat in the prestigious Watermark at Vanderbilt Beach, where sophisticated coastal living meets effortless luxury. Perfectly positioned on the fourth floor, this impeccably renovated residence offers breathtaking panoramic views of…

$1,950

Mid Rise (4-7)

Enjoy Gulf views from the private lanai of this 5th-floor studio condo at Vanderbilt Beach, the perfect place to relax and take in spectacular Southwest Florida sunsets. Just a short walk to the white-sand beach…

$4,500

High Rise (8+)

AVAILABLE FOR SEASON 2027! Wake up steps from the soft white sands of beautiful Vanderbilt Beach, one of Naples most coveted winter destinations. From your screened-in fourth-floor balcony, enjoy the gentle breezes in a…

$13,200

Mid Rise (4-7)

Welcome to your perfect Naples getaway at Regatta at Vanderbilt Beach—a highly sought-after terrace-level condo with coveted western exposure overlooking a lush tropical waterfall pool. Property rents by the week or monthly. The new owners…

$4,500,000

Single Family Residence

Nestled in the coveted Connors/Vanderbilt Beach neighborhood, this beautifully renovated four-bedroom waterfront retreat offers the rare combination of beachside serenity and boating freedom all on one level. The southern exposure fills the property with natural…

$3,325,000

Single Family Residence

Elevated coastal living! Beautiful waterfront residence at over 13 feet of elevation in the sought-after Conners at Vanderbilt Beach. This thoughtfully designed two-story home showcases a timeless coastal aesthetic with abundant natural light, neutral-toned wood…

$15,000

High Rise (8+)

LUXURY BAYSIDE SEASONAL RENTAL… AVAILABLE FOR JANUARY, APRIL and MAY 2027 AND FOR THE HOLIDAYS ~ NOVEMBER & DECEMBER 2026. BEAUTIFULLY refreshed 3BR/3BA residence in Regatta at Vanderbilt Beach, located in highly desirable Building One…

$765,000

High Rise (8+)

Aggressively priced and one of the best values near Vanderbilt Beach, this beautifully updated 3-bedroom, 2-bath residence in Gulf Breeze at Vanderbilt offers an exceptional opportunity to enjoy the Southwest Florida lifestyle. Featuring 1,613 square…

$4,350,000

Single Family Residence

Located in the heart of the Conners Vanderbilt Beach Estates boating community, this coastal-vibe waterfront home has Gulf access and the privacy of a dead-end street. The open floor plan is illuminated with natural light…

$1,499,777

Mid Rise (4-7)

This exceptional residence offers an unparalleled opportunity, providing breathtaking views of the Bay and Gulf from its opulent top floor. Additionally, you will enjoy exclusive beach access. The penthouse’s top floor boasts an expansive primary…

$22,000

High Rise (8+)

Exceptional 3-bedroom plus den, 3.5-bath residence offering over 3,000 square feet under air with soaring 10-foot ceilings. One of only 15 private residences in the building, this luxurious property includes private elevator service, a 2-car…

$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…

$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…

$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…

$1,495,000

High Rise (8+)

NEWLY RENOVATED, RARELY AVAILABLE 11TH-FLOOR CONDO WITH SPECTACULAR GULF & BAY VIEWS in the highly sought-after Regatta community on Vanderbilt Beach! Ideally located directly across from the Naples Ritz-Carlton Beach Resort and just a 10-minute…

$13,500

High Rise (8+)

Experience coastal living at its finest in this beautifully furnished and updated 3-bedroom, 2-bath condo in the sought-after Regatta community. Ideally located just a short walk from Vanderbilt Beach, this residence places you near some…

$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.…

$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…

$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 bedroom…

$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…

$3,550

High Rise (8+)

One or more photo(s) has been virtually staged, AI generated or rendered. This beautifully remodeled 2nd-floor studio AT Vanderbilt Beach Paradise — located in Vanderbilt Towers II offers peaceful landscaping views from both the…

$1,950,000

High Rise (8+)

Panoramic views of the Gulf of Mexico and Naples’ white sand beaches abound from this newly offered 10th floor condominium. Recently redesigned and remodeled with the finest contemporary finishes, the kitchen features a waterfall Calacatta…

$8,000

Mid Rise (4-7)

AVAILABLE THROUGH DECEMBER 2026, JANUARY AND APRIL 2027! 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 crisp and bright,…

$2,650,000

High Rise (8+)

Where contemporary elegance meets the effortless beauty of Florida’s Gulf Coast, this completely reimagined residence offers a lifestyle defined by sophisticated comfort and coastal ease. From the moment you enter, you're welcomed into an atmosphere…

$2,995

High Rise (8+)

Available November 1 to Dec 15 2026! Also available January and April 2027 at season rates.Gorgeous 2ND FLOOR condo with common elevator overlooking the OCEAN! Walking distance to the white sands of Vanderbilt Beach from…

$8,500

High Rise (8+)

Vanderbilt Beach – this two-bedroom, two-bath unit in Vanderbilt Towers 3 offers great views of the Gulf and pathway to the beach. The unit features a screened lanai overlooking both the Gulf and green space.…

$8,000

High Rise (8+)

