Captiva Homes with Boating Amenities

Captiva Homes with Boating Amenities

Welcome to Captiva, a charming island paradise located in Lee County, Florida. This idyllic city is a hidden gem in the United States, offering a unique blend of natural beauty and luxury living. Captiva is renowned for its stunning beaches, crystal-clear waters, and vibrant marine life, making it a haven for water enthusiasts and nature lovers alike.

One of the standout features of homes in Captiva is the abundance of boating amenities available. Whether you're an avid boater or simply enjoy being out on the water, you'll find plenty of options to indulge in your passion. From private docks and boat lifts to easy access to marinas and waterways, Captiva offers a boater's paradise like no other.

Imagine waking up to the sound of gentle waves lapping against the shore, stepping out onto your deck to watch the sunrise over the water, and setting sail on your boat for a day of adventure and exploration. In Captiva, this dream can become a reality for homeowners seeking the ultimate waterfront lifestyle.

If you're in search of a home that seamlessly blends luxury living with boating amenities, Captiva is the perfect destination for you. Explore the real estate options in this enchanting city and discover the beauty and tranquility of waterfront living in one of Florida's most desirable locations.

Newest Captiva Homes with Boating Amenities

2026037664 MLS ⋅ Safety Harbor Club BLDG.

Fabulous Opportunity! Rarely offered! Build your North Captiva Island getaway on this desirable homesite within Safety Harbor Club, complete with a Class A Membership and access to an outstanding collection of island amenities. Ideally positioned near the heart of the community, the lot is convenient to the remodeled heated pool, clubhouse, tennis and pickleball courts, with the potential for lake views from the upper levels of a fantastic future residence and/or vacation home. For boating enthusiasts, one of the standout benefits is access to Safety Harbor Club’s shared docking facilities, providing options for small and large boats with dockage that can accommodate much larger vessels than most individual island slips. With two docking options - the community wharf and the T-dock plus the community kayak launch there are even more ways to enjoy North Captiva by water! Membership provides access to the community’s Gulf beach access, beach parking, boat dockage, pool, clubhouse, recreational facilities and other amenities, along with water, sewer and trash service. The club’s ferry landing and waterfront restaurant are also conveniently nearby. With key community infrastructure already established, building here may offer advantages compared with developing in other areas of the island. Create the island home you’ve envisioned and enjoy boating, kayaking, beach days, swimming, tennis, pickleball and waterfront dining as part of everyday life. This is a distinctive opportunity to own and build within one of North Captiva Island’s established amenity-rich communities.

4486 Hammock Ct, Captiva

2026033060 MLS ⋅ Captiva BLDG.

Build Your Private Island Dream Home --- Escape to paradise on exclusive Upper Captiva Island, where this remarkable piece of land offers the best of both worlds—beach and bay access. Nestled between the pristine shoreline of the Gulf of Mexico and the tranquil waters of Foster’s Bay, this lot is the ideal canvas for your dream island retreat. Surrounded by lush tropical foliage and located in a peaceful, car-free community, this property offers ultimate privacy and a true sense of seclusion. Whether you're seeking a luxurious second home or a one-of-a-kind vacation getaway, you’ll enjoy the rare combination of direct beach access for sun-soaked days and convenient bay access for paddleboarding, kayaking, and boating adventures. With no cars, no crowds, and unmatched natural beauty, Upper Captiva is a hidden gem where time slows down. This is your opportunity to create a custom island home in one of Florida’s most remote and magical settings. More pictures will be available at a later date

Captiva

3 Beds ⋅ 3.5 Baths ⋅ 2026034543 MLS ⋅ South Seas Island Resort BLDG.

Beachfront on Captiva Island, where Gulf views and spectacular sunsets become part of everyday living. Located within the gates of South Seas Resort, this elevated, multi-level 3-bedroom, 3.5-bath residence occupies a desirable corner within Sandrift, an intimate enclave of only four properties with individual land ownership, direct Gulf-front access and association amenities. Designed to embrace its extraordinary setting, the home features walls of windows, expansive picture windows, French doors and sliding glass doors that draw in natural light and frame the Gulf from multiple vantage points. Living and dining areas flow together with the view taking center stage, complemented by an equipped kitchen with granite countertops, stainless steel appliances and center island. A screened lanai and open decks extend the living spaces outdoors for morning coffee, Gulf breezes and front-row sunset views. The upper-level primary suite is positioned as a private retreat with sliding glass doors opening to two levels of Gulf-facing decks. Its oversized bath offers a garden tub, separate spacious shower, wraparound vanity with dedicated makeup area and generous walk-in closet. The upper guest suite features an en-suite bath and private access to an open balcony/deck, while the main-level guest suite also includes an en-suite bath and private access to the screened porch. A dramatic wall of windows along the interior staircase brings additional natural light through the home. Recent enhancements include a refreshed blue exterior, new paver driveway and enclosed oversized garage. A new roof, impact windows and impact doors were completed in 2023. Sandrift residents enjoy a community pool and tennis/pickleball shared among only four properties. Fully furnished and distinctly Captiva, this Gulf-front residence offers privacy, space and sunsets that never get old.

