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Rentals with Pool in Captiva Island, FL

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    Travelers to Captiva Island are booking December dates now. Secure your vacation rental today, and have the perfect trip.
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    1 / 24
    5 of 5 stars (3) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    9 Bedrooms / 9 Bathrooms / Sleeps 30
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    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    5 of 5 stars (14) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    About this property
    Manatee Haven is an upscale, non-smoking, beachview home that offers four bedrooms and three and a half bathrooms with an elevator to all three levels. It is professionally decorated, has a large private screened pool, and spa located in a large private screened patio that encompasses all three... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33945
    5 of 5 stars Reviewed December 2, 2014
    My family and I have been renting homes along the gulf coast for over 15 years. We decided to take a chance this thanksgiving and change it up. I was very pleased with the house...
    5 of 5 stars Reviewed August 7, 2014
    What else can be said that hasn't been said in all the previous reviews - all with perfect scores of 5! I bet you can't find that for any other rental home! Here's the scoop...
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    1 / 16
    5 of 5 stars (4) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    About this property
    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
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed January 27, 2015
    Captiva Cottage is cozy enough for two yet can easily accommodate a family or group of friends. Wonderfully located, it is private, quiet but within easy reach of the attractions...
    5 of 5 stars Reviewed June 18, 2014
    I just wanted to thank you for making our stay on Captiva so enjoyable. We really enjoyed staying at Captiva Cottage. Captiva Cottage was the perfect size, and had everything we...
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    1 / 24
    4.5 of 5 stars (13) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Suitable for children
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    About this property
    Flamingo House is a lovely tropical home with a special island flair. Carved flamingos on the eaves, conch shells, pineapples and palms carved in the railings. Truly a beach house 200 steps from the Gulf beach. First floor includes heated outdoor pool withdeck and charcoal Weber grill. Second... View all property information
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    Captiva Island, Southwest Gulf Coast 33924
    4 of 5 stars Reviewed April 11, 2015
    Loved north captiva island. Flamingo house was very comfortable. Really nice to have a pool at the house. Minor suggestion: for what a house rental costs it would have been...
    5 of 5 stars Reviewed October 29, 2014
    We spent 9 GLORIOUS days at the Flamingo house on North Captiva Island. This was our first time to NCIC and these Ohio Beach Bumms 5 will return. I did read the reviews on the...
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    1 / 24
    5 of 5 stars (1) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Pets allowed
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    • Suitable for children
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    About this property
    A perfect family vacation with AMENITY ACCESS provided to all resort facilities. Voted #1 of family beach resorts by Parents' Magazine. The resort is on a 330 acre wildlife preserve,maintained as a botanical garden. with a two and a half mile pristine beach Children's water park, H2Whoa, with... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed August 4, 2013
    We returned to one of our favorite places on the planet - the Land's End Villas on Captiva Island - part of the South Seas Resort. Villa #1625 offered us spectacular views of...
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    1 / 15
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • x
    • x
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    About this property
    Captiva Island condo at the Hideway. Third floor unit with breathtaking sunrise views overlooking the Bay/ ICW. Just a short 5 min walk to the Beach for sunset, shopping, dinner, and dolphin wayching. 2 bedroom unit. Master has king bed and separate bathroom. Second guest room has two twin beds... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
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    1 / 24
    5 of 5 stars (16) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Water Views
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    About this property
    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... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed June 23, 2014
    My family had a very relaxing week at the Cinco De Mayo. The home is everything it was promised to be and more! Sarah was responsive to all of our questions and was very...
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    1 / 18
    5 of 5 stars (11) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • Elder access
    About this property
    You'll Be Captivated! This Old Florida style Captiva Island rental will captivate you! A fantastic Captiva Island rental that is just a short stroll from Captiva's beautiful white sand beach and offers the ambiance of a true island paradise! Be Captivated is a spacious Florida beach home... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
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    5 of 5 stars (55) Excellent
    4 Bedrooms / 5 Bathrooms / Sleeps 12
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
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    About this property
    Bluefin Beach House, on North Captiva, is a luxurious 4 bedroom, 4 1/2 bath beach front home with private heated pool & spa. Completed the end of 2009. This professionally designed & decorated beach home was 3 years in the making and is situated on the preferred Gulf of Mexico side of the island.... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed November 3, 2014
    I have stayed at the Blue Fin Beach house yearly for several years now and oh what an experience. The interiors are beautiful, just out of architectural digest . The home is well...
