The W home is a unique 3 bedroom, 2 bath, 1400 sqf house, nestled in palm trees, overlooking an inland lake. The home features an open floor plan that allows air and light to flow. The interior follows a modern, yet warm pattern. Every detail has been paid attention to. The outdoor area features... View all property information

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... View all property information

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... View all property information

Two Bedroom Beach Villa with One King Bed, 2 Twin Beds and a Sleeper Sofa: These superior vacation villa accommodations, located at the South End of the Resort, off the best of Captiva Island. The Gulf of Mexico and the 2.5 miles of pristine white-sand beaches are just yards away, accessible by... View all property information

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... View all property information

"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... View all property information

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 approximately 100 yards from the sandy beaches,... View all property information

One Bedroom Bayside Villa - One King Bed plus Sleeper Sofa: From a large screened balcony, guests can revel in tranquil views of the Bayside Marina of Pine Island Sound and the mangrove forest. Located in the South Village area of the resort, they are a short walking distance to the beach,... View all property information

Coquina Cottage is a unique ~Old Florida~ beachfront cottage sitting on almost an acre of Captiva's finest beach. Truly a tropical dream beach getaway spot, the cottage, hot tub and gardens have an amazing view of the Gulf and a closer proximity to the water than any property on Captiva. A short... View all property information

This getaway Cottage sits on the beach of Upper Captiva Island an unbridged Island, six miles off-shore. Come enjoy fishing from the private pier; kayaking,hiking, biking, nature photography, birding,or just relaxing under the umbrella at the table observing the dolphin and wildlife by the private... View all property information

Enjoy Surfside, a lovely 3 bedroom home just steps to the beach. The home is 2000 square feet under a/c with living space on the upper floor and bedrooms on the lower level. The living space is spacious combining the kitchen, dining, a large screen porch and spacious living room. The living room... View all property information

Bydesign on the beach south is a Gulf front retreat that encourages relaxation and embraces the nature & wildlife of the Gulf of Mexico. Experience this extraordinary part of the barrier islands and take home magical memories. This has been a haven for our family and friends, and we welcome... View all property information

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... View all property information

***BOOK FOR 2016 NOW!!!*** (Ask about our reduced Fall rates!) 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... View all property information

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... View all property information

With nearly 4000 square feet of living space this just completed luxury home has plenty of 'Island Living' space for everyone. The large wrap around decks and the 4th level 'Crows Nest', with a 360* view of the island,are just some of the bonuses to this fabulous home. Bayfront views of the intra... View all property information

Beach house just 30 steps to the surf! 4 bedroom, 3 bath with over 2500 square feet of living space. Perfect Placement is a lovely brand new like beachfront home just steps to the beach. Walk directly to the beach from this lovely home. Perfect placement has over 2500 square under a/c with lovely... View all property information

This home is on one of North Captiva Island's most desirable locations with your very own private fishing pier and sand beach. Shore Thing is located waterfront of a favorite fishing spot on North Captiva and you don't have to go any farther then out your back door to get there! The dock is all... View all property information

LongLook BeachHouse is an amazing 3 bedroom, 3 bath home directly on the Gulf of Mexico. What an experience you will have watching incredible sunsets at LongLook Beachhouse. Just a few steps onto the beach from this lovely home! The level of comfort when staying at LongLook is astounding! There is... View all property information

Utopia best describes the experience you will feel when you stay at the CINCO DE MAYO beach house. Rest, relaxation and a sense of home will be yours while you enjoy your stay. The Fifth of May is when we found our paradise and thus the name of our home. CINCO DE MAYO is located conveniently... View all property information

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... View all property information

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 heated... View all property information

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... View all property information

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... View all property information

Windows on the Water is a lovely 2 bedroom beach cottage just a few steps to the shore. What amazing views from this tastefully decorated beach house. The living area is spacious with a nice dining table, larger modern kitchen and plenty of comfortable seating. Of the living area is a lovely sun... View all property information

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... View all property information

Inquire about our JUNE SPECIAL!! New , new , new !! Fish in your back yard off the dock, Play in your private heated pool, Entertain on your cabana / pool deck, Watch sun rises, and sun sets from your observation deck or find your private nook away from it all. There are four bedrooms including... View all property information