Just a short distance from the picturesque Vanderbilt Beach, and available for the 2027 season! Discover effortless coastal living in this bright and inviting 3rd-floor, 2-bedroom, 2-bath condo in Vanderbilt Towers, Nestled in the exclusive,…

$1,750

Low Rise (1-3)

Welcome to Vanderbilt Hideaway! This renovated and spacious studio residence offers a beautifully designed coastal interior paired with peaceful canal views, creating the perfect setting for a relaxing Southwest Florida getaway. Thoughtfully decorated and fully…

$375,000

High Rise (8+)

Beautifully renovated, turnkey 1-bedroom, 1-bath second-floor condo in Vanderbilt Towers, just steps from Vanderbilt Beach. This fully furnished, move-in-ready residence offers an ideal coastal lifestyle with close proximity to the Turtle Club, La Playa, Ritz-Carlton…

$4,550,000

Single Family Residence

Experience the pinnacle of waterfront living in this striking contemporary coastal estate perfectly positioned on Vanderbilt’s widest canal with sought after southern exposure. Offering 5,737 square feet of refined luxury, this exceptional Gulf access residence…

$8,500

High Rise (8+)

UNOBSTRUCTED GULF & SUNSET VIEWS! Enjoy breathtaking, direct western views of the Gulf from this 8th-floor corner residence in the highly desirable Surf Colony II. The panoramic vistas extend up the coastline to the tip…

$12,000

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…

$8,500

Mid Rise (4-7)

AVAILABLE THROUGH MARCH 2027...ENJOY THE PANORAMIC BAY VIEW FROM THIS BEAUTIFULLY APPOINTED 1 BEDROOM, 1 BATHROOM PENTHOUSE ON VANDERBILT BAY! BONUS...view of the Gulf of Mexico from your front door! Updated with tasteful finishes…

$17,000

High Rise (8+)

AVAILABLE NOVEMBER & DECEMBER 2026 AND MAY 2027. 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…

$8,500

High Rise (8+)

Vanderbilt Beach – this two-bedroom, two-bath unit in Vanderbilt Towers 3 offers great views of the boats, marina and pathway to the beach. The unit features a screened lanai overlooking both the marina and the…

$6,500

High Rise (8+)

Experience the allure of this absolutely stunning 5th-floor one-bedroom condo, offering breathtaking views of the Gulf of America. Every detail has been meticulously renovated and newly furnished with a decorator's flair. Step outside and…

$4,175,000

Single Family Residence

Welcome to a newly constructed 2023 Gulf-access waterfront custom residence in The Conners at Vanderbilt Beach, one of Naples’ most sought-after boating communities. Perfectly positioned on a quiet south-facing cul-de-sac lot with sweeping canal and…

$6,995,000

Single Family Residence

Completely reimagined and masterfully curated, this exceptional waterfront residence offers approximately 4,350 total square feet of refined living space, featuring 5 bedrooms, 6 bathrooms, and an expansive 8-car garage designed for car enthusiasts and elevated…

$3,099,000

Single Family Residence

Nestled in the sought-after waterfront community of Conners at Vanderbilt Beach, this exceptional southern-exposure residence delivers the perfect blend of luxury, comfort, and the best of Florida living. Designed with a bright coastal aesthetic and…

$3,750

High Rise (8+)

Annual Rental in Vanderbilt Beach! Beautifully furnished 2 bedroom, 2 bathroom condo in a desirable high-rise building on Gulf Shore Drive. This inviting residence offers a spacious and comfortable layout with tasteful furnishings, plenty of…

$18,000

Mid Rise (4-7)

April - Nov, 2026 available in two week blocks at $2500 per week. Open for 2027 Beachfront Bliss at Bayshores on Vanderbilt Beach Perched on the coveted top floor, this stunning two-bedroom, two-bath condominium offers…

$9,000

High Rise (8+)

Vanderbilt Beach – this three-bedroom, two-bath unit in Vanderbilt Towers 3 offers great views of the boats, marina and pathway to the beach. The unit features a screened lanai overlooking both the marina and the…

$3,000

Mid Rise (4-7)

This top floor condo is located just a couple of minutes walk to the beach. This is a 3BR/2BA with a West Indies decor. Regatta offers amazing on-site amenities such as fitness center, poolside grill…

$14,500

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…

$14,000

High Rise (8+)

Located on Vanderbilt Bay this lovely nautical themed condo has everything that you will need to enjoy your time in PARADISE! Recently refreshed to deliver a comfortable and coastal-beachy flair. Freshly painted, new flat…

$13,500

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…

$11,500

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…

$3,500

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)

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…

$3,000

Mid Rise (4-7)

This bright and cheerful Regatta condo is perfectly poised for enjoying serene lanai sunsets while overlooking the resort-style pool or taking a short stroll to the beach. Spacious floor plan with updated kitchen including stainless…

$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…

$4,000

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,…

$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…

$14,000

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…

$5,000

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…

$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…

$13,495,000

Single Family Residence

This BRAND NEW waterfront estate has been built to the highest standards of coastal construction. Just a few steps from your own secluded beach access and a short boat ride to the Gulf from the…

$2,150,000

High Rise (8+)

