205

Vanderbilt Beach Condos for Rent

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  • /35

    $8,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,770 Sq Ft
    • Condo for Rent

    11030 Gulf Shore Dr Unit 202, Naples, FL 34108

    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 corner unit in a great Community with many Amenities. Floor-to-ceiling, wrap-around (hurricane-grade) glass doors showcase sparkling views of the Gulf and mesmerizing sunsets from inside or out on the huge

    Agent Photo

    Allison Callas

    Downing Frye Realty Inc.

    (239) 933-6018

    11030 Gulf Shore Dr Unit 202, Naples, FL 34108
  • /20

    $5,185 Per Month

    • 1 Bed
    • 1 Bath
    • 581 Sq Ft
    • Condo for Rent

    260 Southbay Dr Unit SI ID1226371P, Naples, FL 34108

    The advertised rate of $5,185/month is the lowest available price, based on a 1 month(s) stay with a move-in date of June 3, 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 be

    (239) 388-3428

    260 Southbay Dr Unit SI ID1226371P, Naples, FL 34108
  • /38

    $17,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,560 Sq Ft
    • Condo for Rent

    10701 Gulf Shore Dr Unit 1002, Naples, FL 34108

    Available for January & February 2026! 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

    Agent Photo

    Robert Nardi

    WeichertRealtors-ParadiseHomes

    (239) 428-0628

    10701 Gulf Shore Dr Unit 1002, Naples, FL 34108
  • /18

    $5,185 Per Month

    • 1 Bed
    • 1 Bath
    • 904 Sq Ft
    • Condo for Rent

    260 Southbay Dr Unit SI ID1226374P, Naples, FL 34108

    The advertised rate of $5,185/month is the lowest available price, based on a 1 month(s) stay with a move-in date of June 5, 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 be

    (239) 518-3131

    260 Southbay Dr Unit SI ID1226374P, Naples, FL 34108
  • /26

    $14,000 Per Month

    • 3 Beds
    • 3 Baths
    • 2,035 Sq Ft
    • Condo for Rent

    400 Flagship Dr Unit 403, Naples, FL 34108

    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 with a spectacular panoramic water view is the perfect vacation rental for beachcombers and boaters at VANDERBILT BEACH ! Enjoy sunsets from your lanai overlooking the bay, boats, the pool and patio

    Agent Photo

    Laurie Bellico

    William Raveis Real Estate

    (239) 456-2781

    400 Flagship Dr Unit 403, Naples, FL 34108
  • /18

    $9,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,227 Sq Ft
    • Condo for Rent

    10562 Gulf Shore Dr Unit 202, Naples, FL 34108

    $9000/month for April 2026, $14,000/month season 2027. A beautifully renovated condo nestled by the bay, exuding coastal elegance. The inviting interiors feature comfortable furnishings, stylish accents, and vibrant hues, creating a tropical oasis. This end unit offers breathtaking views of the Gulf of Mexico to the west and the serene bay to the east. Completely redone, it includes a

    Lesley Garlock William Raveis Real Estate

    10562 Gulf Shore Dr Unit 202, Naples, FL 34108
  • /27

    $18,000 Per Month

    • 2 Beds
    • 2 Baths
    • Condo for Rent

    10475 Gulf Shore Dr, Naples, FL 34108

    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 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

    10475 Gulf Shore Dr, Naples, FL 34108
  • /33

    $17,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,530 Sq Ft
    • Condo for Rent

    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 2 Twin Beds in the Guest Bedroom. This lovely condo has been recently renovated and beautifully decorated - Ideally located on a

    Louise Messina SunStream Realty

    9375 Gulf Shore Dr Unit 602, Naples, FL 34108
  • /18

    $14,000 Per Month

    • 3 Beds
    • 2 Baths
    • 2,003 Sq Ft
    • Condo for Rent

    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

    10851 Gulf Shore Dr Unit 301, Naples, FL 34108
  • /33

    $18,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,594 Sq Ft
    • Condo for Rent

    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

    10525 Gulf Shore Dr Unit 251, Naples, FL 34108
  • /30

    $10,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,475 Sq Ft
    • Condo for Rent

    470 Launch Cir Unit 503, Naples, FL 34108

    AVAILABLE FOR SEASON 2027! WEEKLY/BI-WEEKLY OR MONTHLY. RENOVATED BATHROOMS AND KITCHEN WITH GRANITE AND STAINLESS APPLIANCES ~ NEW LIVING ROOM FURNITURE... FABULOUS LOCATION~ MOST DESIRED FLOOR PLAN in Building 5 with an OVERSIZED TILED LANAI. Lovely 5th Floor Condo is decorated in warm, neutral tones and upgraded with Tile Floors throughout to include CUSTOM WOOD LOOK TILE FLOORING in the

