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  1. Area Information 102 - Eventide Sunsets

    Eventide Sunsets is a great choice for your next family retreat. Located just off the beach, it offers unobstructed views of the Gulf's emerald waters.

    Eventide Sunsets is beautifully decorated with warm colors throughout. A highlight is the rich wood-paneled cathedral ceiling in the living/dining area. The furnishings are high quality and very comfortable. This house provides every amenity imaginable for a comfortable stay.

    Views are breathtaking from Eventide Sunsets, looking out as it does over the Gulf of Mexico and state land preserve. Access to the beach is very convenient, actually less than two minutes' walking distance. This home is well worth booking for your next retreat. Read more »
    102 - Eventide Sunsets
    4560 Panama Shell Drive
    North Captiva Fl
    26.5934199, -82.222829
  2. Area Information 128 - Conch House

    A perfect beach house with amazing Gulf-to-Bay views and a private pool! / Completely Renovated 2012 – complete with sunset view deck and tiki bar at the pool! Unlike many of the homes on North Captiva Island, a stay at The Conch House will truly let you experience the real beach retreat you have been looking for, without having to leave the first-class amenities of your home.

    Once you arrive at The Conch House, the first thing you’ll notice is the spectacular downstairs pool area. Not only is there an oversized pool for everyone’s enjoyment, but there is also an island tiki bar– complete with 4-person bar seating, ice maker and a 42” HD TV. Where else can you watch the big game while you and the kids go swimming in the pool?! Loungers, Adirondack chairs and a dining table line the pool deck where there is a seat for everyone - in both the sun and shade. The pool has the much desired western exposure allowing for this amazing entertainment area to be enjoyed throughout the whole day into evening!

    As you walk up the screened stairs to the second level of the home, you will notice an outdoor dining area complete with seating for 8. Enjoy protected outdoor dining while listening to the sounds of surf! A propane grill is located on the same level, so you won’t have to run up and downstairs to check on dinner. Upon entering into our home, you will notice this level is the main living area. The open floor plan allows the living room and kitchen to flow together – great for cooking and entertaining at the same time! GE Profile appliances, granite countertops, a 47” TV with Direct TVHD (including ALL of the premium channels) and a high-end iPod stereo make this area stand out! Adjacent to the living area are two nicely appointed bedrooms that share a full bath. Another half bath with washer and dryer is also located close by.

    A walk up the stairs to the third floor leads you into the Master Suite. Island themed with beautiful wood floors and plantation shutters, it features a luxurious king size double pillow top bed, and includes a 47” LCD Flat Screen with DVD and Satellite. A double sink and double shower complete the Master Bathroom. Head outside via disappearing glass sliders to the covered Master deck – very private, this is the perfect place to enjoy your morning coffee and views of the Gulf.

    Last, but certainly not least, is the 4th floor View Deck. Just added onto the house in 2012, this boasts spectacular views of the Gulf all the way around the island to the Bay. Take in gorgeous sunsets and celebrate the end of a perfect North Captiva day atop this view deck at The Conch House!

    Read more »
    128 - Conch House
    4551 Conch Shell
    North Captiva Fl
    26.594923, -82.222486
  3. Area Information 040 - Beach House Too

    Brand new professionally designed and decorated four bedroom home right on the beach with fantastic water views from every room, swimming pool and kids pool and fantastic sunsets. Two golf carts included!

    Beach House Too is an amazing home with over 3500 square feet of living space and over 5500 square feet of total living. This home is beautifully decorated and equipped with every comfort and luxury. The home is well suited for large parties and families getting together for a week of pure bliss. Beach House Too is Just a few steps away from the beach. The home has a lovely swimming pool and a gameroom with great games. You will have loads of fun at Beach House Too. Also, if you want peace and tranquility, you can enjoy this too with the senic views, hidden open porches and screen porches that are in all different areas of the home. Read more »
    040 - Beach House Too
    190 White Pelican Dr
    Captiva FL
    26.604542, -82.22159
  4. Area Information 150 - Keylime High

    Gorgeous 3 bedroom home newly decorated, with Gulf view, private pool and a bar making this one of, if not the best home on the Island for entertaining guests.

