$14,500 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$14,500 Per Month
400 Flagship Dr Unit 403, Naples, FL 34108
400 Flagship Dr Unit 403, Naples, FL 34108$21,556
Total Monthly Price
494 Seagull Ave Unit SI FL1-ID1296214P, Naples, FL 34108
The advertised rate of $21,556/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 17, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can
$6,000 Per Month
11030 Gulf Shore Dr Unit 202, Naples, FL 34108
11030 Gulf Shore Dr Unit 202, Naples, FL 34108$15,000 Per Month
10475 Gulf Shore Dr Unit 142, Naples, FL 34108
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 lanai, and spectacular sunsets in the evening. With modern comforts and coastal charm, this 2 bedroom plus den, 2 bathroom condominium is sure to please. A palette of neutrals and light tones will awaken
Jodi Henderson William Raveis Real Estate
$4,860
Total Monthly Price
260 Southbay Dr Unit SI FL2-ID1226374P, Naples, FL 34108
The advertised rate of $4,860/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 21, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can
$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
$4,729
Total Monthly Price
260 Southbay Dr Unit SI FL2-ID1226371P, Naples, FL 34108
The advertised rate of $4,729/month is the lowest available price, based on a 1 month(s) stay with a move-in date of September 19, 2026. Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can
$18,500 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
470 Launch Cir Unit 503, Naples, FL 34108
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 or an evening outside on the spacious private lanai with beautiful western faced views. Spend the day at the beach, relax by the resort-style pool with waterfall and spa, work out
$15,000 Per Month
400 Flagship Dr Unit 1207, Naples, FL 34108
Stylish PENTHOUSE offers SPECTACULAR views of the GULF AND BAY. Spacious 3 bedroom and 3 bathroom condo just a short walk to theVanderbilt Beach. Designed as a resort style community, Regatta offers amazing on-site amenities such as a fitness center, poolside grill andpicnic area, furnished social room with built in media center, fishing piers, boat docks electronic gated entry, tropical
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 or for a 2 week minimum visit -rates will be calculated/pro-rated ... BRAND NEW interior, $4,500 a month for 12 month lease or for a summer rental. BOOK NOW to keep this rate! Available APRIL FORWARD IN 2027 for monthly or weekly. WALK TO THE BEACH. Bay side pool & Tennis courts. BRAND NEW INTERIOR & NEVER OCCUPIED since the renovation.....
Tracey Young Real Estate Specialty Svcs II
$8,000 Per Month
10686 Gulf Shore Dr Unit 206, Naples, FL 34108
Water views in every direction make for an unforgettable Naples getaway! This beautifully maintained 2-bedroom plus den, 2-bath condominium offers the perfect combination of comfort, waterfront living, and an exceptional North Naples location directly across from Vanderbilt Beach.Tastefully decorated and immaculately maintained, the residence is thoughtfully equipped with the kitchen
Stacy Bellis Royal Shell Real Estate, Inc.
$12,000 Per Month
400 Flagship Dr Unit 407, Naples, FL 34108
Seasonal Rental – Steps from Vanderbilt Beach! Welcome to this stunning 3-bedroom, 2-bathroom corner unit in the prestigious Regatta at Vanderbilt Beach. Located just a short walk to the sand and the Ritz-Carlton, this spacious residence features elegant marble flooring throughout and an expansive wrap-around balcony with breathtaking bay views—perfect for enjoying Naples’ famous sunsets. With a
Ewa Fila Downing Frye Realty Inc.
$22,000 Per Month
10620 Gulf Shore Dr Unit 203, Naples, FL 34108
Available Seasonally at $22000 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
$15,400 Per Month
410 Flagship Dr Unit 806, Naples, FL 34108
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 decorated with tropical-inspired furnishings, this updated residence features all new bedding, luxurious linens, and thoughtfully stocked kitchen essentials to ensure a comfortable and
Lesley Garlock William Raveis Real Estate
$17,000 Per Month
10851 Gulf Shore Dr Unit 502, Naples, FL 34108
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 tropical surroundings, 40X60 heated swimming pool, two tennis courts, Tesla charging stations, barbecue grill area and exercise facility! This community has over 750 feet of beach frontage with private
Christine Yeaw SunStream Realty
$15,000 Per Month
9103 Vanderbilt Dr Unit 208, Naples, FL 34108
Wake up to beautiful water views and end each day with spectacular sunsets from the screened lanai of this beautifully updated 3-bedroom, 2-bath condo. Bright, comfortable, and thoughtfully furnished, it's the perfect place to relax and enjoy the best of Naples. Just a short walk to Vanderbilt Beach and only minutes from Mercato, Waterside Shops, exceptional dining, and shopping, this is an ideal
Elina Maranz Naples Vibe Realty, LLC
$14,000 Per Month
400 Flagship Dr Unit 905, Naples, FL 34108
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 screen TV, lighting fixtures, linens and accessories. The warmth and coziness of the master and guest quarters are complemented by new bedding draped in luxurious linens.
