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Villas and Holiday Rentals in Captiva Island, FL

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    Travellers to Captiva Island are booking March dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 24
    4.5 of 5 stars (12) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    1 / 21
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    1 / 39
    4.5 of 5 stars (7) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    1 / 14
    5 of 5 stars (1) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Bydesign on the beach south is a Gulf front retreat that encourages relaxation and embraces the nature & wildlife of the Gulf of Mexico. Experience this extraordinary part of the barrier islands and take home magical memories. This has been a haven for our family and friends, and we welcome... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 2 June 2010
    We recently stayed at ByDesign in North Captiva. The entire trip was one for the record books. We rented the house because it came with airstrip rights, that allowed me to fly my...
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    1 / 24
    4 of 5 stars (26) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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    • Internet Access
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    • Balcony
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    About this property
    Sit right back and watch the waves go by. This delightful 2 bedroom & 2 bath beach house will lift you into the beach vacation of your dreams! Walking through the classic beach entrance gate before a grove of palms, you arrive at the beach house and are immediately welcomed by a chic and... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    4 of 5 stars Reviewed 17 May 2015
    While this may not be the fanciest house on the island, it is by far the best location! Truly right on the beach. The pictures are very accurate, it was clean, very comfortable...
    5 of 5 stars Reviewed 8 May 2014
    Beautiful please for relaxation. Very well educated staff. The food at the boat house was amazine. Try you will love it. Great staff and services
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    1 / 21
    5 of 5 stars (12) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
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    About this property
    VERY PRIVATE AND ROMANTIC ONLY 300 STEPS TO BEACH - 2 BED/2BATH HOUSE W/PRIVATE POOL/HOT TUB W/GULF VIEWS. Newly furnished lovely 2bed/2bath house QUEEN bed in master bedroom and a Queen bed and Daybed in the other bedroom w/kitchen w/stainless steel appliances, LR,DR, with own private heated... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 7 December 2015
    My husband and I went to North Captiva Island for our honeymoon, and we will definitely be returning! The Little Oasis was the perfect house for us and it was so nicely kept...
    5 of 5 stars Reviewed 5 April 2015
    We had excellent service. Marie sent us a comprehensive welcome packet that provided all the guidance we needed to prepare for the trip. The rental property was perfect for our...
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    1 / 52
    4 of 5 stars (1) Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Waterfront
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    • Pet-friendly
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    About this property
    Location! Location! Gulf front with sparkling captiva beach right out the front door, yet it is a short walk to the village to visit your favorite bar or restaurant. This is the house that has it all -- close to the village, but far enough away to enjoy the quiet and private life on miles of shell... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    4 of 5 stars Reviewed 21 June 2015
    Beautiful house and location but the pool water was cloudy and full of sand. It appears it was not cleaned in months. I will definitely stay again but will call ahead to make sure...
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    1 / 15
    5 of 5 stars (15) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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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
    Location Information
    Captiva Island, Southwest Gulf Coast 33945
    4 of 5 stars Reviewed 1 December 2015
    My husband, our four children and I recently stayed a week on North Captiva Island over Thanksgiving week. The island is pretty isolated. You have to take a boat/charter to get...
    5 of 5 stars Reviewed 2 December 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...
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Ocean Views
    • Patio
    • Washer
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    • DVD Player
    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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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
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 24
    4.5 of 5 stars (6) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Private Outdoor...
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    • Pet-friendly
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    • Child-friendly
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    About this property
    Enjoy the Longboat Pearl for your next vacation getaway. Longboat 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... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    5 of 5 stars Reviewed 4 April 2013
    I went with my husband and two little girls !!! We all have the most amazing experience !!! The peace ! The beach ! The comfort !!! Love north captiva !!! Im going again !!!
    5 of 5 stars Reviewed 20 July 2011
    As always, we had a great time on North Captiva Island! Loved the house - especially our private pool! It was a great vacation.
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    1 / 16
    5 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • DVD Player
    • Balcony
    • Private Outdoor...
