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Captiva Island House Rentals

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    Travellers to Captiva Island are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    89 Matching Rentals in Captiva IslandView all 125 rentals
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    Island Style Beach House with Private  Pool1 / 16
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    SAND ANCHOR in Sunset Captiva #191 / 26
    (3)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Ricks Retreat In Captiva Florida1 / 20
    (9)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    MANATEE COVE1 / 36
    (2)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Balcony
    • Grill
    • DVD Player
    • Washer
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 April 2017
    Had a fantastic holiday at Manatee Cove April 2017. The house feels very homely and is tastefully and comfortably furnished and equipped - including beach wagon and cooler...
    Reviewed 7 March 2017
    This is a remarkable rental property...spacious, elegant comfortable, secluded, well-managed, consumer-friendly and it even allows you to bring Bowser! The distance from Captiva...
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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...
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    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 8
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    New Latitude Beach Estate1 / 24
    (1)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Washer
    • DVD Player
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Cable/satellite TV
    • Air Conditioning
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 January 2018
    New Latitude was an amazing Captiva Beach House. The owner, Michele, spared no expense and seemed to think of everything from board games to beach equipment. The home is very...
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    About this property
    Welcome to New Latitude ... The premier Captiva Island beach front estate. The home features six bedrooms all with en-suite bathrooms, one half bathroom. New Latitude is the perfect home for family gatherings and once in a lifetime destination vacation. As you pull up and drive through the winding...
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    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 16
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    4 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Secure Parking
    • Cable/satellite TV
    • Grill
    • Washer
    • DVD Player
    • Air Conditioning
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Paradise Awaits at Beach Destiny! This 4 bedroom, 5.5 bathroom, oceanfront, luxury home is the perfect spot for a dream vacation. The large living room features stunning views of the Gulf, a large flat screen TV, a huge sectional couch and sliding glass doors onto the lanai. The open kitchen...
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    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 10
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    Charming Captiva Cottage1 / 16
    (4)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Patio
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Private Outdoor Pool (Heated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 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...
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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...
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    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Green Heron House1 / 30
    (7)Very good
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Waterfront
    • Patio
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 November 2017
    We had a party of 11 and had plenty of room. The house was clean and had everything we needed for a great family vacation. We cooked Thanksgiving dinner and had everything we...
    Reviewed 28 March 2011
    We were a family group of eight, that included four 18 year olds. Having the separate downstairs unit was great to give them (and us) space. Great location (if you prefer, as...
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    About this property
    A dream home for a dream vacation. This 5 bedroom 6 bathroom has everything you would want for an outstanding vacation. Gorgeous views of Pine Island sound, a large screened in pool, u-shaped boat dock in your backyard, a tiled sun deck with great views and a short stroll across the street to the...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Air Conditioning
    • Balcony
    • Porch
    • Patio
    • Grill
    • Outdoor Dining Area
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in a small beach-to-bay community on the scenic Captiva Island, this fully furnished and fully equipped cottage is just minutes away on foot from the beach. This home is ideally located near all the hot-spots of Captiva. The master bedroom has a queen-size bed, private bathroom and private...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    Captiva Retreat at 47 Sunset Captiva1 / 18
    (5)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Porch
    • Parking
    • DVD Player
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Balcony
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 July 2016
    Rented bikes and came to the pool before we got the keys to our house at the realtor. Property manager was very rude and chastised us. He even followed us off the property down...
