Captiva, FL Homes for Sale with Pool

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  /22

  $284,000

  • 1 Bed
  • 1 Bath
  • 586 Sq Ft

  3117 Tennis Villas, Captiva, FL 33924

  y

  Mary Ann Cowart Royal Shell Real Estate, Inc.

  3117 Tennis Villas, Captiva, FL 33924
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  /46

  $549,000

  • 1 Bed
  • 2 Baths
  • 684 Sq Ft

  5122 Bayside Villas Unit 5122, Captiva, FL 33924

  Just renovated Bayside Villa located in the gated private South Seas Resort. New kitchen and bathrooms to include granite countertops, shaker cabinets, new flooring, gorgeous walk-in shower all set in a soothing sea salt palette. Wake up to sunrise over Pine Island Sound. The Bayside amenities include an oversized sun-drenched pool and spa, under building parking, on site laundry, pool baths,

  Joan Stokes Timbers FL Real Estate Company LLC

  5122 Bayside Villas Unit 5122, Captiva, FL 33924
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  /47

  $3,995,000

  • 4 Beds
  • 3.5 Baths
  • 2,980 Sq Ft

  15301 Captiva Dr, Captiva, FL 33924

  Enjoy breathtaking sunsets over the Gulf of Mexico from this inviting beach cottage, perfectly situated within walking distance of Captiva Village. Featuring open-beam ceilings, a gracious living area, and multiple decks that capture stunning views, this home radiates island charm and comfort. The spacious kitchen and open floor plan make entertaining effortless, while the top-floor primary suite

  Phaidra McDermott Kingfisher Real Estate, Inc.

  15301 Captiva Dr, Captiva, FL 33924
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  /47

  $499,000

  • 1 Bed
  • 2 Baths
  • 684 Sq Ft

  5120 Bayside Villas Unit 5120, Captiva, FL 33924

  Bayside Bliss! This charming 1-bedroom, 2-bath condo combines comfort, style, and versatility—ideal for personal enjoyment or as an investment opportunity. Situated on the elevated first floor with stunning views of Pine Island Sound, the condo offers a tranquil setting with picturesque scenes of boats, wildlife and more. The interior is thoughtfully designed with coastal-inspired furnishings,

  LeAne Suarez John R. Wood Properties

  5120 Bayside Villas Unit 5120, Captiva, FL 33924
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  /28

  $11,500,000

  • 7 Beds
  • 7.5 Baths
  • 7,093 Sq Ft

  17030 Captiva Dr, Captiva, FL 33924

  Experience inspired luxury and unmatched rental potential at Shell Seekers, a one-of-a-kind Captiva Island beach estate. Shell Seekers enjoys an enviable position on Captiva Drive, offering both privacy and easy access to the island's renowned restaurants, shopping, and recreational activities. The property's Gulf-front location ensures permanent unobstructed water views and direct beach access –

  Donald Deluca Royal Shell Real Estate, Inc.

  17030 Captiva Dr, Captiva, FL 33924
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  /49

  $1,275,000

  • 2 Beds
  • 2 Baths
  • 1,318 Sq Ft

  15123 Captiva Dr Unit 104, Captiva, FL 33924

  Discover the best of island living in this Gulf to Bay Sunset Captiva two bedroom corner unit, offering exceptional waterfront views and a premier Captiva Village location. Enjoy the beauty of Pine Island Sound and the convenience of being just steps from the beach, dining, and Island shops. This spacious unit includes access to a full suite of community amenities including deeded beach access,

  Sue Plein Kingfisher Real Estate, Inc.

  15123 Captiva Dr Unit 104, Captiva, FL 33924
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  /50

  $4,495,000

  • 5 Beds
  • 4.5 Baths
  • 2,680 Sq Ft

  27 Beach Homes, Captiva, FL 33924

  Picture yourself on island time where contemporary coastal elegance meets the pristine shores of Captiva Island. This 5 bedroom, 4 1/2 bath gem represents the thoughtfully reimagined collaborative vision of Amy Nowacki's architectural expertise, Will Smith's masterful construction, and Aniko's inspired interior design—creating a space that's as refined as it is relaxed. Step inside where every

