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Captiva Island Family & Kid Friendly Rentals

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    Travelers to Captiva Island are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    62 Matching Rentals in Captiva IslandView all 91 rentals
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    Beautiful Condo steps to the beach - with Golf Cart!1 / 26
    (1)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    SAND ANCHOR in Sunset Captiva #191 / 26
    (3)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Ricks Retreat In Captiva Florida1 / 20
    (11)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Air Conditioning
    • Porch
    • Grill
    • Washer
    • Parking
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    I’ve visited Captiva six times in five years. This is the fourth house I’ve rented and the first time at Rick’s Retreat. The photos in no way do the house justice. You open the...
    Reviewed August 17, 2018
    Actually quite well appointed .Clean, plenty of room. Has all the beach gear you need . Plenty of towels , even outdoor shower and hose.The beach is a few houses down.Walk...
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    About this property
    Ricks Retreat is a charming ground-level home on a beach street located in the village area of Captiva. A short walk to restaurants, shops and galleries, and a 3 minute walk to the most beautiful beach at the end of the sandy lane. Originally built by Bette Davis, Rick is the 3rd owner. Simple,...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Sun & Moon Pool House - Off-Off Season Special Rates Now Available1 / 34
    (29)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Private Outdoor Pool (Heated)
    • Grill
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 14, 2018
    It was the third time that we stayed in the Sun and Moon House, and that speaks for itself. As I have previously written, everything about it is perfect.The location is ideal...
    Reviewed December 1, 2015
    We rented Sun and Moon for Thanksgiving Week 2015 and I am so glad we did! The house is kept exceedingly clean and the owner, Larry, does a great job in tending to the little...
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    About this property
    Experience the laid back Captiva Island lifestyle in this beautifully decorated Key West inspired 3 bedroom and 3 bath beach home on the beach side of Captiva's village center. It's located on very popular Wightman Lane, a short, 3 minute stroll on our private, sandy lane to the beach. Captiva's...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Captiva Mermaid Pool House  - Off-Off Season Weekly Special Rates from $1,7951 / 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 November 4, 2017
    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
    Experience the laid back Captiva Island lifestyle with this classic 2 br, 2 full bath cottage, just 150 yards off the beach. Sleeping 6, its private, secluded, screened and large 26 x 14 foot heated pool (with Mermaid mosaic on the pool floor) is off the double French doors of the living room....
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    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Low Off Season Rates! boat slip included if you need one!1 / 17
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Washer
    • Cable/satellite TV
    • Ocean Views
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 17, 2018
    Had a great day out renting a boat and fishing gear from Jensen's and the guys there were very helpful with advice on best fishing locations and where to dock for lunchMucky...
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    About this property
    Welcome to Sunset Captiva 57 – your own little piece of paradise! Sunset Captiva is a small, charming, unique community located in the heart of Captiva Village Center - there is nothing else quite like it on the west coast. Stretching from bay to gulf, it really has it all: a large heated pool –...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Captiva Retreat at 47 Sunset Captiva1 / 18
    (6)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Porch
    • Parking
    • DVD Player
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Balcony
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 22, 2018
    Great house. Very comfortable. They're are beach chairs & toys to use which was great since we flew in & couldn't bring our own.
    Reviewed July 16, 2016
    Rented bikes and came to the pool before we got the keys to our house at the realtor. Property manager was very rude and chastised us. He even followed us off the property down...
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    About this property
    Captiva Retreat (47 Sunset Captiva) is a 2,200 Sq.Ft. detached free-standing home with 2 private bedrooms (2 queens, bunk beds), private den with queen-size wall bed, loft with single bed, and three full bathrooms. It comfortably accommodates 8 guests. If you can't get by without checking...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    'Romantic' Coquina Cottage ON the Beach~Pet friendly~Fall Deals BOOK NOW1 / 26
    (10)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Patio
    • Cable/satellite TV
    • Washer
    • Waterfront
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 19, 2018
    Thoroughly enjoyed it! The place is smallish but well appointed. If you are expecting the Waldorf Astoria, look elsewhere. This is not intended to be that. If you are looking...
    Reviewed June 26, 2018
    The cottage works so well for 2-4 people, we always get both units and find this works well for us. The location is so easy and the grounds are beyond explanations.You can have...
