$14,000 per month
- 3 Beds
- 3 Baths
- 2,035 Sq Ft
- Condo for Rent
400 Flagship Dr Unit 403, Naples, FL 34108
400 Flagship Dr Unit 403, Naples, FL 34108$14,000 per month
400 Flagship Dr Unit 403, Naples, FL 34108
400 Flagship Dr Unit 403, Naples, FL 34108$10,000 per month
9415 Gulf Shore Dr Unit 302, Naples, FL 34108
9415 Gulf Shore Dr Unit 302, Naples, FL 34108$10,000 per month
11116 Gulf Shore Dr Unit 801, Naples, FL 34108
11116 Gulf Shore Dr Unit 801, Naples, FL 34108$4,407 per month
260 Southbay Dr Unit ID1226371P, Naples, FL 34108
Indulge in the ultimate coastal living experience with this stunning one-bedroom condo, ideally located just off Vanderbilt Beach Road in North Naples. This unit is on the second floor and there is an elevator for your convenience. Feel at home with the convenience of having a plethora of exceptional restaurants, including the renowned Gumbo Limbo at The Ritz, within walking distance. Moreover,
$12,000 per month
400 Flagship Dr Unit 304, Naples, FL 34108
Available the prime months of MARCH & APRIL forward OR for an annual lease!! BEAUTIFUL REMODEL JUST COMPLETED! WATERFRONT Pool & amenities accessible from your PRIVATE deck walkway. Newly furnished Waterfront condominium that overlooks both the Bay and pool area with just steps to the BEACH. Your Master Suite includes a king size bed, large HD TV, walk in closet, large bathroom with dual sinks
Tracey Young Real Estate Specialty Svcs II
$4,407 per month
260 Southbay Dr Unit ID1226374P, Naples, FL 34108
Indulge in the ultimate coastal living experience with this stunning one-bedroom condo, ideally located just off Vanderbilt Beach Road in North Naples. This unit is on the second floor and offers self check-in. Revel in the convenience of having a plethora of exceptional restaurants, including the renowned Gumbo Limbo at The Ritz, within walking distance. Moreover, you're only a two-minute stroll
$10,000 per month
10420 Gulf Shore Dr Unit 121, Naples, FL 34108
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 split floor plan, offering both privacy and comfort for you and your guests. Wake each morning to breathtaking views over the bay as you enjoy coffee from
Robert Alpizar Alpizar & Company, LLC
$12,000 per month
10682 Gulf Shore Dr Unit 204, Naples, FL 34108
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 in a contemporary beach style. The kitchen is finely appointed with quartz countertops, Wolf and Bosch appliances and a counter height breakfast bar that seats four. The living room has plenty of
Stacey Cotter John R Wood Properties
$14,000 per month
10851 Gulf Shore Dr Unit 301, Naples, FL 34108
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 of coastal Florida living — comfortable, spacious, and filled with natural light from its coveted southwest exposure. From the moment you
Bridget Sypolt Coldwell Banker Realty
$14,000 per month
9375 Gulf Shore Dr Unit 302, Naples, FL 34108
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 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 and watch the
Lauren Wells Premier Sotheby's Int'l Realty
$15,000 per month
11118 Gulf Shore Dr Unit 401, Naples, FL 34108
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 Florida lifestyle. Located on the quiet north end of Vanderbilt Beach, this 4th-floor, end-unit residence is just steps to the beach with private gated access directly across the
Lesley Garlock William Raveis Real Estate
$23,000 per month
10620 Gulf Shore Dr Unit 203, Naples, FL 34108
Available Seasonally at $23000 per month. 3BR/3.5BA condo in VanderbiltBeachcomber with breathtaking bay views to the east and Gulf glimpses to the southwest. Just stepsto the sand via the beach path directly across the street - minutes to The Ritz-Carlton, LaPlaya, andWiggins Pass State Park.This showpiece features an open-concept living area with shiplap accentwalls, custom
Joe Hoopfer Premier Sotheby's Int'l Realty
$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 off
Tony Blaskis William Raveis Real Estate
$13,500 per month
10475 Gulf Shore Dr Unit 113, Naples, FL 34108
AVAILABLE MONTHLY OR BI-WEEKLY APRIL THROUGH DECEMBER 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 coastal decor... GRANITE
Louise Messina Phase III Real Estate Services
$15,000 per month
10851 Gulf Shore Dr Unit 402, Naples, FL 34108
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 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
$20,000 per month
10475 Gulf Shore Dr Unit 115, Naples, FL 34108
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, this stunning 3-bedroom beachfront condo is a rare lease opportunity on Vanderbilt Beach. An end unit with multiple balconies and direct beach views, it has been completely redesigned
David Roy Downing Frye Realty Inc.