    Starting at the top floor is a Master bedroom suite with a nice sitting area with tv, a deck with hot tub showing off the breath taking views of the Island and The Gulf Of Mexico. Down to the main floor you'll find a beautifully decorated living room with decks and a TV with VHS/DVD/Direct TV. The dining room seats 6 and the screened porch just off the dining room has seating for 4 with ceiling fans. A very bright and cheery fully equipped kitchen with an ice maker, microwave and island bar. The Queen guest bedroom is nicely decorated, has a deck and shares a bath with the other twin guest bedroom. The twin guest bedroom can easily convert to a king. Below the home on the ground level is a private pool with solar cover, and a fantastic bar for entertaining guests. It features a flat screen tv to watch your favorite sporting events or maybe movie night. It has a commercial ice machine so you won't run out making your favorite frozen drinks. Cook all your favorite tailgate food on the Weber gas grill. Read more »
    150 - Keylime High
    4550 Cutlass Dr
    North Captiva FL
    26.595921, -82.222204
  5. Area Information 133 - Cinco De Mayo

    The Cinco de Mayo is a luxury island home which has been professionally decorated. It provides a festive environment for a family vacation retreat. This home is immaculately maintained by the owners who visit often.

    CINCO DE MAYO is located conveniently between the spectacular North Captiva Island Club and gulf beaches. Spectacular views of the bay and the emerald Gulf waters from the observation deck. This 4 bedroom/3 bath custom built and decorated Island beach home has three levels with the living areas on the upper levels and the bedrooms on the lower to provide you with excellent water and nature views. Decorated by a professional decorator who is a member of the American Society of Interior Designers, no details have been missed. Your memories will be cherished forever from your visit at this spectacular festive home.
    5 night minimum rental from Feb 9, 2013 - May 3, 2013. Must arrive on Saturday during this period. Read more »
    133 - Cinco De Mayo
    546 Longboat Circle
    N Captiva FL
    26.597354, -82.220082
  6. Area Information 157 - What The Shell

    Great 4 bedroom pool home just a block from the beach. Interior decorated and designed. Pool kitchen too!

    What the Shell is a wonderful 4 bedroom/4 bath home with private pool. The home is professionally furnished and designed. All the homes finishes are of the highest quality. There are lots of windows and slider doors to give an open outdoor feel. Open porches surround the home situated off the living room and bedrooms. There is also a large widows walk deck 45 feet from sea level for panoramic island and water views. Watch sunsets and sunrises. This home has over 5000 square feet of living space with 2600 square feet airconditioned. The 4th bedroom is off the pool area with a nice pool kitchen setup for entertaining pool side. This home sleeps up to 10 people. Read more »
    157 - What The Shell
    4540 Oyster Shell Drive
    North Captiva FL
    26.594551, -82.222144
  7. 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
  8. Area Information 073C - Island Time I

    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 jumping in the sun. If you like to fish, this dock is the premier spot on the island, adjacent to Captiva Pass. You can clean your catch at the dock’s cleaning station and grill it right outside. Or jump in your private golf cart and roll down to Barnacle Phil’s for a cold beer and a fish taco, hike out to the nature preserve where the tortoises roam, or lounge on your private beach with a novel and a frozen beverage. Head down to the North Captiva Island Club, included with your stay, and enjoy one of the two pools, the clay tennis courts, the pool bar and grill, or a complimentary kayak or bike ride. This is the island to come to for relaxation, and this is the house to do it in. Island Time cottage lies within 100 feet of the water, and the views are simply stunning.
    This old-style Florida home has two bedrooms, two bathrooms, and a queen-size pull-out sofabed in the living room. The master bedroom has a king-size bed with a private bath, and the second bedroom has two twin beds with the hall bath immediately adjacent. Large-screen high def television with satellite and Blu-ray, complimentary wireless internet, fully equipped kitchen, gas grill outside, and of course, the hammock in which everyone falls asleep the minute he or she lies down. Bathrooms and bedrooms totally remodeled in fall 2012 with high-definition televisions. Read more »
    073C - Island Time I
    119 Kingfisher Drive
    North Captiva FL
    26.6060349, -82.2194206
  9. Area Information 131 - Serendipity

    Serendipity means a "fortuitous happenstance" or "pleasant surprise". It was first coined by Horace Walpole in 1754. In a letter he wrote to a friend Walpole explained an unexpected discovery he had made by reference to a Persian fairy tale, The Three Princes of Serendip. The princes, he told his correspondent, were “always making discoveries, by accidents and sagacity, of things which they were not in quest of”.

    Enjoy one of North Captiva Island’s Best vacation homes offered. Serendipity is a fabulous 4 bedroom home with incredible Gulf of Mexico views!. This amazing home has it all! From the moment you arrive you will be mesmerized by the wonderful appointments, furnishings, amenities and sweeping views of the Gulf of Mexico. The home has 2800 square feet under a/c with more than 4000 square feet of living space including open and screen decks. It was renovated and professionally decorated from top to bottom in February 2014. Most everything in this home is brand new including AC units and the pool heater!

    Serendipity has a private screened pool area just steps to the beach. This home is built for island living and setup for large multi-generational families. North Captiva is an amazing place to explore and Serendipity is equipped with two golf carts to explore the island.