1071 South Seas Plantation Rd, Captiva

2 Beds ⋅ 2 Baths ⋅ 2026034511 MLS ⋅ South Seas Island Resort BLDG.

BUY THE OPPORTUNITY WHILE IT’S HERE. There is a remarkable disconnect between the value found on Captiva Island today and what buyers are paying for comparable Gulf-front properties throughout Florida. As Captiva continues an exciting transformation, opportunities like this beautifully furnished Gulf-front corner villa become increasingly difficult to overlook. Panoramic Gulf views, white-sand beaches, unforgettable sunsets, daily rental flexibility and the Captiva lifestyle, all at a value that deserves a closer look.Expansive windows and a bright, open layout fill this 2-bedroom, 2-bath villa with natural light and coastal charm. Its elevated first-floor corner location creates an incredible connection to the beach and Gulf, making the shoreline feel just steps away. Features include crown molding, plantation shutters, impact-rated windows and doors, a new AC system with all-new equipment, and a private screened lanai overlooking the Gulf, the perfect place to enjoy the breeze and spectacular sunsets. The spacious open-concept design flows effortlessly for everyday living and entertaining, while both bedrooms are generously sized for family and guests. For those looking to offset ownership costs or maximize investment potential, Beach Villas offers the flexibility of daily rentals and a proven history of strong rental performance, with income potential exceeding $100,000 annually. The villa is currently not enrolled in a rental program, allowing a new owner to select their own management company, create their own rental strategy, or simply keep it as a private island retreat. Owners enjoy a dedicated pool, pickleball and tennis courts, grilling areas and ground-level storage. From here, it's an easy walk, bike ride or golf cart trip to the heart of Captiva, with island shops, dining, boating and the relaxed lifestyle that has made Captiva one of Florida's most special destinations. Captiva is changing. The island is moving forward. And when you compare what you can own here to other premier coastal destinations, the value is compelling. Whether you're looking for a Gulf-front escape, an income-producing investment, or both, this is an opportunity worth recognizing while it's still here.

2611 Beach Villas, Captiva

3 Beds ⋅ 3 Baths ⋅ 2026032780 MLS ⋅ South Seas Island Resort BLDG.

SW FL has it all-- sunshine, culture, and endless recreation! From the Red Sox & Twins stadiums, beaches, boating, tours, and convenient access to an international airport, this is a perfect getaway destination. While you're enjoying everything SW FL has to offer, don't miss the chance to own a top floor, 3-bed/3-bath townhouse retreat in Bayside Villas, located within the gated South Seas Island Resort on Captiva Island. The private lanai showcases breathtaking, direct views of sunrise over the Bay, Pine Island Sound & beyond. Low green mangroves provide natural erosion protection and serve as a thriving habitat for local wildlife--beautiful, serene, and uniquely Florida. Watch boats glide in and out of the canal leading to the marina, adding a touch of coastal charm to your daily view. Take a short walk to the beach, feel the sand between your toes, and enjoy unforgettable sunsets. You're also just steps from the post office, bank, ATM, Captiva shops, and restaurants.

5321 Bayside Villas, Captiva

3 Beds ⋅ 2.5 Baths ⋅ 2026032023 MLS ⋅ Captiva Palma Unrecorded Subdivision BLDG.

Recently reduce price makes this one of the best homes available on the island. Just steps from the beach, nestled in sea grape trees and cabbage palms, surrounded by nature. The upside-down floor plan makes for cooler sleeping at night and more breezes during the day. There are screened porches off the master bedroom and the second bedroom which provides for a greater sense of spaciousness. The open deck off the third bedroom can be used as a private entry for guests. The second level has an open floor plan comprised of the living room, dining area, kitchen and half bath, great for a comfortable lifestyle and entertaining. Second floor also has a screened porch off the living area and an open deck off the kitchen; one can follow the sun or hide from the sun. The tower has a spectacular view of the island and gulf. Seller is the original owner, and the home has not been in a rental program. For more privacy the lots east and south of the home are available for additional consideration. There is also a Safety Harbor Club membership available with major benefits including dockage, pool, club house, tennis, trash collection. The club can also provide maintenance staff including yard service home repairs and pest control. Please ask for further information concerning membership cost, application, transfer fees and dues.

