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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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    Charming Captiva Cottage1 / 16
    (4)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • Wi-Fi
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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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    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 / 63
    (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 4 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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    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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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    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 / 26
    (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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    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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    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
    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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    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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    3 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Waterfront
    • Washer
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    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
    Rental Home - 3 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • Internet Access
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    Pet friendly
    Kid friendly
    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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    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
    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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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Hot Tub
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This unique 2 bedroom 2 bathroom beachfront home on North Captiva Island, Casa Paradiso (Paradise House) has spectacular views of the gulf. The living area is spacious with a dining area, kitchen and plenty of comfortable seating. From the upper sun deck you can see sunsets and views of Captiva...
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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
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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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    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
    • DVD Player
    • 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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    2 Bedrooms, 3 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
    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 has the comfortable...
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    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 2 Bedrooms, 3 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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    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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    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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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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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    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 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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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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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    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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    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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    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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    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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    About this property
    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 Sound and Blind Pass...
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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 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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    Ocean Views, Luxury 5 Bedrooms, Huge Pool1 / 56
    (13)Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Grill
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 9, 2014
    This was our fourth visit to North Captiva and our first to Windswept. It was the perfect house for our group of 8: 6 adults and 2 teens. We found the opportunity to stay in...
    Reviewed August 21, 2013
    There were 3 different families in our party and we had a truly memorable holiday. Just what was needed after 4 hectic days in New York-complete peace and relaxation. Wendy...
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    About this property
    North Captiva Island dream vacation home with 5 bedrooms, accepting up to 12 guests per rental. Huge private heated pool and large private sun-decks offer the best of both worlds. Just a short walk from the neighborhood's beach and located right at the start of the preserve beach trail, leading to...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 5 Bedrooms, 2 Bathrooms, Sleeps 12
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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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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Grill
    • Hot Tub
    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
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Captiva Star - Luxury Near Beach Home on Captiva1 / 22
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
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    • Patio
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 1, 2016
    This was our first time staying in this home. We have been traveling to Captiva for many years, but have always had a problem finding a single home for our family to stay in...
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    About this property
    'Captiva Star' is a luxury home located on beautiful Wightman Lane in the Village of Captiva. The house has 3600 square feet under air, plus over 2000 square feet of screened porches, decks, and lanais. There's five bedrooms and baths, two laundry areas, a full dining area, and a fully-equipped...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 18
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Internet Access
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the breeze of the Gulf of Mexico from this four bedroom home’s rooftop sun deck after walks along the beach, swimming in your private, heated pool, dipping in the hot tub or gazing up at the stars. Every guest will find their own way to unwind whether by the private pool, playing on one of...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 4 Bedrooms, 4 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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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    289A-Ruby Gardens1 / 24
    (10)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Terrace
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    • Grill
    • Washer
    • Internet Access
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 6, 2014
    The Ruby Garden was a very nice home for our time on the island. It was very clean and quiet. Appliances were new, bathrooms were updated and nicely done, no funky odors. The...
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    About this property
    This lovely 2 bedroom/ 2 bath home has so many features you will love it! Enjoy your very own private Tropical gardens centered by the islands largest and oldest tree. This is an ultra comfortable home with all the details already thought out for your vacation getaway. Enjoy a gourmet kitchen with...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Waterfront
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Grill
    • Internet Access
    • Cable/satellite TV
    • DVD Player
    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
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Pelican Brief right on the beach1 / 19
    (7)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Patio
    • Waterfront
    • Air Conditioning
    • Internet Access
    • Washer
    • Grill
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 30, 2015
    My husband, adult daughter and young grandson stayed for a week over thanksgiving. House was great with outstanding view. This is right on the water and a very peaceful...
    Reviewed March 26, 2014
    We had the pleasure of renting Jim's beautiful home on North Captiva Island and it was everything we expected and more! Stunning sunrise/sunsets, dolphins swimming by close to...
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    About this property
    Enjoy private beach in North Captiva Island .......... catch snook off your own private dock, Special rate for the week. The Pelican Brief is located on a tropical barrier island bordered by Pine Island Sound and the Gulf of Mexico and is situated west of Ft Myers, Florida. Accessible by boat,...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Relaxing Near Beach Captiva Island Pool Home1 / 20
    (9)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Patio
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 24, 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...
    Reviewed July 22, 2016
    We very much enjoyed our stay at Millertime on Captiva Island. Upon arrival the house was spotless. It has an airy feel to it and it is beautifully decorated. Bedrooms are...
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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
    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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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    North Captiva New Lux Beach Front Home w/ Pool/Spa1 / 50
    (61)Excellent
    4 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • DVD Player
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    North Captiva Island is beautiful; peaceful; serene. Blue Fin is a beautiful home. Great sunsets. You can see the Owners have taken a lot of pride in making their property a...
    Reviewed July 26, 2017
    Ok.. North Captive Island vacations are wonderful... but you have to be up for an "adventure" to get there. My wife and I enjoyed 4 days a few years ago in "The...
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    About this property
    Bluefin Beach House, on North Captiva, is a luxurious 4 bedroom, 4 1/2 bath beach front home with private heated pool & spa. Completed the end of 2009. This professionally designed & decorated beach home was 3 years in the making and is situated on the preferred Gulf of Mexico side of the island....
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 4 Bedrooms, 6 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Grill
    • Wi-Fi
    • 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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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • 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
    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 garage access and an...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Bali Hi - Best Family Beachhome w/Pool on Captiva!1 / 35
    (12)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 24 Quick View
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    Amenities & Details
    • Ocean Views
    • Internet Access
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Air Conditioning
    • Waterfront
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 30, 2017
    The entire family stayed a week at Bali Hi, all I can say is that this place is amazing. Beautiful big house right on the beach, awesome pool with plenty of chairs to sit around...
    Reviewed June 14, 2017
    Although during our trip to Captiva and Bali Hi we encountered rain nearly every day the resort/home itself was wonderful and provided everything we needed to enjoy our stay...
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    About this property
    Bali Hi Estate and Beach Garden, Captiva Island, Florida Our rate quote is for Main & Guest House. The main house can sleep up to 14 guests and up to 22 with guest house. Guest house required for more than 12 adults staying on property and is included in the rate unless otherwise indicated. If...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 24
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    6 Bedroom Luxury Beach Front Estate/breath taking sunset views!1 / 53
    (1)Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Washer
    • Cable/satellite TV
    • Internet Access
    • Balcony
    • Air Conditioning
    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 2, 2017
    We have been vacationing on Captiva island for 20 years and we can not believe the owners of New Latitude are renting this home. My wife and I were amazed by the quality of the...
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    About this property
    Welcome to New Latitude, located at 16500 Captiva Drive on the Gold Coast of world famous Captiva Island, Florida. Renown for some of the best sunset views found on the Island ... New Latitude is quite befitting. Be mesmerized by the soft, serene, sunrise from your roof top porch and experience an...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 16
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