Regatta At Vanderbilt Beach Condos For Rent

Vanderbilt Beach contains (43) subdivisions
High-End
High-End
$650 - $1,000 per SqFt
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Results 29 of 36
Turnkey
Regatta At Vanderbilt Beach, 450 Launch Cir #404, Naples, Florida 34108, image 1
$3,000
  • 3 Beds
  • 2 Baths
  • 1,635 SqFt
  • $1.83/SqFt
High-End
Condo for rent in Regatta At Vanderbilt Beach
450 Launch Cir #404, Naples, FL 34108
Discover the perfect coastal escape at this beautiful 3br/2ba retreat, located on the bay and just a short stroll from vanderbilt beach. This well-appointed condo has everything you need for a comfortable stay. Regatta offers amazing amenities that will make your vacation unforgettable. Cool off in the tropical waterfall pool, let the kids splash around in their own pool, unwind in the hot tub, or stay fit in the on-site fitness rooms. The outdoor grilling area is perfect for bbq evenings, and tennis lovers will enjoy the courts just up the street at pelican bay community park. All of this is just a walk away from the sandy shores of vanderbilt beach and delnor-wiggins state park, ranked among the top 10 beaches in the us. Spend your days relaxing, swimming, and enjoying water sports before capping off the evening with breathtaking sunsets. It's the perfect place to make lasting family memories! This property is not available for an annual lease.
Turnkey
Regatta At Vanderbilt Beach, 460 Launch Cir #401, Naples, Florida 34108, image 1
$3,000
  • 3 Beds
  • 2 Baths
  • 1,635 SqFt
  • $1.83/SqFt
High-End
Condo for rent in Regatta At Vanderbilt Beach
460 Launch Cir #401, Naples, FL 34108
Embark on a week-long escape to the dazzling paradise of regatta - where every moment is bathed in sunlight and pure bliss! This immaculate 3br/2ba end unit is a spacious retreat, boasting stylish furnishings and accessories that add a touch of sophistication to your vacation. Fully equipped to ensure your stay is nothing short of delightful, the open floor plan is perfect for family gatherings. Situated in the pristine vanderbilt beach area, just a short stroll away from soft white sands and awe-inspiring sunsets, regatta is a resort-style community designed for ultimate relaxation. Dive into a world of on-site amenities, including a fitness center, poolside grill, picnic area, electronic gated entry, tropical waterfall pool, lap pool, and tennis courts at the nearby community park, promising a touch of sporting fun. This property is not available for an annual lease.
Turnkey
Regatta At Vanderbilt Beach, 460 Launch Cir #301, Naples, Florida 34108, image 1
$3,000
  • 3 Beds
  • 2 Baths
  • 1,630 SqFt
  • $1.84/SqFt
High-End
Condo for rent in Regatta At Vanderbilt Beach
460 Launch Cir #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 slips for rent. The beach is just a short walk away, where you can enjoy the sand, surf, water sports, or peaceful strolls along the shoreline. Tennis courts are also available nearby. Savor dining at the nearby ritz carlton, turtle club, the lighthouse, and la playa, or take a quick drive to mercato, pelican bay marketplace, and pavilion shops for upscale shopping, dining, and entertainment. Naples offers plenty to explore, from fishing and sunset cruises to the naples botanical gardens, naples zoo, public golf courses, and the arts scene at artis naples. Experience the ultimate tropical lifestyle in southwest florida at regatta—your perfect retreat! This property is not available for an annual lease.

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Turnkey
Regatta At Vanderbilt Beach, 470 Launch Cir #V-604, Naples, Florida 34108, image 1
$3,000
  • 3 Beds
  • 2 Baths
  • 1,475 SqFt
  • $2.03/SqFt
High-End
Condo for rent in Regatta At Vanderbilt Beach
470 Launch Cir #V-604, 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. We've got you covered with beach essentials – towels, chairs, umbrella, and toys – for a fun day by the pool or at the beach! Located in the vanderbilt beach area, regatta offers white sands, breathtaking sunsets, and a resort-style community with a fitness center, tropical pools, and tennis courts. Explore nearby dining spots like the ritz carlton, turtle club, the lighthouse, and la playa. For upscale experiences, venture to mercato, pelican bay marketplace, or pavilion shops. Regatta isn't just a vacation spot; it's your gateway to the southwest florida tropical lifestyle. Naples awaits with fishing spots, sunset cruises, botanical gardens, the zoo, golf courses, and cultural gems. This property is not available for an annual lease.
Turnkey
Regatta At Vanderbilt Beach, 460 Launch Cir #403, Naples, Florida 34108, image 1
$3,000
  • 3 Beds
  • 2 Baths
  • 1,475 SqFt
  • $2.03/SqFt
High-End
Condo for rent in Regatta At Vanderbilt Beach
460 Launch Cir #403, 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 slips for rent. The beach is just a short walk away, where you can enjoy the sand, surf, water sports, or peaceful strolls along the shoreline. Tennis courts are also available nearby. Savor dining at the nearby ritz carlton, turtle club, the lighthouse, and la playa, or take a quick drive to mercato, pelican bay marketplace, and pavilion shops for upscale shopping, dining, and entertainment. Naples offers plenty to explore, from fishing and sunset cruises to the naples botanical gardens, naples zoo, public golf courses, and the arts scene at artis naples. Experience the ultimate tropical lifestyle in southwest florida at regatta—your perfect retreat! This property is not available for an annual lease.
