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  1. 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
  2. Area Information 094 - On Island Time

    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 right place for your family getaway. The grounds of this home include a screened swimming pool and deck area for relaxing and having fun in the sun. When you enter the house, you are on the second or sleeping quarters’ level. The master suite has a king size bed, a spacious and private bath with double sink vanity. The second bedroom is ideal for a children’s room with twin beds and an under the sea theme. The third bedroom has a full size bed and tropical decor. The hibiscus suite with a queen bed is ideal for a second couple. Upstairs, the great room with vaulted ceilings and sliding glass doors steps out to the screened outdoor dining area with dazzling views of the Gulf above the island foliage. Relax on the screened porch; dine al fresco while you enjoy the views. Island Time’s kitchen is equipped with every convenience and features everything you will need for cuisine preparation and elegant island dining. Nearby the well-dressed dining room table accommodates 8, with additional seating at the counter’s bar. The spiral staircase leads you to the sun deck where you can spend Island Time enjoying the panoramic views of the island, Gulf waters, and Bay. View Sunsets EVERY night of your stay and make memories that will last forever Read more »
    094 - On Island Time
    4510 Schooner Drive
    North Captiva Fl
    26.5971281, -82.2208996
  3. Area Information 007 - Sunset Cottage

    Sunset Cottage is a lovely two bedroom cottage just 200 steps from the beach. This lovely cottage is very well equipped with every convenience of home and more. The home is the ideal vacation home for a small family, a couple or even two couples.

    #007 Sunset Cottage Photo Gallery(60 photos)

    From the homes roof top terrace, you have sweeping views of the Gulf of Mexico and the Nature preserve. The roof top terrace is spacious and has a nice cocktail table for previewing sunsets along with chaise lounges for sunning.

    The floor plan is setup with a lovely living room, dining and kitchen area that is open and airy and opens up to a screen porch with sitting area. Each bedroom is fully equipped with hung flat screen tvs. There is a private bath in the master and a second bath off the living room.

    The ground level offers your own private swimming pool along with Jacuzzi. The home is provided with your very own custom lifted 4 passenger golf cart. Sunset Cottage has it all.

    Just updated pool making it very safe for children to the latest standards.

    Read more »
    007 - Sunset Cottage
    4501 Butterfly Shell Dr
    North Captiva FL
    26.593523, -82.221326
  4. Area Information 069 - Casa La De Da

    This lovely 5 bedroom upside down home is situated directly on the Gulf of Mexico. Plenty of space for a large family or two families. King Master Bedroom w/Private Bath/Guest Bunk w/Double on bottom & 2nd Bunk bed set /Guest Twin Bedroom all w/Shared Bath. Double Guest w/Private Bath/Laundry Room Decks off of each Bedroom.Outdoor lounging Mermaid Deck Upper Level:Master King Bedroom w/Private Bath/Kitchen/Breakfast Bar/Dining Room/Living Room w/Sleeper Sofa w/Screened rooms. Bathroom/Internet Access/Charcoal Grill/Steps to the Beach. Enjoy your cocktails at the deckside Tiki Bar or find your favorite spot to curl up with a book, to listen to music or to watch a movie from the extensive dvd/video library.

    Casa La De Da , your beach home awaits – from the brilliantly hand painted mural in the foyer to the open, sun-washed great room, the ocean breezes and magnificent sunsets are yours to enjoy as you relax with family and friends. The gourmet kitchen with it’s ocean view is a delight. The spacious dining area seats 10 comfortably under the whimsical monkey chandelier. Enjoy your cocktails at the deckside Tiki Bar or find your favorite spot to curl up with a book, to listen to music or to watch a movie from the extensive dvd/video library. At the end of the day you can retreat to one of the 5 uniquely decorated bedrooms, each with it’s own distinctive charm. Casa La De Da sleeps 10 in comfort. Read more »
    069 - Casa La De Da
    4599 Schooner Drive
    North Captiva Fl
    26.5971943, -82.2227777
  5. Area Information 257 - Birds Of Paradise

    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 this home you will feel that you are in your own private paradise.