    Louise Messina SunStream Realty

    470 Launch Cir Unit 503, Naples, FL 34108
  • /46

    $9,400 Per Month

    • 2 Beds
    • 2 Baths
    • 1,470 Sq Ft
    • Condo for Rent

    11118 Gulf Shore Dr Unit 203, Naples, FL 34108

    Brand NEW & AVAILABLE NOW for one, two or more months... March, April & longer 2026 & BRAND NEW, $4,500 a month for 12 month lease or for a summer rental. BOOK NOW to keep this rate! Available FEBRUARY, MARCH & FORWARD IN 2027. 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

    Tracey Young Real Estate Specialty Svcs II

    11118 Gulf Shore Dr Unit 203, Naples, FL 34108
  • /24

    $23,000 Per Month

    • 3 Beds
    • 3.5 Baths
    • 2,357 Sq Ft
    • Condo for Rent

    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

    10620 Gulf Shore Dr Unit 203, Naples, FL 34108
  • /39

    $15,400 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,979 Sq Ft
    • Condo for Rent

    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

    Lesley Garlock William Raveis Real Estate

    410 Flagship Dr Unit 806, Naples, FL 34108
  • /41

    $17,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,570 Sq Ft
    • Condo for Rent

    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

    10851 Gulf Shore Dr Unit 502, Naples, FL 34108
  • /46

    $20,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,594 Sq Ft
    • Condo for Rent

    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.

    10475 Gulf Shore Dr Unit 115, Naples, FL 34108
  • /28

    $14,000 Per Month

    • 3 Beds
    • 3 Baths
    • 1,750 Sq Ft
    • Condo for Rent

    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

    400 Flagship Dr Unit 905, Naples, FL 34108
  • /31

    $15,000 Per Month

    • 3 Beds
    • 3 Baths
    • 2,035 Sq Ft
    • Condo for Rent

    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 the Vanderbilt Beach. Designed as a resort style community, Regatta offers amazing on-site amenities such as a fitness center, poolside grill and picnic area, furnished social room with built in media center, fishing piers, boat docks electronic gated entry, tropical

    Lesley Garlock William Raveis Real Estate

    400 Flagship Dr Unit 1207, Naples, FL 34108
  • /28

    $14,000 Per Month

    • 3 Beds
    • 3 Baths
    • 1,760 Sq Ft
    • Condo for Rent

    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.

    400 Flagship Dr Unit 704, Naples, FL 34108
  • /36

    $14,000 Per Month

    • 3 Beds
    • 3 Baths
    • 2,035 Sq Ft
    • Condo for Rent

    400 Flagship Dr Unit 902, Naples, FL 34108

    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 this property boasts breathtaking Gulf and Bay views from your living room, master bedroom as well as the kitchen. Enjoy modern furnishings and decor, TV’s in every bedroom and is extremely well

    Lesley Garlock William Raveis Real Estate

    400 Flagship Dr Unit 902, Naples, FL 34108
  • /35

    $4,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,475 Sq Ft
    • Condo for Rent

    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

    470 Launch Cir Unit 403, Naples, FL 34108
  • /28

    $11,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,335 Sq Ft
    • Condo for Rent

    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

    9101 Vanderbilt Dr Unit 304, Naples, FL 34108
  • /28

    $3,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,630 Sq Ft
    • Condo for Rent

    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

    460 Launch Cir Unit 301, Naples, FL 34108
  • /36

    $15,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,476 Sq Ft
    • Condo for Rent

    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

    11116 Gulf Shore Dr Unit 904, Naples, FL 34108
  • /41

    $20,000 Per Month

    • 3 Beds
    • 3 Baths
    • 1,964 Sq Ft
    • Condo for Rent

    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 SunStream Realty

    10951 Gulf Shore Dr Unit 1405, Naples, FL 34108
  • /27

    $10,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,734 Sq Ft
    • Condo for Rent

    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

    400 Flagship Dr Unit 1008, Naples, FL 34108
  • /19

    $8,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Condo for Rent

    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

    10686 Gulf Shore Dr Unit 302, Naples, FL 34108
  • /34

    $11,000 Per Month

    • 3 Beds
    • 3 Baths
    • 1,760 Sq Ft
    • Condo for Rent

    400 Flagship Dr Unit 505, Naples, FL 34108

    Beautiful upscale condominium on the 5th floor with magnificent views of Vanderbilt Bay and aglimpse of the Gulf of Mexico. This 3 bedroom, 3 bath apartment has everything you want in avacation residence: brand new stainless steel appliances; hardwood floors in the bedrooms and ceramictile in the living areas, baths and lanai; 6 televisions (including a large screen high definition

