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  1. Area Information 139 - Isla Vista


    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 fantastic 4 bedroom, 3 bath island home on a quiet and very private street. Cathedral ceilings in the impressive upstairs kitchen and great room create an open and airy feeling. The adjoining screened porch brings the outdoors in, and is perfect for entertaining family or just enjoying the refreshing island breezes. Walk up to the third story lookout to gaze at the beautiful gulf and bay views while you work on your tan. Pack your bags for a vacation you'll never forget. Read more »
    139 - Isla Vista
    516 Pirate Circle
    North Captiva Fl
    26.5981099, -82.221346
  2. Area Information 059-The Tin Snook


    Very private 3 bedroom, 3 bath beachfront home with nice wooded views and the gulf in the distance. Located in picturesque Safety Harbor Club.

    This lovely 3 bedroom home is an upside down model with the living space upstairs. Enjoy vaulted cielings and an expansive natural outdoor setting with slider doors walking out to the upper level patio. The home has a nice open floor plan with the kitchen, kitchen bar, dining room and living area all open for a spacious feel.

    The living area is set up with comfortable wicker furnishings and a 36" flat screen tv. The home has nice tongue and grove along with mexican tile throughout. It gives you a true beach house feel. Very casual but elegant.

    Downstairs are the three bedrooms and two full bathrooms. Off two bedrooms,you have access to a screened in porch with patio set and lounges.

    The home has a private path up to the beach through the Safety Harbor beach gazebo. Enjoy use of Safety Harbor Club and North Captiva Island Club pools, tennis and private restaurants.

    The master bedroom has a 22" flat screen tv also.

    Dockage is included at the nearby Safety Harbor Club warf. Read more »
    059-The Tin Snook
    442 GULF BEND DR
    North Captiva FL
    26.6005249, -82.2222896
  3. Area Information 070-Captivation


    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 Captiva Vacation in a 2013 remodeled home towering over the Preserve. Captivation has large open spaces suitable for 2 large families or 4 couples, sleeping 11 in beds. Enjoy the fresh air on the large decks which circle both levels of Captivation or escape the heat in a private, nicely appointed screened pool and the adjacent bar/gaming area - perfect for afternoon and evening relaxation. Witness the amazing 360 Degree views from the expansive vaulted ceiling 2nd floor great room. Enjoy a margarita from the roof deck which gives you a view of the entire island and the spectacular sunrises and sunsets. New paint, new wood flooring, new furniture, new kitchen appliances, 5 brand new flat panel TVs and Direct TV just waiting for you in this lightly used home owned by caring owners.

    Captivation is ideal for large family gatherings, with great spaces to escape, relax or entertain on “island time”. Bring the kids and babies!

    Ground level – Play horse shoes in the front yard or enjoy the screened in pool and gaming area
    A rare convenience on Upper Captiva - fully screened ground level, mostly under cover. Escape the rain and the bugs and no need to drag the kids up and down the stairs!
    Private heated pool, 5 stool bar, Television (32”), refrigerator with icemaker, double sink
    Bathroom with shower, Chaise lounges, Ceiling fans, Ping pong table, hammock, wicker seating area, Dart board.

    First floor – features 4 bedrooms, 3 bath rooms and laundry room. New wood floors, fresh paint and new ceiling fans in every room. Deck wraps around entire level, the back half is screened in. Washer dryer and great outdoor get away areas: a hammock for naps, wicker seating area, and porch swing for taking it all-in.

    Top Floor – features a kitchen, adjoining dining area, great room with 2 seating areas, full bath and expansive porches.

    Fully Equipped kitchen and dining area featuring:

    New stainless steel appliances.
    Tile counters with white cabinets
    New kitchenware: dishes, utensils, glassware, cooking equipment.
    Fully equipped with all small appliances (blender, coffee maker, etc)
    Glass and dishware to serve 14
    Breakfast bar that seats 5
    Adjoining Dining room area with table that seats ten

    Spacious Great Room: new furniture, with two separate lounging areas and breakfast/gaming table.

    South Seating area has a two couches (one is a queen-sized sleeper) and two comfortable swivel chairs to sip coffee and enjoy the spectacular sunrises or spin around to watch Direct TV on the large flat panel TV (55”) or movie from our DVD library.

    North Seating area features four large chairs and table

    Expansive wraparound porches, with separate seating areas on both gulf and sound sides.
    Picnic table and gas grill.

    Top Floor – features a kitchen, adjoining dining area, great room with 2 seating areas, full bath and expansive porches.