    5 of 5 stars Reviewed June 1, 2014
    Bluefin Beach House was the perfect location for our annual "Camp MamiePapaWana" week with our children and their families. The home was clean, luxurious, and well appointed for...
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    1 / 37
    5 of 5 stars (10) Excellent
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Balcony
    • Dryer
    • Grill
    • Internet Access
    • Ocean Views
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • ?
    About this property
    Enjoy picturesque sunsets year round from the screened lanai overlooking the blue Gulf of Mexico and long walks on the uncrowded beach of Captiva while residing within the gates of South Seas Island Resort (formerly South Seas Plantation). This property is well equipped and you will find most of... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed December 29, 2014
    Location was great. View was great and accommodations were very comfortable. We would recommend this villa to everyone.
    5 of 5 stars Reviewed February 17, 2013
    We loved our stay in this apartment for our honeymoon in August 2012. Having not been to Captiva in 10+ years it was fantastic to see that it had retained it's untouched charm...
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    5 of 5 stars (1) Excellent
    6 Bedrooms / 6 Bathrooms / Sleeps 20
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
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    • Private Outdoor...
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    About this property
    Our elegant Bali Hi Estate is a three-acre property, located in the heart of Captiva Island right on the beach of the Gulf of Mexico. Lush, award winning landscaping and over 400 feet of depth from Captiva Drive make this secluded estate the perfect venue for family vacations and private events.... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed May 1, 2014
    I cannot recommend Bali Hi enough, we have been coming here for several years with our young children. They love the private playground, swimming pool and collecting sea shells on...
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    $180
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    1 / 7
    4.5 of 5 stars (3) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Our privately owned MARINA VILLA is much more beautiful and much LESS EXPENSE than the resort condos at South Seas Island Resort. Amenities can be purchased at the South Seas front desk (239) 472-7696 or 1-800-669-0508. You pick the days and how many people. Please make sure to COMPARE our rates... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed September 10, 2014
    My husband and I traveled to South Seas resort with our 2 little ones. This rental didn't offer the amenities of the resort, because of that we got a great rate, more than HALF...
    4 of 5 stars Reviewed September 13, 2013
    We stayed at The Marina Villas, went with young kids as well as the grandparents, everyone had a wonderful time. The villas have a small private pool, which was great when the...
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    1 / 24
    4.5 of 5 stars (5) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    Tarpon Lodge of North Captiva is a lovely 3 bedroom, 3 bath Beach Front home tucked in lush tropical palms directly on a wide sandy beach. This fabulous comfortable home is surrounded by wrap around porches and is the perfect transition from a modern lifestyle to natures best surroundings. From... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33945
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    5 of 5 stars (25) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
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    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    • ?
    About this property
    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
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed April 4, 2015
    We had the best week at the Sun and Moon over thanksgiving. Two adults and our 2 girls loved every minute. The house was perfect. Close to everything. We never used our car the...
    5 of 5 stars Reviewed April 13, 2014
    We stayed at the Sun and Moon for a week in April with a 10 year old and sixteen year old. The house is perfectly located on Wightman Lane near the top of the street (away from...
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    5 of 5 stars (52) Excellent
    4 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Reviews (52) Make Inquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Newer construction 4 bedroom 2 1/2 Bath Large 3 story home with Private heated Pool. 5 Story Observation tower with 360 degree views. OPEN floor plan with large great room kitchen area on 3rd floor with large screened in Lanai offering Alfresco dining. 10 foot ceilings and 8 foot doors and... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed March 19, 2015
    This is a great rental house. It has absolutely everything you need for a super time on North Captiva. This was our third stay here and we are already reserved for next year. The...