    Lesley Garlock William Raveis Real Estate

    400 Flagship Dr Unit 505, Naples, FL 34108
  • /22

    $20,000 Per Month

    • 3 Beds
    • 3 Baths
    • 2,010 Sq Ft
    • Condo for Rent

    9653 Gulf Shore Dr Unit 203, Naples, FL 34108

    Available for 2026. Feb forward at $20000 per month Amazing Panoramic Beach and Sunset Views in this completely remodeled condominium on Vanderbilt Beach. Nestle between The Turtle Club and LaPlaya, this 3 bedroom, 3 1/2 bathroom condominium features an open floor plan with stunning gulf view from your lanai and master bedroom. Lease rate includes 1 garage parking spot. Tenants agree to cleanings

    Joe Hoopfer Premier Sotheby's Int'l Realty

    9653 Gulf Shore Dr Unit 203, Naples, FL 34108
  • /34

    $15,300 Per Month

    • 2 Beds
    • 2 Baths
    • 1,489 Sq Ft
    • Condo for Rent

    Unlisted Address

    BEACH, BEACH, AND MORE BEACH! Experience the charm of this delightful 2BR/2BA condo, adorned with classic furnishings and offering all the comforts of home. There's no better way to spend your vacation than at Vanderbilt Gulfside ON THE BEACH. Witness breathtaking sunrises and mesmerizing sunsets! Nestled on 8 acres of lush tropical landscape, this paradise boasts a magnificent 40x60 heated

    Lesley Garlock William Raveis Real Estate

    Unlisted Address
  • /50

    $15,000 Per Month

    • 3 Beds
    • 3 Baths
    • 2,035 Sq Ft
    • Condo for Rent

    400 Flagship Dr Unit 302, Naples, FL 34108

    LUXURY SEASONAL RENTAL AVAILABLE FOR SEASON 2027.... MARCH, APRIL AND MAY 2026 - MULTI-MONTH DISCOUNTS AVAILABLE! Beautifully refreshed 3BR/3BA residence in Regatta at Vanderbilt Beach, located in highly desirable Building One and offering one of the largest, most open floor plans in the community. Bright and spacious with refined updates throughout. Features include new designer furnishings in

    Louise Messina SunStream Realty

    400 Flagship Dr Unit 302, Naples, FL 34108
  • /13

    $12,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,177 Sq Ft
    • Condo for Rent

    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

    10682 Gulf Shore Dr Unit 204, Naples, FL 34108
  • /32

    $3,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,475 Sq Ft
    • Condo for Rent

    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

    470 Launch Cir Unit 403, Naples, FL 34108
  • /22

    $14,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,530 Sq Ft
    • Condo for Rent

    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

    9375 Gulf Shore Dr Unit 302, Naples, FL 34108
  • /34

    $15,000 Per Month

    • 3 Beds
    • 3 Baths
    • 1,860 Sq Ft
    • Condo for Rent

    410 Flagship Dr Unit 1105, Naples, FL 34108

    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 screened lanai. The condo is extremely well maintained and offers an open concept living, kitchen and dining areas. The Regatta is a gated community and is situated on Vanderbilt Bay across

    David Roy Downing Frye Realty Inc.

    410 Flagship Dr Unit 1105, Naples, FL 34108
  • /23

    $14,500 Per Month

    • 3 Beds
    • 3 Baths
    • 1,839 Sq Ft
    • Condo for Rent

    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

    410 Flagship Dr Unit 302, Naples, FL 34108
  • /24

    $7,000 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,979 Sq Ft
    • Condo for Rent

    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

    410 Flagship Dr Unit 301, Naples, FL 34108
  • /37

    $16,000 Per Month

    • 3 Beds
    • 3 Baths
    • 2,003 Sq Ft
    • Condo for Rent

    10851 Gulf Shore Dr Unit 1001, Naples, FL 34108

    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 features a queen sized bed and television, 2nd guest bedroom features two twin beds. You will enjoy incredible Bay and Gulf views from sunrise to sunset as well as the 8

    Christine Yeaw SunStream Realty

    10851 Gulf Shore Dr Unit 1001, Naples, FL 34108
  • /25

    $10,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,154 Sq Ft
    • Condo for Rent

    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

    9101 Vanderbilt Dr Unit 203, Naples, FL 34108
  • /39

    $3,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,475 Sq Ft
    • Condo for Rent

    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

    470 Launch Cir Unit 301, Naples, FL 34108

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