$13,000 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$13,000 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$4,500 per month
271 Southbay Dr Unit 153, Naples, FL 34108
Property Id: 2220943INCREDIBLE BAY VIEW and BOAT SLIP INCLUDED! Beach access is only steps away. This adorable TURNKEY condo features an updated kitchen, crown molding, and tile flooring throughout. Upgraded Impact Windows provide hurricane protection and plantation shutters give the condo an additional level of elegance. The living room has been extended and lanai closed off to provide
$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
$29,828 per month
494 Seagull Ave Unit FL1-ID1296214P, Naples, FL 34108
Experience waterfront luxury and feel at home in this stunning Naples home in Conners at Vanderbilt Beach. This property features soaring ceilings, a gourmet kitchen, a heated pool with spillover spa, and expansive balconies with sweeping canal views. With 3,500 square feet, this home accommodates up to 12 guests.This beautifully appointed waterfront home offers elegant indoor spaces and a
$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
$4,446 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
$15,000 per month
9715 Gulf Shore Dr Unit 103, Naples, FL 34108
GULF FRONTAGE LIVING AT IT'S FINEST! AVAILABLE DECEMBER 2025 AND 2026 SEASON AND OFFSEASON! Enter paradise with this luxurious beachfront condominium, where the gulf's turquoise waters, coconut palms and powder-soft sands are your constant backdrop. This exceptional residence, fully renovated in 2019, offers a seamless blend of elegance and modern comfort. Enjoy breathtaking sunrise views over
Kyle Johnson Coldwell Banker Realty
$5,265 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,
$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 3, 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
$13,500 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
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
$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.
$12,000 per month
410 Flagship Dr Unit 806, Naples, FL 34108
Vanderbilt Beach Area - Completely Renovated- Walking Distance to the Beach! The Regatta on Vanderbilt Beach. Fabulous Bayside Community with wonderful bay views. Enjoy this 3 Bedroom, 2.5 Baths, plus Den 8th floor unit and fabulous amenities the Regatta has to offer. Resort Style pool, Jacuzzi, hot tub, barbeque grills and fitness center are just a few of the features you will enjoy. Bike or
Tony Blaskis William Raveis Real Estate
$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
$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
$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.
$37,500 per month
11125 Gulf Shore Dr Unit PH-7, Naples, FL 34108
Moraya Bay! Rarely available Penthouse available for the 2026 season. This 4 bedroom plus den, 3 1⁄2 bathroom condominium features over 4000 square feet with private elevator access, private garage (remote automatic) and spectacular unobstructed views of the Gulf of Mexico and Delnor-Wiggins State Park that make this property feel and live like a single family home. Nine foot ceilings, expansive
Joe Hoopfer Premier Sotheby's Int'l Realty
$13,000 per month
9715 Gulf Shore Dr Unit 202, Naples, FL 34108
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 breathtaking Gulf views and effortless access to the best of Naples’ waterfront lifestyle.Step inside to a bright, open-concept living space
Jake Ponsler Naples Vacation Properties
$6,500 per month
10686 Gulf Shore Dr Unit 104, Naples, FL 34108
Available Jan 2026 - April 2026! Once you are here, you won't want to go back home! In the heart of Naples beautiful coastline this property will transport you to paradise with the turn of a key! This two bed, two bath is the perfect vacation stay. Sip your favorite beverages overlooking the water and boaters along the way. This home is equipped with an open layout, perfect for entertaining and
Elizabeth Potgieter Premier Sotheby's Int'l Realty
$10,500 per month
9101 Vanderbilt Dr Unit 203, Naples, FL 34108
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, sun-drenched interiors, and tranquil bay views, this peaceful retreat offers the perfect blend of comfort, charm, and coastal elegance.Wake each morning to
Stacey Cotter John R Wood Properties
$15,000 per month
10701 Gulf Shore Dr Unit 1200, Naples, FL 34108
Last minute availability for 2026 Season as well as off season. Experience breathtaking sunsets from this 12th-floor beachfront condo at the highly sought-after Seville — a rare gem among high-rises on the Gulf! This spacious 3-bedroom, 3-bath turnkey furnished residence boasts dual private balconies: one offering panoramic views of the sparkling Gulf of Mexico, and the other capturing the
Stephanie Spooner WeichertRealtors-ParadiseHomes
$16,000 per month
10951 Gulf Shore Dr Unit 1504, Naples, FL 34108
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 private balcony. Step inside to a light, coastal-inspired space with brand new furnishings designed for comfort and relaxation, updated bathrooms, and a comfortable open
Christine Yeaw Phase III Real Estate Services
$8,000 per month
10686 Gulf Shore Dr Unit 302, Naples, FL 34108
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 kitchen and linen necessities. The easterly view from the screened in lanai offers wonderful waterscapes and the western view from the front balcony offers ribbon views of the Gulf. BOAT SLIP TO
Grace Meholick Premier Sotheby's Int'l Realty
$8,000 per month
10420 Gulf Shore Dr Unit 162, Naples, FL 34108
AVAILABLE Dec 2025 & March 2026! Top floor condo with sweeping bay and skyline views. Views of the Gulf of Mexico from your front door. Updated with an open kitchen and great room, AND a covered parking space. Tasteful finishes throughout and 7 panels of floor-to-ceiling impact sliding glass doors. Natural light in all rooms. This layout offers a 35-foot-wide lanai. Separate laundry room in unit.
