$20,000 per month
- 2 Beds
- 2.5 Baths
- 1,579 Sq Ft
- Condo for Rent
9653 Gulf Shore Dr Unit 502, Naples, FL 34108
9653 Gulf Shore Dr Unit 502, Naples, FL 34108$20,000 per month
9653 Gulf Shore Dr Unit 502, Naples, FL 34108
9653 Gulf Shore Dr Unit 502, Naples, FL 34108$7,500 per month
10420 Gulf Shore Dr Unit 162, Naples, FL 34108
10420 Gulf Shore Dr Unit 162, Naples, FL 34108$2,700 per month
271 Southbay Dr Unit 153, Naples, FL 34108
LOCATION! Gated Condo 2/2 all tile flooring unfurnished or furnished/ One block to Vanderbilt Beach. Water view from inside the unit. Have your coffee and watch the water life. Gated Condo Top Floor 2/2/ Walk to Vanderbilt Beach, Bud Lighthouse, Turtle Club, The Ritz. Elevator near front door/ all tile flooring. Very clean unit. . Assigned parking/ water, sewage, trash, parking,
$15,000 per month
10701 Gulf Shore Dr Unit 302, Naples, FL 34108
Available for 2026 Season with the exception of February also open for 2025 off season from now through December. Breathtaking views of the Gulf of Mexico from this beautiful 2BR/2BA turnkey furnished condo on the third floor. The master bedroom offers queen size accommodations and the guest offers two twin beds. There is a formal as well as a family living area, which allows ample room for
Stephanie Spooner WeichertRealtors-ParadiseHomes
$15,000 per month
400 Flagship Dr Unit 402, Naples, FL 34108
Your perfect home away from home in beautiful Naples, Florida!This spacious and well-appointed 3-bedroom, 3-bath condo offers everything you need for a relaxing and unforgettable stay in paradise. Enjoy a fully equipped kitchen, luxurious linens and towels, beach gear, and more—just bring your suitcase! Ideally located in the sought-after Vanderbilt Beach area, you’re only a 5-minute stroll
Lesley Garlock William Raveis Real Estate
$2,300 per month
377 Vanderbilt Beach Rd Unit 303, Naples, FL 34108
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 equipped kitchenette, and a private balcony to enjoy stunning sunsets. With beach access and proximity to Naples’ finest dining and shopping, this is your chance to live in a piece of
Linda Determan EXIT Realty of Naples
$2,000 per month
260 Southbay Dr Unit 207, Naples, FL 34108
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 and taking in the coastal scenery. This unit features an in-unit washer and dryer for added convenience, along with an assigned parking space and
Alex Owens Real Broker, LLC
$11,000 per month
9101 Vanderbilt Dr Unit 304, Naples, FL 34108
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 vacation with all of the comforts of home. The lanai is opened up into the living area, adding to the interior living space, with French doors to the Master Bedroom. The floors
Louise Messina Phase III Real Estate Services
$11,000 per month
9101 Vanderbilt Dr Unit 304, Naples, FL 34108
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 vacation with all of the comforts of home. The lanai is opened up into the living area, adding to the interior living space, with French doors to the Master Bedroom. The floors
Louise Messina Phase III Real Estate Services
$10,000 per month
11116 Gulf Shore Dr Unit 801, Naples, FL 34108
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 flooring and newly installed Berber carpeting, as well as black granite kitchen counter tops. The split-bedroom floor plan includes two bedrooms and two baths, a
David Puskaric Parkline Realty
$12,000 per month
400 Flagship Dr Unit 501, Naples, FL 34108
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 a luxury, gated community on the Bay, across from the RITZ CARLTON; a short walk to VANDERBILT BEACH white sand and to the beach side restaurants. REGATTA features a tropical style
Domenico Ceruzzi Downing Frye Realty Inc.
