Stunning Gulf Front Beauty! Walk out the back door and you’re on the beach! This four bedroom three and ½ bathroom home is the perfect escape for a relaxing beach vacation. The large living room features a flat screen TV, a fireplace, comfortable seating, a desk area and sweeping views of the...

Huge 5 bedroom / 6 bathroom estate on bay directly across from Gulf beaches on Captiva's sought after Gold Coast. This family retreat on the Southern end of Captiva provides access to Captiva's world reknown wildlife eco paradise via the Roosevelt Channel to adjacent Blind Pass. A horticultural gem...

Bird of Paradise on Captiva Island offers a luxurious escape from the non stop hustle and bustle of everyday life. Whether you're looking for a quick, quiet romantic or family getaway or a more extended vacation adventure, this modern near beach home is the perfect vacation destination for relaxing...

Price is usually quoted for just one studio suite, unless otherwise indicated. Each of the two studio suites sleeps no more than 2 adults and 2 Children under 12. Call Now for ON the beach Coquina Cottage!. Coquina Cottage is a unique ~Old Florida~ beachfront cottage sitting on almost an acre...

Near the village of Captiva and on the quiet 'Tween Waters stretch, you will find this completely restored and elegantly decorated beachfront cottage,island Bliss. It is truly a blissful stay as you open the shuttered doors and windows to hear the ocean waves and feel the warm breeze from the Gulf...

VERY PRIVATE AND ROMANTIC ONLY 300 STEPS TO BEACH - 2 BED/2BATH HOUSE W/PRIVATE POOL/HOT TUB W/GULF VIEWS. Newly furnished lovely 2bed/2bath house QUEEN bed in master bedroom and a Queen bed and Daybed in the other bedroom w/kitchen w/stainless steel appliances, LR,DR, with own private...

THE LITTLE ARK (please note: cleaning fee $125 for 2 people or $150 for 3 or 4 people and club membership fee $75 optional will not appear in booking charges if you book online. These two fees are only payable by check and mailed to owner) The vacation of a lifetime is awaiting those who are will...

Welcome to South Seas Beach House 29. Life doesn't get much better than this! Our four bedroom/four bathroom with loft private home has been completely renovated and offers wonderful views out to the Gulf of Mexico. There is a spacious living area with comfortable seating, full kitchen with high...

Sapphire blue water, white sandy beaches, amazing sunsets from your living-room and a luxury four bedroom villa. Everything you need for the perfect friends and family vacation. “Conch” features tropical colors in this remodeled spacious villa. Walk into the living-room with direct Gulf Views...

Captiva Island. “Happy Daze” - beautiful, child-friendly home with a very private, well heated pool. The home is a very short walk to the beach (the island is only about 600 yards wide, at its widest point) and shops and restaurants in the village. Our single family home has five bedrooms, four...

Let your troubles melt away in this luxury three bedroom three bath condo with a den. Relax on the spacious lanai with sweeping direct bay views. The large living room has beautiful views, tile floors, built in cabinets and double tray ceilings with wood accents. The gourmet kitchen features top...

Stay a week or longer at Tarpon Tales on beautiful Captiva Island, Florida. This five bedroom/five bathroom home has been nicely renovated by the owners and offers a great location in the heart of Captiva's Village area. The master bedroom has a very comfortable king sized bed with en-suite...

Enjoy the breeze of the Gulf of Mexico from this four bedroom home’s rooftop sun deck after walks along the beach, swimming in your private, heated pool, dipping in the hot tub or gazing up at the stars. Every guest will find their own way to unwind whether by the private pool, playing on one of...

One of Captiva's most recognizable and enchanting homes, Villa Elena is the perfect combination of the Old Captiva feel with interior renovations of subtle exclusivity. The Mediterranean inspired architecture surrounds the privately enclosed pool which leads around to the patio and covered lanai....

Lollipop, the perfect Captiva vacation home. Central to Captiva village this three bedroom three and ½ bath pool home offers the perfect escape for a relaxing vacation. There are so many great features to this home, cathedral ceilings, screened in porch, updated modern kitchen, pool and spa, two...

Amazing Location! This five bedroom, five bathroom pool home is central to Captiva Village, marinas, restaurants, shops and live music. A chef’s kitchen, open living and dining room, high ceilings, and a screened in pool make this the perfect home for a great vacation. The five bedrooms have...