Rarely available 9th-floor “01 stack” beachfront residence in Vanderbilt Shores offering breathtaking 270-degree views of the Gulf. This professionally remodeled and beautifully appointed condominium makes an immediate impression from the moment you enter. Perched on…

$15,400

High Rise (8+)

Experience paradise at Regatta in this bright and sunny 8th-floor end unit offering 3 bedrooms, 2.5 baths, plus a cozy den — providing plenty of space to relax, unwind, and enjoy the Naples lifestyle. Beautifully…

$16,000

High Rise (8+)

Escape to paradise at Regatta, an exceptional vacation rental designed for comfort, style, and effortless coastal living. This spacious 3-bedroom, 3-bath residence offers an inviting retreat with plenty of room to relax in a serene…

$2,795

High Rise (8+)

Available for annual rent! Ideally located steps from Vanderbilt Beach and Wiggins Pass, this beautifully remodeled condo delivers the perfect blend of convenience and coastal living. Open, airy, and thoughtfully updated, it’s available for annual…

$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 offers…

$514,000

High Rise (8+)

Top-Floor Gulf & Bay Views | Vanderbilt Towers | Naples This renovated top-floor condo looks out over the Gulf and Water Turkey Bay. The views open from the eighth floor and run to the horizon. The…

$5,500

Single Family Residence

One or more photo(s) has been virtually staged, AI generated or rendered. Beautifully renovated 3 bedroom and 3 bathroom gulf access home with hot tub nestled in Vanderbilt Beach area. Just blocks from the…

$15,000

High Rise (8+)

WEEKLY RATES AVAILABLE - Beautifully furnished 3 BR/3BA CONDO located on the 11th floor of the Regatta with Spectacular views of Vanderbilt Bay, the Gulf of Mexico, and Sanibel Island to the North from the…

$30,000

Single Family Residence

Available for 2027 Season as well as off season. This one of a kind 4BR/3BA turnkey furnished single-family pool/spa home in the Conners off Vanderbilt is truly a hidden gem. Comes with its own boat…

$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.…

$14,000

Mid Rise (4-7)

Where luxury meets effortless coastal living. This beautifully updated residence offers approximately 1,700 square feet of open, light-filled living space with a thoughtfully designed 3-bedroom, 2-bath layout—perfect for relaxing and entertaining. Natural light enhances the inviting…

$7,000

High Rise (8+)

The Ultimate Naples Waterfront Lifestyle — Private Garage, Expansive Terrace & Boat Dock — Everything You Want in a Naples Residence. Rarely available as an annual rental at Regatta, this spacious, beautifully updated waterfront condo…

$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.…

$3,500,000

Wide bay views from this exceptional oversized point lot in Vanderbilt Beach! This property represents a trophy investment, the perfect canvas for your forever home with Southwest Exposure for Year-Round Sunsets! Discover a rare opportunity…

$20,000

Mid Rise (4-7)

** Available for 2027 season ! ** Top Floor • Corner • Gulf-Front • 3 Beds / 2 Baths - Private Beach Access Rarely available top-floor, corner Gulf-front residence in Bayshores of Vanderbilt…

$5,000

High Rise (8+)

If you love sunshine and water, welcome to your new tropical paradise next to Delnor-Wiggins Pass State Park. This newly renovated condo features security-coded entrances for both the community and the building. This beautiful unit…

$10,000

Mid Rise (4-7)

Are you ready to escape to paradise? Welcome to the Barefoot Pelican, a stunning bayfront condominium community that embodies the essence of relaxation. Nestled in the coveted Vanderbilt Beach area of Naples, this intimate…

$1,120,000

High Rise (8+)

Experience updated coastal living in this redesigned 2021 corner residence in a sought-after Vanderbilt Beach community, now offered at the new price of $1,120,000. Spanning 1,480 square feet under air, this turnkey end residence features…

$2,750,000

Single Family Residence

RARE OPPORTUNITY—canal-front living on a lot with coveted southern exposure and in a X500 flood zone, meaning NO FLOOD INSURANCE REQUIRED and a history of NO HURRICANE DAMAGE. For the savvy buyer, this is a…

$1,050,000

Mid Rise (4-7)

Experience the best of Naples coastal living in this beautifully updated 5th-floor condo at 470 Launch Cir #V-503, located in the highly desirable Regatta community just steps from Vanderbilt Beach. Featuring one of the most…

$300,000

High Rise (8+)

Discover the allure of Vanderbilt Towers—an inviting coastal retreat just steps from the sugar-white sands of the Gulf of Mexico. This charming studio condo offers effortless beachside living with a striking granite island, an updated…

$6,000

High Rise (8+)

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

$695,000

High Rise (8+)

Perched high on the 8th floor offering unobstructed Gulf & Sunset views, overlooking Delnor Wiggins State Park with sweeping views of Bonita all the way up the coastline to Ft. Myers. Whether you’re looking for…

$899,000

High Rise (8+)

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

$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…

$26,000

Mid Rise (4-7)

Located at 9517 Gulf Shore Drive #202 in Naples, Florida, this property epitomizes elite waterfront luxury, seamlessly blending opulence, exclusivity, and breathtaking views of the Gulf of Mexico. Designed for the discerning resident, this residence…

$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…

$275,000

High Rise (8+)