    Fully Equipped kitchen and dining area featuring:

    New stainless steel appliances.
    Tile counters with white cabinets
    New kitchenware: dishes, utensils, glassware, cooking equipment.
    Fully equipped with all small appliances (blender, coffee maker, etc)
    Glass and dishware to serve 14
    Breakfast bar that seats 5
    Adjoining Dining room area with table that seats ten

    Spacious Great Room: new furniture, with two separate lounging areas and breakfast/gaming table.

    South Seating area has a two couches (one is a queen-sized sleeper) and two comfortable swivel chairs to sip coffee and enjoy the spectacular sunrises or spin around to watch Direct TV on the large flat panel TV (55”) or movie from our DVD library.

    North Seating area features four large chairs and table

    Expansive wraparound porches, with separate seating areas on both gulf and sound sides.
    Picnic table and gas grill.

    Step up to the roof deck for a view of the entire island from one of its highest vantages. Capture sunset or sunrise, stargaze or sunbathe in seclusion.

    Outdoor screened bar with gaming area for adults and children.
    Heated pool.
    Free access to North Captiva Island Club: 2 swimming pools, Olympic size heated and cooled and lap size heated, a jacuzzi, fitness room, 2 Har-Tru tennis courts, basketball hoop, sand volleyball court, children's playground and free use of kayaks.
    Porches galore
    Ceiling fans throughout the house
    New wood floors
    Child gear – pack n play, high chair, baby gates, wireless monitor
    Direct TV
    Free Wifi
    Hairdryers in every bath
    Ping Pong Table, Darts and Horseshoes
    Beach chairs
    Two Golf Carts

    The owners have another house on the island, ask about one-of-a-kind access to their world class fishing dock (subject to availability)
    731 Rum Road
    Year Purchased: 2011
    About the owners: Captivation is owned by 3 friends who were looking for a place to escape with their growing families.
    Why the Owners Chose North Captiva Island: The remoteness of North Captiva allows for the quality family time rarely offered in most vacations. Whether it’s boating, fishing, or just laying around the house, the island re-charges our batteries
    The Unique benefits of the house: The house was built in 2004 by a local builder who rarely used it but never sold it. When we bought the house in 2011 it wasn’t even fully painted, the house showed as new. Since we’ve owned it, the house has been rarely used, a couple of days a month. We recently purchased another house on the island and decided that because of the size, location and features of this home it could be transformed into a first class, family friendly beach house modeled after what we look for in a rental. We’re well aware of the sacrifices families make to take a vacation, we hope your enjoy your stay here. Read more »
    731 Rum Road
    North Captiva FL
    26.59361, -82.219153
  4. Area Information 134-The Silver Seashell


    Driving up to The Silver Seashell, you will be impressed with the lovely landscaped grounds and the architectural flare. Tucked away are the28-foot private pool and spa, surrounded by beautiful composite decking – no nails, no screws, no slivers. Enter the front door to find The Silver Seashell professionally designed in the charm of a seaside cottage. From the oak staircase, with its spindled 3-story atrium up to the Widow's Walk, to the sea shell prints hung tastefully, you will be drawn into the inviting atmosphere of this home by the sea.
    Three bedrooms are located on this first level. The master bedroom and one other bedroom have outside decks to enjoy morning coffee or just quiet time. Each bedroom has its own private bathroom, Samsung HDTV with HD satellite and DVD player. Designer coordinated bedding adds to the seaside feeling.

    On the second level is the open, light-filled great room with cathedral ceiling and French doors. The kitchen with its solid surface counters is equipped to satisfy the tastes of the most discriminating cook. A breakfast bar is adjacent to the kitchen. The dining area with its12-foot bay window provides an inviting atmosphere for casual informal dining. The family room provides a comfortable entertainment area with a Sharp Aquos 1080P HDTV with HD satellite, Bose 321GS DVD home theater, VCR, and a Bose Sound Dock so you can bring your iPod and enjoy your own music while relaxing in new, beautiful leather sofas and chair. An extensive library of movies for both adults and children is available as well as books and board games for everyone’s enjoyment. The adjacent screened lanai is a perfect place to watch the sunset, read a book, or to enjoy quiet games of cards while enjoying the wicker sofa and chairs and glass-top tables. A fourth full bathroom is also on this level.
    The third level Widow’s Walk offers the perfect place to get away. This quiet hideaway is equipped with a twin-sized day bed, a Polycom speaker phone, a desk/chair with a Dell laptop with high-speed wireless Internet (you can also access the secure high-speed wireless with your own device anywhere in the house or outside) and a HP printer/fax/scanner/copier in case you need to do some work while on vacation. It provides inside access (no spiral staircase) to the observation deck with some of the best views of the Gulf and Bay, and a place to enjoy the serenity and beauty of island living.