4551 Bartlett Pkwy, Captiva

3 Beds ⋅ 2 Baths ⋅ 2026030572 MLS ⋅ Sunset Captiva BLDG.

Welcome to Sunset Captiva, one of Captiva Island's most sought-after Gulf-to-Bay communities, ideally located in the heart of Captiva's charming Village. This beautifully updated 3 bed, 2 bath island retreat offers the perfect combination of coastal elegance, modern upgrades, and the relaxed island lifestyle that makes Sunset Captiva so desirable. Step inside to discover an open, light-filled floor plan featuring luxury vinyl plank flooring throughout, coastal furnishings, soaring vaulted ceilings, and a spacious great room that seamlessly flows into the screened lanai—ideal for indoor-outdoor living and entertaining. The well-appointed kitchen features stainless steel appliances, abundant cabinetry, and an open design that keeps everyone connected whether preparing meals or gathering with family and friends. The spacious primary suite offers a peaceful retreat complete with its own private second-floor sun deck, the perfect place to enjoy morning coffee, evening sunsets, or the gentle island breezes. Two additional guest bedrooms provide comfortable accommodations for family and visitors. Thoughtfully maintained and updated, the home includes impact-resistant windows and doors, solid wood interior doors, and a freshly painted exterior. Being sold fully furnished, this home is truly move-in ready and perfectly suited as a primary residence, vacation home, or investment property. Sunset Captiva is renowned for its exceptional amenities, including private deeded beach access to Captiva's world-famous white sand beaches, community docks with water and electricity on Pine Island Sound, a heated community pool, BBQ and picnic areas, pickleball and tennis courts, and lush tropical landscaping throughout the neighborhood.

33 Urchin Ct, Captiva

4 Beds ⋅ 4 Baths ⋅ 2026030378 MLS ⋅ South Seas Island Resort BLDG.

Located within the gates of South Seas Resort on Captiva Island, Beach Home 25 has been completely reimagined into a refined 4 bedroom, 4 bath coastal retreat that captures the essence of island living. With sweeping Gulf views from multiple vantage points and direct access to what are widely regarded as some of the most pristine and natural beaches in the United States, this residence offers a rare blend of privacy, design, and resort-side lifestyle. The home has undergone a full renovation and thoughtful reconfiguration, resulting in an open, functional layout that feels both elevated and effortless. Interiors are finished with white oak engineered hardwood flooring, custom Greenfield & Elmwood cabinetry, quartz countertops, and a chef-forward kitchen appointed with Thermador appliances and a gas cooktop. Solid wood interior doors with Baldwin hardware, Kohler fixtures, a custom-built media console, spray-foam insulation, and an on-demand hot water system further underscore the attention to quality throughout. The residence is being offered fully furnished, allowing for a seamless, transition into Gulf-front living. Impact-rated PGT windows and sliders enhance both storm protection and energy efficiency, while the exterior is equally well considered. New standing-seam metal roofing crowns the home, complemented by composite decking, Accoya wood railings with stainless-steel cable detailing, custom exterior storage, and an outdoor shower with foot rinse—perfect after a day on the powder-soft sands just steps away. Set within the iconic South Seas setting yet offering the independence of a standalone residence, Beach Home 25 delivers true Gulf-front living with the comfort of a fully renovated, move-in-ready coastal home—now offered at a compelling value for a 4 bedroom property just steps from the shoreline. The Beach Homes Association provides access to multiple pools, tennis and pickleball courts, and assigned parking, completing the ease of ownership in this exceptional Captiva offering.

25 Beach Homes, Captiva

3 Beds ⋅ 2.5 Baths ⋅ 2026029152 MLS ⋅ Captiva Shores Condo BLDG.

Opportunity is Knocking! If you are looking for a beautiful Gulf to Bay property to call home on Captiva's premier Tween Waters stretch you've found it! This ideal location offers miles of shell strewn beach, unparalleled sunsets, deep water direct access boating with dockage, pool and weekly rentals. This particular unit features beautiful bay views and an open floor plan with a large lanai. The guest rooms are located on the main level with the primary suite encompassing the top level. Available for the first time & owned by the same family for over 40 years. The complex is wrapping up construction and is near completion. The unit will be brought back to a white box with the drywall completed. This is a fabulous opportunity to select your finishes and reinvent this beauty with new interior finishes. A short stroll away is Captiva Village with its shopping and dining opportunities. Watch the sunrise from your balcony and brilliant sunsets from the beach. Projected Gross Revenue 2025 $143,718; 2026 $148,029.