    5 of 5 stars Reviewed February 2, 2015
    Amazing home with everything you will need to truely getaway. We couldn't be more happy with our stay at Los Olas. The owners are wonderful, and we hope to get a chance to go back...
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    $342
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    4.5 of 5 stars (17) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    This beautiful island bungelow is the total beach getaway vacation home you have been looking for! With its two luxury bedrooms, two full bathrooms and a queen sleeper sofa, you can comfortably sleep six. The polynesian flair (including a 400 lb solid mahogany tiki head), musical influences and... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed July 7, 2014
    I had the pleasure of staying at Rockstar for the July 4th weekend. The most impressive part(s) for me was the overall cleanliness of the home, the amazing beaches, and wildlife...
    4 of 5 stars Reviewed April 17, 2014
    My family really enjoyed our stay at the Rockstar Beach House. A few minor snags with lining things up, but the stay was perfect. The house was clean and comfortable with...
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    5 of 5 stars (35) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    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
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed November 27, 2014
    Just back from a week at the Mermaid House. This was the 2nd time we rented from Larry. The first being April 2013, we rented the Sun & Moon House. The Mermaid House was great for...
    5 of 5 stars Reviewed November 3, 2014
    My husband and I loved our stay at the Mermaid House. The house is extremely clean and very well stocked with everything you could possibly need during your stay. The private...
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    4 of 5 stars (5) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (5) Make Inquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    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... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    4 of 5 stars Reviewed March 23, 2015
    We loved this house and the entire island experience. The house was very clean and perfectly comfortable for our family of five. Walk to the beach was less than a minute and the...
    4 of 5 stars Reviewed March 19, 2015
    My husband & I rented this house with another couple, was perfect. GREAT OCEAN VIEWS & views of the island. Great location at end of 'habitated' island, next to the walking...
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    5 Bedrooms / 8 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Dishwasher
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    • Grill
    • Internet Access
    • Ocean Views
    • Private Outdoor...
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • x
    • Wheelchair access
    • Elder access
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    • x
    About this property
    Imagine a beach vacation at a house that's like your very own luxury beach resort called Gulf Dreams on-the-beach. The deed to this luxury beach house states that the property's west boundary is the Gulf of Mexico. The house has 75 feet of private, white sand Gulf beach for your pleasure, easily... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
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    1 / 28
    5 of 5 stars (8) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (8) Make Inquiry
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Ocean Views
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
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    • x
    About this property
    Exotic and lavish furnishings from faraway places await you at this professionally-decorated and landscaped luxury home located just off the beach. Pamper yourself with the finest amenities in this 4000 sq. ft. (2500 under air), 3 bedroom dream beach house spread out over 5 levels. You can indulge... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed April 21, 2015
    We were a group of 10 (4 adults and 6 kids) and stayed here during our spring break this April. Prior to checking in we spent 2 days at Universal Orlando, so this was the perfect...
    5 of 5 stars Reviewed July 21, 2014
    We just returned from a short but wonderful stay at The Compass Rose on N Captiva. We spent the first three days in Florida at Universal Studios and the last 4 days on N Captiva...
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    4.5 of 5 stars (3) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Marvel at the stunning views of the Gulf from this beautiful newly (2014) renovated three bedroom, two and one half bath Townhome. Walk into the expanded living room enclosed with floor to ceiling windows overlooking the Gulf of Mexico providing very wide ocean/sunset views. Open the sliders to... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed May 13, 2015
    We have stayed here twice, both for spring break. The location of the rental is pretty perfect: across the street from a beautiful beach, within a short driving distance to fun...
    4 of 5 stars Reviewed April 3, 2015
    We were very pleased with the unit. Excellent setup for two couples and a couple of kids, and well appointed. We particularly appreciated all of the beach gear that came with the...
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    5 of 5 stars (12) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Fishing...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
    About this property
    Beach Villa Sunset Dreams is a richly remodeled and appointed townhome with tropical beach décor for an unforgettable family vacation. The Villa is unique with awe inspiring direct gulf views and sensational sunsets, as well as sunrise views over the bay. The property is only 30 steps to the beach... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 01450
    5 of 5 stars Reviewed March 24, 2015
    The decor was fresh and newly done. Wonderful colours and attention to detail. Kitchen well supplied and dishes matched decor. Bedrooms clean, pretty and comfortable. Sunsets...