Large 5 bedroom North Captiva house, literally surrounded by decks. Provides breathtaking views of the Gulf and bay. Rum Point is the perfect home for family vacations. There is plenty of room inside and out. Outside the home is surrounded on 4 floors by decks and has a spacious deck around the... View all property information

4 BR/5 BA – CAPTIVATION- Relax above the coconut palms. Secluded Preserve home with Ocean to Gulf Views – Screened Pool and Bar/Gaming Area - Resort Privileges, Two golf carts:Remodeled Luxury 4 BR/5 BA – Close to beach, Island Club and Preserve, yet a private, quiet hideaway! Enjoy your Upper... View all property information

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... View all property information

NEW OWNERS - Renovated August 2013 3BR/2.5BA - SLEEPS UP TO 8 PEOPLE - PRIVATE POOL – PRIVATE HOT TUB – INDOOR/OUTDOOR INTERNET – SMALL PETS OK - RESORT PRIVILEGES INCLUDED Beach Therapy melts away your problems as your private oasis with a Private Pool and secluded Hot Tub. Enjoy Gulf to Bay... View all property information

Ricks Retreat is a charming ground-level home on a beach street located in the village area of Captiva. A short walk to restaurants, shops and galleries, and a 3 minute walk to the most beautiful beach at the end of the sandy lane. Originally built by Bette Davis, Rick is the 3rd owner. Simple,... View all property information

This is is a great beach vacation home 75 steps from beach, tennis and pool, a short walk to restaurants and shopping. It has 2 bedrooms, 2.5 baths, and beautiful views. Spend the day at the beach, watch a memorable sunset, and dine overlooking the Gulf. Enjoy the best possible location on... View all property information

4 Bedroom, 2.5 Bath Home Just Steps From The Beach. This gorgeous beach front home is over 2900 square feet under a/c and 4000 square feet of total living space. The home has slider doors and wrap around porches on all sides. In this amazing home, you are reminded of the lovely lush vegetation and... View all property information

THE LITTLE ARK (please note: cleaning fee $150 required 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 to journey to paradise and... View all property information

Only a one block walk to Captiva Village shops and restaurants, this property is in top condition and equipped with everything you need to enjoy a romantic or family vacation to the fullest. You do not need to pack beach towels (8 are provided), nor do you even need to buy aluminum foil or ZipLock... View all property information

Rent this spacious home full of light and color with magnificent views of Captiva Pass, Cayo Costa and the Gulf. Fish Tales beckons through a colorful front entrance door to the bedroom level. To your right find the den/fourth bedroom which offers a daybed and hideaway cot. Adjacent is the third... View all property information

Turtle Trax is a lovely three bedroom beach view pool home. This cozy home is professionally decorated and has sweeping views of the Gulf of Mexico and sunsets. Turtle Trax is a lovely quaint cottage just steps away from the Gulf Beaches. Situated on a nice over sized lot, this home affords extra... View all property information

Millertime Villa is a relaxing home with a lovely private pool, lots of amenities and a perfect location on beatiful Captiva Island. This is our tenth year renting our home with the goal of providing memorable Captiva Island vacations.<BR><BR>With 3 bedrooms and 2 full baths, this home comfortably... View all property information

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... View all property information

Experience the laid back Captiva Island lifestyle in this beautifully decorated Key West inspired 3 bedroom and 3 bath beach home on the beachside of Captiva's village center. It's located on very popular Wightman Lane, a short, 3 minute stroll on our private, sandy lane to the beach. Captiva's... View all property information

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,... View all property information

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... View all property information

Located in one of the most undeveloped parts of the island and recently redecorated, Birds of Paradise is a delightful luxury vacation home Situated right next to the state land preserve, this home offers sweeping uninterrupted vistas of the Gulf over the nature preserve's palm trees. Indeed, in... View all property information

This unique luxury 5300 sq.ft. home ( recently remodeled ) is nestled on an acre of tropical charm with a 450 foot sandy driveway.There is deeded beach access directly across the road . Secluded on the pool side of the house is a tiny private beach and a private dock on Roosevelt Channel which... View all property information

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... View all property information

Direct beach access, great gulf views. A luxurious seaside home. All bedrooms have private baths and Samsung HDTV/DVD. All season porch and 4 composite decks, 28-foot pool and a hot tub. Enter the front door to find The Silver Seashell professionally designed in the charm of a seaside cottage. From... View all property information