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Captiva Island Vacation Rentals

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    Travelers to Captiva Island are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    All 131 Rentals in Captiva Island
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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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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Charming Captiva Cottage1 / 16
    (4)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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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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    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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    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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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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    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    Romantic Beach House w/ private pool & rooftop spa1 / 30
    (17)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Patio
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 26, 2017
    The location was perfect "private and close to the beach". It's a great opportunity to get away from it all . No surprises "met our expectations and more&quot...
    Reviewed February 19, 2017
    Our trip to North Captiva was one of our favorites to date! We originally were looking for beach houses in Sanibel or Captiva, but without realizing we booked on North Captiva...
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    About this property
    THE LITTLE ARK (please note: cleaning fee $125 for 2 people or $150 for 3 or 4 people and club membership fee $75 optional will not appear in booking charges if you book online. These two fees are only payable by check and mailed to owner) The vacation of a lifetime is awaiting those who are will...
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    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Ocean Views
    • Washer
    • DVD Player
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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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    • DVD Player
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • Washer
    • Cable/satellite TV
    • Ocean Views
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The 'Coral Reef' of North Captiva Island is a 4-bedroom, 4-bath, designer-decorated pool home with views of the Gulf from the Great room/kitchen veranda and the sundeck. There are 2300 sq ft under air with another 1,000 sq ft of Verandas and decks which create a wonderful indoor/outdoor space from...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 4 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 3 weeks ago
    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 June 21, 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
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Charming Gulffront 'ON beach' Coquina Cottage Best Views & Location,Pet Friendly1 / 52
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Patio
    • Cable/satellite TV
    • Washer
    • Waterfront
    • Hot Tub
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 17, 2017
    Very special place on a special island.Great place and any issues we had were immediately addressed.
    Reviewed November 9, 2016
    We rented the cottage because there was a conference on the island and the conference hotel was booked. I knew the area and I know the best beaches are in Captiva. I was not...
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    About this property
    Price is usually quoted for just one studio suite, unless otherwise indicated. Each of the two studio suites sleeps no more than 2 adults and 2 Children under 12. Call Now for ON the beach Coquina Cottage!. Coquina Cottage is a unique ~Old Florida~ beachfront cottage sitting on almost an acre...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Captiva Beach Villas-Conch1 / 26
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Washer
    • Waterfront
    • Hot Tub
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 18, 2017
    We've rented from Kingfisher several times. Great experience. This particular townhouse couldn't be any better!
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    About this property
    Sapphire blue water, white sandy beaches, amazing sunsets from your living-room and a luxury four bedroom villa. Everything you need for the perfect friends and family vacation. “Conch” features tropical colors in this remodeled spacious villa. Walk into the living-room with direct Gulf Views...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Captiva Villa- What a Place!1 / 23
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Washer
    • Patio
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 13, 2016
    Our family with two teenage daughters and our friends with teenagers stayed here immediately following graduation. We had an absolutely wonderful vacation. This house is...
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    About this property
    The Captiva Villa is located on a charming private lane in the heart of Captiva, a few minutes stroll from the Gulf beach. This spacious vacation home has 4 bedrooms, 3 baths, and sleeps 8-10 comfortably. The Master Suite has a king bed, TV with VCR & DVD, i pod docking, tray ceiling with ceiling...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 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
    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 minute’s walk to the sandy...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Captiva Mermaid Pool House  - Beach side of Village Center1 / 32
    (43)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Porch
    • Washer
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We stayed here a week before the big storm was to hit the Island and local area.Right from the very start we found the process of selecting and booking this property very easy...
    Reviewed August 1, 2017
    PERFECT!!!!!!! The house was cozy and warm. Relaxing and refreshing!!! We enjoyed our time by the pool everyday and cooked meals in the evening. Walking to the beach was...
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    About this property
    Captiva is in nearly perfect condition after storm clean-up! 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...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    15879 Captiva Drive-Captiva Charm1 / 16
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Grill
    • Washer
    • Waterfront
    • Internet Access
    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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Balcony
    • Washer
    • DVD Player
    • Air Conditioning
    • Grill
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Let your troubles melt away in this luxury three bedroom three bath condo with a den. Relax on the spacious lanai with sweeping direct bay views. The large living room has beautiful views, tile floors, built in cabinets and double tray ceilings with wood accents. The gourmet kitchen features top...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Best Marina Villa at South Seas – Watch Dolphins1 / 29
    (7)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Balcony
    • Porch
    • Waterfront
    • Washer
    • Grill
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 22, 2017
    Excellent location and condo! Apartment is well equipped and clean. Great view of the bay. Plenty beach toys and apparels. Many gas grills within the condominium grounds.