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    About this property
    SPECIAL 3 Nights $998 Jun.13-16 BOOK NOW b4gone! 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. Parking allows for a maximum of two cars. Call Now for ON the beach Coquina...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    201-Bydesign On The Beach I1 / 24
    (14)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Balcony
    • Internet Access
    • Washer
    • Private Outdoor Pool (Heated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 26, 2018
    We spent a week here and while it was a great house, it is a DUPLEX with a person living next door. She was really nice and allowed us to use her cooler for the boat, but I...
    Reviewed January 29, 2018
    We greatly enjoyed our stay and used the time to relax and unwind. We enjoyed the beautiful ocean view and the quick walk to the beach where we spent lots of time walking and...
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    About this property
    Definitely one of the nicest beach villas you may ever experience. Everything top of the line! After two years of renovations this Beach Villa is just comming back on line! And what a fantastic renovation. Truly state of the art, top of the line, the creme de la creme. You will truly love...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This unique2 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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    New Latitude Beach Estate1 / 24
    (1)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Washer
    • DVD Player
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Cable/satellite TV
    • Air Conditioning
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 16, 2018
    New Latitude was an amazing Captiva Beach House. The owner, Michele, spared no expense and seemed to think of everything from board games to beach equipment. The home is very...
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    About this property
    Welcome to New Latitude ... The premier Captiva Island beach front estate. The home features six bedrooms all with en-suite bathrooms, one half bathroom. New Latitude is the perfect home for family gatherings and once in a lifetime destination vacation. As you pull up and drive through the winding...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 16
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    Marina Villa #905 Dolphin Sights Daily, Pool, 3 min. walk to Beach -Many extras!1 / 29
    (8)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 February 13, 2018
    Who needs an alarm clock when you can be awakened by dolphins smacking their tails on the surface of the sea just outside your bedroom window?A beautiful villa in a splendid...
    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.
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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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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Washer
    • DVD Player
    • Ocean Views
    • Patio
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Baybarlyn is a charming Olde Captiva-style home. Built in 1953, this 3,000-square-foot mid-century modern house is being continually updated to allow for modern amenities while preserving the relaxing appeal of a 1950's beach home. It's open floor plan is great for entertaining. This tropical haven...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    291- Casa AdaSol1 / 25
    (2)Average
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Waterfront
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 30, 2016
    Here for destination wedding. Group of 64 spread through several rentals. This was our center hub of the week. Great kitchen made desserts and pa small rehearsal diner a...
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    About this property
    This home is on one of North Captiva Island's most desirable locations with your very own private fishing pier and sand beach. Casa AdaSol is located waterfront of a favorite fishing spot on North Captiva and you don't have to go any farther then out your back door to get there! The dock is all...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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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, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have the best of the bay and gulf at Sunset Captiva. Located in the Sunset Captiva community, Sandpiper Beach House is a 3 bedroom, 2 bathroom, beach house. Décor by Tommy Bahama, gives you that 'on island time' feeling throughout your entire stay. This house provides you with 4 TVs, 1 of them...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely 3 bedroom 2 bath condo with Jacuzzi is situated in a lovely private garden area just a few hundred feet to the beach. The Condo is very private and completely ham mocked with lush green foliage. From the second floor bedroom balcony you can get a glimpse of the Gulf of Mexico. The home...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    085-Gulf Breeze Cottage1 / 24
    (30)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Internet Access
    • Hot Tub
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 10, 2018
    We stayed in this same house a few years ago when the house we originally rented was struck by lightning. This is a great house , perfect for a small group or a small family...
    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...
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    About this property
    Book this property arriving within 60 days and receive a generous discount! Contact us now at *******-3630 or Live Chat us for more information. Offer valid for bookings made August 16th through September 15th, 2018 for arrivals August 16th through October 15th, 2018! Just like new 1000 square...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    258-Turtle Trax1 / 24
    (14)Very good
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Air Conditioning
    • Internet Access
    • Balcony
    • Washer
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 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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    047-Spring Fever1 / 39
    (5)Average
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Close to the Gulf within sound of the surf, this home is an ideal vacation spot. With a sofa bed and 2 bedrooms down and a large master upstairs, it is a delightful spot for up to 6 people. Only a short walk away from the beach, this home features hardwood floors on the first level in the kitchen,...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    169-Key Lime Time1 / 50
    (21)Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Internet Access
    • DVD Player
    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Balcony
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 15, 2014
    The house is great and was perfect for my sister's and I. It is very close to the beach and has everything you would want/need . Has a pool bar, outside shower, outside...