    This home is extensively rebuilt and completely redecorated. Every detail has been carefully attended to. Birds of Paradise is luxury island living at its best. The home is designed to take maximum advantage of the incomparable views. The bedrooms are located on the second level with the living area on the third level.

    On the first level, you can enjoy a cooling shower after a day at the beach. Located adjacent to the state park, this rental invites early morning walks into the palm forest which backs onto the property.

    The carpeted bedrooms are located on the second level, which is 10 feet off the ground. Surrounded by the sound of birds and the breeze blowing through the lush vegetation, you will imagine that you are in a tree house. A wet bar is added on this level for your convenience.

    On the third level, you can take in the ocean view while relaxing in the great room. You can listen to your favorite CD through a Dolby digital sound system, or watch your favorite show through satellite service or the VCR. After preparing a meal in the gourmet kitchen, choose between patio dining or sitting in the spacious dining area.

    Finally, enjoy relaxing in the spa on the private deck which opens from the living area. Read more »
    257 - Birds Of Paradise
    4471 Panama Shell Dr.
    North Captiva FL
    26.592824, -82.2206999
  6. Area Information 208A - Wits End

    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 fantastic gulf views that make North Captiva Island a premier destination. The home is four floors with the living level up top to enhance the open water and nature views. The living area is a very comfortable design offering a fireplace, wet bar and open kitchen and dining room plan. The master suite is spacious and looks directly out on the Gulf of Mexico. Wits End is a fabulous getaway retreat. Read more »
    208A - Wits End
    4591 Oyster Shell Drive
    North Captiva FL
    26.594414, -82.22357
  7. Area Information 203 - Bydesign on the Beach

    6 bedrooms/4 baths directly on the beach.
    Great for two families.

    Bydesign on the beach is a lovely duplex directly on the beach. This fabulous retreat accomodates two families well offerring two separate units both 3 bedroom 2 bath each with two full kitchens. Just steps to the gulf of Mexico offers an incredible location with great sunsets and views of the Gulf of Mexico. Both units offer luxury quality amenities and furnishings. The two living rooms are spacious and offer flat screen tv's, lovely furnishings and a light and spacious feel with sliding glass doors that wrap around, sky windows and outdoor porches. The kitchens are very accomodating with gormet style amenities. This is truly a great retreat. Read more »
    203 - Bydesign on the Beach
    542 Gulf Lane
    North Captiva FL
    26.5988523, -82.2235617
  8. Area Information 085 - Gulf Breeze Cottage

    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 and open views of the gulf and sunset. This cottage has a true island cottage feel with high ceilings, wrap around screened porch with sunken spa on the deck, an oversize master bath and spacious wrap around porches. Make Gulf View Cottage your next vacation destination. Read more »
    085 - Gulf Breeze Cottage
    211 White Pelican Drive
    North Captiva Fl
    26.6040819, -82.221311
  9. 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
  10. Area Information 047 - Spring Fever

    Close to the Gulf within sound of the surf, this home is an ideal vacation spot. With a sofa bed and 2 bedrooms down and a large master upstairs, it is a delightful spot for up to 8 people.

    Only a short walk away from the beach, this home features hardwood floors on the first level in the kitchen, living and dining areas. Two high-ceilinged, carpeted bedrooms, one with twin beds and the other with a queen open off either side of the staircase to the second level. From the queen bedroom, step out onto a first level deck.

    On the second level, walk into a spacious master bedroom opening onto two different decks. Completing this level is a stunning roomy master bath tiled throughout and furnished with Jacuzzi tub.

    Finally, take the spiral staircase to the enclosed observation area and the outside deck, both of which offer grand views of the Gulf Read more »
    047 - Spring Fever
    4581 Oro Pesos Lane
    North Captiva Fl
    26.602706, -82.222317
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239-395-1001 | | | 5576-1 Doug Taylor Circle, St. James City, FL 33956