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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...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Grill
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lollipop, the perfect Captiva vacation home. Central to Captiva village this three bedroom three and ½ bath pool home offers the perfect escape for a relaxing vacation. There are so many great features to this home, cathedral ceilings, screened in porch, updated modern kitchen, pool and spa, two...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Washer
    • DVD Player
    • Ocean Views
    • Patio
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Baybarlyn is a charming Olde Captiva-style home. Built in 1953, this 3,000-square-foot mid-century modern house is being continually updated to allow for modern amenities while preserving the relaxing appeal of a 1950's beach home. It's open floor plan is great for entertaining. This tropical haven...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Charm- Captiva Island1 / 26
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Secure Parking
    • Waterfront
    • Private Garden
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Direct Gulf views, lush tropical landscape, a great location and a charming beach cottage are all the ingredients you need for an amazing Captiva vacation. This is a historical Cape Cod style ground level home with older finishes throughout including the original kitchen. This home features two...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Parking
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Huge 5 bedroom / 6 bathroom estate on bay directly across from Gulf beaches on Captiva's sought after Gold Coast. This family retreat on the Southern end of Captiva provides access to Captiva's world reknown wildlife eco paradise via the Roosevelt Channel to adjacent Blind Pass. A horticultural gem...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Grill
    • Internet Access
    • Washer
    • Balcony
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    From $1,475 per week! Welcome to Sunset Captiva 17! This newly renovated two level stilted, private home, features an updated kitchen, all new beds, very nice furniture throughout, flat panel TV's, high speed wireless internet and plenty of seating in our screened lanai. The main level of our home...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Washer
    • Internet Access
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come get your Latitude Adjustment at one of North Captiva Islands premier vacation rental homes! This fabulous 3 bedroom, 4.5 bath waterfront home sleeps up to 10 and has over 2600 square feet of living space under air and an additional 1400 square feet of screened in deck space all facing the...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    About this property
    From $3,000 a week! Spend a week or longer at Amarelo Sol on world renowned Captiva Island. Our three bedroom/four bathroom beach house features plenty of space to accommodate up to 10 guests. The spacious living room has plenty of seating and a flat panel TV/DVD. There is a separate dining area...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    THE LITTLE OASIS VERY PRIVATE & ROMANTIC LOCATION1 / 21
    (17)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Washer
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Hot Tub
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 October 2017
    Oct. 2017, we stayed at Little Oasis and got exactly what we were looking for. It was peaceful, relaxing and my wife and I were able to recharge our batteries and get back to...
    Reviewed 22 June 2017
    Very quiet and relaxing. My wife and I stayed here for our honeymoon. Great place to sit back and relax.
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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...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • DVD Player
    • Patio
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape your worries in this Captiva Island beach bungalow. Enjoy the bright and cheery island décor throughout this three bedroom two bath pool home. Surrounded by bright tropical vegetation this home offers a perfect location to the Heart of Captiva as well as ultimate privacy. Equipped with...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    From $3,000 per week! One of Captiva's most recognizable and enchanting homes, Villa Elena is the perfect combination of the Old Captiva feel with interior renovations of subtle exclusivity. The Mediterranean inspired architecture surrounds the privately enclosed pool which leads around to the...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    From $3,000 a week! Bird of Paradise on Captiva Island offers a luxurious escape from the non stop hustle and bustle of everyday life. Whether you're looking for a quick, quiet romantic or family getaway or a more extended vacation adventure, this modern near beach home is the perfect vacation...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    From $3,500 a week! Welcome to South Seas Beach House 29. Life doesn't get much better than this! Our four bedroom/four bathroom with loft private home has been completely renovated and offers wonderful views out to the Gulf of Mexico. There is a spacious living area with comfortable seating, full...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 11
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Internet Access
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    From $3,900 a week! 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...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Hot Tub
    • Waterfront
    • Internet Access
    • Grill
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    LongLook BeachHouse is an amazing 3 bedroom, 3 bath home directly on the Gulf of Mexico. What an experience you will have watching incredible sunsets at LongLook Beachhouse. Just a few steps onto the beach from this lovely home! The level of comfort when staying at LongLook is astounding! There is...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    084-Tarpon Lodge1 / 54
    (5)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Cable/satellite TV
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Balcony
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33945
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Private Outdoor Pool (Heated)
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    • Cable/satellite TV
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful and welcoming are just two words to describe this magnificent, 4 story home with private pool and sweeping 360 degree water views from the observation deck. Blue Laguna features 3 bedrooms and 3 full baths. In addition there is a day bed allowing this home to sleep up to 8 people. Light...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    170-Solitude1 / 26
    (21)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Terrace
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Private Outdoor Pool (Heated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    This place looked great online and has potential to be great, but it needs work. We had 10 people, including 4 boys from ages 7-12 and were disappointed. Our arrival date was...