    5 of 5 stars Reviewed January 26, 2015
    This was our second stay at Sunset Dreams, and we love it. The owner has equipped this house with everything you need for a few days or a few weeks. We've stayed many places on...
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    $210
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    1 / 24
    5 of 5 stars (1) Excellent
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • ?
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    About this property
    Hear the gentle rattle of the palms while taking in a fresh Ocean breeze at Island Pearl! Designed to anticipate your every need, Island Pearl is well equipped to entertain up to 10 people and just steps to the beach with a private pool and loaded with amenities! This 4 story house has fantastic... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed January 26, 2015
    My fiance and I had the hardest time deciding when and where to get married; we settled on a small island wedding on North Captiva Island and were not disappointed. We had a...
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    $1,675
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    1 / 18
    5 of 5 stars (4) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (4) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Wheelchair access
    • Elder access
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    About this property
    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
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    From
    $1,395
    / Week
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    1 / 15
    5 of 5 stars (7) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (7) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • x
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    About this property
    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 (7 are provided), nor do you even need to buy aluminum foil or ZipLock... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed August 17, 2014
    We loved our stay at #48. It had everything we could ever need for our family of five (5 yr-11yr olds) and it was a perfect location to the town center of Captiva, pool, beach...
    5 of 5 stars Reviewed December 13, 2011
    My family has been blessed with three different stays with Sunset Captiva 48. We are a middle aged hard working couple with two small children...but when we are on Captiva it is...
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    $327
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    1 / 20
    5 of 5 stars (7) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Reviews (7) Make Inquiry
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    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. With 3 bedrooms and 2 full baths, this home comfortably... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed January 26, 2015
    The house is extremely comfortable and welcoming. We made great use of the pool and adjoining screened porch. All three generations of our family were able to feel right at home...
    5 of 5 stars Reviewed October 16, 2014
    We travel to Captiva every year to relax, and Miller Time is the perfect vacation rental. It is well kept, very clean, close to the amazing beach, on a quiet street, walking...
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    $2,600
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    1 / 20
    4.5 of 5 stars (3) Very good
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Private Fishing...
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
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    About this property
    Welcome to Grande Casa, a private estate situated on Captiva Island, Florida. Enjoy the mild gulf breeze while sipping cold drinks in our open floor-plan, island style house. This home is situated privately on a manicured lot overlooking the bay, on the Gulf of Mexico. Sunny days can be spent... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed January 14, 2015
    We loved this home. It was lovely being on the Bayfront and watching all the boats and wildlife. We saw manatees and dolphins right off the dock almost each day. The beach is a...
    4 of 5 stars Reviewed January 19, 2013
    My husband and I rented this home the week after Thanksgiving for a quiet, much needed vacation. Overall, this home was everything as described and the photos were an accurate...
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    $170
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    1 / 24
    5 of 5 stars (12) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (12) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    This is a beautiful new home with all the features that makes it the perfect tropical island vacation rental. Nicely decorated with a floor plan that will make you feel right at home. Beautiful hardwood floors and tile is just a start. You have fantastic views from the upstairs deck and it's... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed August 17, 2014
    Spent three weeks in this beautiful home. No complaints, everything as advertised. Very peaceful and quiet next to the nature preserve.
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    $372
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    1 / 10
    5 of 5 stars (1) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Welcome to Grande Casa, a private estate situated on Captiva Island, Florida. Enjoy the mild gulf breeze while sipping cold drinks in our open floor plan, island style house. This home is situated privately on a manicured lot overlooking the bay, on the Gulf of Mexico. Sunny days can be spent... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    From
    $4,550
    / Week
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    1 / 53
    5 of 5 stars (17) Excellent
    5 Bedrooms / 2 Bathrooms / Sleeps 12
    Overview Reviews (17) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • x
    About this property
    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
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed May 29, 2014
    Where do I begin! Thank you, Thank you, Thank you to a wonderful place of peace, tranquility, relaxation, and adventure to celebrate the renewing of my parents Wedding vows of 50...