Turnkey
Regatta At Vanderbilt Beach, 470 Launch Cir #403, Naples, Florida 34108, image 1
$3,000
  • 3 Beds
  • 2 Baths
  • 1,475 SqFt
  • $2.03/SqFt
High-End
Condo for rent in Regatta At Vanderbilt Beach
470 Launch Cir #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 stylish furnishings and accessories makes this one of the best condos in the community. Regatta offers on-site amenities including a fitness rooms, 55-slip marina, poolside grill, fishing, tropical waterfall and lounge pool, electronic gated entry and security. Tennis, racquetball and basketball courts are just up the street at pelican bay community park as are nearby restaurants at the ritz carlton, turtle club, the lighthouse and la playa. A short drive up the street expands your social options with even more fine restaurants plus movie theaters, upscale shopping and more at the fabulous mercato, pelican bay marketplace, or pavilion shops. Close to vanderbilt beach and delnor wiggins state park, top ten beaches in the florida. Don't wait this one one last long. This property is not available for an annual lease.
Turnkey
Regatta At Vanderbilt Beach, 450 Launch Cir #203, Naples, Florida 34108, image 1
$3,000
  • 3 Beds
  • 2 Baths
  • 1,475 SqFt
  • $2.03/SqFt
High-End
Condo for rent in Regatta At Vanderbilt Beach
450 Launch Cir #203, Naples, FL 34108
$3000/week - $12, 000/month. Looking for the perfect coastal getaway? This stunning 3br/2ba condo is just what you need! Overlooking the beautiful bay, you can watch boats sail by and dolphins play from the comfort of your private lanai. Ideal for families and friends, the spacious condo features a cozy living room for relaxing together, a fully equipped kitchen for all your cooking adventures, and is comfortably furnished with meticulous attention to detail. Regatta offers incredible amenities to make your vacation unforgettable! Dive into the tropical waterfall pool, let the kids enjoy the splash pool, soak in the hot tub, or stay active in the fitness rooms. Fire up the grill for a bbq in the outdoor area, and for tennis lovers, the courts at pelican bay community park are just a short walk away. Located within walking distance to the white sandy beaches of vanderbilt beach, you’ll enjoy breathtaking sunsets and relaxing beach days. Stroll to delnor wiggins state park, recently named one of the best beaches in the us. For even more fun, head to mercato, just minutes away, for great shopping, dining, and entertainment. Regatta isn't just a vacation spot – it's where unforgettable memories are made. Book your slice of paradise today and let the fun begin! This property is not available for an annual lease.
Turnkey
Regatta At Vanderbilt Beach, 410 Flagship Dr #505, Naples, Florida 34108, image 1
$4,000
  • 3 Beds
  • 3 Baths
  • 1,860 SqFt
  • $2.15/SqFt
High-End
Condo for rent in Regatta At Vanderbilt Beach
410 Flagship Dr #505, Naples, FL 34108
Nestled along vanderbilt beach, this stunning resort-style community is just a short stroll from sandy white shores and breathtaking, colorful sunsets. Regatta boasts exceptional on-site amenities, including a weight and cardio room, poolside grill and picnic area, electronic gated entry, hot tub, tropical waterfall pool, and lounge pool. This spacious and updated 3br/3ba condo features an open floor plan, making it ideal for entertaining family and friends. With stylish furnishings and accessories, the fabulous interior is designed for comfort and relaxation. Enjoy beautiful bay views from your private lanai. In addition to the luxurious amenities, regatta offers a fitness center, lap pool, and convenient boat slips. Tennis enthusiasts will appreciate the courts at a nearby community park. Explore delightful dining options like the ritz carlton, turtle club, the lighthouse, and la playa, or venture a little further for fine dining, movie theaters, upscale shopping, and entertainment at mercato, pelican bay marketplace, or pavilion shops. Naples invites you to experience its fishing spots, sunset cruises, naples botanical gardens, naples zoo, public golf courses, and the cultural hub at artis naples. Immerse yourself in the vibrant southwest florida lifestyle at regatta—there's truly no better place! This property is not available for an annual lease.
Turnkey
Regatta At Vanderbilt Beach, 470 Launch Cir #V301, Naples, Florida 34108, image 1
$3,250
  • 3 Beds
  • 2 Baths
  • 1,475 SqFt
  • $2.20/SqFt
High-End
Condo for rent in Regatta At Vanderbilt Beach
470 Launch Cir #V301, 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 vanderbilt beach area, regatta offers a resort-style amenities with two fitness rooms, grilling and picnic area, tropical pools, and tennis courts just up the street. Explore nearby dining spots like the ritz carlton, turtle club, the lighthouse, and la playa. For upscale experiences, venture to mercato, pelican bay marketplace, or pavilion shops. Regatta isn't just a vacation spot; it's your gateway to the southwest florida tropical lifestyle. Naples awaits with fishing spots, sunset cruises, botanical gardens, the zoo, golf courses, water parks and cultural gems. This property is not available for an annual lease.