    Ground Level

    Outdoor shower and sink, in-deck hot tub for four, a lovely 28-foot swimming pool and open deck, both a Weber charcoal grill and a Weber Genesis gas grill, outdoor bar and table with seating for 8, water basketball, pool furniture and floats

    First Level (Bedroom Level)
    Master bedroom suite: king bed, ceramic tiled walk in shower, vanity with double sinks, armoire with Samsung HDTV/DVD, French doors to deck
    Second bedroom: two twins or king size bed, bath with shower,door to deck, built in Samsung HDTV/DVD and chest of drawers
    Third bedroom: two twins or king size bed, bath with tub/shower, built in Samsung HDTV/DVD and chest of drawers, XBOX 360 with a selection of games, wireless controllers, and wi-fi so you can access your XBOXLive account
    Extra large capacity washer and dryer, iron and ironing board

    Second Level (Great Room Level)
    Complete kitchen with dishwasher, refrigerator with ice maker, electric range,microwave, drinking water system, cookware, toaster, blender, coffeemaker, mixer, dinnerware, flatware, glasses including wine glasses,service for 12
    Breakfast bar with seating for 4, dining table with seating for 8, cottage server for buffet dining Family room area with 2 sofas, over sized chair
    Entertainment Center: Sharp Aquos HDTV,Bose 321GS DVD home theater, HD Satellite, Bose Sound Dock, VCR

    Large selection of DVDs, videos, books, and board games
    Screened lanai with wicker furniture, table and chairs

    Third Level (Widow’s Walk, Office, observation deck)
    Desk and chair, twin-sized day bed, Polycom speaker phone, Dell laptop, HP printer/fax/scanner/copier, high-speed wireless Internet, chaise lounges, chairs, and tables on observation deck Read more »
    134-The Silver Seashell
    4580 Oro Pesos Lane
    North Captiva FL
    26.602992, -82.22227
  5. Area Information 234B-Beach's Edge


    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 comfortable interior. With the beaches surrounding you, you truly have made your escape to North Captiva complete.
    In front of you is the beach and the living area has direct views with sliding glass doors opening onto a full sun deck right at the water's edge.
    The kitchen and dining are adjacent to the living room. Great appliances trim out the kitchen area and the breathtaking views of the Gulf from the dining area will make every bit of your seaside cuisine taste better.
    The bedrooms are located on the opposite side of the beach house and give you privacy and a buffer from early risers. The master bedroom opens right onto the gulf-front sun deck and the sliding glass doors can be opened up for listening to the surf. The second bedroom has views of the Gulf and the surrounding palms. The third bedroom suite is located on the ground level with the beach right at your door. Read more »
    234B-Beach's Edge
    690 Gulf Lane
    North Captiva FL
    26.594865, -82.223981
  6. Area Information 210-Sunset Beach


    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 hiking through the nature trails. This single-level home is beautifully decorated in beach contemporary with the master suite on one side and second and third bedrooms and hall bath on the other.
    A cathedral ceiling in the central living room provides a spacious feel while a long, open screened porch on the front of the house creates a large complementary living area with the sight and sound of the Gulf surf in the background. Floors are carpeted in the bedrooms and tiled in the living area. Enjoy Sunset Beach for your next Island retreat Read more »
    210-Sunset Beach
    4580 Panama Shell
    North Captiva FL
    26.593501, -82.223367
  7. Area Information 115-Sea Glass


    Sea Glass is a recently upgraded, custom-built 4 bedroom, 3 1/2 bath pool home that invites you to enjoy a true island getaway. With a short stroll to the beach, about 120 yards, this home is decorated with a cozy beach cottage flair and features fantastic views of the Gulf of Mexico, the state wildlife preserve and spectacular Gulf sunsets. Sea Glass offers two Master Suites and two additional spacious bedrooms, a private pool and sun deck area, ceiling fans and rooms that are bathed in light from the beautiful mission style windows. A true getaway!

    The top level of the home has a spacious, open floor plan with cathedral ceilings, a deluxe kitchen, great room, half bath, and a master suite with a queen-size bed, jetted tub, and its own private balcony. In addition, this level has a screened porch where you can enjoy al fresco dining with beautiful views of the Gulf and state preserve. The kitchen is well equipped and spacious. The great room, with its cozy slip-covered furniture (including a queen size sleeper sofa), features TV with Dish Network, DVD, surround sound and an assortment of games for the family and books perfect for reading on the beach. Wireless internet is available throughout the property. Just off the screened porch, a spiral staircase leads to the lower level porch featuring a luxurious two person hammock and access to the pool on the ground level. The second level of the house has another master suite with a king-size bed and two bedrooms sharing a Jack and Jill bath. Both of these bedrooms open to the large porch. One of the two bedrooms is decorated with a king-size bed and the other is outfitted as a kids’ paradise with their own TV, Dish Network and a PlayStation2! The kids’ room is decorated with a bunk bed, featuring a twin up top, full at the lower bunk, and a twin-size trundle underneath. There is even a “pack and play” available, so no need to haul your own! This level has an additional private porch off the front of the home. You’ll find the laundry room and a selection of beach towels on this level. The pool deck features cushioned chaise lounges, a Kettler outdoor ping pong table, an additional hammock and both gas and charcoal grills. The toy closet next to the garage features toys for both the beach and pool. Sea Glass is a rare treasure many seek, but few find. Here it is! Pack your bags… paradise is waiting!