$45,000 per month
11125 Gulf Shore Dr Unit 1001, Naples, FL 34108
Luxury Seasonal Beachfront Rental – Residence 1001 at Moraya Bay, where your stay feels like an escape to a five-star resort. Perfectly perched on the 10th floor and overlooking the sugar-white sands of Vanderbilt Beach, this expansive 3-bedroom + den, 3.5-bath residence offers panoramic Gulf views, world-class amenities, and a lifestyle unlike any other. From the moment you arrive, you’ll
Lori Pheasant Luxe Naples Real Estate
$14,000 per month
400 Flagship Dr Unit 704, Naples, FL 34108
Large Gulf and Bay view overlooking the Lap pool and the marina, from the comfort of this contemporary Regatta residence; perfectly maintained 3 Bds 3 bths with tiles throughout, stainless steel appliances, stylish lights and accessories; updated guest bathrooms newly painted, WIFI controlled thermostat, keyless entry, 75" HDTV, and plentiful storage room. This residence also features under
Domenico Ceruzzi Downing Frye Realty Inc.
$14,000 per month
400 Flagship Dr Unit 504, Naples, FL 34108
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 the living area and out to the lanai, making relaxation and entertaining a breeze. This beautiful Regatta residence features light, neutral colors, stylish, casual
Lesley Garlock William Raveis Real Estate
$15,000 per month
400 Flagship Dr Unit 1006, Naples, FL 34108
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 residence offers a generous amount of space with 3 bedrooms and 3 baths and an expansive lanai for entertaining. Ample natural light and a beachy palette
Lesley Garlock William Raveis Real Estate
$6,500 per month
470 Launch Cir Unit 401, Naples, FL 34108
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 to eliminate soffits, creating a spacious, open area perfect for hosting and entertaining. Natural light pours into the interior, enhancing the
Lesley Garlock William Raveis Real Estate
$15,000 per month
10475 Gulf Shore Dr Unit 165, Naples, FL 34108
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 what Vanderbilt Beach has to offer. Perched on the top floor offering 2-week rentals mid-April thru mid-November 2025 and 2026, this condo has it all, including a BEACH CABANA and
Judy Rowe Paradise Lifestyles LLC
$4,500 per month
410 Flagship Dr Unit 801, Naples, FL 34108
** AVAILABLE AS AN ANNUAL 12 MONTH LEASE STARTING MAY 1, 2025 OR 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 community, just one block from the pristine sands of Vanderbilt Beach. Offering breathtaking, unobstructed long-bay views from the 8th-floor end unit,
Cheri Anne DeMonico Premier Property Management
$12,000 per month
400 Flagship Dr Unit 306, Naples, FL 34108
Vanderbilt Beach Area-Completely Renovated- Walking Distance to the Beach! Regatta is one of the most sought-after rental properties in Naples. The location on the Bay has shopping, restaurants, and a white sandy beach -- all within walking distance! This beautiful 3/3 condo has many upgrades from the tile flooring to the granite countertops,. Also enjoy a unique 3rd floor-only extended deck
Tony Blaskis William Raveis Real Estate
$15,000 per month
9051 Gulf Shore Dr Unit PH2, Naples, FL 34108
This impeccably designed, stunningly furnished top-level Vanderbilt Beach Penthouse offers unparalleled elegance and breathtaking Gulf views from its rear-facing balcony—perfect for enjoying unbelievable sunsets every evening. The modern, open floor plan features perfectly appointed large bedrooms, a formal dining area, sleek kitchen with stainless steel appliances, and in-house, separate
Kenneth Frederick Excel Real Estate Services Inc
$16,000 per month
9375 Gulf Shore Dr Unit 401, Naples, FL 34108
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 stunning beachfront condo on Vanderbilt Beach. From the moment you step inside, floor-to-ceiling windows and sliding glass doors frame the mesmerizing Naples coastline, offering unparalleled views and direct access to
Marissa DiMare Keller Williams Realty Naples
$7,500 per month
9524 Gulf Shore Dr Unit 2, Naples, FL 34108
AVAILABLE 2025 SEASON February, March & April Vanderbilt Beach bay front triplex in quiet, 6-unit complex. Newly renovated turnkey unit offers 3 spacious bedrooms, 3 baths, great room floor plan with open kitchen & breakfast bar. All floors are tile and LVP. 2 screened balconies overlooking pool, pavered and treed courtyard with partial bay view. 1 car attached garage with washer/dryer and
Jessica Russo Development Realty, LLC
$12,500 per month
10420 Gulf Shore Dr Unit 152, Naples, FL 34108
Experience the ultimate in coastal living with this beautifully remodeled 2-bed, 2.5-bath condo, ideally located between the Gulf of Mexico and Vanderbilt Bay. Enjoy breathtaking views of both the beach and bay, offering the perfect combination of oceanfront serenity and tranquil bay vistas.The spacious, light-filled open-concept living area features hardwood floors and a seamless flow
Nicole Dirsino Naples Homes
$4,500 per month
11118 Gulf Shore Dr Unit 203, Naples, FL 34108
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 a sunset or enjoy the sunrise & Bay views from this condo also. AVAILABLE NOW...