House survived the storm without a scratch. Make your reservation now! Experience the laid back Captiva Island lifestyle in this beautifully decorated Key West inspired 3 bedroom and 3 bath beach home on the beach side of Captiva's village center. It's located on very popular Wightman Lane, a...

Welcome to Anchors Aweigh on world famous Captiva Island. Our vacation rental home is set on nearly 1.5 acres of tropical landscaping and directly on the Roosevelt Channel. Our home is a fisherman's dream as you have access to a private dock with direct access to Pine Island Sound and Blind Pass...

The Ultimate Captiva Vacation Home! This stunning seven bedroom six ½ bathroom home overlooks the sparkling waters of Pine Island Sound and Roosevelt Channel. This unique home and its guest house sit on 2.5 acres of stunning, mature tropical landscapes. The entrance of the home features a hand...

Great Location, Amazing house, Stunning Views. Located in the heart of Captiva Island this five bedroom, four bathroom pool home is the perfect spot for an amazing vacation. Walk into the living area with small table, sectional couch, comfortable chairs and a flat screen TV. The second living...

Spend a week or longer at Ships Ahoy on beautiful and exclusive Captiva Island. Our ground floor home features nautical decor and over 4000 total sq ft of space. With two spacious master suites and three additional guest suites, you can bring your friends and family to stay in comfort. The main...

Welcome to Sunset Captiva 17! This newly renovated two level stilted, private home, features an updated kitchen, all new beds, very nice furniture throughout, flat panel TV's, high speed wireless internet and plenty of seating in our screened lanai. The main level of our home has the comfortable...

Gorgeous views of the Pine Island Sound, watch dolphins, sea otters and osprey from your screened in porch. This two bedroom, two bath home is located in the Gulf to Bay community of Captiva Shores. Walk into the bright open living area with tile floors, tropical furnishings, flat screen TV and...

$1000 for WEEK OF AUGUST 11-18 Available ONLY for 2017! 2 Bedroom/2 bath condo in South Seas Club at South Seas Island Resort on Captiva Island, FL. Perfect for families - South Seas Club is inside the gates of South Seas Island Resort and fronts the golf course. It has it's own private pool and...

Our privately owned MARINA VILLA is much more beautiful and much LESS EXPENSE than the resort condos at South Seas Island Resort. Please note, the rental rate for our privately owned condo is considerably lower than most South Seas Island Resort rates for the same time period, however, our Marina...

Enjoy brilliant sunsets over the sapphire waters of the Gulf of Mexico and ideal deep water direct access along Roosevelt Channel from this recently updated unit at Captiva Shores. This bright updated beach condo has direct Gulf views. The open kitchen has new white cabinets, Granite counters, a...

Marvel at the stunning views of the Gulf from this beautiful newly (2014) renovated three bedroom, two and one half bath Townhome. Please contact me for further information and latest availability on both my Captiva homes; using the 617 area followed by 538 and ending in 0051. Walk into the...

**HURRICANE IRMA UPDATE** **We are pleased to announce our Gearing Down home survived Hurricane Irma with minimal damage. Our confirmed guests may continue to enjoy our little piece of paradise with no lapse in bookings.** Welcome to Gearing Down! Enjoy a Captiva Island vacation home in luxury....

This 3 bedroom townhome with 2 1/2 baths has everything you need for the perfect beach vacation. Relax to bay views from your screened lanai opening off the open floor plan living area-- including a comfortable seating area with a flat screen smart TV and DVD, a large dining room table and galley...

The "Coral Reef" of North Captiva Island is a 4-bedroom, 4-bath, designer-decorated pool home with views of the Gulf from the Great room/kitchen veranda and the sundeck. There are 2300 sq ft under air with another 1,000 sq ft of Verandas and decks which create a wonderful indoor/outdoor space from...

Newer construction 4 bedroom 2 1/2 Bath Large 3 story home with Private heated Pool. 5 Story Observation tower with 360 degree views. OPEN floor plan with large great room kitchen area on 3rd floor with large screened in Lanai offering Alfresco dining. 10 foot ceilings and 8 foot doors and...