Cameron Murray WeichertRealtors-ParadiseHomes
$17,500 per month
10525 Gulf Shore Dr Unit 251, Naples, FL 34108
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 thebeach awaits. This furnished 3-bedroom, 2-bath condo offers over 1,500 square feet of coastal living with an open floor plan, tile flooring in themain areas, and carpet in the bedrooms. The updated kitchen and dining area flow into a spacious
Ryan Schwartz Naples Homes
$15,000 per month
10691 Gulf Shore Dr Unit 1201, Naples, FL 34108
Available now for the 2026 season! Experience elevated beachfront living in this stunning 12th-floor, 2-bedroom, 2-bath condo at Barcelona in Vanderbilt Shores. Perfectly perched on Vanderbilt Beach, this modern coastal retreat features an open, sun-filled layout and elegant finishes throughout. Enjoy three private balconies, each with its own distinct view — from peaceful morning sunrises off
Cameron Murray WeichertRealtors-ParadiseHomes
$10,000 per month
271 Southbay Dr Unit 225, Naples, FL 34108
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 being just minutes from the beach, dining, and shopping.Inside, the condo features an open and airy layout with stylish updates throughout. The kitchen
Jake Ponsler Naples Vacation Properties
$17,000 per month
10851 Gulf Shore Dr Unit 1402, Naples, FL 34108
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, Bay and tropical surroundings of 8 acres of property from this property! Sensational Sunsets will await you from this property. Steps to the white sandy beaches and
Christine Yeaw Phase III Real Estate Services
$15,000 per month
10475 Gulf Shore Dr Unit 162, Naples, FL 34108
NEW PHOTOS COMING SOON. Beachfront Bliss at Bayshores on Vanderbilt Beach Perched on the coveted top floor, this stunning two-bedroom, two-bath condominium offers sweeping Gulf views and an unparalleled coastal lifestyle. A private cabana and boat lift available with the residence — ideal for effortless days on the water or relaxing in style. Currently undergoing a tasteful renovation with
Joe Hoopfer Premier Sotheby's Int'l Realty
$14,000 per month
10951 Gulf Shore Dr Unit 804, Naples, FL 34108
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 this lovely property. Community features a 40X60 heated swimming pool, barbecue grills for your outdoor cooking enjoyment, tennis courts, fitness center all located on 8 acres of
Christine Yeaw Phase III Real Estate Services
$14,500 per month
410 Flagship Dr Unit 302, Naples, FL 34108
Escape to paradise in this stunning 3 bedroom, 3 bathroom terrace condo with breathtaking bay views and over 600 sq. ft. of private outdoor living space—perfect for sunset cocktails, family dinners, or simply unwinding in the fresh air. With direct stair access to the pool, you’re only steps away from a refreshing swim or soaking in the hot tub. Inside, the spacious open layout with high ceilings
Jodi Henderson William Raveis Real Estate
$11,000 per month
10686 Gulf Shore Dr Unit 105, Naples, FL 34108
Welcome to this beautifully updated 2-bedroom + den condominium in the highly sought-after Monte Carlo Club of Naples. Perfectly positioned on the bay and just steps from Vanderbilt Beach, this residence combines coastal living with modern elegance. Inside, you’ll find an open-concept floor plan with abundant natural light and water views. The sleek new kitchen features contemporary finishes,
Jake Ponsler Naples Vacation Properties
$15,000 per month
9486 Gulf Shore Dr Unit A101, Naples, FL 34108
Available Winter 2026! - New to Market! Excellent Beach Getaway in Naples, Florida, directly across from Vanderbilt Beach! Make your vacation amazing and memorable in this beautifully renovated two-bedroom, two-bath condo with all the amenities you need. This beach street residence offers an open floorplan, kitchen with stainless steel appliances, large island with seating. Perfectly situated
Kimberlina Taylor Downing Frye Realty Inc.
$11,000 per month
10951 Gulf Shore Dr Unit 504, Naples, FL 34108
Welcome Home to this wonderful two bedroom, two bathroom, 5th floor unit on the beach. Highly sought after community of Vanderbilt Gulfside located directly on the beach. Furnished in neutral tones with all of the comforts of home you could ask for! Master bedroom features a king sized bed, guest bedroom two twins. This property has been lovingly cared for and meticulously maintained! Beachfront
Christine Yeaw Phase III Real Estate Services
$20,000 per month
10951 Gulf Shore Dr Unit 1405, Naples, FL 34108
Gorgeous Three Bedroom, Three Bathroom 14th floor end unit in the this highly sought after community on Vanderbilt Beach! Vanderbilt Gulfside! This unit boasts incredible views that will amaze you! Views to Sanibel looking North and Southern views straight down Vanderbilt Beach! Recently renovated Kitchen, Livingroom and guest bathrooms. This open floor plan lives large. Tiled throughout living
Christine Yeaw Phase III Real Estate Services
$16,000 per month
10691 Gulf Shore Dr Unit 502, Naples, FL 34108
JUST COMPLETELY REMODELED and beautifully refreshed, this beachfront residence at Barcelona in Vanderbilt Shores offers a sleek, modern coastal lifestyle on Vanderbilt Beach. Featuring NEW floors, NEW kitchen, NEW bathrooms, NEW drywall, solid wood doors, updated electrical, and LED lighting throughout—every detail has been thoughtfully designed with style and comfort in mind. The open-concept
Craig Taylor Real Estate Specialty Svcs II
$14,000 per month
450 Launch Cir Unit 602, Naples, FL 34108
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 602 beautiful coastal modern furnishings. The primary bedroom features a king size bed with en-suite bathroom and boasts a fantastic oversized balcony with direct views of the Bay! The
Stacey Cotter John R Wood Properties
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