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    About this property
    Solitude is a unique North Captiva experience, in both location and layout. The perfect fit for large & multiple families alike; and quite simply a fisherman’s delight. This home is nestled in one of the very few canals on the island, tucked away in Safety Harbor; with enough dockage for 3 fishing...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Waterfront
    • Washer
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    From $6,000 a week! The name says it all .... Hakuna Matata 'No Worries'. You will have 'No Worries' during your stay at Hakuna Matata on Captiva Island. As you arrive up the winding drive way, you'll see the beautiful home appear just after the private heated pool. On the ground level, there is...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    LAS OLAS, N. CAPTIVA 4 Bedroom  2.5 Bath Pool Home1 / 25
    (57)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Internet Access
    • Private Outdoor Pool (Heated)
    • Patio
    • DVD Player
    • Hot Tub
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 April 2017
    Las Olas continues to be a prime rental on North Captiva. It has everything you need for a great vacation away from it all. This was our fifth stay here and each one has been...
    Reviewed 9 August 2016
    Our family and our 4 legged two labs loved this house. Very comfortable, spacious, great location.. Nothing was left out.. Total privacy, the home in set back from road with...
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    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...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    258-Turtle Trax1 / 24
    (14)Very good
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Air Conditioning
    • Internet Access
    • Balcony
    • Washer
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 September 2017
    We stayed at the turtle trax 258 house and loved the entire experience! Arriving by boat and golf cart cruising was a really great way to travel. We brought our own food and...
    Reviewed 6 January 2016
    We lo ved this place , very clean and in perfect condition , Only one Word That said It all about this place, SPECTACULAR.
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    About this property
    Welcome to paradise! Turtle Trax is a 3-bedroom home with sweeping views of the Gulf of Mexico and the most beautiful sunsets! This home has a private screened pool and is situated on an oversized lot to ensure privacy. Swing in the hammock nestled under the trees or lounge by the pool and enjoy...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely 2 bedroom 2 bath condo with Jacuzzi is situated in a lovely private garden area just a few hundred feet to the beach. The Condo is very private and completely ham mocked with lush green foliage. From the second floor bedroom balcony you can get a glimpse of the Gulf of Mexico. The home...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    From $4,435 a week! Welcome to Harbourhouse of Captiva! Our home has undergone extensive renovations so that guests experience an upscale and wonderful stay while on Captiva Island. Our newly renovated home features five bedrooms (one is a loft)/four and one half bathrooms, a spacious floorplan,...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    085-Gulf Breeze Cottage1 / 24
    (29)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Internet Access
    • Hot Tub
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 March 2016
    We have stayed in North Captiva before but have never rented through the club. What a great experience!!!! Luggage service!!! Are you kidding me!!!! Priceless!!!! Great staff on...
    Reviewed 25 January 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...
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    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...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    073C - Island Time I1 / 23
    (19)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • Internet Access
    • Grill
    • DVD Player
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 October 2017
    We have rented Islandtime for many years and are never disappointed! Great house with perfect location for fishing!
    Reviewed 18 August 2017
    Island Time is the perfect vacation home especially if you like to fish. The home itself is very cozy and has everything you need. Comfortable beds, large updated bathrooms...
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    About this property
    Fabulous 2 bedroom 2 bath Bayfront home with private dock. Just steps to your own private beach! Best fishing spot on the island. Fabulous beachfront home has a private dock, private beach, manicured grounds and screened-in porch overlooking the water. Watch the dolphin go by and see the tarpon...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Beautiful Captiva Island vacation home!1 / 42
    (2)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Waterfront
    • Grill
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 June 2017
    Loved the Pink House! Well stocked home with everything you need! Family friendly home equipped with bikes, sand toys, fishing poles, kayaks and paddle board. Relaxing pool in...
    Reviewed 22 December 2016
    This was my second time staying at the house. Our family has been staying at various homes on Captiva for 15+ years. This house is a joy; the interior space is very usable for...
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    About this property
    If you're looking for a tropical vacation home that fits a large family, our stunning Captiva Island 'Pink House' Villa should not be missed. This private four-bedroom home, located on the Roosevelt Channel, boasts its own dock and heated pool. The quintessential Florida vibe is impossible to...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Exceptionally Outfitted - Great Price - Best Value1 / 36
    (8)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Housekeeping Included
    • Wi-Fi
    • DVD Player
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    • Cable/satellite TV
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 May 2016
    My family and I have had the pleasure of staying in this beautiful house 4 times. The house is located in a great location within walking distance of the ocean, restaurants and...