  Lamar Stokes Timbers FL Real Estate Company LLC

  27 Beach Homes, Captiva, FL 33924
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  /50

  $1,245,000

  • 3 Beds
  • 2.5 Baths
  • 1,243 Sq Ft

  543 Gulf Ln, Captiva, FL 33924

  Island Paradise Found: Gulf-Side Retreat with Private Hot Tub/Pool & Tiki Bar! Wake up to your dream beach paradise on North Captiva Island! This exceptionally well-maintained 3-bedroom, 2.5-bath 1/2 duplex oasis offers unbeatable views and amenities designed for luxurious island life. Step inside to an open-concept living area featuring vaulted ceilings, bright coastal décor, a spacious kitchen

  Mark Muller Resort Properties Internationa

  543 Gulf Ln, Captiva, FL 33924
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  /50

  $1,999,000

  • 4 Beds
  • 3 Baths
  • 2,197 Sq Ft

  150 White Pelican Dr, Captiva, FL 33924

  Expansive & Panoramic Gulf Views with the Beach Just Steps Away! This soaring 4 bedroom and 3 bath estate home offers Hardie board siding, aluminum railings, and impact windows. The reverse floorplan creates fantastic views from every corner of the living spaces, indoors and out. Imagine relaxing on the 2nd level porch or 3rd-floor mezzanine, gazing at the incredibly scenic coastline of Cayo

  Mark Muller Resort Properties Internationa

  150 White Pelican Dr, Captiva, FL 33924
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  /50

  $6,950,000

  • 5 Beds
  • 6.5 Baths
  • 3,915 Sq Ft

  15009 Binder Dr, Captiva, FL 33924

  Set along quiet, storied Binder Drive—where Captiva’s most beloved waterfront homes line the bay—15009 Binder Drive, known as Limoncello, is a rare bayfront estate that seamlessly blends classic island character with refined coastal living. With sweeping water views, deep-water dockage, and a thoughtfully reimagined design, this property offers an exceptional Captiva lifestyle both on land and

  LeAne Suarez John R. Wood Properties

  15009 Binder Dr, Captiva, FL 33924
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  /40

  $1,590,000

  • 3 Beds
  • 3.5 Baths
  • 2,481 Sq Ft

  621 Rum Rd, Captiva, FL 33924

  UPPER CAPTIVA HOME. THIS Gorgeous home, 3 bedroom + Den & 4 baths, has everything you would want for an island home. GULF ACCESS CANAL home with a large dock. Room for 2 boats on a navigable canal. A large pool when the kids want to swim "now." Come see the wonderful views overlooking the wildlife preserve that go on for miles which gives the feeling of being far away from the rest of the busy

  Cheryl Bredin Islander Realty

  621 Rum Rd, Captiva, FL 33924
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  /33

  $1,650,000

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  1408 Beach Cottages, Captiva, FL 33924

  Just steps from toes in the sand!! Meticulously redesigned and completely renovated by renowned island builder, Estate Management Construction, this exquisite 2-bedroom, 2-bathroom condo is a turn-key treasure offering unparalleled luxury within the gates of South Seas Resort. Every detail has been thoughtfully crafted to enhance both form and function. The reimagined floor plan maximizes space

  LeAne Suarez John R. Wood Properties

  1408 Beach Cottages, Captiva, FL 33924
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  /46

  $9,450,000

  • 6 Beds
  • 6.5 Baths
  • 5,346 Sq Ft

  16777 Captiva Dr, Captiva, FL 33924

  A one of a kind offering with 150ft of water frontage laden with rich national history. President Theodore Roosevelt began frequenting Captiva in 1908. In 1917 he staged his houseboat at this very location for his legendary Devil Fish expedition of which he hunted and gathered for the Smithsonian. In the 1930s this property served as one of only two locations to deliver goods to Captiva mainly of

  Phaidra McDermott Kingfisher Real Estate Inc.