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    • Washer
    • Air Conditioning
    • Porch
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Location, location, location….this newly constructed eco-friendly beach house has it all. It is situated on one of the best gulf front locations on North Captiva featuring some of the widest beach areas on the island. The breathtaking views from this island gem are jaw dropping and will take your... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 15
    5 of 5 stars (7) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Internet Access
    • Air Conditioning
    • Washer
    • Grill
    • DVD Player
    • Porch
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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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
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 17 August 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 18 December 2011
    We have stayed at #48 every year for varying periods of time from 3 weeks to 3 months in the Jan/March time frame since 2006 and also rented it under prior owners in the late...
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    1 / 32
    5 of 5 stars (7) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
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    • Satellite TV
    • Housekeeping...
    • Hot Tub
    • Waterfront
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    NEW OWNERS - Renovated August 2013 3BR/2.5BA - SLEEPS UP TO 8 PEOPLE - PRIVATE POOL – PRIVATE HOT TUB – INDOOR/OUTDOOR INTERNET – SMALL PETS OK - RESORT PRIVILEGES INCLUDED Beach Therapy melts away your problems as your private oasis with a Private Pool and secluded Hot Tub. Enjoy Gulf to Bay... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 1 July 2015
    the service we received was great, the property was clean and everything worked, the location was very centralized, amenities were very good, we loved everything about the...
    5 of 5 stars Reviewed 6 May 2014
    This is a review for 107 Beach Therapy located on North Captiva Island. The house is absolutely stunning! We went for a short weekend vacation with our son, his girlfriend, and...
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    1 / 16
    5 of 5 stars (4) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Patio
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    • Air Conditioning
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    • Washer
    • Private Outdoor...
    • Grill
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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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
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 27 January 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 18 June 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 / 21
    5 of 5 stars (8) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • Air Conditioning
    • Porch
    • Grill
    • Washer
    • Parking
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    Ricks Retreat is a charming ground-level home on a beach street located in the village area of Captiva. A short walk to restaurants, shops and galleries, and a 3 minute walk to the most beautiful beach at the end of the sandy lane. Originally built by Bette Davis, Rick is the 3rd owner. Simple,... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    4 of 5 stars Reviewed 1 week ago
    This home is well suited for families with 3 large bedrooms, 1 living room, 1 den, and 2 baths. Private because of the tropical plants surrounding the home, yet in the heart of...
    5 of 5 stars Reviewed 25 March 2015
    We've stayed at Rick's Retreat two years in a row, and it's been wonderful both times. The house is in a perfect location; a half-block walk along a quiet, shady lane to the...
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    1 / 23
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Grill
    • Balcony
    • Air Conditioning
    • Internet Access
    • Terrace
    • DVD Player
    • Shared Outdoor Pool...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Enjoy Surfside, a lovely 3 bedroom home just steps to the beach. The home is 2000 square feet under a/c with living space on the upper floor and bedrooms on the lower level. The living space is spacious combining the kitchen, dining, a large screen porch and spacious living room. The living room... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    1 / 24
    4 of 5 stars (9) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Waterfront
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    • Grill
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    • Hot Tub
    • Satellite TV
    • Shared Outdoor Pool...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    This 4 bedroom home has the best views on the island! Walk out your door onto the beach. Pelican point, brand new (Dec 2007) 4 bedroom luxury home only 12 steps to the Gulf of Mexico waters. Only a sugar white sand beach seperate you and the Gulf of Mexico. Enjoy some of the most incredible views... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    5 of 5 stars Reviewed 28 November 2013
    The experience starts with a great group of employees that make all this possible. The house location can not be beat. The sunsets from the decks are in my opinion the best on...
    5 of 5 stars Reviewed 15 June 2013
    Beautiful place, very clean!!!
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    1 / 53
    5 of 5 stars (17) Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • Internet Access
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    • Private Outdoor...
    • DVD Player
    • Hot Tub
    • Grill
    • Air Conditioning
    • Washer
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    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
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 29 May 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 13 April 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 / 24
    4.5 of 5 stars (17) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Satellite TV
    • Waterfront
    • DVD Player
    • Hot Tub
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    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
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    About this property
    Directly on the beach! This two bedroom, two bath villa is just about one of the best beach front locations offerred on North Captiva. A truly fabulous location. Just the sand between you and the Gulf of Mexico. Sunsets directly west of your open expanded living area, master suite and Jacuzzi. Just... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    5 of 5 stars Reviewed 4 May 2015
    This is a nice family vacation with lots of time on the beach and in the pool. Everything was clean, no bugs, and no problems. Everything worked perfect, and island staff were...
