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...

A rare opportunity to own a classic three-bedroom beach home in South Seas Resort, perfectly positioned to capture sweeping views of the Gulf beach, pool and Captiva's sp...

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...

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 captur...

Lands End 1647 where Palm Beach Regency polish flirts with barefoot Captiva ease (shoes optional, sunsets nonnegotiable). Perched at the very tip of Captiva Island, Lands...

Xanadu is a rare expression of contemporary coastal architecture in the heart of Captiva's historic Village. Completely reimagined and rebuilt from the concrete structure...

Some places are discovered. Others are preserved. Only a select few become part of someone's legacy. Just beyond the shores of Captiva Island lies Buck Key—an extraordi...

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 locati...

Steps to the incredible Captiva Island beach, this fabulous beach cottage features a screened pool and plenty of space for you and your guests. Located at the end of a pr...

Only three houses from the incredible beach of Captiva, this quaint cottage sits near the end of a private shell drive. This is beach living at its easiest. The open livi...

Welcome to your private island retreat on Captiva Island, where tropical elegance, direct boating access, and beachside livingcome together in one extraordinary property....

Fantastic Private Beachfront Sanctuary located on the Gold Coast of Captiva Island, where timeless craftsmanship meets coastal luxury. Framed by beautiful Royal Palms and...

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. Offeri...

Where timeless island architecture meets modern luxury, this exceptional Captiva retreat offers the rare combination of privacy, craftsmanship, and outstanding income-pro...

At the southernmost tip of Captiva Island, where the turquoise waters of the Gulf meet the tranquil expanse of Pine Island Sound, lies one of Southwest Florida’s extraord...

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 & ...

Be captivated in Captiva Island at this extraordinary Gulf-front retreat, perfectly positioned along one of the island’s most coveted beachfront settings near the heart o...

Begin creating your own unforgettable moments at “Captiva Memories,” a stunning coastal retreat perfectly positioned in the heart of Captiva Village. This beautifully des...

This near beach, 4 bedroom, 4 bath custom pool home is located on a sought-after private lane in Captiva's "Village". Just steps from the sugar sand, shell strewn beaches...

GREAT OPPORTUNITY! This is Your Chance for a LARGE PRIME GULF FRONT BEACH HOME! This AMAZING Home is RIGHT ON THE BEACH WITH PRIVATE BEACH ACCESS just steps out the door....

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 cottag...

Not everyone can get here… and that’s exactly the point. Indiana Jones Adventure Meets Luxury Island Living | Rare Fly-In / Boat-In Captiva Estate. Set along the waters o...

Offering a premier direct Gulf-front location, Beach Home 19 is an elevated 3 Bedroom + Den, 3 Bath residence positioned along one of Captiva’s most sought-after stretche...

An Island Masterpiece! This elegant, custom-designed island estate blends traditional island-style charm with contemporary sophistication. The home's exquisite detailin...

Wake up to this every day... Captiva's Best Value for Buyers Seeking Walkability, Deep-Water Boating, and the Authentic Island Lifestyle. Imagine beginning each morning ...

Experience refined Gulf-front living in this exquisite 2-bedroom plus loft, 2-bath, two-story residence at South Seas Resort. Set along the pristine shoreline, this beaut...

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 na...

Seller Incentive: $50,000 Credit at Closing — Purchaser to receive a $50,000 credit at closing, providing flexibility to personalize, update, furnish, or enhance the resi...

Arguably the most architecturally significant home to ever be brought to market on Captiva, Bella Luna was nationally recognized for impeccable design when it received th...

A rare Gulf-front estate opportunity on Captiva Island featuring approximately 100 feet of direct beachfront and estate owned multifamily entitlement, a combination virtu...

Discover your slice of paradise in this exquisitely renovated two-bedroom, two-bathroom condominium nestled within the prestigious South Seas resort on enchanting Captiva...

The popularity of this 3/3 Key West-style home, the Sun & Moon, may place it in the top tier of Captiva rental houses, with over 100 VRBO guests rating it exceptional. I...

Over the years, one of the most popular weekly vacation rental homes on Captiva has had an exceptional rating by VRBO guests. 2026 advance rentals are already over $100,...

MOTIVATED SELLER BRING YOUR OFFERS! PRIME ISLAND OFFERING! EXQUISITE PRIME ISLAND BEACH FRONT REMODELED TOWNHOME “OCEAN WAVES”! Boat Slip with Covered Lift for sale addit...

MOTIVATED SELLER BRING YOUR OFFERS! PRIME ISLAND OFFERING! DESIRED VACATION RENTAL! Boat Slip with Covered Lift for sale additional with this home purchase. 26FT Maximum ...

A Must See! Priced to Move! North Captiva Island FABULOUS Young Island Pool Home! Beautiful Coastal Turnkey Furnished Three Bedroom, Two Full Baths, Single Family Stilt, ...

Experience the timeless coastal allure of 15160 Captiva Drive, a stunning estate designed with a rare reverse floor plan to capture sweeping bay views from its multi-leve...

Experience effortless beachfront living at this beautifully renovated, turnkey 2-bedroom, 2-bath residence in the coveted Beach Cottages at South Seas Resort. Perfectly p...

Picture yourself on island time where contemporary coastal elegance meets the pristine shores of Captiva Island. This 5 bedroom, 4 1/2 bath Gulf front gem represents the ...

Rare opportunity to purchase a luxurious Gulf Front Estate on Captiva Island within the gated resort community of South Seas. This stunning, coastal 5 bdrm property offe...

Situated along the most coveted stretch of Captiva Island’s Gold Coast, this 100-foot beachfront lot presents a rare opportunity to start fresh on one of the most iconic ...

Welcome to Beach Home 24, a stunning coastal retreat that has been completely renovated, reconfigured, and expanded to just under 2,400 square feet. This 4-bedroom, 4.5-b...

Welcome to the Palm & Shell. A rare opportunity to purchase an estate home on Captiva within South Seas Resort. This stunning home was completely renovated with quality ...

This meticulously refined Gulf-front estate embodies the essence of tropical luxury—where timeless craftsmanship meets modern elegance. Thoughtfully enhanced over time, S...

At the northernmost tip of Captiva Island, where the turquoise waters of Redfish Pass flow gracefully between the Intracoastal Waterway and the shimmering Gulf of Mexico,...

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 Capt...

Rare Opportunity to Purchase Luxurious Gulf Front Estate on North Captiva Island A rare opportunity has arisen to purchase a luxurious gulf front estate located within...

Rare Beachfront Estate with Separate Guest Home on Captiva Island Seize the rare opportunity to own a private beachfront estate on the coveted Gold Coast of Captiva Is...

Nestled along the most coveted stretch of Captiva Island’s Gold Coast, This charming Old Florida-style main house boasts a private pool area and expansive deck space, cre...

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 extrao...