Furnished
Regatta At Vanderbilt Beach, 470 Launch Cir #V-405, Naples, Florida 34108, image 1
$7,000
  • 3 Beds
  • 2 Baths
  • 1,639 SqFt
  • $4.27/SqFt
High-End
Condo for rent in Regatta At Vanderbilt Beach
470 Launch Cir #V-405, Naples, FL 34108
Just steps from vanderbilt beach! This beautiful 3br/2ba condo is a short walk to the white sandy shores, perfect for relaxing, enjoying stunning sunsets, or trying out water sports. Recently updated with new furnishings and accessories, it offers a fresh and stylish retreat. Located in the resort-style community of regatta, you’ll have access to fantastic amenities like a fitness center, poolside grill and outdoor dining area, a furnished social room with a media center, fishing, boat docks, gated entry, a tropical waterfall pool, hot tub, and a lounge pool. Plus, you're just a walk away from dining at the ritz carlton, turtle club, the lighthouse, and la playa. For more shopping and entertainment, head to nearby mercato, pelican bay marketplace, or pavilion shops.
Furnished
Regatta At Vanderbilt Beach, 400 Flagship Dr #1206, Naples, Florida 34108, image 1
$8,500
  • 3 Beds
  • 3 Baths
  • 1,760 SqFt
  • $4.83/SqFt
High-End
Condo for rent in Regatta At Vanderbilt Beach
400 Flagship Dr #1206, Naples, FL 34108
Luxury penthouse living at vanderbilt beach furnished 3 bedroom, 3 bathroom penthouse in regatta with double car garage is just moments from the white sands of vanderbilt beach. Available april 1st for annual rental, this residence offers sweeping water views and exceptional privacy from its top floor vantage point. Light-filled living spaces with 9 ft ceilings is open to a large screened lanai perfect for enjoying morning coffee, sunsets, and peaceful waterfront scenery. Regatta is a sought-after gated community with resort-style pool and spa, party room, fitness center and more. Unbeatable location across from the ritz. Just minutes from mercato’s dining, shopping, and entertainment venues! This exceptional residence delivers the best of the naples coastal living. Application here: https://apply.Link/egthse0
Turnkey
Regatta At Vanderbilt Beach, 400 Flagship Dr #1008, Naples, Florida 34108, image 1
$10,000
  • 3 Beds
  • 2 Baths
  • 1,734 SqFt
  • $5.77/SqFt
High-End
Condo for rent in Regatta At Vanderbilt Beach
400 Flagship Dr #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 best of florida’s luxurious beachside living. Wake up each morning to sweeping panoramic views of the gulf and bay that stretch endlessly before you. The open-concept living and dining areas flow effortlessly together, ideal for intimate gatherings, sunset cocktails, or simply relaxing in the warmth of your sunlit surroundings. The primary suite is a tranquil sanctuary featuring private balcony access—perfect for savoring your morning coffee as the water shimmers in the distance. Two additional guest rooms provide both comfort and flexibility, making this the perfect getaway for couples, families, or friends seeking a stylish coastal retreat. Step outside and immerse yourself in the resort-style amenities of regatta—where tropical waterfalls, a sparkling lagoon pool, lap pool, jacuzzi, fitness center, and outdoor grills create the feeling of a private resort. When you’re ready to explore, stroll to the beach for a swim or a leisurely sunset walk, or head just two miles to mercato, where fine dining, boutique shopping, and vibrant nightlife await. Whether you’re escaping the chill of northern winters or simply craving endless summer days, this luxury naples retreat offers everything you need to unwind, recharge, and experience the warmth of paradise. (available for winter of 2026)
Turnkey
Regatta At Vanderbilt Beach, 410 Flagship Dr #1101, Naples, Florida 34108, image 1
$12,000
  • 3 Beds
  • 21/2 Baths
  • 1,979 SqFt
  • $6.06/SqFt
High-End
Condo for rent in Regatta At Vanderbilt Beach
410 Flagship Dr #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 equipped, this condo offers everything you need for a tranquil stay in paradise. Just a short walk from vanderbilt beach, regatta provides a resort-style experience with amenities including a fitness center, poolside grill, picnic area, gated entry, tropical waterfall pool, lap pool, and more. Tennis and pickleball courts will soon be available at the nearby community park. Enjoy local dining favorites like the ritz carlton, turtle club, the lighthouse, and la playa, or venture out for fine dining, entertainment, and shopping at mercato, pelican bay marketplace, or pavilion shops. Naples offers a wealth of attractions, from fishing and sunset cruises to the naples botanical gardens, naples zoo, public golf courses, and the cultural hub of artis naples. Embrace the southwest florida lifestyle at regatta—there's no better place to experience the good life! This property is not available for an annual lease.