  16777 Captiva Dr, Captiva, FL 33924
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  /50

  $1,495,000

  • 4 Beds
  • 4 Baths
  • 1,920 Sq Ft

  631 Rum Rd, Captiva, FL 33924

  Your Private Island Waterfront Escape — Where Every Sunrise Feels Like It’s Just for You! Imagine waking up to the first blush of sunrise spilling over Pine Island Sound, the sky glowing pink and gold, while you sip coffee on your upper deck with panoramic views over a protected nature preserve. Just the soft rustle of palm fronds, the call of shorebirds, and the quiet lapping of water against

  Mark Muller Resort Properties Internationa

  631 Rum Rd, Captiva, FL 33924
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  /50

  $9,700,000

  • 5 Beds
  • 4.5 Baths
  • 4,134 Sq Ft

  16770 Captiva Dr, Captiva, FL 33924

  This meticulously refined Gulf-front estate embodies the essence of tropical luxury—where timeless craftsmanship meets modern elegance. Thoughtfully enhanced over time, SOUTH HAVEN blends comfort, sophistication, and functionality at every turn. Recent updates include a redesigned kitchen and dining area, a reimagined primary bath, and a new roof (2023), along with premium finishes and fixtures

  LeAne Suarez John R. Wood Properties

  16770 Captiva Dr, Captiva, FL 33924
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  /50

  $1,595,000

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft

  1403 Beach Cottages, Captiva, FL 33924

  Welcome to 1403 Beach Cottage! A coastal inspired and completely renovated, turnkey 2 bedroom / 2 bath condominium with breathtaking beach views and stunning sunsets. Embrace the extraordinary at Beach Cottages located inside the reimaged South Seas Resort. The association has recently completed a transformation of the common areas including resurfacing of the pool and new patio furniture,

  Mary Ann Cowart Royal Shell Real Estate, Inc.

  1403 Beach Cottages, Captiva, FL 33924
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  /42

  $1,395,000

  • 3 Beds
  • 2 Baths
  • 1,132 Sq Ft

  2236 Beach Villas Unit 2236, Captiva, FL 33924

  Escape to your own slice of paradise at the Sunset Beach Villas, where Gulf breezes whisper through swaying palms and every sunset paints the sky in brilliant hues just beyond your screened lanai. This thoughtfully redesigned three-bedroom, two-bathroom condo spans 1,132 square feet of coastal comfort, offering an intimate retreat that sleeps eight. The modified floorplan flows seamlessly from

  Lamar Stokes Timbers FL Real Estate Company LLC

  2236 Beach Villas Unit 2236, Captiva, FL 33924
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  /35

  $560,000

  • 3 Beds
  • 2 Baths
  • 989 Sq Ft

  370 Townhouse Ln, Captiva, FL 33924

  Steps from the water! You can hear the bay waters gently sloshing against the shoreline from the front deck. Enjoy beautiful bay views from the front screened-in deck and watch the boats come and go from Safety Harbor. Relax to the sounds of the cheerful sea birds that soar over Safety Harbor and watch the dolphins swim in the bay. This meticulously maintained townhouse has gorgeous views of

  Desiree Wilson Preferred Properties Group Inc

  370 Townhouse Ln, Captiva, FL 33924
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  /38

  $5,699,000

  • 5 Beds
  • 4 Baths
  • 3,681 Sq Ft

  16632 Captiva Dr, Captiva, FL 33924

  A rare Gulf-front estate opportunity on Captiva Island featuring approximately 100 feet of direct beachfront and estate owned multifamily entitlement, a combination virtually impossible to replicate under current zoning and coastal regulations. The property includes a 3 bedrooms, 3 baths main home with a 2 bedroom guest home, private pool, detached garage and beachside cabana and screened gazebo.

  Sue Plein Kingfisher Real Estate, Inc.

  16632 Captiva Dr, Captiva, FL 33924
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  /44

  $549,000

  • 1 Bed
  • 2 Baths
  • 684 Sq Ft

  5122 Bayside Villas, Captiva, FL 33924

  Just renovated Bayside Villa located in the gated private South Seas Resort. New kitchen and bathrooms to include granite countertops, shaker cabinets, new flooring, gorgeous walk-in shower all set in a soothing sea salt palette. Wake up to sunrise over Pine Island Sound. The Bayside amenities include an oversized sun-drenched pool and spa, under building parking, on site laundry, pool baths,

  Joan Stokes Timbers FL Real Estate Company

  5122 Bayside Villas, Captiva, FL 33924
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  /50

  $6,499,500

  • 6 Beds
  • 6.5 Baths
  • 4,000 Sq Ft

  16500 Captiva Dr, Captiva, FL 33924

  A Rental Income-Producing POWERHOUSE and an incredible luxury getaway located on the hottest stretch of Captiva Island, the prestigious Gold Coast. Currently generating well over $500,000 in gross rental income, this property has the potential to exceed $650,000 based on prior performance. Its positioning on the Gold Coast is considered among the best, offering exceptional privacy and a setting

  Michael McMurray Royal Shell Real Estate, Inc.