    There is plenty to do at Serendipity with a heated pool, games, beach chairs and towels. Also enjoy cooking in a gourmet kitchen with brand new stainless steel appliances and lots of granite counter space to work. The home has 3 flat screen TVs with Directv and a lovely look out lounge. You won’t want to leave this amazing place. The home allows up to 10 people and there is plenty of room to stretch out with a game area, living room, many porches and a lovely pool area. Also, enjoy a fabulous roof top deck with sunset and sunrise views - this deck has some of the best views on the island with cable railings for unobstructed viewing.

    The sleeping arrangements are top notch with 2 master bedrooms with private baths and access to the outside porches. Let’s not forget about great views. You will truly be pleasantly surprised when arriving at Serendipity.


    1st level:
    Master Bedroom 1:
    King Bed with gel top mattress
    Flat Screen TV
    Access to screened in balcony
    Full Bath with walk in shower – pebble stone shower floor and seamless glass surround

    Master Bedroom 2:
    Queen bed with gel top
    Flat screen TV
    Access to screened in balcony
    Full Bath with shower/bathtub combo

    Bedroom 3:
    Bunk beds – One Full, One twin
    Gorgeous Nautical décor with closet and dresser space

    Bedroom 4:
    Two twin beds
    Storage space under beds and closet

    Full Bathroom:
    Bathtub/Shower combo
    Granite top vanity

    Overall amenities on 1st floor:
    Professional Décor with custom window treatments and new furniture in all rooms
    All New ceramic tile throughout, luxury shower heads, granite tops, sinks, faucets, lighting
    New Mattresses and high end linens and bedding in all rooms
    Quality “Down-Like” Pillows with extras in closets to find your perfect fit
    All mattresses and pillows have soft, quality protective covers
    3 Blowdryers – one in each full Bathroom
    Bath and Hand Towels Provided by Island Club
    10 Beach Towels in foyer storage ottoman supplied by owner
    Laundry baskets and hangers in each closet

    Laundry Closet with Washer and Dryer
    Iron and Ironing Board

    2nd level:
    All new flooring throughout 2nd floor
    Professionally decorated with all new paint and custom window treatments
    Beautiful gulf views from every window on this level
    Living room with 2 large sofas – one with pull-out memory foam full size mattress
    Pub table area with storage chest for games, puzzles, or extra eating area

    Gourmet Kitchen with all new granite, sink, faucet, stainless steel appliances – dishwasher, side-by-side refrigerator with RO filtered ice and water in door, microwave, electric stove. Garbage disposal, wine fridge, 12 cup and 4 cup coffee makers, 4-slice toaster, blender, hand mixer, large electric griddle, pots, pans, skillets, bakeware, cutting boards, new dishes, glasses, silverware, cooking utensils, wine glasses, and outdoor plastic dishes and glasses for eating by the pool

    Reverse Osmosis Drinking Water system at kitchen sink for quality drinking water
    Insta Hot faucet at sink for steaming hot water for tea and other hot drinks instantly

    Dining Table for 10
    Breakfast Bar with new granite and 3 swivel barstools
    Pantry closet for food storage
    Tennis Racquets in pantry for use at NCIC tennis courts

    Half Bathroom with new Granite top and designer bowl sink

    Wireless Access
    Landline Phone
    Large Flat Screen TV with DirecTV
    DVD player
    Assortment of movies and books
    Sound system

    Sliders to outdoor screened in balcony on this level – covered to enjoy in any weather
    Outdoor Dining Table for 6
    Outdoor Sectional seating

    3rd level:
    Spiral Staircase to this cozy loft area – overlooks LR/Kitchen area
    New flooring
    2 extra large chairs with stunning gulf views
    4 New Quality sliders to access outdoor decks with aluminum decking and cable railings

    4th level:
    Large Upper level outdoor deck for sunbathing, gulf and island viewing
    Lounge chair seating and side tables
    Aluminum decking and cable railings
    This level has views of the entire island and spending time here is a must in this house!
    Views of the sunrise over the bay in the morning
    Sunsets over the gulf up here are magical!
    Serendipity is close to the airstrip and you will experience the thrill of occasional small plane take offs and landings as they fly right by

    Pool/Ground Level:
    Large in ground heated pool with screened in area and decking all around
    Patio dining table for 6
    Lounge chairs for sunbathing
    Pool toys and noodles
    Outdoor shower
    Outdoor Pool bar with sink
    Small fridge
    Beach chairs to take for the short walk to the beach

    Weber Gas Grill – new in February 2014

    2 Golf carts available with this home Read more »
    131 - Serendipity
    4611 Seair Ln
    North Captiva FL
    26.6034, -82.22313
  10. 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
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239-395-1001 | | | 5576-1 Doug Taylor Circle, St. James City, FL 33956