Tracey Young Real Estate Specialty Svcs II
$19,500 per month
10620 Gulf Shore Dr Unit 202, Naples, FL 34108
Enjoy the sunshine from the balcony of this 3 bedroom 3 1/2 bath condominium at the Vanderbilt Beachcomber. With views of the gulf as well as the bay, this upscale property has a large exercise room with professional workout equipment. Walking distance to La Playa hotel, north of The Ritz Carlton Hotel and just across the street from a deeded beach access. ***Information contained herein deemed
Joe Hoopfer Premier Sotheby's Int'l Realty
$18,000 per month
410 Flagship Dr Unit 305, Naples, FL 34108
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 the perfect blend of comfort and convenience. Whether you're watching the sunset from your private terrace or enjoying the local amenities, this condo is a true gem. Features
Michal Serafin Coldwell Banker Realty
$13,500 per month
10475 Gulf Shore Dr Unit 113, Naples, FL 34108
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 to the serene sounds of the Gulf. So close to the shore it feels as though you are sitting directly on the beach! This 2 Bedroom + OPEN DEN/2 Bath BEACHFRONT BEAUTY is light and bright with
Louise Messina Phase III Real Estate Services
$15,000 per month
11118 Gulf Shore Dr Unit 404, Naples, FL 34108
Fabulous End Unit with GULF and BAY views Total renovation walls taken down, Open bright floorplan front lanai and view of the Bay Open floor plan All new stainless top of line appliances open bar for casual dining as well asdining table, all new furnishings Executive vinyl throughout Both lanai areas screened in , storm shutters.Large pool with Bay Views, chickee hut for grilling
Billie Dalesio-Faccinto Downing Frye Realty Inc.
$13,500 per month
10475 Gulf Shore Dr Unit 124, Naples, FL 34108
RARE 2-week rentals right on the beautiful sands of Vanderbilt Beach! March 2 - 15 2025 is still available! March 23 thru April as well! Relax in this unique and charming beachfront artists haven enjoying the beautiful white sands, tranquil blue waters and warm sunshine on the Gulf of Mexico. Recently updated with all new appliances, a well-appointed kitchen, plus 2 bedrooms with a king master,
Judy Rowe Paradise Lifestyles LLC
$12,000 per month
410 Flagship Dr Unit 806, Naples, FL 34108
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 luxurious linens provide all the comforts of home. Regatta's fantastic amenities include a resort-style pool, hot tub, BBQ grills, and a fitness room, ensuring endless fun and
Tony Blaskis William Raveis Real Estate
$35,000 per month
10701 Gulf Shore Dr Unit 201, Naples, FL 34108
BEAUTIFUL CONDO WITH BEACH VIEWS FROM EVERY ROOM 3 BEDROOM,3 BATHROOMS,NEW KITCHEN AND BATHROOMS.LARGE PRIVATE BALCONY WITH DIRECT ACCESS TO THE BEACH.LOBBY HAS BEEN COMPLETELY RENOVATED.