Furnished
Regatta At Vanderbilt Beach, 410 Flagship Dr #806, Naples, Florida 34108, image 1
$12,000
  • 3 Beds
  • 21/2 Baths
  • 1,979 SqFt
  • $6.06/SqFt
High-End
Condo for rent in Regatta At Vanderbilt Beach
410 Flagship Dr #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 fitness room, ensuring endless fun and relaxation. Best of all, you're just a short walk from the beach! Spend your days soaking up the sun, taking a dip in the gulf, or trying out exciting water sports. Conveniently located near some of naples' finest restaurants, including the ritz carlton, turtle club, the lighthouse, and la playa. For more dining, shopping, and entertainment options, mercato, pelican bay marketplace, and pavilion shops are just a quick drive away. Your perfect vacation awaits! All weekly reservations between january 1 and april 30 must follow a saturday-to-saturday booking. For special requests outside of this timeframe, request it. Reservations must be made at least 14 days prior to arrival. Any reservation booked online within 14 days of the arrival date will be automatically cancelled. Note that all guests are required to complete a separate application for regatta, processed through the tenantevaluation online platform. A $150 application fee applies and must be paid directly through the platform. Important notice: there is ongoing construction in the vanderbilt beach area, which may lead to increased noise levels and/or traffic delays. All information provided is deemed reliable but not guaranteed.
Turnkey
Regatta At Vanderbilt Beach, 400 Flagship Dr #505, Naples, Florida 34108, image 1
$11,000
  • 3 Beds
  • 3 Baths
  • 1,760 SqFt
  • $6.25/SqFt
High-End
Condo for rent in Regatta At Vanderbilt Beach
400 Flagship Dr #505, Naples, FL 34108
Beautiful upscale condominium on the 5th floor with magnificent views of vanderbilt bay and a glimpse of the gulf of mexico. This 3 bedroom, 3 bath apartment has everything you want in a vacation residence: brand new stainless steel appliances; hardwood floors in the bedrooms and ceramic tile in the living areas, baths and lanai; 6 televisions (including a large screen high definition samsung in the living room); and wireless internet. The open floor plan is spacious and the location is perfect: just a short walk to the gulf and vanderbilt beach, where you can enjoy the famous naples' sunsets as well as wonderful beachfront dining at the ritz carlton, turtle club and la playa. 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 waterfall pool and lap pool. Just a short drive up vanderbilt beach road from regatta are numerous fine restaurants, tennis courts at the pelican bay community park, plus movie theaters, upscale shopping, dining and dancing at the fabulous new mercato complex.
Furnished, Turnkey
Regatta At Vanderbilt Beach, 470 Launch Cir #V-503, Naples, Florida 34108, image 1
$10,000 $2K
  • 3 Beds
  • 2 Baths
  • 1,475 SqFt
  • $6.78/SqFt
High-End
Condo for rent in Regatta At Vanderbilt Beach
470 Launch Cir #V-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 living room & bedrooms. Enjoy the resort-style pool with zero edge entry and tropical waterfall, relax in the spa, take a short walk to vanderbilt beach or bicycle to wiggins pass state park and beach!!!... Regatta also offers 2 fitness rooms, community room, 2 gas grills at their outdoor kitchen area ~ ideal for entertaining~ as well as fishing off of its own private marina. Across the road from the ritz carlton, regatta is close to shopping, dining and entertainment at the newly renovated pavilion, mercato, waterside shops, and the philharmonic. Centrally located for easy access to downtown naples, bonita and estero for additional shopping and dining!!!! One of the few places where weekly rentals are permitted! May & november $8, 800/mo. And $2, 800/wk.
Turnkey
Regatta At Vanderbilt Beach, 400 Flagship Dr #604, Naples, Florida 34108, image 1
$12,000
  • 3 Beds
  • 3 Baths
  • 1,760 SqFt
  • $6.82/SqFt
High-End
Condo for rent in Regatta At Vanderbilt Beach
400 Flagship Dr #604, Naples, FL 34108
Enjoy the best of coastal living in this spacious 3-bedroom, 3-bathroom condominium, perfectly situated in the desirable vanderbilt beach area—just a short stroll from the white sand beaches and breathtaking sunsets over the gulf. This inviting condo has everything you need for a relaxing and memorable stay in paradise, including a fully equipped kitchen, plush linens and towels, beach essentials, and more. Located within the resort-style community of regatta, guests can take advantage of top-tier amenities such as a tropical waterfall pool, lap pool, fitness center, poolside grill and picnic area, and secure electronic gated entry. Take a leisurely 5-minute walk to the beach for swimming, paddleboarding, or simply soaking in the serene beauty of the shoreline. You’ll also be within walking distance of iconic local dining at the ritz-carlton, turtle club, the lighthouse, and laplaya’s baleen. A short drive brings you to even more upscale shopping, dining, and entertainment options at mercato, pelican bay marketplace, and the pavilion shops, complete with boutique stores, restaurants, and movie theaters.