    3 of 5 stars Reviewed 18 August 2014
    Location was good directly on beach with direct beach access. Unit itself was disappointing-lots of maintenance issues. Kitchen drain was leaking (left side). First golf cart...
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    1 / 18
    5 of 5 stars (4) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
    • Porch
    • DVD Player
    • Shared Outdoor Pool...
    • Air Conditioning
    • Satellite TV
    • Washer
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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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
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 17 April 2014
    We stayed at this house for the first time in March 2014. Fantastic stay! We had 2 children in one room, and adults in the other two bedrooms, so we all had our space. The...
    5 of 5 stars Reviewed 11 April 2014
    My family and I stayed in this property for a month this past February 2014, we have stayed here many times before and continue to come back. The owner updates and maintains...
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    1 / 38
    5 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
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    • Balcony
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    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    This unique luxury 5300 sq.ft. home ( recently remodeled ) is nestled on an acre of tropical charm with a 450 foot sandy driveway.There is deeded beach access directly across the road . Secluded on the pool side of the house is a tiny private beach and a private dock on Roosevelt Channel which... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 24
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Grill
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    • Shared Outdoor Pool...
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • 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
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 26 January 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 / 42
    5 of 5 stars (3) Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Waterfront
    • Air Conditioning
    • Satellite TV
    • Patio
    • Washer
    • Internet Access
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    Large 5 bedroom North Captiva house, literally surrounded by decks. Provides breathtaking views of the Gulf and bay. Rum Point is the perfect home for family vacations. There is plenty of room inside and out. Outside the home is surrounded on 4 floors by decks and has a spacious deck around the... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 13 July 2015
    Loved the house. It was spacious We were not at all crowded and there were 12 of us. Enjoyed the pool and the game room. The crows nest was awesome especially fir morning g...
    5 of 5 stars Reviewed 21 August 2013
    Spent week in early July at Rum Point with 5 adults and 8 teens. House was awesome, clean and well maintained, and island was very quiet and relaxing. Not a lot to do on island...
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    1 / 29
    5 of 5 stars (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Balcony
    • Porch
    • Waterfront
    • Washer
    • Grill
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    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. Please note, the rental rate for our privately owned condo is considerably lower than most South Seas Island Resort rates for the same time period, however, our Marina... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 5 days ago
    We have thoroughly enjoyed our two-week stay here at your wonderful condo. It is such a peaceful area with beautiful views of dolphins, birds and sunsets. We have seen the most...
    5 of 5 stars Reviewed 31 December 2015
    We love Captiva! It is beautiful and so is this resort! This particular villa has a great view of the marina and the bay. We really enjoyed sitting out on the porch watching...
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    1 / 24
    5 of 5 stars (17) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
    • Grill
    • Shared Outdoor Pool...
    • Terrace
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    Beach house just 30 steps to the surf! 4 bedroom, 3 bath with over 2500 square feet of living space. Perfect Placement is a lovely brand new like beachfront home just steps to the beach. Walk directly to the beach from this lovely home. Perfect placement has over 2500 square under a/c with lovely... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    5 of 5 stars Reviewed 19 March 2015
    We absolutely loved Perfect Placement and North Captiva Island. The house is spacious and is steps from he beach. Beautiful sunsets! There were 7 of us, including a 5yo and a...
    5 of 5 stars Reviewed 28 January 2015
    Do yourself a favor and add this experience to your travel bucket list. You might end up like my family and this place become an annual trip. Everyone in my family agreed that...
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    1 / 18
    5 of 5 stars (11) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Private Outdoor...
    • Grill
    • Hot Tub
    • Washer
    • DVD Player
    • Internet Access
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    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
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 30 May 2012
    We absolutely loved this house and had a great time. The house is beautifully designed and decorated. Everyone had a private bedroom and bath. This was the 10th anniversary of our...
    5 of 5 stars Reviewed 9 April 2012
    With 4 girls from two families staying at the house, the 4 bedroom/4 bathroom combination made for a peaceful stay. Plenty of room for everyone. Having everything in working...
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    1 / 49
    5 of 5 stars (11) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
    • Grill
    • Porch
    • Air Conditioning
    • Internet Access
    • Washer
    • Patio
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • 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
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 28 June 2015
    As SWFL residents, our family of four makes frequent visits to N. Cap. This was our first stay at Rum Cove, but it won't be our last. The house and property are well-kept and...