$12,000 per month
410 Flagship Dr Unit 1101, Naples, FL 34108
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 open living space. The expansive lanai is the perfect spot to unwind and take in breathtaking sunsets after a day at the beach. Fully furnished and
Lesley Garlock William Raveis Real Estate
$9,400 per month
11118 Gulf Shore Dr Unit 203, Naples, FL 34108
Brand NEW & AVAILABLE NOW for one, two or more months in season at $9,400.. February 2026, 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. Bay side pool & Tennis courts. BRAND NEW INTERIOR & NEVER OCCUPIED since the renovation..... Absolutely Immaculate & BRAND NEW WITH GULF & BAY WATER VIEWS...NEW
Tracey Young Real Estate Specialty Svcs II
$10,000 per month
9103 Vanderbilt Dr Unit 2, Naples, FL 34108
Gorgeous Bay-View Rental in Naples, FL – Walk to the Beach! This beautifully appointed residential rental in Naples, Florida offers stunning unobstructed bay views, a short walk to the white-sand beaches, and access to top-tier community amenities. Perfect for those seeking comfort, convenience, and classic Naples coastal charm. Enjoy serene water views from your living room, balcony, or bedroom.
Michal Serafin Coldwell Banker Realty
$15,000 per month
400 Flagship Dr Unit 1104, Naples, FL 34108
Beautifully renovated 3-Beds,3-Baths 11th floor residence offering expansive northwest views of the Gulf of America and South Bay. Regatta is a gated luxury community across from the Ritz-Carlton and just a short stroll to the pristine white sands of Vanderbilt Beach and its beachfront dining. Community amenities include Tropical-style waterfall pool and hot tub, Large lap pool, Two fitness
Domenico Ceruzzi Downing Frye Realty Inc.
$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. Many upgrades have been added in 2025. Regatta's fantastic amenities include a resort-style pool, hot tub, BBQ grills, and a
Tony Blaskis William Raveis Real Estate
$15,000 per month
10701 Gulf Shore Dr Unit 502, Naples, FL 34108
Apr and May, 2026 at $15000. Booked for Feb and Mar, 2026. Welcome to beachfront bliss at The Seville on Vanderbilt Beach! This stunning 2-bedroom, 2-bathroom condo offers the perfect combination of luxury, comfort, and coastal living. As you step inside, you're greeted by an inviting and spacious interior, adorned with modern finishes and flooded with natural light. The open floor plan
Joe Hoopfer Premier Sotheby's Int'l Realty
$13,000 per month
10475 Gulf Shore Dr Unit 132, Naples, FL 34108
Monthly seasonal rate: $13,000 (minimum 2 weeks). Beachfront Bliss in Naples Discover the ultimate Gulf-front escape at 10475 Gulf Shore Drive. This elegant mid-rise condo boasts stunning water views, a bright and open living space, and a private balcony perfect for enjoying Florida sunsets. The modern kitchen, spacious bedrooms, and master suite with en-suite bath combine style, comfort, and
Bill Archer Keller Williams Realty Naples
$13,000 per month
9415 Gulf Shore Dr Unit 501, Naples, FL 34108
30 Day March 2026 Rental Available! Please inquire with agent so you can check in and start enjoying yourself on March 16th! Experience luxury beachfront living at Vibrant Tides on Vanderbilt Beach, an elegantly updated 2-bedroom, 2-bath residence offering direct private beach access and sweeping Gulf views from its premier 5th-floor position. Vibrant coastal décor and upgraded furnishings create
Kim Dolniak Worthington Realty, Inc.
$10,000 per month
271 Southbay Dr Unit 155, Naples, FL 34108
Come relax at this intimate gated community with 60 luxury waterfront condos, located near everything! Barefoot Pelican is a Bayfront condo development located in the popular Vanderbilt Beach area of Naples. There are two five-story complexes feature 60 units with views overlooking the Vanderbilt Lagoon. This community is just 2 minutes walking distance from Vanderbilt Beach, Naples Ritz Carlton,
Holly Gregor Royal Shell Real Estate, Inc.
$9,000 per month
10682 Gulf Shore Dr Unit 205, Naples, FL 34108
Experience relaxation at the Monte Carlo Club! This dream rental condo features a spacious open floor plan that exudes a serene ambiance. The inviting living room offers ample space for lounging with a cozy sofa and two comfortable club chairs. Marvel at the breathtaking bay views from the comfort of your interior or step out onto your screened lanai to soak in the scenery from morning to night,
Stacey Cotter John R Wood Properties
$15,000 per month
10691 Gulf Shore Dr Unit 1101, Naples, FL 34108
Available for Annual rental for $12000 per month starting in May 2026. $15000 per month for next season. Not available January 1st through April 30th, 2026. 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, LLC
$7,000 per month
10701 Gulf Shore Dr Unit 702, Naples, FL 34108
Available for off season only, starting May through Nov 2026! Beautifully decorated 7th floor The Seville! Directly ON THE BEACH!! Highly sought after, rarely available high rise on the beach with dual balconies! This 2 bedroom, 2 bath condo has one long balcony overlooking the Gulf of Mexico and the other giving you city views! Community pool, tennis courts, and steps to the beach. All located
Stephanie Spooner WeichertRealtors-ParadiseHomes
$18,000 per month
9577 Gulf Shore Dr Unit 703, Naples, FL 34108
A quiet retreat on Vanderbilt Beach, 7th-floor beachfront condominium offers direct Gulf views, bay views, and private beach access. This 2-bedroom, 2-bath property features an open main living area designed to capture the western exposure. Sliding glass doors connect the living space to a large screened lanai, providing an outdoor area suitable for dining or seating. Remote-controlled solar
Kim Dolniak Worthington Realty, Inc.