WELCOME TO 1 VANDERBILT TOWERS, #402. Just STEPS AWAY from STUNNING VANDERBILT BEACH, INTRIGUING DEL-NOR WIGGINS PASS STATE PARK, and the BEST SHOPPING and RESTAURANTS found in NAPLES, FLORIDA! This REMODELED 4TH…

$6,250

Mid Rise (4-7)

ANNUAL/SHORT TERM RENTAL AVAILABLE NOW @ $6,250/MONTH. AVAILABLE FOR SEASON 2027 (Dec. 2026 - April 2027) @ $14,500/MONTH. Experience elevated coastal living in this beautifully renovated, turnkey-furnished 2-bedroom, 2-bath residence in the highly desirable Sunset Bay…

$1,089,000

High Rise (8+)

You can almost touch the clouds from this 9th floor high rise in the sky, spacious 3 bedroom unit with western sunset Gulf views!!! Turnkey furnished, this condo is ready to be enjoyed, with the…

$20,000

Mid Rise (4-7)

Experience the ultimate Gulf Coast lifestyle in this stunning third-floor sanctuary directly on the pristine sands of Vanderbilt Beach. This spacious 2-bedroom, 2-bathroom residence offers breathtaking, front-row views of the turquoise waters, providing the perfect…

$12,000

High Rise (8+)

Available for January 2027 at a discounted rate and an extra week incentive from February 1-7 at no additional cost. Also available for off season, May & June then from August through December in 2026!…

$4,500

High Rise (8+)

Don't miss this rare opportunity to Lease a slice of Florida living at its finest! This 1500+sf 2 bed, 2 bath, tastefully updated corner-unit offers stunning 270 degree water views from every room! New quartz…

$400,000

High Rise (8+)

Experience the best of the Naples beach lifestyle from this beautifully updated one-bedroom, one-bath condominium in Vanderbilt Towers III, one of North Naples' most sought-after coastal locations. Ideally situated just steps from Vanderbilt Beach and…

$1,695,000

High Rise (8+)

This spacious end unit has been renovated and furnished to perfection, featuring high-end finishes and beautiful furniture that complement the incredible bay views from your large lanai. With a separate living floor plan, the primary…

$4,895,000

High Rise (8+)

Experience the pinnacle of coastal living! Residence 308 at Moraya Bay presents a refined, contemporary beachfront offering within one of Naples’ most exclusive coastal towers. This spacious 3-bedroom plus den residence with a separate…

$1,499,000

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…

$11,000

Low Rise (1-3)

RENTED FOR SEASON 2027! *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…

$2,199,000

High Rise (8+)

Welcome to one of the most extraordinary residences on Vanderbilt Beach — a property that truly lives like a private resort. Boasting the largest beach frontage on all of Vanderbilt Beach — an incredible 850 feet,…

$785,000

High Rise (8+)

Priced to SELL! One of the LARGEST units in the building, offering the LOWEST price per square foot and open Gulf views. One of the most desirable condo locations in North Naples, Vanderbilt Surf Colony…

$14,000

High Rise (8+)

Ready for the 2027 Season! Sunshine filled END UNIT 3bds-2bths, coastal decor, SW lanai with views of Gulf sunsets and Bay waters; High Speed WiFi /Cable; assigned covered parking space and abundant guest parking. REGATTA…

$2,995

High Rise (8+)

** STUNNING BEACHSIDE TOWNHOUSE CONDO IN VANDERBILT TOWERS — NAPLES, FL ** LOOKING FOR A LONG-TERM TENANT **Experience coastal luxury living in this beautifully appointed, turnkey furnished two-story townhouse located in the highly desirable, gated…

$8,500

High Rise (8+)

Luxury Penthouse Living at Vanderbilt Beach Furnished 3 bedroom, 3 bathroom penthouse in Regatta with double car garage is just moments from the white sands of Vanderbilt Beach. Available April 1st for annual rental, this residence offers…

$675,000

High Rise (8+)

Incredible value and priced to sell. Wake to soft coastal light and tranquil marina views in this beautifully updated, fully furnished residence at Gulf Breeze, set within the sought-after Vanderbilt Beach area, just steps from…

$3,500

Mid Rise (4-7)

Off Season rental available Mid April to Mid Dec 2026! Rented Mid Dec to Mid April 2027. Gorgeous bay view from this 4th floor residence at "Anchorage at Vanderbilt " The Anchorage is a…

$2,299,000

Single Family Residence

Experience the ultimate Southwest Florida lifestyle at 480 Oak Avenue, a prime SOUTHERN EXPOSURE waterfront residence in the heart of North Naples. Positioned on a wide canal with beautiful water views just off the bay…

$2,150,000

High Rise (8+)

Experience breathtaking Gulf-to-bay living from this stunning beachfront residence on Vanderbilt Beach. Perfectly positioned to capture both spectacular sunsets over the Gulf of Mexico and sparkling morning light across Vanderbilt Bay, this beautifully updated condominium…

$1,495,000

High Rise (8+)

Experience stunning Vanderbilt Bay and marina views from the oversized lanai of this highly coveted largest floor plan in the Regatta community, offering 2,320 sq. ft. of living space. This spacious residence features 3 bedrooms,…