    5 of 5 stars Reviewed 27 May 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...
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    1 / 18
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Grill
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Washer
    • Shared Outdoor Pool...
    • Internet Access
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Elder access
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    About this property
    Captiva Isles is a beautiful beach cottage located less than 200 feet from the Gulf of Mexico. There are fantastic water views from the upstairs porches that are both screened and unscreened. Our location, just steps from the beach, offers an incredible location with great sunsets and views of the... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 44
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • x
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    About this property
    Channel Charmer, directly on the Roosevelt Channel of Captiva Island. This four bedroom/four and a half bathroom property features a heated pool and spill over hot tub, boat dock, easy beach access across Captiva Drive and a setting that perfectly defines Captiva Island. Channel Charmer is split... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 18
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Porch
    • Outdoor Dining Area
    • Grill
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    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
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 24 February 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...
    5 of 5 stars Reviewed 28 April 2012
    Hello Mary, We are slowly settling into home on a rainy, cool New England spring day! Your home provided us with the tranquil week we were hoping for. The accommodations were...
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    1 / 14
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Waterfront
    • Hot Tub
    • Washer
    • Porch
    • Internet Access
    • Air Conditioning
    • Private Outdoor...
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    You'll be Captiva-ted by these deluxe villas in Paradise! ...available for WEEKLY rental (Saturday schedule) Options include 2, 3 and 4 bedroom private pool homes, or beach front condos that sleep from 1-10 guests. ~ CAPTIVA BREEZE (4 BR & 4 bath, sleeps 2-10: 2 king, 4 twin, trundle) is our... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 56
    5 of 5 stars (13) Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
    • Patio
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Grill
    • Hot Tub
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
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    About this property
    North Captiva Island dream vacation home with 5 bedrooms, accepting up to 12 guests per rental. Huge private heated pool and large private sun-decks offer the best of both worlds. Just a short walk from the neighborhood's beach and located right at the start of the preserve beach trail, leading to... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 9 April 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...
    5 of 5 stars Reviewed 11 September 2013
    This was our third time to the island and our second time staying at Windswept. We stayed at Windswept the first visit but for our second visit we had to stay at a different home...
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    1 / 24
    5 of 5 stars (4) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
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    • Waterfront
    • Children's Pool
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Patio
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    The W home is a unique 3 bedroom, 2 bath, 1400 sqf house, nestled in palm trees, overlooking an inland lake. The home features an open floor plan that allows air and light to flow. The interior follows a modern, yet warm pattern. Every detail has been paid attention to. The outdoor area features... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 16 June 2015
    I stayed at the W Home with 3 friends for a girls weekend away from the day to day of work and kids. We had the most amazing time at this modern but charming home. Throughout...
    5 of 5 stars Reviewed 7 January 2015
    We had the pleasure to stay for two weeks at the W home on North Captiva. This lovely decorated house amidst palm trees and close to a lake really is a little paradise. We enjoyed...
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    1 / 24
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Shared Outdoor Pool...
    • Balcony
    • Satellite TV
    • Terrace
    • Internet Access
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
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    About this property
    When staying at Sea Fever you will totally relax in this spacious open floor plan with high ceilings, beautiful tile floors, granite counter tops and stainless appliances. Tucked in a hammock of foliage for privacy and nature. Enjoy all the amenities within walking distance at the North Captiva... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    1 / 26
    5 of 5 stars (23) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
    • Air Conditioning
    • Internet Access
    • Balcony
    • Grill
    • Patio
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    Utopia best describes the experience you will feel when you stay at the CINCO DE MAYO beach house. Rest, relaxation and a sense of home will be yours while you enjoy your stay. The Fifth of May is when we found our paradise and thus the name of our home. CINCO DE MAYO is located conveniently... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 29 June 2015
    This was our second trip to North Captiva Island for a family vacation. We had enjoyed the island very much on our first trip and decided to take another. We opted for a larger...
    5 of 5 stars Reviewed 8 June 2015
    This was my first time traveling to Captiva and were my expectations blown away! This is the perfect getaway for a long weekend or even longer! Sarah was amazing in helping me and...