    5 of 5 stars Reviewed April 13, 2014
    This was our fourth visit to North Captiva and our first to Windswept. It was the perfect house for our group of 8: 6 adults and 2 teens. We found the opportunity to stay in such...
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    $1,000
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    5 of 5 stars (2) Excellent
    6 Bedrooms / 6 Bathrooms / Sleeps 14
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Incredible newly built Mediterranean style home located in the Heart of the Village on Andy Rosse Lane. Bella Bellini is a professionally Robb & Stuckey decorated, luxurious 6 bedroom/6.5 bathroom private home with a quiet, secluded heated pool and spa. A courtyard style design located on a... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed March 13, 2015
    We just returned from a week at Bella Bellini and it was the perfect place for 4 couples and 22, & 24 year old grandchildren. The golf carts we rented were perfect to tool around...
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    $771
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    1 / 49
    5 of 5 stars (10) Excellent
    4 Bedrooms / 5 Bathrooms / Sleeps 8
    Overview Reviews (10) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    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
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed May 27, 2014
    Location, location, location! We have stayed on North Captiva Island for over 15 years and this is one of the few rental locations with private boat dockage. Even with the...
    3 of 5 stars Reviewed March 31, 2013
    While this home has great potential, we were very disappointed. Rum Cove is advertised as being brand new which it clearly is not. It also is advertised as being well-equipped...
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    $129
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    1 / 24
    4.5 of 5 stars (12) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (12) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    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... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed May 13, 2015
    We had an outstanding trip to North Captiva and loved our stay at the ByDesign rentals. We traveled with extended family that included senior citizens, teenagers and children...
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    $1,925
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    1 / 10
    5 of 5 stars (2) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • ?
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    About this property
    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... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed June 12, 2011
    We just returned from 7 days on North Captiva, and we are still talking about what a great time we had. If I had to summarize our week, I would say that it was just a week of...
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    $4,480
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    1 / 14
    5 of 5 stars (1) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Luxury living at its best! 4 bedrooms, two living rooms, game room, swimming pool and jacuzzi, snook lights, lovely decks with breathtaking views, and private dock! Solitude is an amazing home with over 3500 square feet of living space and over 5500 square feet of total living. This home is... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    From
    $450
    / Night
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    1 / 26
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
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    About this property
    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... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    From
    $1,139
    / Night
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    1 / 49
    4 Bedrooms / 6 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Balcony
    • Fireplace
    • Grill
    • Hot Tub
    • Private Outdoor...
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Experience the beauty of Captiva Island during your vacation with your own private direct bayfront vacation estate. This fabulous, one-of-a-kind mini estate vacation home named “Island Lure,” located in the lovely Captiva Village area, has Gulf access dockage, a private pool with views of the water... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast
    From
    $350
    / Night
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    1 / 24
    4.5 of 5 stars (30) Very good
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Reviews (30) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Best beach views! 4 Bedroom Beachfront home with private pool. Green Flash is over 2400 square feet of living space under a/c along with 350 square feet of open deck off the top living level and 350 square feet of screen porch area. This designer beach home has outstanding views of the Gulf of... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    4 of 5 stars Reviewed August 13, 2014
    if you are traveling with kids ... I like my bedroom on a separate floor so they can stay up late, etc. There was no "kid space" in this house. Also, kitchen wasn't as well...
    4 of 5 stars Reviewed October 24, 2013
    This was our second trip to North Captiva. Last year we specifically located the Green Flash for our visit this year. The house is beautiful and the location is stunning. The pool...
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    $400
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    1 / 27
    4.5 of 5 stars (5) Very good
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (5) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Come enjoy our spacious 4 bedroom, 3 bath luxury beach home, on a very private island! It will be a completely unique experience, and 'Shore to Please'! North Captiva Island presents guests with the ultimate in private island experiences. The island is located 5 miles off the coast of Florida and... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    2 of 5 stars Reviewed August 4, 2013
    We stayed in different home three years ago and decided to return but wanted to stay in a different home this time.We chose this one and we were less than pleased after the first...