$18,000

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 the lapping waves of aquamarine waters beckon you to come, relax and enjoy what…

$4,500

High Rise (8+)

Great off season rates for this WALK TO THE BEACH condo!! Brand NEW & AVAILABLE NOW for one, two or more months or for a 2 week minimum visit -rates will be calculated/pro-rated ... …

$899,000

High Rise (8+)

Incredible opportunity on Vanderbilt Beach priced to sell. Rarely available, this premier southwest corner "02" stack in Vanderbilt Surf Colony offers the most desirable location in the building with sweeping, unobstructed Gulf and bay views…

$1,219,000

Low Rise (1-3)

Owners just completed the building-mandated polybutylene pipe remediation! Boaters, this is the one you've been waiting for. Beautifully renovated, this top-floor Monte Carlo Club residence is a unicorn Vanderbilt Beach property with breathtaking expansive bay…

$3,299,000

Single Family Residence

This is a great deal! Beautiful coastal retreat residence ready for you to move in. Bright open design with 14 foot ceilings. Fully furnished! Four en suite bedrooms. NO water intrusion into living spaces from…

$550,000

High Rise (8+)

This is your chance to live STEPS AWAY FROM THE BEACH! Just bring your toothbrush and move into this fully renovated 2 bedroom, 2 bathroom TURNKEY furnished condo features NEW AC, tile throughout for…

$1,199,000

Mid Rise (4-7)

This Naples condo, “Bayshores of Vanderbilt Beach” sits directly on the Gulf, on Vanderbilt Beach—You cannot get closer to the Gulf! Bask on the beach, by the pool or on the lanai...or under an umbrella,…

$4,495,000

Mid Rise (4-7)

Located along the pristine shores of Vanderbilt Beach, 9811 Gulf Shore Drive #101 offers an exceptional opportunity to experience luxury coastal living in Naples. Nestled within the exclusive Le Dauphin, this beautifully appointed residence captures…

$7,500

High Rise (8+)

Location!!! Two bed / two bath Vanderbilt Towers condo with access to Vanderbilt Beach and Delnor-Wiggins State Park. Located on the 6th floor. Tile throughout, spacious bedrooms, and marina views from large screened lanai. Enjoy…

$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…

$7,000

Low Rise (1-3)

Rented Feb & March 2026 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…

$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…

$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…

$10,000

High Rise (8+)

Available February and March 2027 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…

$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…

$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,…

$20,000

Single Family Residence

Owner is open to weekly leases in the summer months. Renovated and updated home with high-end interior design choices. Located in the sought after area of "Conners" at Vanderbilt Beach. Minutes to the open…

$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.…

$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…

$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…

$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

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…

$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…

$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…

$2,995,000

One of a kind, over sized estate lot with 132 ft of waterfront on the bay facing west in Conners Vanderbilt Beach. Permit approved for new seawall and removal of mangrove. No tight canal…

$7,500,000

Rare opportunity to own one of the best Bayfront building lots in Connor’s Vanderbilt that is only steps away from beautiful Vanderbilt Beach via the private beach access for Bayview residents. A membership in the…

$7,500,000

Rare opportunity to own one of the best Bayfront building lots in Connor’s Vanderbilt that is only steps away from beautiful Vanderbilt Beach via the private beach access for Bayview residents. A membership in the…

$4,550,000

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…

$5,400,000

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…

$219,000

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…

$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…

$1,195,000

Low Rise (1-3)

Step into this residence and enjoy views of both the Gulf and the bay the moment you walk through the door. This updated three bedroom two bath condo checks every box. Located on the top…

$820,000

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…

$7,995,000

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…

$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…

$286,000

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…

$310,000

High Rise (8+)

Live the Naples lifestyle you’ve been dreaming of in this beautifully renovated, coastal-style studio condo, just steps away from the pristine Vanderbilt Beach. Located in a gated coastal community, this stylish unit offers the best…

$749,000

High Rise (8+)

Experience coastal luxury in this beautifully appointed three-bedroom condominium on Vanderbilt Beach. Perfectly positioned just steps from the sugar-white sands and turquoise waters of the Gulf, this residence offers the ultimate Southwest Florida lifestyle. The spacious,…

$1,750,000

Mid Rise (4-7)

Lowest priced 3+den in Vanderbilt Beach! This second floor unit offers 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…

$16,000

Mid Rise (4-7)

Sunsets on the balcony overlooking the Gulf all summer long?! Condo rental available April through October 2026 and April through October 2027. Beachfront end unit condominium located directly on Vanderbilt Beach offering a private balcony…

$514,900

Low Rise (1-3)

Top Floor cathedral ceilings in this BAY Front Condo with BEACH access directly across the street. Low Density gated community on Gulfshore Drive. Condo is being offered Turnkey Furnished. New stainless steel appliances.Boat docks are…

$18,000

High Rise (8+)

Welcome to Glamour by the Gulf, a luxury waterfront residence in the highly sought-after Regatta at Vanderbilt Beach where refined coastal style meets effortless comfort. Offering the community’s largest floor plan with over 2,300 square feet,…

$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…

$799,900

High Rise (8+)