    Reviewed December 4, 2011
    This home is a beautiful choice if you are planning a North Captiva stay. It has a great layout for multiple families staying together. There are 3 levels with lots of...
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    About this property
    Fantastic Key Lime Time 5 bedroom Pool home w/Spa & amazing Gulfviews! Professionally decorated! Pool kitchen with sink and extra fridge off the pool area/Gas weber grill/Stereo off pool area. Master w/King and private bath and access to screen porch. Second Master King w/private bath,Third...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Air Conditioning
    • Balcony
    • Porch
    • Patio
    • Grill
    • Outdoor Dining Area
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in a small beach-to-bay community on the scenic Captiva Island, this fully furnished and fully equipped cottage is just minutes away on foot from the beach. This home is ideally located near all the hot-spots of Captiva. The master bedroom has a queen-size bed, private bathroom and private...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    007- The Moon1 / 40
    (22)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 June 28, 2018
    we had the pleasure of staying 4 days and 3 nights at the Moon (007) on North Captiva in June 2018. Our stay was a total delight, the eclectic decorating was very well done and...
    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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    About this property
    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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    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • 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
    Dolphin Cottage, an awesome 2 bedroom Bayfront home Just steps to your own private beach. Best fishing spot on the island! As a member of the marina club bring your boat and get dockage for just $40 per day with your rental and use of club pools and tennis.   This lovely beachfront home has a...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Captiva Bayfront 4 bedroom/4 bath, boat dock, pool1 / 39
    (12)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
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 17, 2018
    We are Floridians and have vacationed many times at rentals in South Seas. We have always used the big marina to moor our boat. Decided this home was in a good location and...
    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...
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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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    069-Casa La De Da1 / 28
    (19)Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Internet Access
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    • Private Outdoor Pool (Heated)
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    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 2, 2018
    We have been vacationing at North Captiva Island for the past 7 years and we love it! Every year we pick a different house to vacation at. It makes each years experience at NCI...
    Reviewed April 3, 2018
    We all know the old saying “a visit to the beach is cheaper than therapy”, and I can veritably attest that when it comes to North Captiva Island in Florida, USA, this statement...
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    About this property
    This lovely 5 bedroom upside down home is situated directly on the Gulf of Mexico. Plenty of space for a large family or two families. King Master Bedroom w/Private Bath/Guest Bunk w/Double on bottom & 2nd Bunk bed set /Guest Twin Bedroom all w/Shared Bath. Double Guest w/Private Bath/Laundry Room...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Totally updated.  New kitchen and baths.1 / 25
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Smoking allowed
    Reviewed July 14, 2018
    My family and I have now vacationed here for over 10 years. Every time we come the house has always been clean and ready for new guests to arrive. The things that came along...
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    About this property
    House, 2 Bedrooms + Loft, 2 Baths, (Sleeps 6) NEW KITCHEN WITH OPEN FLOOR PLAN Unpack and start your vacation. Our home is located in the village of Captiva within walking distance of shops, restaurants, beach, bay, pool, and tennis courts. The house is a 2 bedroom, loft and can accommodate up to...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Pelican Brief right on the beach1 / 19
    (9)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 5, 2018
    The Pelican Brief is a beautiful open concept home where we vacationed at North Captiva for the first time. Our kids are 10 months, 3, 4 and 13. Jim is very friendly and...
    Reviewed May 19, 2018
    If you like fishing or shelling and want to get the very best North Captiva Island experience, this is the place. Our family stayed at the Pelican Brief for a week and it was...
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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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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Internet Access
    • Grill
    • Hot Tub
    • Waterfront
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Skylark is an amazing Gulf Front home in a location affording tons of privacy. This fabulous beach house is beautifully furnished and has lots of room to spread out. The living room looks over the beach and has comfortable couches. Skylark includes two golf carts and has awesome Gulffront views....