    Reviewed April 25, 2017
    We just returned from our first visit to Captiva, Marina View #905. The location was perfect. Every day we saw dolphins and manatee swimming in the marina...my kids LOVED it...
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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...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Internet Access
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you are looking for amazing views, a great pool, great fishing, boating, a place to sleep and value savings, Sea Otter is a great option. It offers a great location but is a no frills lodging experience. Furnishings, décor, fixtures and appliances are dated and meet basic expectations....
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    South Seas Club Captiva Island FL 2 bed/2 bath condo sleeps 61 / 13
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Grill
    • Hot Tub
    • Washer
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 10, 2017
    Best way to enjoy all the versions of a tropical playground without spending all of your kids inheritance. Sports fun - golf & tennis. Water fun - multiple pools (one with...
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    About this property
    $1000 for WEEK OF AUGUST 11-18 Available ONLY for 2017! 2 Bedroom/2 bath condo in South Seas Club at South Seas Island Resort on Captiva Island, FL. Perfect for families - South Seas Club is inside the gates of South Seas Island Resort and fronts the golf course. It has it's own private pool and...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    About this property
    Very nice direct bayfront condominium located at Sunset Captiva Bayside. A great location puts you in the Heart of the Captiva Island Village Area. Unit 103 is a very spacious private condo with about 1500 sq ft of space. The master bedroom has a king bed and en-suite bathroom with the guest...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 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
    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 five bedrooms, four...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    Captiva Shores- Bay Breeze Cottage1 / 24
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bay Breeze CottageComfortable poolside cottage offering cooling bay breezes and glorious bay views from nearly every room. This 3 bedroom cottage with 2 1/2 baths has a recently renovated kitchen to offer everything you need for a great beach vacation. Relax to bay views and island sounds from your...
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    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    • Washer
    • Waterfront
    • Private Outdoor Pool (Heated)
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Listen to the sounds of the waves from your screened in porch while enjoying world renowned sunsets. This three bedroom two and one half bath Gulf Front Captiva home has everything you want to make this a vacation of a lifetime. Walk into the bright great room featuring direct views of the Gulf of...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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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    Smoking allowed
    About this property
    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 destination for relaxing...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
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    About this property
    Coral Cottage is a lovely and historic olde Florida style ground level cottage on beautiful Captiva Island, Florida. Our two bedroom/two bathroom vacation rental home has a spacious living room, dining area and full kitchen. Perfect for up to four guests with a king bed in the master bedroom and...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    064-North Pointe Beach House1 / 20
    (16)Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Waterfront
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 24, 2015
    We’ve rented properties from Mexico to Maine and Colorado to Florida over many years. Despite a few shortcomings (which you’ll want to be aware of), this property is near the...
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    About this property
    Brand new professionally designed and decorated four bedroom home right on the beach with fantastic water views from every room, swimming pool and fantastic sunsets. Two golf carts included! North Pointe Beach House, a brand new professionally designed and decorated home completed in 2009, is an...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Private Outdoor Pool (Unheated)
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    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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    007- The Moon1 / 37
    (20)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • DVD Player
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Cable/satellite TV
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 19, 2011
    My husband and I vacationed here with our 4 children and had a wonderful time! The cottage was very clean and there was plenty for us to do. The beaches were beautiful and...
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    Welcome to The Moon named after our rescue dog. And for the view from our spacious rooftop deck! Sweeping views of the Gulf of Mexico, Nature Preserve, and sunsets. A lovely little house...only a 4 minute walk to the beach or 1 minute on the golf cart! A wonderful vacation spot for a small family,...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    About this property
    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 kitchen with high...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 11
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    About this property
    Welcome to our Tropical Captiva Island Vacation home-away-from-home. We decided to name our home Sanga Na Langa which means No Worries in the Fijian language. Nothing is more fitting after you experience a week or longer at the home and on Captiva Island. Our vacation rental home has been...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    This 3 bedroom townhome with 2 1/2 baths has everything you need for the perfect beach vacation. Relax to bay views from your screened lanai opening off the open floor plan living area-- including a comfortable seating area with a flat screen smart TV and DVD, a large dining room table and galley...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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 April 23, 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 August 8, 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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Private Outdoor Pool (Heated)
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    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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 patio and covered lanai....
