Harbourside Guest Room 2 Queen Beds at the South Seas Island Resort: These guestrooms are located at the prestigious North Pointe, the center of many of the Resorts activities. From the open balcony guests may watch yachts and sailboats in South Seas Marina, or they may watch dolphins and manatees...

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...

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...

Welcome to Sunset Captiva 57 – your own little piece of paradise! Sunset Captiva is a small, charming, unique community located in the heart of Captiva Village Center - there is nothing else quite like it on the west coast. Stretching from bay to gulf, it really has it all: a large heated pool –...

One Bedroom Beach Villa with One Queen Bed plus Sleeper Sofa: From a screen balcony, guests enjoy views of the Gulf of Mexico, pristine white-sand beaches and stunning Captiva sunsets. These villas are situated in the South End of the resort and are aproximately 100 yards from the sandy beaches,...

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...

"The Old Key West House" and some younger folks call it, "The Tree House", but whatever you call it, you will love being nestled in the natural lush vegetation like a tropical rain forest.The house has many special architectural features like an English antique stain glass front door, a bar area...

Located in a small beach-to-bay community on the scenic Captiva Island, this fully furnished and fully equipped cottage is just minutes away on foot from the beach. This home is ideally located near all the hot-spots of Captiva. The master bedroom has a queen-size bed, private bathroom and private...

The Captiva Villa is located on a charming private lane in the heart of Captiva, a few minutes stroll from the Gulf beach. This spacious vacation home has 4 bedrooms, 3 baths, and sleeps 8-10 comfortably. The Master Suite has a king bed, TV with VCR & DVD, i pod docking, tray ceiling with ceiling...

Harbourside Guestroom One King at South Sea Island Resort: These guestrooms are located at the prestigious North Pointe, the center of many of the Resorts activities. From the open balcony guests may watch yachts and sailboats in South Seas Marina, or they may watch dolphins and manatees as they...

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...

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...

One Bedroom Beach Villa with One King Bed plus Sleeper Sofa: From a screen balcony, guests enjoy views of the Gulf of Mexico, pristine white-sand beaches and stunning Captiva sunsets. These villas are situated in the South End of the resort and are aproximately 100 yards from the sandy beaches,...

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...

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...

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...

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...

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...

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...

The name says it all .... Hakuna Matata "No Worries". You will have "No Worries" during your stay at Hakuna Matata on Captiva Island. As you arrive up the winding drive way, you'll see the beautiful home appear just after the private heated pool. On the ground level, there is garage access and an...

Captiva Retreat (47 Sunset Captiva) is a 2,200 Sq.Ft. detached free-standing home with 2 private bedrooms (2 queens, bunk beds), private den with queen-size wall bed, loft with single bed, and three full bathrooms. It comfortably accommodates 8 guests. If you can't get by without checking...

Best location on the Island!! Directly on the beach with sweeping water front views. 2 Bedroom, 2 Bath.This 2 bedroom, 2 bath home is directly on the beach. The perfect beach cottage. 1000 square feet of living space. The home has a great beachfront bar to hang out and watch the sunsets. On the...

Sit right back and watch the waves go by. This delightful 2 bedroom & 2 bath beach house will lift you into the beach vacation of your dreams! Walking through the classic beach entrance gate before a grove of palms, you arrive at the beach house and are immediately welcomed by a chic and...

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...

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...

Captiva Island condo at the Hideway. Third floor unit with breathtaking sunrise views overlooking the Bay/ ICW. Just a short 5 min walk to the Beach for sunset, shopping, dinner, and dolphin wayching. 2 bedroom unit. Master has king bed and separate bathroom. Second guest room has two twin beds...

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...

Just steps from the gorgeous gulf beaches, Silverseas Cottage is an immaculate and charming three bedroom, two bath home perfect for a single family or small group. Newly renovated, the interior features a fully stocked cook’s kitchen with stainless steel appliances, beautiful labradorite granite...

Private street – less than a block to the beach!! Take in the fresh ocean breeze at Island Pearl! Designed to anticipate your every need, Island Pearl is well equipped to entertain up to 8 people and loaded with amenities. You’ll be just steps from the beach or stay home and enjoy your secluded...

Welcome to Gearing Down! Enjoy a Captiva Island vacation home in luxury. Boasting an expansive floor plan with 4 bedrooms and 4 bathrooms that sleeps 8 comfortably, Gearing Down is a desirable bayside home. Witness breathtaking sunrises from the covered lanai overlooking the private dock. Enjoy the...