15411 Captiva Dr Unit 3B, Captiva

4 Beds ⋅ 3.5 Baths ⋅ 2026028828 MLS ⋅ Captiva Landings BLDG.

Welcome to your private island retreat on Captiva Island, where tropical elegance, direct boating access, and beachside livingcome together in one extraordinary property. Nestled amid lush native landscaping and swaying palms, this waterfront home offers the rarecombination of private dockage, direct boating access to the Gulf waters and surrounding islands, and beach access with parking just stepsaway at Blind Pass. Designed to embrace the beauty of its island surroundings, the residence exudes timeless coastal charm with bright,light-filled interiors, soaring ceilings, arched windows and doors, and seamless indoor-outdoor living. Outside, a resort-style pool issurrounded by mature tropical gardens, creating a peaceful sanctuary for relaxation and entertaining. A private dock tucked along the naturalshoreline provides a serene setting for launching a boat, kayak, or paddleboard. From the private dock, enjoy direct boating access viaRoosevelt Channel to Pine Island Sound, the Gulf of Mexico, North Captiva, Cayo Costa, and world-class fishing, shelling, cruising, andwaterfront dining destinations throughout Southwest Florida. Whether setting out for a day on the water or exploring nearby islands, thisexceptional location offers the very best of the island boating lifestyle. Thoughtfully designed with four spacious bedrooms and multiple deckspaces on either side of the home, the residence offers inviting places to relax and take in the tropical surroundings. Wonderfully appointedwith an eclectic island vibe, it perfectly captures the laid-back elegance that defines Captiva living. The residence has also enjoyed a stronghistory as a successful vacation rental, offering owners the ability to offset carrying costs while preserving flexibility for personal use.Whether you're enjoying sunrise walks along Captiva's pristine beaches, afternoons on the water, or evenings by the pool beneath the palms,this exceptional property captures the essence of island living. Private, tranquil, and surrounded by nature, it is a rare opportunity to own atrue Captiva Island retreat where boating, beach, and investment potential meet.

16785 Captiva Dr, Captiva

5 Beds ⋅ 3.5 Baths ⋅ 2026026019 MLS ⋅ Upper Captiva BLDG.

Exceptional opportunity to own a beautifully renovated 5-bedroom, 3.5-bath island retreat just a short walk from the pristine Gulf beaches of North Captiva Island. Offering 1,682 square feet of living space, this coastal home combines modern updates with the relaxed island lifestyle that makes North Captiva one of Southwest Florida's most unique destinations. Accessible only by boat or private aircraft, North Captiva offers miles of uncrowded beaches, world-class fishing, breathtaking sunsets, and a peaceful atmosphere free from cars and traffic. Thoughtfully designed to accommodate large families and guests, the home offers plenty of space to spread out across multiple living areas and outdoor gathering spaces. The main level features a king primary suite with private ensuite bath, a queen guest bedroom, and a custom bunk room with four twin beds. The lower-level in-law suite provides exceptional flexibility with a king bedroom, a bedroom with two twin beds, a second living area, kitchenette with sink and microwave, and a full bath, making it ideal for extended family, guests, or vacation rental accommodations. Every level of the home features decks and outdoor living areas, including two screened porches with overhead fans for enjoying island breezes year-round. The crow's nest rooftop deck offers stunning 360-degree views of the island, Gulf waters, and unforgettable sunrises and sunsets. Extensive recent improvements include a new roof, new siding, updated electrical, new water system, new hot water tank, fresh interior and exterior paint, new decking, a newly constructed crow's nest, rescreened porches, updated landscaping and driveway improvements, new poly outdoor furnishings, luxury vinyl plank flooring, tile flooring, and granite countertops in the bathrooms. Currently operating as a successful vacation rental, this property offers outstanding income-producing potential while also serving as the perfect private island getaway. Two golf carts are included for convenient transportation throughout the island. Whether you're seeking a personal retreat, full-time residence, or established investment property, this exceptional North Captiva home is ready to be enjoyed.

120 Swallow Dr, Captiva

3 Beds ⋅ 3.5 Baths ⋅ 2026023102 MLS ⋅ Castaway Key Unrecorded Subdivision BLDG.

UPPER CAPTIVA CANAL HOME. Room for two boats. Needs some updating. Beautiful private views across the State Park to Pine Island from this gorgeous 3 bedroom plus a den & 3.5 bathroom home. It has everything you would want from an island home including protected docking for your boats on a navigable canal which leads out to the Gulf of Mexico and the Intracoastal Waterway, an elevator to bring groceries and supplies up to the kitchen, all windows are hurricane impact windows, cedar ship-lap exterior siding, wood burning fireplace, an upper mezzanine area above the living room which could be a studio or office, plenty of room for guests, a beautiful kitchen with big windows showing the view to the State Park, wide decks wrap around the house on both floors, a large screened-in pool with a shower and bathroom, new electric system inside and out, new roof, newly painted decks, newly painted exterior. Also, recent maintenance check on the Elevator. The beach is just down the sandy path to a parking area with access to the widest beach on the island. This island home could be an exceptional income producing property. Please make an appointment to see this wonderful home soon.

621 Rum Rd, Captiva

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