You are just 300 steps from the beach in this private and secluded 3bedroom/3bath vacation home. The Captiva Cottage is the only home on this over one acre property nestled among other estate zoned properties in this stretch of Captiva Island, also referred to as the Gold Coast. The private beach...

Bay Breeze CottageComfortable poolside cottage offering cooling bay breezes and glorious bay views from nearly every room. This 3 bedroom cottage with 2 1/2 baths has a recently renovated kitchen to offer everything you need for a great beach vacation. Relax to bay views and island sounds from your...

Gentle coastal breezes, warm Gulf water, 2 1/2 miles of driftwood-strewn pristine beachfront, abundant sea and wildlife await you and your guests in the privacy of the small enclave on peaceful Upper Captiva Island. Perfect for disconnecting from everyday interruptions, this 4 bed/2 bath newly...

Sunset Captiva #15 is a 3 bedroom/2.5 bathroom with loft deluxe, private, stilted home in the quaint village of Captiva Island. Its highly desirable beachside location is within a quiet community directly across from the expansive heated pool, tennis courts and within a minute’s walk to the sandy...

If you're looking for a perfect tropical vacation home that fits a large family, our stunning Captiva Island Villa is perfect! Our very private and quiet four-bedroom home is located on the Roosevelt Channel of Captiva with its own private dock on the bay. Spend your morning hours looking out of...

Experience all Captiva Island has to offer at Sunset Captiva 55. This beautifully renovated three bedroom, two bathroom private, stilted home has sleeping accommodations for up to 8 guests comfortably. Nothing has been overlooked, even down to the Tommy Bahama decor, upgraded lanai furniture and...

Enjoy South Seas Bayside Villas 4102 for two nights or longer. Our nicely updated corner unit features a king bed in the spacious master bedroom suite and a very comfortable queen sized sleeper sofa in the living room. Our vacation home away from home has a nicely updated and open kitchen, IKEA...

Welcome to New Latitude, located at 16500 Captiva Drive on the Gold Coast of world famous Captiva Island, Florida. Renown for some of the best sunset views found on the Island ... New Latitude is quite befitting. Be mesmerized by the soft, serene, sunrise from your roof top porch and experience an...

Listen to the sounds of the waves from your screened in porch while enjoying world renowned sunsets. This three bedroom two and one half bath Gulf Front Captiva home has everything you want to make this a vacation of a lifetime. Walk into the bright great room featuring direct views of the Gulf of...

If you are looking for amazing views, a great pool, great fishing, boating, a place to sleep and value savings, Sea Otter is a great option. It offers a great location but is a no frills lodging experience. Furnishings, décor, fixtures and appliances are dated and meet basic expectations....

Watch the amazing sunset from your own screened in Lanai directly across from the beach. The three bedroom three bath Gulf Front Captiva townhome has everything you want to make this a vacation of a lifetime. Walk into the bright great room featuring direct views of the Gulf of Mexico, tile, a...

Waterfront Artist Retreat on the water with private dockage. Very unique, totally renovated, State protected home. 3 bedrooms, 2.5 baths. Sleeps 7. High end, commercial appliances. Private swimming pool. Beach access less than a mile. Floating dock for easy access in and out of water via...

Watch dolphins, sea otters and osprey from you’re screened in porch overlooking Pine Island Sound. This three bedroom two and one half bath home has beautiful finishes throughout. Walk into the bright open living area with tropical and elegant furnishings. Views of Pine Island sound from the...

Escape your worries in this Captiva Island beach bungalow. Enjoy the bright and cheery island décor throughout this three bedroom two bath pool home. Surrounded by bright tropical vegetation this home offers a perfect location to the Heart of Captiva as well as ultimate privacy. Equipped with...

Enjoy breathtaking sunsets and sweeping views of the Gulf of Mexico from this high-end 2100 sq. ft. 2 bedroom/2 bathroom Gulf-front condo located within exclusive Lands End Village in South Seas Island Resort. This luxury vacation home is steps away from pristine white-sand beaches and the blue...

Lovely direct bay front home with private heated pool and boat dock. Easy walk down the drive to the beach across Captiva Drive. Our home has many updates and features that set it apart from others including custom furnishings and finishes. The main part of the house features a mani level master...