  16500 Captiva Dr, Captiva, FL 33924
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  /34

  $489,000

  • 1 Bed
  • 2 Baths
  • 684 Sq Ft

  4112 Bayside Villas Unit 4112, Captiva, FL 33924

  Welcome to Bayside Villas, where coastal charm meets modern comfort! This beautifully appointed one-bedroom, two-bathroom villa offers breathtaking views of the marina and bay, leading to open waters. Designed for relaxation and functionality, the villa features luxury vinyl flooring, granite countertops, and coastal-inspired decor throughout. Nestled in the heart of the Bayside Villas community,

  Christopher Kirchner Keller Williams Realty Fort Myers

  4112 Bayside Villas Unit 4112, Captiva, FL 33924
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  /50

  $1,895,000

  • 4 Beds
  • 3.5 Baths
  • 2,388 Sq Ft

  4560 Conch Shell Dr, Captiva, FL 33924

  Elegant Gulf View Estate with Pool on Oversized Lot! Located just one roof line from the Gulf, this impressive North Captiva Island home is spacious & luxurious. Its 4 bedrooms & 3.5 baths provide plenty of room for family & friends. This island getaway is situated on an extra-large corner lot, offering enhanced privacy and excellent view corridors. The upper level offers the ultimate

  Mark Muller Resort Properties Internationa

  4560 Conch Shell Dr, Captiva, FL 33924
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  /50

  $1,999,000

  • 4 Beds
  • 3 Baths
  • 1,024 Sq Ft

  11536 Wightman Ln, Captiva, FL 33924

  Looking for a "True" Captiva Beach cottage with conforming lower-level space, situated on a private lane just yards from the Gulf? This wonderful 4 bedroom, 3 bath cottage is surrounded by lush tropical vegetation with shell pathways throughout. Enjoy the large patio surrounding the fenced, heated pool and spa with Pebble Tech finish with a new pool heater and pump 2024. Perfect for dining

  Karen Bell Michael Saunders & Company

  11536 Wightman Ln, Captiva, FL 33924
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  /30

  $494,900

  • 1 Bed
  • 2 Baths
  • 684 Sq Ft

  5232 Bayside Villas Unit 5232, Captiva, FL 33924

  Start each day surrounded by the sights and sounds of island life from this second-floor, one-bedroom, two-bath furnished condo overlooking Pine Island Sound. Sunlight pours through wide sliders that open to a private lanai, where gentle breezes carry the scent of salt air and the call of seabirds. Watch dolphins play and boats drift by—a constant reminder you’re living on island time. Located

  LeAne Suarez John R. Wood Properties

  5232 Bayside Villas Unit 5232, Captiva, FL 33924
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  /50

  $3,495,000

  • 3 Beds
  • 3 Baths
  • 2,300 Sq Ft

  1638 Lands End Village, Captiva, FL 33924

  Panoramic gulf-to-bay views define this extraordinary three-bedroom, three-bathroom penthouse-style residence on Captiva Island, where the turquoise waters of the Gulf of Mexico meet the serene beauty of Pine Island Sound. Meticulously renovated by renowned designer Aniko and master contractor Will Smith, this 2,400 square foot retreat transcends the traditional condominium experience.

  Lamar Stokes Timbers FL Real Estate Company LLC

  1638 Lands End Village, Captiva, FL 33924
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  /50

  $565,000

  • 3 Beds
  • 2 Baths
  • 954 Sq Ft

  4481 Escondido Ln Unit 80, Captiva, FL 33924

  Wake Up in Paradise at Sunrise Bay on North Captiva Island! Picture this: the first light of dawn glistens across Pine Island Sound as you sip coffee on your screened porch, watching the world wake up in perfect peace. A gentle sea breeze slips through palm fronds, and within minutes, you can be out the door and onto your docked boat, sandy Gulf shoreline, or quiet nature trail. Sunrise Bay isn't

  Mark Muller Resort Properties Internationa

  4481 Escondido Ln Unit 80, Captiva, FL 33924
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  /50

  $1,499,000

  • 2 Beds
  • 2 Baths
  • 1,323 Sq Ft

  15123 Captiva Dr Unit 103, Captiva, FL 33924

  Sunset Captiva Harbor Side offers a rare chance to own in one of Captiva’s most unique Gulf-to-Bay communities, perfectly situated in the heart of historic Captiva Village. This coveted location blends exceptional value with sweeping views of Pine Island Sound, Buck Key, and abundant island wildlife. As the only community in the Village offering full amenities, Sunset Captiva delivers an

  Sue Plein Kingfisher Real Estate Inc.