Turnkey
Regatta At Vanderbilt Beach, 400 Flagship Dr #306, Naples, Florida 34108, image 1
$12,000
  • 3 Beds
  • 3 Baths
  • 1,750 SqFt
  • $6.86/SqFt
High-End
Condo for rent in Regatta At Vanderbilt Beach
400 Flagship Dr #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 the lanai with steps leading down to the lap pool, overlooking the bay. New flatscreen tvs, blue-ray, ipod station stereo and wi-fi. Help keep up with the modern day tech you would expect to find at home. 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 waterfall pool and lap pool. Walk to nearby restaurants at the ritz carlton, turtle club, the lighthouse and la playa. Drive up the street to even more fine restaurants plus movie theaters, upscale shopping and more at the fabulous new mercato, pelican bay marketplace, or pavilion shops.
Turnkey
Regatta At Vanderbilt Beach, 400 Flagship Dr #902, Naples, Florida 34108, image 1
$14,000
  • 3 Beds
  • 3 Baths
  • 2,035 SqFt
  • $6.88/SqFt
High-End
Condo for rent in Regatta At Vanderbilt Beach
400 Flagship Dr #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 equipped making sure your stay is nothing but enjoyable. Just steps from your residence is your covered parking space, a resort style pool and lap pool, fitness room, community room, community grills and a bayside gazebo. The regatta is perfectly situated just over a block from vanderbilt beach and only minutes from county tennis courts and a short drive to top rated shopping at either the mercato, waterside shops and downtown naples.
Turnkey
Regatta At Vanderbilt Beach, 400 Flagship Dr #1002, Naples, Florida 34108, image 1
$14,000
  • 3 Beds
  • 3 Baths
  • 2,035 SqFt
  • $6.88/SqFt
High-End
Condo for rent in Regatta At Vanderbilt Beach
400 Flagship Dr #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 western views of the gulf of mexico and the ritz carlton resort. Light coastal décor, vibrant accents, and elegant wood-like porcelain tile floors create a chic and welcoming atmosphere. The spacious great room features comfortable seating, a flat-screen tv, a formal dining area, a breakfast bar, and sliding doors that lead to a screened lanai, perfect for alfresco dining with stunning views. Each bedroom includes a private en-suite bath with luxurious bedding, ensuring comfort and privacy for every guest. Regatta’s top-notch amenities include a glamorous waterfall pool, waterfront lap pool, spa, gazebo, fitness center, bbq areas, and a clubhouse. Boating enthusiasts will love the included 40ft boat slip—bring your own boat or rent one for a fun-filled vacation on the water! For beach lovers, it’s just a short 700-step stroll to vanderbilt beach, where you can enjoy the sun, surf, water sports, and scenic beach walks. Tennis courts are conveniently located nearby at pelican bay community park. Plus, you’re just minutes away from fantastic shopping, dining, and nightlife at mercato. Explore naples’ many attractions, including naples botanical gardens, naples zoo, artis naples, celebration park, the naples pickleball center, and local farmers markets. Don’t miss out on this fabulous vacation rental—book your dream getaway today!
Turnkey
Regatta At Vanderbilt Beach, 400 Flagship Dr #403, Naples, Florida 34108, image 1
$14,000 $1K
  • 3 Beds
  • 3 Baths
  • 2,035 SqFt
  • $6.88/SqFt
High-End
Condo for rent in Regatta At Vanderbilt Beach
400 Flagship Dr #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 area. Meticulously maintained 4th fl spacious condo nicely furnished, tv's in every room, stainless steel appliances, white kitchen cabinetry, every room has luxury vinyl flooring, painted, newer washer and dryer, oversized screen lanai, generous closet space, king, queen and 2 twin beds, covered and guest parking. The property is perfect for accommodating your guests. Sleeps 6 comfortably. The regatta, a gated neighborhood situated near the gulf of mexico, ritz carlton and delnor wiggins pass state beach park with a fitness center, poolside grilling, a fishing pier, social room with built-in media center, two large tropical pools and spas. Located near fine and casual restaurants, movie theaters, whole foods, trader joe's, the capital grille, the mercato for boutiques, upscale dining and entertainment, the pelican bay publix & marketplace. Boat docks available. No pets, no smoking, wi-fi, cable & utilities included. Pick one 30 day stay or rent multiple months. Available off season months may-october 2026 and seasonal months nov, dec 2026.
Turnkey
Regatta At Vanderbilt Beach, 400 Flagship Dr #302, Naples, Florida 34108, image 1
$15,000 $3K
  • 3 Beds
  • 3 Baths
  • 2,035 SqFt
  • $7.37/SqFt
High-End
Condo for rent in Regatta At Vanderbilt Beach
400 Flagship Dr #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 the living and dining areas, new lighting and ceiling fans, four (4) flat-screen televisions, and wood plank-style tile flooring in the main living areas. Bedrooms feature tile flooring, new bedding, and a premium mattress in the primary suite. Renovated bathrooms and a well-appointed kitchen with granite countertops and stainless-steel appliances. New lanai furniture enhances the indoor-outdoor living experience. Regatta is a gated, resort-style community offering a tropical resort-style waterfall pool with zero-entry, two spas, two fitness rooms, media center, poolside grilling areas, and picnic spaces. There is also a private pool with a direct, relaxing view of the bay exclusive to residents of buildings one and two. Ideally located just over one block to vanderbilt beach, across the road from the ritz-carlton, and moments from mercato, pavilion, and waterside shops, with easy access to downtown naples, estero, and bonita springs. Optional: newly renovated pool cabana available for rent (day use only; no overnight stays permitted).