Sold price included an under-building garage. First time ever offered. Welcome to one of the most desirable residences in Gulf Breeze at Vanderbilt. This eighth-floor end unit features the coveted 01 floor plan, prized for…

$8,000

High Rise (8+)

Taken for SEASON 2027 but available May 1 to Dec '26 and April '27 forward. Gulf & Bay Views! Private Beach Access! Step into a realm of sophistication as you enter this spacious three-bedroom…

$380,000

High Rise (8+)

This beautifully furnished one bedroom residence is being offered turnkey and is just a short walk to one of Florida’s most desirable beaches at Delnor Wiggins State Park. Located on the fourth floor, this condo…

$4,495,000

Single Family Residence

Nestled in the highly coveted Vanderbilt Beach area of North Naples, this exceptional water front residence in Conners showcases sweeping bay views and the very best of coastal luxury living. Just moments from the renowned…

$899,000

High Rise (8+)

BECAUSE THE VIEW IS BETTER HERE! Just STEPS from Vanderbilt BEACH, this 10th-floor retreat soars above the coast, offering breathtaking sunsets that paint the sky in gold while the Gulf shimmers below. Move right in…

$18,000

Mid Rise (4-7)

Available Apr–Oct 2026. 2027 seasonal rate: $18,000 per month. Enjoy the sunshine from the balcony of this beautifully updated 3-bedroom, 3.5-bath condominium at the Vanderbilt Beachcomber. Offering breathtaking views of both the Gulf and the bay,…

$13,995,000

High Rise (8+)

Prepare to be captivated by one of Naples exceptional and unique beachfront offerings. This completely reimagined residence lives with the comfort and privacy of a single-family home yet offers effortless convenience of luxury high-rise living.…

$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…

$1,875,000

Single Family Residence

Prime Waterfront in Connors at Vanderbilt Beach with Southern Exposure! ONLY FLOODED WITH IAN! Build your dream home on this 80-foot Gulf-access lot, featuring a concrete deck and seawall. Design a custom residence tailored to…

$1,395,000

High Rise (8+)

Experience true coastal elegance on the bay in this luxurious 5th-floor corner residence, where stunning panoramic bay views greet you the moment you walk through the door. Bathed in natural light from windows on three…

$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…

$11,995,000

Single Family Residence

This one-of-a-kind waterfront masterpiece at 260 Channel Drive defines Naples coastal living at its finest. Walk to the powder-white sands of Vanderbilt Beach and enjoy having your boat right in your backyard for effortless Gulf…

$2,000,000

Single Family Residence

LOCATION-LOCATION-LOCATION! Opportunity is knocking, so why wait any longer to own in a highly sought-after beachfront community in Naples, Florida. Embrace your lifestyle desires and live just minutes from world-class beaches, restaurants, shopping, breathtaking…

$1,824,000

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…

$2,850,000

Single Family Residence

Being sold as - is, LOT Value. 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…

$11,950,000

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…

$3,800,000

Single Family Residence

Paradise awaits beach lovers and boating enthusiasts in the highly sought after Conners at Vanderbilt Beach. This exceptional Gulf access residence offers coveted southern exposure, a private dock with new boat lift, and immediate access to…

$18,500

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…

$7,499,000

Single Family Residence

LOCATION, LOCATION, LOCATION! This exquisite custom home is perfectly positioned in the sought-after Gulf Shore Drive section of Vanderbilt Beach, within the exclusive Conners neighborhood. Just one house away from Gulf Shore Drive, it sits…

$829,000

High Rise (8+)

Perched on an upper floor in Vanderbilt Landings, this residence captures sweeping views of both the Gulf of Mexico and the tranquil Vanderbilt Canal. From your private lanai, enjoy cooling Gulf breezes and unobstructed sightlines…

$5,975,000

Single Family Residence

Experience the pinnacle of coastal luxury in this architecturally modern waterfront pool home featured in Gulfshore Life Magazine. Boasting over 4,000 square feet of sleek, open-concept living space, this exceptional residence is perfectly positioned just…

$749,000

High Rise (8+)

Best value on Vanderbilt Beach! Ideally positioned along the waterfront at Gulf Breeze at Vanderbilt, this immaculately updated sixth-floor end residence offers sweeping Gulf and Bay views, abundant natural light, and the highly sought-after 06…

$2,650,000

Single Family Residence

This stunning waterfront home in Conners is practically brand new- completely renovated recently with a new roof- offers the ultimate luxury coastal lifestyle for boaters! Located in Vanderbilt Beach just 10 minutes to the Gulf…

$724,000

Low Rise (1-3)

LOWEST PRICED UNIT ON VANDERBILT BEACH'S GULF SHORE DR WITH NEW HVAC, COVERED CARPORT & BEAUTIFUL BAY VIEWS! Enjoy breathtaking unobstructed water views of Vanderbilt Bay, city lights in the evenings, and beach access across the…

$8,000

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…

$799,000

High Rise (8+)

Rare opportunity alert. This furnished 2-bed, 2-bath coastal condo at 21 Bluebill Ave #904 comes with the option to purchase two of the most in-demand assets on the entire Bluebill peninsula: an UPGRADED BOAT DOCK…