    Reviewed 18 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...
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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 (8 are provided), nor do you even need to buy aluminum foil or ZipLock...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Heated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    From $2,100 a week! Captiva Island. “Happy Daze” - beautiful, child-friendly home with a very private, well heated pool. The home is a very short walk to the beach (the island is only about 600 yards wide, at its widest point) and shops and restaurants in the village. Our single family home has...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
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    Pet friendly
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    Smoking allowed
    About this property
    From $2,900 a week! Welcome to Anchors Aweigh on world famous Captiva Island. Our vacation rental home is set on nearly 1.5 acres of tropical landscaping and directly on the Roosevelt Channel. Our home is a fisherman's dream as you have access to a private dock with direct access to Pine Island...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    159-Flamingo House1 / 24
    (13)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Grill
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 April 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...
    Reviewed 30 October 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...
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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...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • Grill
    • Washer
    • Air Conditioning
    • Balcony
    • Internet Access
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely beachfront home has a private beach and two large open porches overlooking the water. Watch the dolphin go by and see the tarpon jumping in the sun. If you like to fish, this beach is the premier spot on the island near Captiva Pass. Head down to the North Captiva Island Club, included...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    From $1,800 per week! Sunset Captiva #15 is a 3 bedroom/2.5 bathroom with loft deluxe, private, stilted home in the quaint village of Captiva Island. Its highly desirable beachside location is within a quiet community directly across from the expansive heated pool, tennis courts and within a...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Grill
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    BEAUTIFUL Gulf view home only 150 ft. to the beach with a private path. Lots of windows with great views and nice light in the house. Large screened wrap around decks on three sides of the house. Deep Screened decks with high ceilings. House sits in the middle of a double lot. Den has private...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Washer
    • Cable/satellite TV
    • Ocean Views
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Sunset Captiva 57 – your own little piece of paradise! Sunset Captiva is a small, charming, unique community located in the heart of Captiva Village Center - there is nothing else quite like it on the west coast. Stretching from bay to gulf, it really has it all: a large heated pool –...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Skylark is an amazing beach front home in a location affording tons of privacy. This fabulous beach house is beautifully furnished and has lots of room to spread out. The living room looks over the beach and has comfortable couches. Skylark includes two golf carts and has awesome beachfront views....
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 8
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Grill
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Great Location, Amazing house, Stunning Views. Located in the heart of Captiva Island this five bedroom, four bathroom pool home is the perfect spot for an amazing vacation. Walk into the living area with small table, sectional couch, comfortable chairs and a flat screen TV. The second living...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    157-What The Shell1 / 24
    (13)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Balcony
    • Private Outdoor Pool (Heated)
    • Washer
    • Air Conditioning
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 April 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...
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    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...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Outdoor Dining Area
    • Grill
    • Air Conditioning
    • Porch
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    'The Old Key West House' and some younger folks call it, 'The Tree House', but whatever you call it, you will love being nestled in the natural lush vegetation like a tropical rain forest.The house has many special architectural features like an English antique stain glass front door, a bar area...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Air Conditioning
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stunning Gulf Front Beauty! Walk out the back door and you’re on the beach! This four bedroom three and ½ bathroom home is the perfect escape for a relaxing beach vacation. The large living room features a flat screen TV, a fireplace, comfortable seating, a desk area and sweeping views of the...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Sun & Moon Pool House - Beach Side of Village Center1 / 34
    (28)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Private Outdoor Pool (Heated)
    • Grill
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 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...
    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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    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 beach side 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...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Relaxing Near Beach Captiva Island Pool Home1 / 24
    (10)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Washer
    • Patio
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We stayed at Millertime, March of 2017, springbreak for our family of 5 with 2 grandparents. It was perfect, a very comfortable house with a great pool. The kitchen is well...
    Reviewed 25 July 2017
    We enjoyed this home very much. We "downsized" our choice of vacation home this year and I was unsure if this house was going to be big enough for all of us but we were...
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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 beautiful Captiva Island. This is our tenth year renting our home with the goal of providing memorable Captiva Island vacations for our guests. With 3 bedrooms and 2 full baths, this home...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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