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  1. Area Information 106 - Longboat Pearl

    Enjoy the Island Pearl for your next vacation getaway. Island 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 Island Pearl. This gem is tucked away in tropical gardens and conveniently located minutes from the beach and just seconds away from the resort facilities.

    An attractive new deck surrounds the ground level pool with a convenient poolside changing area nearby. A lovely kitchen complements the pool area complete with wet bar, new refrigerator and electric grill.

    The second level is comprised of three spacious bedrooms and two full baths, all with warm comfortable furnishings. The entry foyer is tiled with with washer and dryer on bedroom level.. Master bedroom and second bedroom walk out to a roomy screened patio.

    Walking through the foyer to the upper level, you note the spacious feel of the living area with its sweeping panoramic island nature views. This space is decorated with comfortable furnishings and a complete entertainment center. Sliding glass doors surrounding the living area open out to another big screened patio. Fully equipped kitchen for a person who enjoys cooking. Dining area with a table for six people. Ceiling fans in every room including decks and pool room area. Finally a convenient half bath completes this level

    On the 4th level a large open sundeck which offers views of the Gulf and Pine Island Sound with three chaise lounges.. This is a great place to enjoy the world's best sunsets and sunrises.

    Weber Gas Grill included Read more »
    106 - Longboat Pearl
    540 Longboat Drive
    North Captiva FL
    26.597382, -82.2203059
  2. Area Information The Crews Nest Property

    LUXURIOUS 2700 SQ FT BEACHVIEW HOUSE WITH PRIVATE POOL & SPA

    Luxury 2700 square foot beach house with private pool and spa just recently refurbished. Comes with 2 golf carts!!!


    Crew's Nest photo gallery (81 photos)


    This stunning multi-level, multi-deck home is located just yards from the pristine North Captiva beaches of the Gulf of Mexico. This island beach rental is designed with comfort and luxury in mind, and with the utmost attention to capturing the beauty of the creation all around.

    Enjoy the Crews Nest, an architectural delight providing a standard of living second to none. This lovely beach view home is brand new and there is no shortage of quality and award winning elegance here. The designers of this beautiful home intentionally named this model ?The Deck House? providing numerous decks off every level. The combination of interior elegance and exterior delight blend together seamlessly as it was always meant to be.

    As you enter into the Crews Nest you will be taken away by the combination of elegance and comfort visualizing the beautiful living room furnishings and decor. Truly a delight. This high standard of living is well complemented with a surround sound entertainment system and wet bar. Leather couches and love seats and Old Florida style paddle fans through out.

    On the upper level is a lovely gourmet kitchen with top of the line appliances. A formal dining room with glass windows from floor to ceiling for dramatic views of the emerald waters of the Gulf of Mexico. A second living room is on the upper floor with another entertainment system.

    The bedrooms are lavishly furnished and equipped. If youre not careful you will mistake yourself for being in a suite at the Woldorf or Ritz. Go up another level into the Sky lounge crews nest and be taken away by the panoramic views of the Gulf of Mexico and Island scenery.

    Bask in the sun by your own private pool and spa or enjoy a dip after shelling on the beaches. This will be truly an unforgettable adventure you partake on. Book now or risk missing the opportunities times still available at the Crews Nest.

    Comes with 2 golf carts!!!


    Read more »
    The Crews Nest Property
    4541 Cutlass Drive
    North Captiva FL
    26.595547, -82.221992
  3. Area Information 064 - North Pointe Beach House

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

    North Pointe Beach House, a brand new professionally designed and decorated home completed in 2009, is an amazing beach front home completely equipped and designed for vacation living to the extreme. This home is 2800 square feet under a/c and has plenty of large decks that wrap around the home. The amazing water views from every room are magnified by the outstanding design of the home. Enjoy large glass doors that encompass the living areas and bedrooms. The home is one of the tallest which allows the top living area to offer even more breath taking panoramic views of the Gulf of Mexico. You practically tower over the beach.

    The pool area is almost right on the beach, outdoor shower and plenty of deck space for outside dining ,chaise lounges and plenty of seating. All the bedrooms and both living rooms have brand new H D flat screen TVs. Staying at Northe Pointe Beach House will be a memorable experience that you will cherish Read more »
    064 - North Pointe Beach House
    161 Nighthawk Drive
    North Captiva Fl
    26.6052019, -82.221832
  4. Area Information 201 - Bydesign On The Beach I

    Definitely one of the nicest beach villas you may ever experience. Everything top of the line!

    After two years of renovations this Beach Villa is just comming back on line! And what a fantastic renovation. Truly state of the art, top of the line, the creme de la creme. You will truly love byDesign on the Beach. This three bedroom, two bath Beach Villa is right on the beach with your own private walkway thru the sea oats. Enjoy fabulous sunsets from your sun deck and living room. Every bedroom and living room has flat screen tv's, dvd players, satalite tv and state of the art entertainment systems. You will come back again and again. Read more »
    201 - Bydesign On The Beach I
    541 - 1 Gulf Ln
    North Captiva FL
    26.5987193, -82.2235493
  5. Area Information 228 - Hidden Harmony

    FANTASTIC 4000 SQUARE FOOT LUXURY HOME SLEEPS 10 JUST A BLOCK FROM THE BEACH

    As one of the largest homes on the island, Hidden Harmony has over 4,000 square feet of living space. This two-story, spacious house includes four bedrooms and a den. The first story, or lower level, are where three of the bedrooms are located. Also on this floor is a den with a pullout sofa, pool table, darts, and just off of the deck is a luxurious screened in pool with massaging jets.
    Beautiful tile floors take you throughout the spacious living room which is complimented by the adjacent gourmet kitchen with state of the art appliances as well as a full size dining room. There is also a screened in dining and seating area located on the deck. Hidden Harmony has large decks that circle the entire house on both levels, making it easy to view Safety Harbor & the Gulf! Read more »
    228 - Hidden Harmony
    4511 Hidden Lane
    North Captiva FL
    26.601702, -82.220318
  6. 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
  7. 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
  8. 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.

    FIRST 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.

    SECOND LEVEL
    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.

    THIRD LEVEL
    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
  9. 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
  10. Area Information 109 - Manatee Manor

    Directly on the beach in one of North Captiva's most exclusive locations, this architectural delight is truly a great place to play.

    North Captiva at its best. Enjoy Manatee Manor for your next island getaway. Imagine Mexican tile throughout all common areas and Berber carpeting in the bedrooms. Walk out any bedroom to its private patio. Surrounding palms and tropical greenery provide the ultimate in privacy.

    From the 4th level, enjoy breathtaking views of the Gulf of Mexico, Captiva Pass, Cayo Costa Island, and panoramic island views across thick natural vegetation. Spacious, professionally decorated, fully equipped, and professionally managed, Manatee Manor is perfect for a large family retreat or even for four couples seeking a memorable vacation together.

    Manatee Manor is one of North Captiva Island's most popular homes. Advance booking is highly recommended. Read more »
    109 - Manatee Manor
    190 Nighthawk Dr
    North Captiva FL
    26.604546, -82.222301
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239-395-1001 | rentals@northcaptiva.com | http://www.northcaptiva.com/ | 5576-1 Doug Taylor Circle, St. James City, FL 33956