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    1 / 20
    5 of 5 stars (7) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Washer
    • Patio
    • Wi-Fi
    • Private Outdoor...
    • Grill
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    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
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 26 January 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 16 October 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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    1 / 34
    5 of 5 stars (28) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
    • Satellite TV
    • DVD Player
    • Washer
    • Private Outdoor...
    • Grill
    • Air Conditioning
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    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
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 1 December 2015
    We rented Sun and Moon for Thanksgiving Week 2015 and I am so glad we did! The house is kept exceedingly clean and the owner, Larry, does a great job in tending to the little...
    5 of 5 stars Reviewed 3 August 2015
    We spent a week in the Sun and Moon house for the second time; first time was wonderful, second time even better. We are a family of 6 , with 3 kids. First, the location is a...
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    1 / 39
    5 of 5 stars (6) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • Washer
    • Satellite TV
    • DVD Player
    • Hot Tub
    • Waterfront
    • Air Conditioning
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Captiva Beach Sunset – Brand New Luxury 5 BR/5 BA – The Best of Everything! Location, location, location….this newly constructed eco-friendly beach house has it all. It is situated on one of the best gulf front locations on North Captiva featuring some of the widest beach areas on the island. The... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 23 June 2014
    This was the most perfect location and home for 3 moms and 11 beautiful teenaged girls to relax and unwind after high school graduation. Room enough for all, the house was...
    5 of 5 stars Reviewed 30 August 2013
    We shared this home with another family for a week and it was fabulous. The house is immaculate and provides you everything you need. We loved the island and the location of this...
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    1 / 24
    4 of 5 stars (5) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
    • Air Conditioning
    • DVD Player
    • Washer
    • Balcony
    • Satellite TV
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    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
    Location Information
    Captiva Island, Southwest Gulf Coast
    4 of 5 stars Reviewed 23 March 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 19 March 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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    1 / 30
    4.5 of 5 stars (5) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Ocean Views
    • Washer
    • Grill
    • DVD Player
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    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
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 16 October 2013
    We came to the island this summer and had a great family vacation. We loved staying in your home. Our extended family came which included 9 people (6 adults, 2 children and 1...
    5 of 5 stars Reviewed 11 October 2013
    We had such a great time in North Captiva and loved the house. We found the house to be very neat, clean, spacious and comfortable. The kitchen is well stocked. There is a huge...
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    1 / 38
    5 of 5 stars (10) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Washer
    • Patio
    • Satellite TV
    • Balcony
    • Internet Access
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    3 BR/2.5BA Plus DEN with Futon- SLEEPS up to 8 - PRIVATE POOL WITH TIKI BAR - Bikes - Kayaks - Everything you could possibly need. Our home on Upper Captiva is the perfect getaway. The island is only accessible by boat or ferry--the ultimate in relaxation! Shelling, bird watching, and fishing... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33945
    3 of 5 stars Reviewed 13 July 2014
    First the pros: Beautiful island, beautiful home with many extras like games, pool, supplies, washer and dryer, plenty of linens and towels. Now for the cons: Had an issue...
    5 of 5 stars Reviewed 9 September 2013
    And on the sixth day, God created Upper Captiva and built a home which He named "Reel Paradise" so that on the seventh day He could rest in that very home. We are blessed to...
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    1 / 33
    5 of 5 stars (36) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Parking
    • Grill
    • Air Conditioning
    • Washer
    • Private Outdoor...
    • Wi-Fi
    • Porch
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • x
    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
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 1 week ago
    What a lovely home! There is so much to do on Captiva, or you can do nothing and float in the pool all day. (Our choice). This house is really well cared for and we lacked for...
    5 of 5 stars Reviewed 27 November 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...
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    1 / 24
    4.5 of 5 stars (17) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
    • Hot Tub
    • Grill
    • Internet Access
    • Patio
    • Satellite TV
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
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    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
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 7 July 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 17 April 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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    1 / 26
    5 of 5 stars (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Grill
    • Patio
    • Satellite TV
    • Washer
    • Waterfront
    • Hot Tub
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Coquina Cottage is a unique ~Old Florida~ beachfront cottage sitting on almost an acre of Captiva's finest beach. Truly a tropical dream beach getaway spot, the cottage, hot tub and gardens have an amazing view of the Gulf and a closer proximity to the water than any property on Captiva. A short... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 3 December 2015
     “My fiance and I had been contemplating a destination wedding but we were not sold on the idea so I set out on an internet search to see what ideas we could come up with since we...