$4,350,000

Single Family Residence

WOW, another price reduction- an incredible value you don't want to miss. This exceptional, high-quality home offers DIRECT GULF ACCESS and is just a short stroll from the BEACH. Included in the price is an…

$1,400,000

High Rise (8+)

Coastal Charm by the Gulf – This bright 9th-floor end-unit condo brings nearly 2,000 sq. ft. of relaxed, open living with stunning Gulf and Bay views. With three bedrooms and two-and-a-half baths, the airy layout…

$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 unit…

$355,000

High Rise (8+)

Just a stone’s throw away from the Delnor-Wiggins State Park and the famous Vanderbilt Beach, this location is perfect for an evening stroll. End your day with a breathtaking sunset on one of Southwest Florida’s…

$799,000

High Rise (8+)

LOWEST PRICED 3 Bedroom, GULF VIEW Condo in Naples! Experience gorgeous sunsets and unobstructed gulf and bay views from your rarely available 3 bedroom, 3 bath condo boasting over 2100 sq ft of coastal living!…

$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…

$1,919,500

Mid Rise (4-7)

"Elevate Your Lifestyle! Unmatched rare Opportunity – Act Fast!" 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…

$1,249,000

Mid Rise (4-7)

Exclusive Beachfront Living on Vanderbilt Beach! Indulge in private, gated, beachfront luxury at The Admiralty, a boutique collection of just 12 Pet-Friendly (2 pets/25 lbs or less) residences on the pristine sands of Vanderbilt Beach.…

$3,500

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…

$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…

$10,000

Mid Rise (4-7)

Available April 2026 and Winter of 2027! Welcome to Vanderbilt Bay — where tranquil bayfront sunrises and golden Gulf sunsets frame each day in effortless coastal elegance. This spacious two-bedroom residence features a thoughtfully designed…

$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…

$350,000

High Rise (8+)

Best priced condo per square foot in Vanderbilt Towers!! Steps from the beach! Beautiful redone first floor condo! Walk out your back door to go to the beach. Desirable Vanderbilt Towers 1bd 1bath, With a…

$17,250

High Rise (8+)

Serenity Condo is a 9th-floor Gulf and bay view residence at Vanderbilt Surf Colony in North Naples, offering panoramic views of the Gulf of Mexico and Vanderbilt Bay, with sightlines extending toward Sanibel Island. Water…

$12,000

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…

$1,595,000

High Rise (8+)

Incredible opportunity on Vanderbilt Beach. Best views on Vanderbilt Beach! This rarely available 11th-floor residence offers two bedrooms plus a den and three full bathrooms—a highly sought-after floor plan in this building. The moment you…

$14,000

High Rise (8+)

Welcome to Vanderbilt Gulfside, one of Naples’ most loved beachfront communities, where eight acres of beautifully landscaped grounds meet the soft white sands of Vanderbilt Beach. This three-bedroom, three-bathroom corner residence captures the timeless charm…

$14,000

High Rise (8+)

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 Beach. The unit has unparalleled gulf views from the modern…

$994,500

Mid Rise (4-7)

Welcome to this stunning updated third floor 2-bedroom, 2-bath, end unit condominium which features sunrise Vanderbilt Bay vistas and sunsets over the gulf from the generous screened balconies that face both East and West. Boasting…

$6,500

High Rise (8+)

Now available for Season 2027 (and rest of 2026), this cozy bright CORNER condo has lovely views of Turkey Bay and beyond from every window and is a short walk to the Beach! Fully turnkey,…

$2,799,000

Single Family Residence

This home truly checks all the boxes! Set on a triple-wide canal with direct southern exposure and expansive west views from the dock with lift, this elevated home in Conners/Vanderbilt Beach offers exceptional waterfront living…

$36,000

Single Family Residence

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

$3,900,000

Single Family Residence

This magnificent Gulf access waterfront home has been renovated and updated to like new status - kitchen, metal roof, bathrooms, flooring, pool and spa resurfacing, paint inside and out, garage doors, landscaping and lighting -…

$2,149,000

Mid Rise (4-7)

Million-dollar views of Vanderbilt Bay are included with this purchase. It’s difficult to describe the mesmerizing, postcard views that create the feel of a serene coastal retreat from this 2,082-square-foot, end-unit condominium. This residence is…

$15,000

High Rise (8+)

Enjoy the best of coastal Naples at this beautifully located residence in Regatta at Vanderbilt Beach. With peaceful bay views, a private patio, and just a five-minute walk to the beach, this property offers the…

$939,000

High Rise (8+)

This tastefully appointed 2 BR/2BA condo offers nearly 1,500 sq ft of interior living space and 1,784 sq ft with the outdoor living space with two spacious lanais. Located on the quieter north end of…

$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…

$1,699,000

Mid Rise (4-7)

Majestic views of the Bay & Gulf from this updated Vanderbilt Beach condo that comes with a DEEDED BOAT SLIP WITH 24,000. This unit boasts never-ending trade winds year-round! Delight in front row seats to…

$2,195,000

Single Family Residence

A rare investment opportunity and the only multifamily-style residence currently available in the entire Connors area of Vanderbilt Beach. This exceptional Gulf-access waterfront property offers versatility, usability, and long-term value, set on an oversized corner…