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful and welcoming are just two words to describe this magnificent, 4 story home with private pool and sweeping 360 degree water views from the observation deck. Blue Laguna features 3 bedrooms and 3 full baths. In addition there is a day bed allowing this home to sleep up to 8 people. Light...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    109-Manatee Manor1 / 28
    (14)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Directly on the beach in one of North Captiva's most exclusive locations, this architectural delight is truly a great place to play. North Captiva at its best. Enjoy Manatee Manor for your next island getaway. Imagine Mexican tile throughout all common areas and Berber carpeting in the bedrooms....
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    174-The Green Flash1 / 40
    (32)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Balcony
    • Washer
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    • Private Outdoor Pool (Heated)
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    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 16, 2018
    Wi-Fi was very weak..be prepared to use your data plan or go to the island club for WiFi. There was an issue with the bedding but is being rectified with the island club and...
    Reviewed October 24, 2013
    This was our second trip to North Captiva. Last year we specifically located the Green Flash for our visit this year. The house is beautiful and the location is stunning. The...
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    About this property
    Best beach views! 4 Bedroom Gulffront home with private pool. Green Flash is over 2400 square feet of living space under a/c along with 350 square feet of open deck off the top living level and 350 square feet of screen porch area. This designer beach home has outstanding views of the Gulf of...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    031-Fish Tales1 / 27
    (10)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Cable/satellite TV
    • DVD Player
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    • Hot Tub
    • Shared Outdoor Pool (Unheated)
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    • 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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    082 - Island Splash1 / 48
    (1)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Internet Access
    • Grill
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    • Private Outdoor Pool (Heated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 16, 2018
    Celebrated the college graduation of two of our children at Island Splash. It was our first stay on North Captiva and we could not have been more pleased. Island Splash was...
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    About this property
    This fabulous 5 bedroom home was designed to accommodate groups up to 12 in comfort! With lots of room to spread out, enjoy 5 bedrooms, 4 baths, two living rooms and a nice pool area. This home comes equipped with two great 4 passenger golf carts and is conveniently located walking distance to the...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    159-Flamingo House1 / 48
    (13)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Grill
    • Private Outdoor Pool (Heated)
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    • DVD Player
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 11, 2015
    Loved north captiva island. Flamingo house was very comfortable. Really nice to have a pool at the house. Minor suggestion: for what a house rental costs it would have been...
    Reviewed October 29, 2014
    We spent 9 GLORIOUS days at the Flamingo house on North Captiva Island. This was our first time to NCIC and these Ohio Beach Bumms 5 will return. I did read the reviews on...
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    About this property
    Flamingo House is a lovely tropical home with a special island flair. Carved flamingos on the eaves, conch shells, pineapples and palms carved in the railings. Truly a beach house 200 steps from the Gulf beach. First floor includes heated outdoor pool withdeck and charcoal Weber grill. Second...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sea Star is a spectacular 'Brand New' vacation beach home fully equipped, and built to a high standard. You will truly love this gem which is just a couple blocks to the beach and Club. The home is a spacious one story 1600 square foot open floor plan with raised ceilings for an extra spacious...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    059-The Tin Snook1 / 44
    (9)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    • Shared Outdoor Pool (Unheated)
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    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 23, 2015
    Stairs lead to Roomy Second floor with large Master & private bath, two guest bedrooms with shared bath. Screened porch on West side. More stairs to extra large upstairs...
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    About this property
    Very private 3 bedroom, 3 bath beachfront home with nice wooded views and the gulf in the distance. Located in picturesque Safety Harbor Club. This lovely 3 bedroom home is an upside down model with the living space upstairs. Enjoy vaulted ceilings and an expansive natural outdoor setting with...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Relaxing Near Beach Captiva Island Pool Home1 / 24
    (10)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Washer
    • Patio
    • Wi-Fi
    • Private Outdoor Pool (Heated)
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 5, 2018
    We stayed at Millertime, March of 2017, springbreak for our family of 5 with 2 grandparents. It was perfect, a very comfortable house with a great pool. The kitchen is well...
    Reviewed 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...
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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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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
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    • Hot Tub
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A gorgeous 5BR/5BA Mediterranean style beach home w private pool, 11514 Andy Rosse Lane. <3-min walk to beautiful white-sand beach & spectacular sunsets on this slice of paradise. Enjoy the pool, ping-pong, pool-basketball, floats, balls, boogie boards, tons of beach towels, 2 beach-wagons, 3...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    157-What The Shell1 / 24
    (13)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Balcony
    • Private Outdoor Pool (Heated)
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    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 27, 2014
    This home is wonderful. The deck and the pool are inviting and the water is fine, come on in! We viewed beautiful sunsets from the "crows nest" atop the house, or on...