Turnkey
Regatta At Vanderbilt Beach, 400 Flagship Dr #1207, Naples, Florida 34108, image 1
$15,000
  • 3 Beds
  • 3 Baths
  • 2,035 SqFt
  • $7.37/SqFt
High-End
Condo for rent in Regatta At Vanderbilt Beach
400 Flagship Dr #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 waterfall pool and lap pool. Walk to nearby restaurants at the ritz carlton, turtle club, the lighthouse and la playa. Drive up the street to even more fine restaurants plus movie theaters, upscale shopping and more at the fabulous new mercato, pelican bay marketplace, or pavilion shops.
Turnkey
Regatta At Vanderbilt Beach, 400 Flagship Dr #905, Naples, Florida 34108, image 1
$13,000
  • 3 Beds
  • 3 Baths
  • 1,750 SqFt
  • $7.43/SqFt
High-End
Condo for rent in Regatta At Vanderbilt Beach
400 Flagship Dr #905, Naples, FL 34108
Located on vanderbilt bay at 400 flagship drive, unit 905, naples, fl 34108, 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. Gathering space flows seamlessly to a outdoor lanai supplying spectacular gulf views. 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, boat docks, perfect for fishing, electronic gated entry, tropical waterfall pool and lap pool. Just steps to white sandy beaches including delnor-wiggins state park recently named one of the top ten beaches in the us. Walk to nearby restaurants at the ritz carlton, turtle club, the lighthouse and la playa. Drive up the street to even more fine restaurants plus movie theaters, and upscale shopping at the fabulous mercato, pelican bay marketplace or pavilion shops.
Turnkey
Regatta At Vanderbilt Beach, 410 Flagship #1104, Naples, Florida 34108, image 1
$18,000
  • 3 Beds
  • 31/2 Baths
  • 2,320 SqFt
  • $7.76/SqFt
High-End
Condo for rent in Regatta At Vanderbilt Beach
410 Flagship #1104, Naples, FL 34108
Welcome to glamour by the gulf, a luxury waterfront residence in the highly sought-after regatta at vanderbilt beach where refined coastal style meets effortless comfort. Offering the community’s largest floor plan with over 2, 300 square feet, this spacious residence features 3 beautifully appointed bedrooms and 3.5 baths, thoughtfully designed for both privacy and relaxation. From the moment you enter through the grand double doors, you’re greeted by a light-filled, open-concept layout ideal for entertaining and unwinding. Designer furnishings, curated lighting, and sophisticated coastal décor create a serene yet glamorous atmosphere, while expansive windows showcase stunning bay and gulf views.  The chef-inspired kitchen is both elegant and functional, complete with custom cabinetry, expansive granite countertops, premium appliances, and a dedicated coffee bar for leisurely mornings. The dining and living areas flow seamlessly together, creating inviting spaces to gather, celebrate, or simply relax after a day at the beach.  Each bedroom serves as a private retreat, offering generous space and spa-like en-suite baths. Every bed is draped in luxury hotel-quality linens, ensuring a restful night’s sleep, while each bathroom is stocked with plush, soft towels for a true resort-style experience. The primary suite delivers added comfort and tranquility, perfect for extended stays or special getaways.  Step outside to the furnished lanai, your personal sunset lounge, where you can sip cocktails, watch boats cruise by, and spot dolphins playing in the bay. For boating enthusiasts, regatta offers direct gulf access through delnor-wiggins pass state park, with the option to rent a private 24-foot slip with lift.  With secure gated entry, covered parking, extra storage for beach gear and toys, and just steps from the white sands of vanderbilt beach, plus dining and resort experiences at the ritz-carlton naples, everything you need for a five-star stay is at your fingertips.  Glamour by the gulf isn’t just a vacation rental — it’s a luxury escape designed for comfort, coastal elegance, and unforgettable memories. This property is not available for an annual lease.