$2,295,000

Single Family Residence

An exceptional waterfront opportunity on an 80-foot-wide lot with coveted southern exposure and a rare, extra-wide canal view that creates an expansive, open feel on the water. The existing single-family residence is not move-in ready, but…

$15,000

High Rise (8+)

Welcome to your perfect coastal getaway! This beautifully appointed 2-bedroom, 2-bath condo offers nearly 1,500 sq ft of interior living space plus two spacious lanais, giving you plenty of room to relax and enjoy the…

$22,000

High Rise (8+)

Available Seasonally at $22000 per month. 3BR/3.5BA condo in Vanderbilt Beachcomber with breathtaking bay views to the east and Gulf glimpses to the southwest. Just steps to the sand via the beach path directly across the…

$4,595,000

Single Family Residence

A rare gem in Naples, this 5-bedroom, 4 full-Bath / 1 half-bath estate offers the best of both worlds: Direct Gulf Boat Access with a 27,000-pound COVERED BOAT LIFT right out your back door &…

$5,550,000

Single Family Residence

An extraordinary opportunity to complete this exceptional waterfront estate on the widest canal in Vanderbilt Conners! Just moments from the sugar-sand beaches of Vanderbilt. Positioned on a lot with exceptionally wide water views. Custom home…

$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 --…

$13,500

Mid Rise (4-7)

AVAILABLE FOR SEASON 2027 AND MONTHLY OR BI-WEEKLY APRIL THROUGH DECEMBER 2026!!! BEACHFRONT CONDO - DIRECTLY ON VANDERBILT BEACH! Relax out on the lanai and listen to the serene sounds of the Gulf. So close…

$369,000

High Rise (8+)

This inviting one bedroom condo will fit into your desire to enjoy a wonderful Naples lifestyle, also for a potential investment property just steps from the mile-long Vanderbilt beach overlooking the Gulf of America. From…

$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 of…

$1,250,000

High Rise (8+)

Rarely available 11th floor penthouse located in Gulf Breeze at Vanderbilt Beach. This completely refashioned penthouse unit offers 3 bedrooms 2 full baths. Breathtaking views of the Gulf.

$20,000

Single Family Residence

Available now for long or short term rentals. Complete remodel of first floor game room and extra bedroom are completed. One of the nicest new boat dock, boat lift and jet ski lifts in Conners…

$5,000

High Rise (8+)

UNOBSTRUCTED GULF & SUNSET VIEWS! Enjoy breathtaking, direct western views of the Gulf from this 8th-floor corner residence in the highly desirable Surf Colony II. The panoramic vistas extend up the coastline to the tip…

$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.…

$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,…

$279,000

High Rise (8+)

Experience spectacular sunsets and hear waves crash on the beach from this turnkey and completely remodeled Sea-Efficiency! Just steps to the beach with western exposure and tranquil views over the Wiggins State Park mangrove preserve.…

$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…

$15,000

High Rise (8+)

Gorgeous 2-bedroom 2 bath beach front unit available for season 2027! This home has been totally renovated and boasts an amazing gourmet kitchen with all new appliances and beautiful furnishings. This gated community features eight…

$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…

$1,700,000

High Rise (8+)

The striking architecture of Sea Chase sets it apart as one of the most impressive buildings on Vanderbilt Beach, positioned directly on the sand within an exclusive, gated enclave. This three-bedroom end unit embodies timeless…

$2,897,000

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…

$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. …

$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…

$2,795,000

Experience the very best of coastal Naples living from this southern-facing lot overlooking the tranquil waters of Vanderbilt Lagoon. This rare property offers the perfect blend of sun-soaked exposure, wide water views, and a lifestyle…

$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…

$635,000

High Rise (8+)

TURNKEY furnished, elegant two story BEACH TOWNHOUSE! TWO BEDROOMS, 2.5 BATHS! Easy living floorplan with access from both the third and fourth floor, so you don't have to use the stairs if you don't…

$30,000

Single Family Residence

An exceptional, one-of-a-kind luxury elevator-equipped three-story retreat with Gulf-access and complete with a private dock able to accommodate a large vessel. This estate sits perfectly positioned on one of Conners’ widest canals (approximately 200 feet…

$8,000

High Rise (8+)

AVAILABLE FEB 2026. 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…

$3,650,000

Single Family Residence

*Luxury at an irresistible value — the most attractively priced property in The Conners, appraised at $4.3 million* Welcome to 427 Willet Avenue in the highly coveted Conners of Vanderbilt Beach. This coastal retreat, offered…

$12,000

High Rise (8+)

Discover the ultimate vacation retreat in this 3BR+open den/2.5BA condo at Regatta at Vanderbilt Beach. This spacious 11th-floor end unit, adorned with tropical island-style decor, boasts stunning gulf and bay views across a generous 2,000-square-foot…

$16,000

Mid Rise (4-7)

Available for March 8th forward in two week blocks as well as Feb and Mar, 2027. Also available for a minimum 2 weeks. Welcome to your beachfront paradise located in Naples, Florida! This 2-bedroom,…

$543,927

High Rise (8+)

Bargain basement pricing! Close by the end of 2025. Priced for immediate sale to close in thirty days. One of the best views in the entire Bluebill Peninsula! You can see the Gulf…