    5 of 5 stars Reviewed 19 November 2015
    This was the first time my wife and I rented a home. We are local to Fort Myers, FL and wanted to just have a quick getaway and to FEEL like we were on vacation away from our...
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    1 / 33
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Hot Tub
    • Internet Access
    • Private Outdoor...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    Enjoy the breeze of the Gulf of Mexico from this four bedroom home’s rooftop sun deck after walks along the beach, swimming in your private, heated pool, dipping in the hot tub or gazing up at the stars. Every guest will find their own way to unwind whether by the private pool, playing on one of... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 20
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
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    • x
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    About this property
    Welcome to The Gingerbread House on Captiva Island. This antique style cottage is set just 300 feet from the beautiful Captiva Island beaches. With 2 spacious bedrooms, 2 full bathrooms and a den that closes off to be a third bedroom, there is plenty of space for a family of four. Stay for a week... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 64
    5 of 5 stars (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Patio
    • Balcony
    • Internet Access
    • Grill
    • Washer
    • DVD Player
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Elder access
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    About this property
    This NEW 2009 tropical style luxury, island home is professionally decorated Our 4bedroom/3.5 bath, custom built and decorated, island home has 3 levels with the Michael Kors master bedroom on the living areas on the upper levels and the bedrooms on the lower.Quality linens and towels... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 15 February 2015
    Of all the vacation homes we've rented, this one takes the cake. Every single detail was well thought out and executed. Stunning master bedroom with en suite bath including huge...
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    1 / 22
    4.5 of 5 stars (22) Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Washer
    • DVD Player
    • Satellite TV
    • Internet Access
    • Balcony
    • Air Conditioning
    • Private Outdoor...
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    Fabulous 6 bedroom home with pool, rec room, media room, large living and kitchen. Interior designed! Just a block from the beach and Club resort. This Luxurious 6 bedroom home has it all. With over 5800 square feet of total living space, La Brisa can provide enough room for two large families.... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    5 of 5 stars Reviewed 22 March 2015
    This was our first visit to the island and we were bringing 9 people: two families of three each with a 2 year old, two grandparents, and an aunt. La Brisa's six bedrooms were...
    5 of 5 stars Reviewed 19 August 2014
    This was my family's third visit to North Captiva and second time staying in the home. We couldn't ask for a better family vacation. NCAP forces you to truly relax. Our basic...
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    1 / 8
    5 of 5 stars (5) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
    other travellers have booked this property
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    • Washer
    • Internet Access
    • Satellite TV
    • Air Conditioning
    • Grill
    • Patio
    • Porch
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
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    About this property
    Casually elegant, with all the comforts expected in a 4 star Villa. An exceptional value for Captiva Island Florida, one of the most sought-after Gulf Coast vacation destinations. This 2 bedroom plus study Beach Cottage style home decorated with the nautical flare of Nantucket and Martha's Vineyard... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    4 of 5 stars Reviewed 21 June 2014
    If you can do groceries before arriving at Captiva Island it will be great ( to enter the Island is $6.00); Publix is about 10 minutes away.
    5 of 5 stars Reviewed 30 May 2014
    Perfect little house in the best location. We loved this place! It was perfect for myself and my husband and would also work for a family of four or two couples. We walked...
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    1 / 24
    4 of 5 stars (17) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
    • Air Conditioning
    • Shared Outdoor Pool...
    • Grill
    • DVD Player
    • Satellite TV
    • Waterfront
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    This comfortable 3 bedroom, 2 bath beachfront home is ideal for a family looking for a true island getaway. With its location and feel, it offers a truly memorable vacation! Situated very near the state preserve, this home's location is ideal as a starting point for beachcombing, shelling or... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    5 of 5 stars Reviewed 10 July 2014
    The house was perfect for my family of 5. The location is one of the best spots on the island too - on the beach and near the state land.
    4 of 5 stars Reviewed 2 April 2014
    We had a terrific stay on North Captiva in the Sunset Beach cottage. There was a perfect amount of things to do & time to relax on North Captiva Island for our family of five! It...
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