  15123 Captiva Dr Unit 103, Captiva, FL 33924
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  /47

  $570,000

  • 1 Bed
  • 1 Bath
  • 687 Sq Ft

  2623 Beach Villas Unit 2623, Captiva, FL 33924

  Welcome to your island retreat in the heart of South Seas Resort. This fully renovated one-bedroom getaway sits on the second floor and is offered turnkey furnished—ready to enjoy or share as a proven rental performer. The light-filled open layout showcases coastal-inspired finishes, including luxury vinyl flooring, updated countertops, stainless steel appliances, a spacious double-wide sink, and

  LeAne Suarez John R. Wood Properties

  2623 Beach Villas Unit 2623, Captiva, FL 33924
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  /43

  $3,575,000

  • 3 Beds
  • 3.5 Baths
  • 2,606 Sq Ft

  15067 Captiva Dr Unit 2, Captiva, FL 33924

  CAPTIVATING CAPTIVA BAY VILLAS!! A rare opportunity to own a beautiful condo in Captiva’s most prestigious, low-density, and gated community located in the heart of the Village. Step inside and witness a remarkable unit with panoramic bay views and offerings unlike anywhere on Captiva island; this 3 bedroom, 3.5 bathroom condo with over 2600 living sq ft boasts towering 10ft+ ceilings, serene

  Mary Ann Cowart Royal Shell Real Estate, Inc.

  15067 Captiva Dr Unit 2, Captiva, FL 33924
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  /50

  $1,245,000

  • 3 Beds
  • 2 Baths
  • 1,243 Sq Ft

  541 Gulf Ln, Captiva, FL 33924

  541 Gulf Lane – Steps to the Sand with Sweeping Water Views & Resort-Style Outdoor Living. This retreat offers the kind of beachside life that feels effortless from the moment you arrive. This beautifully positioned 3-bedroom, 2-bath half-duplex captures spectacular water views from every level, making the Gulf part of your everyday backdrop—from morning coffee to sunset unwinding. Designed for

  Mark Muller Resort Properties Internationa

  541 Gulf Ln, Captiva, FL 33924
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  /50

  $529,000

  • 3 Beds
  • 2 Baths
  • 953 Sq Ft

  370 Townhouse Ln Unit 66, Captiva, FL 33924

  Priced to Sell! Positioned directly on the harbor in Safety Harbor Club, this waterfront townhome offers one of the most convenient dockside locations on North Captiva Island. With the boat docks less than 50 feet from your door, this home is ideal for those who want immediate access to boating and waterfront living. The layout is designed to capture excellent harbor views while providing

  Mark Muller Resort Properties Internationa

  370 Townhouse Ln Unit 66, Captiva, FL 33924
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  /43

  $634,000

  • 2 Beds
  • 2 Baths
  • 906 Sq Ft

  3132 Tennis Villas Unit 3132, Captiva, FL 33924

  Imagine slipping away to Captiva and discovering the villa that redefines your idea of an island escape. Welcome to Captiva Resort Villas 3132—freshly renamed for 2025 and tucked behind the gates of South Seas Resort. This two-bedroom, two-bath, dual-level villa blends comfort with coastal charm in all the right ways. Step inside to bright, airy living with granite counters, impact sliders,

  LeAne Suarez John R. Wood Properties

  3132 Tennis Villas Unit 3132, Captiva, FL 33924
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  /49

  $2,494,000

  • 3 Beds
  • 3 Baths
  • 2,444 Sq Ft

  1602 Lands End Village, Captiva, FL 33924

  Perched at the northernmost point of Captiva Island, Lands End 1602 is a rare end-unit penthouse offering an unmatched combination of privacy, luxury, and breathtaking natural beauty. Located within the exclusive Lands End Village, this 3-bedroom, 3-bathroom residence overlooks the serene waters of Red Fish Pass, delivering sweeping 180-degree, unobstructed views of Pine Island Sound and beyond.