Lesley Garlock 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.
$17,000 Per Month
10701 Gulf Shore Dr Unit 1002, Naples, FL 34108
Available for February & March 2027! Experience the ultimate in coastal luxury with this stunning 10th-floor beachfront condo at The Seville, located in the prestigious Vanderbilt Shores high-rise in Naples. Rarely available, this beautifully situated residence showcases panoramic, west facing views of the Gulf of Mexico from an expansive private balcony, perfect for soaking in breathtaking
Cameron Murray WeichertRealtors-ParadiseHomes
$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.
$4,000 Per Month
470 Launch Cir Unit 403, Naples, FL 34108
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, renovations come together to deliver a tranquil and welcoming sense steeped in a coastal-beachy flair. Newer flooring, granite counter tops, stainless appliances, electronics, and
Lesley Garlock William Raveis Real Estate
$11,000 Per Month
9101 Vanderbilt Dr Unit 304, Naples, FL 34108
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 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 SunStream Realty
$9,000 Per Month
10691 Gulf Shore Dr Unit 1201, Naples, FL 34108
Available for 2026 off season! April 2027 rate is $16,000. Booked Jan 11 - March 31, 2027. 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
Cameron Murray WeichertRealtors-ParadiseHomes
$3,000 Per Month
460 Launch Cir Unit 301, Naples, FL 34108
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 relaxing tropical escape. Regatta offers resort-style living with a fitness center, poolside grill, picnic area, tropical waterfall pool, spa, lap pool, and boat
Lesley Garlock William Raveis Real Estate
$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
400 Flagship Dr Unit 1008, Naples, FL 34108
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 best of Florida’s luxurious beachside living. Wake up each
Robert Alpizar Alpizar & Company, LLC
$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
$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
$17,000 Per Month
9375 Gulf Shore Dr Unit 602, Naples, FL 34108
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 FULL Bathrooms....King Bed in the Master Bedroom and Queen Bed in the Guest Bedroom. This lovely condo has been recently renovated and beautifully decorated - Ideally located on a great
Louise Messina SunStream 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
Lauren Wells Premier Sotheby's Int'l Realty
$15,000 Per Month
410 Flagship Dr Unit 1105, Naples, FL 34108
Welcome to this stunning 11th-floor condo at The Regatta, offering breathtaking, panoramic views of Vanderbilt Bay, the Gulf of Mexico, and Sanibel Island from your private screened lanai. Beautifully furnished and meticulously maintained, this 3-bedroom, 3-bathroom condo features a bright, open-concept layout that seamlessly connects the living, dining, and kitchen areas. Located in a secure,
David Roy Downing Frye Realty Inc.
$7,000 Per Month
410 Flagship Dr Unit 301, Naples, FL 34108
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 offers an exceptional coastal living experience.The standout feature is the expansive 400+ sq. ft. open-air terrace—an incredibly rare find in condominium
Lesley Garlock William Raveis Real Estate
$21,000 Per Month
10951 Gulf Shore Dr Unit 1405, Naples, FL 34108
One or more photo(s) has been virtually staged, AI generated or rendered. 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
Christine Yeaw SunStream Realty
$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, moderninterior 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
Alex Owens Real Broker, LLC
$15,000 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
$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 warm
Stacey Cotter John R Wood Properties
$14,000 Per Month
400 Flagship Dr Unit 1002, Naples, FL 34108
This beautifully remodeled 10th-floor, 3-bedroom/3-bath condo offers over 2,000 sq ft of luxurious waterfront living with breathtaking westernviews of the Gulf of Mexico and the Ritz Carlton Resort. Light coastal décor, vibrant accents, and elegant wood-like porcelain tile floors create achic and welcoming atmosphere. The spacious great room features comfortable seating, a flat-screen TV,
Lesley Garlock William Raveis Real Estate
$3,500 Per Month
470 Launch Cir Unit 301, Naples, FL 34108
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 Mexico and its soft, sugary beach. We've got you covered with beach essentials – towels, a beach chairs, umbrella, and toys – for a fun day by the pool or at the beach! Located in the
Lesley Garlock William Raveis Real Estate
$30,000 Per Month
9517 Gulf Shore Dr Unit 401, Naples, FL 34108
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 kitchen, which has stainless steel appliances, granite countertops, and cabinets. The primary bedroom has water views, lanai access, and a bathroom with two sinks, a tub, and a
Bill Archer Keller Williams Realty Naples
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