    5 Night Minimum - Use of elevator requires signature of use agreement Read more »
    115-Sea Glass
    4551 Butterfly Shell
    North Captiva Fl
    26.593687, -82.222536
  8. Area Information 169-Key Lime Time


    Fantastic Key Lime Time 5 bedroom Pool home w/Spa & amazing Gulfviews! Professionally decorated!
    Pool kitchen with sink and extra fridge off the pool area/Gas weber grill/Stereo off pool area. Master w/King and private bath and access to screen porch. Second Master King w/private bath,Third bedroom w/Queen bed & access to screen porch. Guest bedroom w/bunk beds w/shared bath.TV's in all bedrooms. Intenet Access.
    Kitchen/Breakfast Bar/Dining room/Lliving room -Sleeper Sofa & has a 42 inch screen TV/Also a fifth bedroom with bunk beds is on this level & Bath.
    The top level is an amazing sundeck with ritz style chaise lounges, a cocktail table for relaxing and enjoying amazing sunsets. From this deck, you look down on the beach and have panoramic waterviews.
    Lowest Level:Game Room w/ Extra Living Room & Sleeper Sofa.Overlooking Pool. This is truly the dream beach house. Read more »
    169-Key Lime Time
    4590 Schooner Drive
    North Captiva FL
    26.597428, -82.223115
  9. Area Information 163-Pelican Pointe


    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 of the Gulf, Pine Island sound and Cayo Costa (A state owned park) from Pelican Point.

    This luxury home is set up for an extended family or multiple families. Bring your boat because a nice boat slip is included. Enjoy swimming at the resorts pools or dine in the restaurants or have lunch at the pool bar. Everything you need is right here at Pelican Point. Over 2200 square feet of living space with another 1200 square feet of decks. Read more »
    163-Pelican Pointe
    120 White Pelican Drive
    North Captiva FL
    26.605999, -82.221424
  10. Area Information 246 - Seabreeze


    SSeaBreeze overlooks two naturally vegetated beachfront lots owned by a few families on the island, in front of our houses protecting our views and giving us private beach access and beach use. We have a little sandy path that takes you right to the water.
    Luxury Gulf Home overlooking the beach & the aqua waters of the Gulf of Mexico,Master King w/Private Bath/Guest Twin Trundle/Guest Twin/Guest Double Bedroom-all w/Shared Baths. Laundry Area Kitchen/Dining Room/Living Room w/Screened Decks & Wet bar. Wrap around Porches/Crew's Nest w/Fantastic Views/Gas Grill. Internet Access/Fax machine. Ping Pong Table/Steps to the Beach.
    Sea Breeze is one of North Captiva Island's premier properties. This spacious 3000 square foot home with private beach access was built to take advantage of some of the best gulf views on North Captiva Island.
    Recently remodeled from top to bottom, Sea Breeze was built in the Old Florida style to optimize spacious living and comfort. Bedrooms are on the first floor and the family living space is upstairs! You can watch the sunrise from one side of the house and the sunset from the other.
    The construction is of the finest quality featuring top-of-the-line fixtures and appliances. In the living area you will enjoy panoramic beach and water views with sliding glass doors to a large screened porch.
    Off the kitchen and dining room is a spacious barbecue area. A spiral staircase ascends from the living area to a dramatic glassed-screened crow's nest mezzanine with two open air terraces.
    On the entry level is a spacious king master suite with large private bath complete with large walk in glass door shower. The master bedroom shares a large screened porch with the queen bed guest room. A shared bath accommodates the guest room with twin beds and study/tv room with day bed and trundle. On the ground level is a private outdoor shower and dressing area, and screened porch.
    This gulf front home is steps to the 4.5 mile long beach and nature preserve. Read more »
    246 - Seabreeze
    4590 Smugglers Dr.
    North Captiva FL
    26.596768, -82.223336
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239-395-1001 | | | 5576-1 Doug Taylor Circle, St. James City, FL 33956