Furnished
Regatta At Vanderbilt Beach, 400 Flagship Dr #802, Naples, Florida 34108, image 1
$16,000
  • 3 Beds
  • 3 Baths
  • 2,035 SqFt
  • $7.86/SqFt
High-End
Condo for rent in Regatta At Vanderbilt Beach
400 Flagship Dr #802, Naples, FL 34108
Enjoy luxury living in one of the finest rental properties in the regatta at vanderbilt beach! This fully renovated three-bedroom, three-bathroom, 8th-floor waterfront condominium offers a unique combination of breathtaking panoramic views of the gulf of mexico, the ritz-carlton oceanfront resort. The modern unit is bathed in natural light from its distinctive, unobstructed, western-facing floor plan that satisfies even the most discerning eye. It is perfect for entertaining friends and family or enjoying naples’s colorful sunsets from the private 235 square foot lanai. The unit is in the center of the vanderbilt beach community, only 0.25 miles from the sandy white beach and sunshine. Regatta is designed as a resort-style community that offers excellent on-site amenities such as a newly updated fitness center, poolside grill, picnic area, electronic gated entry, tropical waterfall pool, lap pool, and hot tub. This residence features three large bedrooms and three full bathrooms, offering plenty of room for those who wish to enjoy an expansive, private stay and revel in its refined comfort. The vast master suite includes an expansive br, flat-screen tv, walk-in closet, and 5-piece bath with double sinks, double shower head, and water closet. The living space consists of seating for 6 with views of the gulf or flatscreen tv with a sonus surround system. The gourmet kitchen, island, and dining area are perfect for entertaining. The regatta at vanderbilt beach is a premier high-rise community in southwest florida, with 24/7 security and gated access that offers 5-star living. Regatta is in one of the prime locations in vanderbilt beach, a short walk to the ritz carlton oceanfront luxury resort and dining. It is also close to world-class shopping and dining at mercato, waterside shops, and the venetian village, which offer a vibrant year-round atmosphere of the finest food, restaurants, and upscale retailers.
Turnkey
Regatta At Vanderbilt Beach, 400 Flagship Dr #602, Naples, Florida 34108, image 1
$16,000
  • 3 Beds
  • 3 Baths
  • 2,035 SqFt
  • $7.86/SqFt
High-End
Condo for rent in Regatta At Vanderbilt Beach
400 Flagship Dr #602, Naples, FL 34108
Absolutely stunning, this recently renovated 3-bedroom, 3-bathroom home is a true masterpiece. Offering not only breathtaking interiors but also boasting captivating gulf and bay views from both the lanai and kitchen, every detail of this property has been carefully considered and impeccably executed. Step inside to discover a thoughtfully designed open floor plan adorned with beautiful furnishings and stylish accessories, creating a clean and comfortable ambiance that makes this residence an ideal choice for a perfect vacation getaway. The primary suite is a luxurious retreat featuring a lovely king-size bed and two spacious walk-in closets, ensuring a restful stay. The guest bedrooms are equally well-appointed, with comfortable accommodations including a queen bed and twin beds. The property comes complete with a range of amenities, including two pools, a spa, an exercise room, a gazebo, and two grills, providing ample opportunities for relaxation and recreation. Conveniently located within walking distance to the renowned ritz carlton, offering one of the best vantage points to witness naples' breathtaking sunsets. Additionally, proximity to vanderbilt beach, complete with chair service and water sports, as well as shopping, dining, and vibrant nightlife at mercado, ensures that every desire is easily fulfilled. Trade the cold embrace of snowflakes for the warmth of sunshine—this is the ultimate haven you've been searching for!
Turnkey
Regatta At Vanderbilt Beach, 410 Flagship Dr #302, Naples, Florida 34108, image 1
$14,500
  • 3 Beds
  • 3 Baths
  • 1,839 SqFt
  • $7.88/SqFt
High-End
Condo for rent in Regatta At Vanderbilt Beach
410 Flagship Dr #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 feels light and welcoming, while the primary suite offers a jetted tub, walk-in shower, custom walk-in closet, and private lanai access for ultimate relaxation. Resort-style amenities make every day feel like a getaway: tropical waterfall pool, lounge pool, hot tub, fitness centers, picnic and grill areas, and 24/7 security. For nature enthusiasts, vanderbilt beach is just a short stroll away—ideal for sunbathing, swimming, water sports, and evening sunsets. After the beach, enjoy dinner at local favorites like the turtle club, ritz-carlton, or laplaya—all within walking distance. Whether you’re here for a family vacation, a cold weather escape, or a trip with friends, this condo offers the perfect blend of luxury, comfort, and location in the heart of naples.
Furnished
Regatta At Vanderbilt Beach, 400 Flagship Dr #704, Naples, Florida 34108, image 1
$14,000
  • 3 Beds
  • 3 Baths
  • 1,760 SqFt
  • $7.95/SqFt
High-End
Condo for rent in Regatta At Vanderbilt Beach
400 Flagship Dr #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 building secured parking space and additional storage. Regatta is a resort-style gated community newly built boat docks, fitness center, poolside grills, social room, tropical waterfall pool, hot tub and lap pool. Regatta’s location is at perfect walking distance to vanderbilt beach and nearby the ritz carlton, turtle club, la playa, and the lighthouse restaurants
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Results 3 of 17
Furnished
St Laurent At Pelican Bay, 6849 Grenadier Blvd #2203, Naples, Florida 34108, image 1
$5,985 $600
  • 2 Beds
  • 2 Baths
  • 1,470 SqFt
  • $4.07/SqFt
Condo for rent in St Laurent At Pelican Bay
6849 Grenadier Blvd #2203, Naples, FL 34108
Available may13, 2026!! Come and enjoy direct views of the gulf of mexico from this 22nd floor 2 bedroom/2 bath condo!! Sunsets to fill a lifetime of memories!! All the amenities of incredible pelican bay transfer to the tenant for a mere $300.00!!!! (no golf). These amenities include beach chair and umbrella service, trams, restaurants, sailboats, kayaks, canoes, tennis, pickleball and so much more!