Windswept vacation home offers luxurious accommodations, heated private pool, and a truly one-of-a-kind vacation retreat. A vacation at Windswept, on North Captiva, is the perfect place to reconnect with nature, your family, and your friends. Vacation stays at Windswept available with a 7 night...

Welcome to paradise! Turtle Trax is a 3-bedroom home with sweeping views of the Gulf of Mexico and the most beautiful sunsets! This home has a private screened pool and is situated on an oversized lot to ensure privacy. Swing in the hammock nestled under the trees or lounge by the pool and enjoy...

This comfortable 3 bedroom, 2 bath beachfront home is ideal for a family looking for a true island getaway. With its location and feel, it offers a truly memorable vacation! Situated very near the state preserve, this home's location is ideal as a starting point for beachcombing, shelling or...

Fabulous 2 bedroom 2 bath Bayfront home with private dock. Just steps to your own private beach! Best fishing spot on the island. Fabulous beachfront home has a private dock, private beach, manicured grounds and screened-in porch overlooking the water. Watch the dolphin go by and see the tarpon...

Newly renovated 4 bedroom, 3 bath pool home ready for your family's next vacation in paradise. Lovely tropical décor with bright uplifting colors will take you on a fantasy journey that will slow the clocks… till you are on Island Time. This wonderful, 4 bedroom and 3 bath home will be just the...

Directly on the beach! This two bedroom, two bath villa is just about one of the best beach front locations offerred on North Captiva. A truly fabulous location. Just the sand between you and the Gulf of Mexico. Sunsets directly west of your open expanded living area, master suite and Jacuzzi. Just...

Isla Vista Pool Home w/spacious wood deck surrounding it. Kitchen/Living Room/Dining Area/sm Bath/ Screen Decks Queen Master Bedroom w/Private Bath/Queen Guest/2nd-Queen Guest/Twin Guest-all w/Shared Bath/Laundry Room/Charcoal Grill. Internet Access. Very Private Area. There is a 5 night minimum A...

Just like new 1000 square foot gulf Breeze cottage with vaulted ceilings, sunken spa, large wrap around screened porch, great water views and tasteful furnishings. Gulf Breeze Cottage is truly the perfect name for this like new beach cottage. Just 100 yards to the Beach with direct beach access...

This spacious 4 bedroom home is by far one of the best values on North Captiva Island.This wonderful property has brand new owners, a new name, Isle Be There, (formerly called Snail’s Pace), and a number of upgrades, both inside and out, to make your stay most relaxing and comfortable. The grounds...

Enjoy the Longboat Pearl for your next vacation getaway. Longboat Pearl is a 3 bedroom 2.5 bath home with a heated pool conveniently located minutes from the beach and just seconds from the North Captiva Island Club. Enjoy every possible amenity when staying at the Longboat Pearl. This gem is...

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...

Experience the laid back Captiva Island lifestyle with this classic 2 br, 2 full bath cottage, just 150 yards off the beach. Sleeping 6, its private, secluded, screened and large 26 x 14 foot heated pool (with Mermaid mosaic on the pool floor) is off the double French doors of the living room. The...

Enjoy private beach in North Captiva Island .......... catch snook off your own private dock, Special rate for the week. The Pelican Brief is located on a tropical barrier island bordered by Pine Island Sound and the Gulf of Mexico and is situated west of Ft Myers, Florida. Accessible by boat,...

North Captiva Island dream vacation home with 5 bedrooms, accepting up to 12 guests per rental. Huge private heated pool and large private sun-decks offer the best of both worlds. Just a short walk from the neighborhood's beach and located right at the start of the preserve beach trail, leading to...

Millertime Villa is a relaxing home with a lovely private pool, lots of amenities and a perfect location on beautiful Captiva Island. This is our tenth year renting our home with the goal of providing memorable Captiva Island vacations for our guests. With 3 bedrooms and 2 full baths, this home...

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...

This 4 bedroom home has the best views on the island! Walk out your door onto the beach. Pelican point, brand new (Dec 2007) 4 bedroom luxury home only 12 steps to the Gulf of Mexico waters. Only a sugar white sand beach seperate you and the Gulf of Mexico. Enjoy some of the most incredible views...