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    About this property
    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, private elevator,...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Internet Access
    • Private Outdoor Pool (Unheated)
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    • Hot Tub
    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
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    **Elevator is currently out of service as of 10/30/2017** Welcome to South Seas Beach Villas unit 2412. Our first floor unit is located one flight up the stairs or elevator from the ground floor. Step out onto the screened lanai and take in endless views of the Gulf of Mexico and beautifully...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    031-Fish Tales1 / 24
    (10)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Cable/satellite TV
    • DVD Player
    • Internet Access
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 6, 2017
    We rented this home to get ready for our wedding and then to stay for our honeymoon! Perfect water and sunset view. Only complaints we had was that some of the lights did not...
    Reviewed January 8, 2014
    We stayed at Fish Tales in North Captiva Island for five nights in December with a family of 8. The house was bright and spacious. It has large principal rooms and many...
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    About this property
    Rent this spacious home full of light and color with magnificent views of Captiva Pass, Cayo Costa and the Gulf.Fish Tales beckons through a colorful front entrance door to the bedroom level. To your right find the den/fourth bedroom which offers a daybed and hideaway cot. Adjacent is the third...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    085-Gulf Breeze Cottage1 / 24
    (29)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Hot Tub
    • Air Conditioning
    • Washer
    • Balcony
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 11, 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 January 25, 2015
    I gave a average review based on all the problems we had the first 2 days. The unit is nice inside. The hot tub outside on the deck had nasty slimy stuff around the intake...
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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
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beautifully renovated 1940s Captiva Island Beachfront Cottage1 / 27
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 2, 2017
    Wow. This really is beachfront Bliss. The home is beautifully appointed with fabulous beds, fully outfitted kitchen, new hot tub, huge TV with surround sound, outdoor private...
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    About this property
    Near the village of Captiva and on the quiet 'Tween Waters stretch, you will find this completely restored and elegantly decorated beachfront cottage,island Bliss. It is truly a blissful stay as you open the shuttered doors and windows to hear the ocean waves and feel the warm breeze from the Gulf...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    234B-Beach's Edge1 / 24
    (29)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Cable/satellite TV
    • Balcony
    • Waterfront
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 28, 2016
    Our family thoroughly enjoyed our time at Beach's Edge! we had three adults and 4 children ages 2-7 years old, there was something for all of us. The house had everything we...
    Reviewed May 17, 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...
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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...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Balcony
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Grill
    • 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
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    134-The Silver Seashell1 / 24
    (13)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Air Conditioning
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    • Cable/satellite TV
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Direct beach access, great gulf views. A luxurious seaside home. All bedrooms have private baths and Samsung HDTV/DVD. All season porch and 4 composite decks, 28-foot pool and a hot tub.Enter the front door to find The Silver Seashell professionally designed in the charm of a seaside cottage. From...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    16879 Captiva Drive1 / 25
    (6)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 March 27, 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
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    258-Turtle Trax1 / 20
    (14)Very good
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Air Conditioning
    • Internet Access
    • Balcony
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    • Private Outdoor Pool (Heated)
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    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 4, 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 January 6, 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
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    Beautifully decorated two bedroom/two bathroom South Seas Land End Villa. South Seas Land End 1613 is a first living level (up one flight of stairs) vacation rental condominium with a king bed in the master bedroom and two twin beds in the guest bedroom. Our unit offers water views from the master...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    MANATEE COVE1 / 36
    (2)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Balcony
    • Grill
    • DVD Player
    • Washer
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 16, 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 March 7, 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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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 8
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    3 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    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
    Rental Home - 3 Bedrooms, 5 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    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 Lagoon beach house features 3 bedrooms, 3 full baths. In addition there is a day bed allowing this home to sleep up to 8...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Captiva Bayfront 4 bedroom/4 bath, boat dock, pool1 / 39
    (11)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Cable/satellite TV
    • Waterfront
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 16, 2016
    I couldn't go as my wife is ill. However I can report back that our friends said this is the best place they had ever stayed. Luxurious and beyond wildest expectations. Spacious...
    Reviewed June 6, 2016
    This house is the most relaxing and accommodating place we've ever stayed. The view is spectacular. Something for everyone. Brought boat for fishing. Walking distance to...
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    About this property
    **HURRICANE IRMA UPDATE** **We are pleased to announce our Gearing Down home survived Hurricane Irma with minimal damage. Our confirmed guests may continue to enjoy our little piece of paradise with no lapse in bookings.** Welcome to Gearing Down! Enjoy a Captiva Island vacation home in luxury....
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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