Virginia Devisse Downing Frye Realty Inc.
$14,000 per month
10851 Gulf Shore Dr Unit 402, Naples, FL 34108
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 acres of tropical surroundings with private walkway leading directly to the beach. Vanderbilt Gulfside features a 40 x 60 swimming pool, BBQ grill and fitness center.
Monica Simon William Raveis Real Estate
$14,000 per month
10851 Gulf Shore Dr Unit 402, Naples, FL 34108
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 acres of tropical surroundings with private walkway leading directly to the beach. Vanderbilt Gulfside features a 40 x 60 swimming pool, BBQ grill and fitness center.
Monica Simon William Raveis Real Estate
$10,000 per month
11118 Gulf Shore Dr Unit 203, Naples, FL 34108
AVAILABLE NOW at only $10,000 a month for season & BRAND NEW, $4,500 a month for 12 month lease. BOOK NOW to keep this rate!.. WALK TO THE BEACH. BRAND NEW INTERIOR & NEVER OCCUPIED since the renovation..... Absolutely Immaculate & BRAND NEW WITH GULF & BAY WATER VIEWS...NEW INTERIOR, NEW FURNISHINGS, NEW APPLIANCES, NEW KITCHEN, NEW FLOORING, NEW SHEETS & TOWELS, ETC.......Storm shutters on
Tracey Young Real Estate Specialty Svcs II
$7,000 per month
10686 Gulf Shore Dr Unit 304, Naples, FL 34108
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 property that is so well equipped you will feel like you haven't left home. Freshly painted, new luxury vinyl flooring in living area, and updated bathrooms. Featuring a Tommy Bahama style
Christine Yeaw Phase III Real Estate Services
$12,000 per month
9375 Gulf Shore Dr Unit 302, Naples, FL 34108
Available May - 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 Beach. Unparalleled gulf views from the modern living area and newly renovated eat-in kitchen. Full wall of sliders leading out to the oversized balcony spanning the full length of the living area. Enjoy the famous Naples sunsets
Lauren Wells Premier Sotheby's Int'l Realty
$10,000 per month
10691 Gulf Shore Dr Unit 1101, Naples, FL 34108
It's available as a SHORT or LONG term rental. $10,000 for off season. $14000 in season. Off season available till October 1st 2025, then season price starts. Call with any availability questions. Escape to paradise with this stunning oceanfront condo in Naples, Florida. Located directly on the Gulf of Mexico, this beautifully appointed retreat offers breathtaking views, luxurious amenities, and
Sindo Valentin LPT Realty
$15,000 per month
11116 Gulf Shore Dr Unit 904, Naples, FL 34108
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 lanais, each providing stunning views of the Bay and The Gulf of Mexico. The expansive master suite has views of the Gulf, an updated en-suite bath and doors that extend onto the lanai
Sarah Rosiak William Raveis Real Estate
$10,000 per month
10686 Gulf Shore Dr Unit 101, Naples, FL 34108
AVAILABLE MARCH 2025! This gorgeous 3 bedroom, end unit has just been completely updated and is located directly across the street from Vanderbilt beach. Tastefully decorated in neutral tones, this lovely condo is ready for you to enjoy. The open kitchen features quartz countertops and back splash, stainless appliances and quality cabinetry. The bathroom’s luxurious updates offer you a spa like
Nancy Thomas Manley Gulf Breeze Real Estate LC
$14,500 per month
400 Flagship Dr Unit 1206, Naples, FL 34108
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 rental stay more enjoyable luxury and convenience. Exquisite views of the Gulf, Bay and tropical surroundings. Recently updated with all new stainless appliances, new interior paint,
Dave Garafola Reed Property Mgt. & Sales
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