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    About this property
    Great 4 bedroom pool home just a block from the beach. Interior decorated and designed. Pool kitchen too! What the Shell is a wonderful 3 bedroom/4 bath home with private pool. The home is professionally furnished and designed. All the homes finishes are of the highest quality. There are lots of...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    LongLook BeachHouse is an amazing 3 bedroom, 3 bath home directly on the Gulf of Mexico. What an experience you will have watching incredible sunsets at LongLook Beachhouse. Just a few steps onto the beach from this lovely home! The level of comfort when staying at LongLook is astounding! There is...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Sea Dreams: Luxury Ocean and Beach Front Townhome1 / 34
    (7)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Waterfront
    • Washer
    • Children's Pool
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 29, 2016
    Hello Dan, thank you for the great service and the bautiful home , amazing view and great set up. your place must be one of the best properties on Captiva ! we will be back...
    Reviewed October 3, 2016
    We just returned from our vacation in Captiva and had a truly amazing time. The Villa Sea Dreams was spectacular and exceeded our expectations. We walked in a said WOW and it...
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    About this property
    Marvel at the stunning views of the Gulf from this beautiful newly (2014) renovated three bedroom, two and one half bath Townhome. Please contact me for further information and latest availability on both my Captiva homes; using the 617 area followed by 538 and ending in 0051. Walk into the...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    073C - Island Time I1 / 33
    (19)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Washer
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    • DVD Player
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 13, 2017
    We have rented Islandtime for many years and are never disappointed! Great house with perfect location for fishing!
    Reviewed August 18, 2017
    Island Time is the perfect vacation home especially if you like to fish. The home itself is very cozy and has everything you need. Comfortable beds, large updated bathrooms...
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    About this property
    Fabulous 2 bedroom 2 bath Bayfront home with private dock. Just steps to your own private beach! Best fishing spot on the island. Fabulous beachfront home has a private dock, private beach, manicured grounds and screened-in porch overlooking the water. Watch the dolphin go by and see the tarpon...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    208A - Recovery Room1 / 50
    (18)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • DVD Player
    • Internet Access
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 6, 2014
    Wit's End is set on a beautiful, natural beach, on a rare, peaceful island off Florida. The house is in good condition, in general, but there are a few big problems. It is...
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    About this property
    4 Bedroom, 2.5 Bath Home Just Steps From The Beach. This gorgeous gulf front home is over 2900 square feet under a/c and 4000 square feet of total living space. The home has slider doors and wrap around porches on all sides. In this amazing home, you are reminded of the lovely lush vegetation...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    084-Tarpon Lodge1 / 50
    (6)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tarpon Lodge of North Captiva is a lovely 3 bedroom, 3 bath Beach Front home tucked in lush tropical palms directly on a wide sandy beach. This fabulous comfortable home is surrounded by wrap around porches and is the perfect transition from a modern lifestyle to natures best surroundings. From...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33945
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    064-North Pointe Beach House1 / 47
    (16)Very good
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
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    • Balcony
    • Private Outdoor Pool (Heated)
    • Grill
    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
    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 amazing...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    219 - Latitude Adjustment1 / 100
    (4)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 5, 2018
    We just spent a week in Paradise! This home is beautiful and well appointed. The beds are comfortable the furnishings are tasteful and I have to say this is one of the nicest...
    Reviewed September 3, 2018
    This was our second visit to Joe's family home in North Captiva. It's an island paradise away from the hustle and bustle of daily life. No crowds, no traffic, just beaches and...
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    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, 4 Bathrooms, Sleeps 10
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    139 - Isla Vista1 / 50
    (12)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • DVD Player
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    • Terrace
    • Air Conditioning
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    BOOK NOW FOR STAY APRIL 7-21, 2018 Off Season Rate CALL US TO BOOK NOW. Isla Vista Pool Home w/spacious wood deck surrounding it. Kitchen/Living Room/Dining Area/sm Bath/ Screen Decks Queen Master Bedroom w/Private Bath/Queen Guest/2nd-Queen Guest/Twin Guest-all w/Shared Bath/Laundry...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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