Turnkey
St Laurent At Pelican Bay, 6849 Grenadier Blvd #1203, Naples, Florida 34108, image 1
$8,000 $5K
  • 2 Beds
  • 2 Baths
  • 1,470 SqFt
  • $5.44/SqFt
Condo for rent in St Laurent At Pelican Bay
6849 Grenadier Blvd #1203, Naples, FL 34108
Great new price on this outstanding st laurent in pelican bay condo!!!! Luxury 12th floor gulf-view condo in pelican bay- seasonal 2026 now available! Experience refined coastal living from this 12th floor luxury residence overlooking both inner clam bay and the shimmering gulf of mexico. Enjoy year-round gulf breezes, peaceful nature views, and unforgettable naples sunsets- all from your private balcony in one of naples premier high-rise communities. This spacious 2-bedroom, 2-bath residence features an ideal split-bedroom layout, providing both comfort and privacy for you and your guests. The building is meticulously maintained and offers a welcoming resort style atmosphere. As a resident of pelican bay you will enjoy access to world-class amenities including private beachfront restaurants, a fully equipped fitness center, miles of nature trails, exclusive beach tram service, and a pristine pool and hot-tub, all perfect for relaxation after a day at the gulf. Situated in the heart of naples, this residence is just moments from upscale shopping, dining, golf, and entertainment, including waterside shoppes, mercato, and artis- naples, convenience, luxury, and coastal tranquility come together in this exceptional seasonal retreat. Currently available for january, february, and march 2026, with the option to extend.
Furnished
St Laurent At Pelican Bay, 6849 Grenadier Blvd #503, Naples, Florida 34108, image 1
$5,500
  • 2 Beds
  • 2 Baths
  • 1,559 SqFt
  • $3.53/SqFt
Condo for rent in St Laurent At Pelican Bay
6849 Grenadier Blvd #503, Naples, FL 34108
Available off-season only! Experience the pinnacle of coastal living at st. Laurent in pelican bay. Welcome to this beautifully updated two-bedroom, plus den/office, two-bathroom condominium on the 5th floor of the prestigious st. Laurent building in pelican bay. From the moment you enter, you’re greeted by sweeping views of lush mangroves and the sparkling gulf of mexico, showcased through brand-new impact windows and sliding glass doors that fill the space with natural light and breathtaking panoramas. The gourmet kitchen features stainless steel appliances, a quartz center island, and custom cabinetry—perfectly suited for entertaining or everyday living. The open-concept design flows seamlessly into the spacious, elegantly appointed living room. Retreat to the serene primary suite, which boasts a king-sized bed, private sitting room with tranquil views, and a spa-inspired bathroom complete with a soaking tub and walk-in shower. Guests will enjoy a private sanctuary of their own, featuring two full beds, an en suite bathroom, and access to the balcony through sliding glass doors. A stylish den provides a convenient workspace and includes a sleep sofa, offering additional accommodation for guests. Unwind each evening on the covered balcony as the sun sets over the gulf—your private front-row seat to florida’s natural beauty. St. Laurent offers an impressive array of amenities, including two guest suites, a library, tennis and pickleball courts, a game room, and a boardroom. Residents also benefit from direct rear building tram access to pelican bay’s private beachfront restaurants and pristine beach. Over the past four years, st. Laurent has undergone extensive enhancements, including new windows and doors, exterior painting and lighting, upgraded landscaping, a hurricane flood gate, a renovated fitness center, new pool furniture, and the replacement of all chases and ducts. Located just minutes from naples' premier shopping, dining, and cultural attractions, this home offers more than just luxury—it offers an exceptional lifestyle in one of the city's most sought-after communities. Live exceptionally in st. Laurent!
1 - 3 of 17 Results

Subdivision Amenities

Beach Access
Bike And Jog Path
Bike Storage
Business Center
Cabana
Clubhouse
Community Boat Dock
Community Room
Fishing Pier
Fitness Center
Internet Access
Marina
Pool
See Remarks
Sidewalk
Spa/Hot Tub
Storage
Streetlight
Trash Chute
Underground Utility
Barbecue
Beach Access
Bike Storage
Clubhouse

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Schools

Scores

Walk Score®
Somewhat Walkable. Some errands can be accomplished on foot.
52

100
Transit Score®
Minimal Transit. It is possible to get on a bus.
0

100
Bike Score®
Somewhat Bikeable. Minimal bike infrastructure.
0

100
Sound Score®
Bearable noise.
75

100

Vanderbilt Beach Communities in Naples, FL

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