$16,500 per month
9653 Gulf Shore Dr Unit 402, Naples, FL 34108
RARELY AVAILABLE... GORGEOUS, TURNKEY, FULLY RENOVATED BEACHFRONT 2 bedroom, 2 1/2-bath condo for lease at CASA GRANDE on Vanderbilt Beach. This condo has been fabulously redesigned to accommodate up to six people. This meticulously maintained home showcases incredible features including: Remote sun shade window coverings, plantation shutters, crown molding, beautiful wood flooring, custom built
David Roy Downing Frye Realty Inc.
$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
$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.
$15,000 per month
9051 Gulf Shore Dr Unit PH3, Naples, FL 34108
AVAILABLE 2026 SEASON! Luxury, modern direct beachfront 3-bedroom penthouse residence on Vanderbilt Beach. Stunning golden sunset views from your private oversized balcony. This stylishly decorated penthouse offers 3-bedrooms and 3-full baths is perfect for a couple's winter getaway. Feel right at home with the open concept living atmosphere bursting with natural light from the gulf and bay
Jayme Bartling John R Wood Properties
$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
$18,000 per month
9577 Gulf Shore Dr Unit 601, Naples, FL 34108
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 of 2025 and January 2026 as well as April, May. Small friendly Boutique building, gated entry, Beach side Pool and direct beach access. Walk to Laplaya, Turtle Club, Ritz
Billie Dalesio-Faccinto Downing Frye Realty Inc.
$18,000 per month
10620 Gulf Shore Dr Unit 201, Naples, FL 34108
Available for 2026 Season, with the exception of the month of February. Wake up to sparkling Gulf views and end your day with breathtaking sunsets over the water in this beautifully furnished 3-bedroom plus den, 3.5-bath condo at Beachcomber on Vanderbilt Beach. Offering 2,357 square feet of bright and inviting living space, this turnkey seasonal rental combines relaxed coastal charm with upscale
Stephanie Spooner WeichertRealtors-ParadiseHomes
$10,000 per month
400 Flagship Dr Unit 1008, Naples, FL 34108
** AVAILABLE January and April of 2026 - 15 Day Minimum only! ** Escape Winter in Style, Your Naples Beach Retreat Awaits! Trade snow for sunshine and discover the ultimate coastal escape in this exquisite 10th-floor residence just steps from the powdery sands of Vanderbilt Beach. Perfectly positioned across from the iconic Ritz-Carlton Naples, this elegant end unit offers a front-row seat to the
Robert Alpizar Alpizar & Company, LLC
$15,000 per month
10562 Gulf Shore Dr Unit 101/102, Naples, FL 34108
ENJOY YOUR WINTER IN THIS BEAUTIFUL LUXURY CONDO, LOCATED DIRECTLY ON VANDERBILT BEACH. ***THIS CONDO IS ALSO AVAILABLE FOR PURCHASE***ENJOY THIS BEAUTIFULLY MAINTAINED 3 BEDROOMS 3 BATHS BAYFRONT CONDO, WHICH YOU WILL BE ENJOYING THE ENTIRE FIRST FLOOR. PANORAMIC VIEWS OF THE GULF AS WELL AS THE BAY. ENJOY THE HUGE GOURMET KITCHEN FOR THE CULINARY ENTHUSIAST. BEACH ACCESS FOR YOUR CONVENIENCE.
Deanna Fontes Gulf Coast Living Real Estate, Inc
$19,000 per month
10701 Gulf Shore Dr Unit 701, Naples, FL 34108
Available for November, December, and February 2026! This stunning 7th-floor beachfront condo at the exclusive Vanderbilt Shores – the Seville – offers an unforgettable seasonal escape in Naples, Florida. Wake up to panoramic Gulf views and end your days with breathtaking sunsets from your private balcony in this rare 2-bedroom, 3-bath turnkey furnished residence. Nestled in one of Naples' most
Cameron Murray WeichertRealtors-ParadiseHomes
$21,500 per month
9577 Gulf Shore Dr Unit 504, Naples, FL 34108
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 and small lanai overlooking the Bay. One car attached garage. Walk to Ritz Carlton, Turtle club, Laplaya and Buzz lighthouse. Beachside pool access, gated entrance
Billie Dalesio-Faccinto Downing Frye Realty Inc.
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