  Phaidra McDermott Kingfisher Real Estate, Inc.

  1602 Lands End Village, Captiva, FL 33924
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  /50

  $1,174,000

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  4511 Bartlett Pkwy, Captiva, FL 33924

  A Must See! North Captiva Island FABULOUS Young Island Pool Home! Beautiful Coastal Turnkey Furnished Three Bedroom, Two Full Baths, Single Family Stilt, 2021 Year Built on a Private AND Oversized Half Acre - Corner Lot! FANTASTIC On Island Location! Close to the Beach and Seconds to The Island Club at North Captiva its’ Marina, Mangos Restaurant and Bar, Mangos Convenience Store, and the Boats

  Amy Ivey Swept Away Realty

  4511 Bartlett Pkwy, Captiva, FL 33924
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  /39

  $749,000

  • 2 Beds
  • 2 Baths
  • 884 Sq Ft

  3234 Tennis Villas Unit 3234, Captiva, FL 33924

  Discover your perfect coastal retreat in this beautifully renovated two-bedroom, two-bathroom condominium nestled at the tip of Captiva Island. This elegantly casual island residence showcases Whirlpool stainless steel appliances, a convenient breakfast bar, a soothing coastal palette and furniture package that creates an inviting atmosphere. The corner location provides an abundance of natural

  Lamar Stokes Timbers FL Real Estate Company LLC

  3234 Tennis Villas Unit 3234, Captiva, FL 33924
• 

  

  /40

  $634,000

  • 2 Beds
  • 2 Baths
  • 906 Sq Ft

  3132 Tennis Villas, Captiva, FL 33924

  Imagine slipping away to Captiva and discovering the villa that redefines your idea of an island escape. Welcome to Captiva Resort Villas 3132—freshly renamed for 2025 and tucked behind the gates of South Seas Resort. This two-bedroom, two-bath, dual-level villa blends comfort with coastal charm in all the right ways. Step inside to bright, airy living with granite counters, impact sliders,

  LeAne Suarez John R. Wood Properties

  3132 Tennis Villas, Captiva, FL 33924
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  /57

  $12,500,000

  • 5 Beds
  • 5.5 Baths
  • 5,843 Sq Ft

  16530 Captiva Dr, Captiva, FL 33924

  The Crown Jewel of Captiva Island, the one and only Sandpiper Estate. For the first time ever, the iconic Sandpiper Estate is available for purchase, presenting an extraordinary opportunity to own a legacy property on Captiva Island’s prestigious Gold Coast. Spanning 200 feet of prime sandy beach frontage, this breathtaking estate is a rare sanctuary where timeless elegance meets coastal

  Michael McMurray Royal Shell Real Estate, Inc.

  16530 Captiva Dr, Captiva, FL 33924
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  /50

  $339,000

  • 1 Bed
  • 1 Bath
  • 580 Sq Ft

  3114 Tennis Villas Unit 3114, Captiva, FL 33924

  A bright corner setting and walkable island location define this turnkey-furnished 1-bedroom, 1-bath condo within the southern enclave of South Seas Resort, in CAPTIVA RESORT VILLAS (formerly known as Tennis Villas). Just moments from Captiva Village, dining, shopping, and the beach, this inviting island retreat offers the flexibility of personal enjoyment with rental income potential. Its corner

  LeAne Suarez John R. Wood Properties

  3114 Tennis Villas Unit 3114, Captiva, FL 33924
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  /49

  $1,595,000

  • 2 Beds
  • 2 Baths
  • 1,500 Sq Ft

  1635 Lands End Village, Captiva, FL 33924

  Where the Gulf of Mexico meets Redfish Pass at the outermost tip of Captiva Island, something extraordinary happens — light dances on turquoise water, pelicans drift through golden air, and the natural world arranges itself into something that stops you mid-breath. This is Lands End Village, the most coveted address within South Seas Island Resort, and this two-bedroom, two-bath villa is your

  Joan Stokes Timbers FL Real Estate Company LLC

  1635 Lands End Village, Captiva, FL 33924

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