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    $180
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    1 / 16
    5 of 5 stars (2) Excellent
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    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
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed February 24, 2013
    We have enjoyed two visits to #10 Sunset Captiva and thoroughly enjoyed both trips. Perfect location offers a private road, reserved parking and easy acces to both beach and...
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    $1,960
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    1 / 24
    4 of 5 stars (1) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    FULL RESORT PRIVILEGES!!!!! Come relax for a week at the islands' only World Class Resort!!! This 2bd/2ba condo has full resort privileges at the luxurious South Seas Island Resort on breathtaking Captiva Island Florida. It has a lovely private pool and hot tub and includes complimentary green fees... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    4 of 5 stars Reviewed January 8, 2015
    Location is great and the food was even better. The rooms are nice but a little dated but you won't want to be in the room anyway.
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    $140
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    1 / 24
    4.5 of 5 stars (6) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Reviews (6) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Enjoy the Longboat 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 Longboat Pearl. This gem is tucked... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    From
    $205
    / Night
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    1 / 24
    4.5 of 5 stars (13) Very good
    3 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Reviews (13) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Great 4 bedroom pool home just a block from the beach. Interior decorated and designed. Pool kitchen too! What the Shell is a wonderful 3 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... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed July 12, 2014
    We loved this house! We have been to North Captiva six times and this house was in a wonderful location for beach access. It is also one of the tallest houses on the island so...
    5 of 5 stars Reviewed April 27, 2014
    This home is wonderful. The deck and the pool are inviting and the water is fine, come on in! We viewed beautiful sunsets from the "crows nest" atop the house, or on the beach...
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    $113
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    1 / 24
    4 of 5 stars (25) Very good
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (25) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    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
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    3 of 5 stars Reviewed January 25, 2015
    I gave a average review based on all the problems we had the first 2 days. The unit is nice inside. The hot tub outside on the deck had nasty slimy stuff around the intake...
    5 of 5 stars Reviewed October 1, 2014
    We just stayed here and it was one of our favorite trips. I've just booked it again for November . The staff were great and very friendly. I also wanted to mention that it's dog...
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    $267
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    1 / 23
    4 of 5 stars (16) Very good
    5 Bedrooms / 5 Bathrooms / Sleeps 12
    Overview Reviews (16) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    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... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    4 of 5 stars Reviewed April 9, 2015
    House was perfect for two families with four young children. Plenty of room. Small pool suited kids well. Furniture was comfy and sturdy, not pristine but in great shape. Easy...
    5 of 5 stars Reviewed January 26, 2015
    Great location and perfect house for a family vacation- huge common area for hanging out and playing games. Service on the island could not have been better. We would definitely...
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    $267
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    4.5 of 5 stars (34) Very good
    3 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (34) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Luxury 2700 square foot beach house with private pool and spa just recently refurbished. Comes with 2 golf carts!!! 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... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    4 of 5 stars Reviewed March 30, 2015
    A wise person would keep this island a secret! The peacefulness is hard to find anywhere else. We started vacationing on the island when my children were very young. This is our...
    4 of 5 stars Reviewed January 20, 2014
    This was our second year to visit North Captiva in January. Crews Nest House has a very nice floorplan (2 bdrms on 1st floor and nice master suite on 2nd level) and was adequate...
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    From
    $213
    / Night
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    1 / 24
    4.5 of 5 stars (13) Very good
    3 Bedrooms / 4 Bathrooms / Sleeps 6
    Overview Reviews (13) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    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... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    From
    $129
    / Night
    View Details
    1 / 24
    4 of 5 stars (7) Very good
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (7) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Just Renovated! Beachfront Townhouse with sunset Gulf views & direct beach access. Absolutely stunning! Bydesign on the beach is just completeing an extensive remodel. Everything in this Townhome will be top Notch. Bydesign on the beach south is a Gulf front retreat that encourages relaxation and... View all property information
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924