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Captiva Island Vacation Rentals

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    Travelers to Captiva Island are booking July dates now. Secure your vacation rental today, and have the perfect trip.
    All 125 Rentals in Captiva Island
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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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    Captiva Shores 3A1 / 27
    (1)Excellent
    3 Bedrooms, 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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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Waterfront
    • Wi-Fi
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Patio
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy brilliant sunsets over the sapphire waters of the Gulf of Mexico and ideal deep water direct access along Roosevelt Channel from this recently updated unit at Captiva Shores. This bright updated beach condo has direct Gulf views. The open kitchen has new white cabinets, Granite counters, a...
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    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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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    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 16
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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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    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 8
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    Ricks Retreat In Captiva Florida1 / 20
    (9)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 February 3, 2016
    This home is well suited for families with 3 large bedrooms, 1 living room, 1 den, and 2 baths. Private because of the tropical plants surrounding the home, yet in the heart of...
    Reviewed March 25, 2015
    We've stayed at Rick's Retreat two years in a row, and it's been wonderful both times. The house is in a perfect location; a half-block walk along a quiet, shady lane to the...
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    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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    Captiva Retreat at 47 Sunset Captiva1 / 18
    (5)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Porch
    • Parking
    • DVD Player
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Balcony
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 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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    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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    Charming Captiva Cottage1 / 16
    (4)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Patio
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Private Outdoor Pool (Heated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 27, 2015
    Captiva Cottage is cozy enough for two yet can easily accommodate a family or group of friends. Wonderfully located, it is private, quiet but within easy reach of the...
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    About this property
    You are just 300 steps from the beach in this private and secluded 3bedroom/3bath vacation home. The Captiva Cottage is the only home on this over one acre property nestled among other estate zoned properties in this stretch of Captiva Island, also referred to as the Gold Coast. The private beach...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • 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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    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 3 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
    • Grill
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lollipop, the perfect Captiva vacation home. Central to Captiva village this three bedroom three and ½ bath pool home offers the perfect escape for a relaxing vacation. There are so many great features to this home, cathedral ceilings, screened in porch, updated modern kitchen, pool and spa, two...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Secure Parking
    • Cable/satellite TV
    • Grill
    • Washer
    • DVD Player
    • Air Conditioning
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Paradise Awaits at Beach Destiny! This 4 bedroom, 5.5 bathroom, oceanfront, luxury home is the perfect spot for a dream vacation. The large living room features stunning views of the Gulf, a large flat screen TV, a huge sectional couch and sliding glass doors onto the lanai. The open kitchen...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 4 Bedrooms, 6 Bathrooms, Sleeps 10
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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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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Huge 5 bedroom / 6 bathroom estate on bay directly across from Gulf beaches on Captiva's sought after Gold Coast. This family retreat on the Southern end of Captiva provides access to Captiva's world reknown wildlife eco paradise via the Roosevelt Channel to adjacent Blind Pass. A horticultural gem...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • DVD Player
    • Patio
    • Washer
    • Grill
    • Ocean Views
    • Central Heating
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located within the world class South Seas resort, including four miles of private beach, top rated golfing, pristine blue waters, this unit is truly one of a kind. And it is reasonably priced! Here are some more details: - 3rd floor unit possessing gorgeous panoramic waterfront views - Great...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Washer
    • Internet Access
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Come get your Latitude Adjustment at one of North Captiva Islands premier vacation rental homes! This fabulous 3 bedroom, 4.5 bath waterfront home sleeps up to 10 and has over 2600 square feet of living space under air and an additional 1400 square feet of screened in deck space all facing the...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    258-Turtle Trax1 / 24
    (14)Very good
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Air Conditioning
    • Internet Access
    • Balcony
    • Washer
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 4, 2017
    We stayed at the turtle trax 258 house and loved the entire experience! Arriving by boat and golf cart cruising was a really great way to travel. We brought our own food and...
    Reviewed January 6, 2016
    We lo ved this place , very clean and in perfect condition , Only one Word That said It all about this place, SPECTACULAR.
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    About this property
    Welcome to paradise! Turtle Trax is a 3-bedroom home with sweeping views of the Gulf of Mexico and the most beautiful sunsets! This home has a private screened pool and is situated on an oversized lot to ensure privacy. Swing in the hammock nestled under the trees or lounge by the pool and enjoy...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 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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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beach Villa Sunset Dreams is a recently richly remodeled and appointed townhome with tropical beach décor for an unforgettable family vacation. The Villa is unique with awe inspiring direct gulf views and amazing sunsets, as well as sunrise views over the bay. The property includes exclusive access...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Washer
    • DVD Player
    • Ocean Views
    • Patio
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Baybarlyn is a charming Olde Captiva-style home. Built in 1953, this 3,000-square-foot mid-century modern house is being continually updated to allow for modern amenities while preserving the relaxing appeal of a 1950's beach home. It's open floor plan is great for entertaining. This tropical haven...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    • Ocean Views
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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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    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
    From $3,000 a week! Bird of Paradise on Captiva Island offers a luxurious escape from the non stop hustle and bustle of everyday life. Whether you're looking for a quick, quiet romantic or family getaway or a more extended vacation adventure, this modern near beach home is the perfect vacation...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Patio
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Amazing Location! This five bedroom, five bathroom pool home is central to Captiva Village, marinas, restaurants, shops and live music. A chef’s kitchen, open living and dining room, high ceilings, and a screened in pool make this the perfect home for a great vacation. The five bedrooms have...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    THE LITTLE OASIS VERY PRIVATE & ROMANTIC LOCATION1 / 21
    (17)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Washer
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Hot Tub
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 26, 2017
    Oct. 2017, we stayed at Little Oasis and got exactly what we were looking for. It was peaceful, relaxing and my wife and I were able to recharge our batteries and get back to...
    Reviewed June 21, 2017
    Very quiet and relaxing. My wife and I stayed here for our honeymoon. Great place to sit back and relax.
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    About this property
    VERY PRIVATE AND ROMANTIC ONLY 300 STEPS TO BEACH - 2 BED/2BATH HOUSE W/PRIVATE POOL/HOT TUB W/GULF VIEWS. Newly furnished lovely 2bed/2bath house QUEEN bed in master bedroom and a Queen bed and Daybed in the other bedroom w/kitchen w/stainless steel appliances, LR,DR, with own private...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Green Heron House1 / 30
    (7)Very good
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Waterfront
    • Patio
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 25, 2017
    We had a party of 11 and had plenty of room. The house was clean and had everything we needed for a great family vacation. We cooked Thanksgiving dinner and had everything we...
    Reviewed 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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    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
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    • 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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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Grill
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    BEAUTIFUL Gulf view home only 150 ft. to the beach with a private path. Lots of windows with great views and nice light in the house. Large screened wrap around decks on three sides of the house. Deep Screened decks with high ceilings. House sits in the middle of a double lot. Den has private...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    084-Tarpon Lodge1 / 54
    (5)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Cable/satellite TV
    • DVD Player
    • Shared Outdoor Pool (Unheated)
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    • Balcony
    • Washer
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tarpon Lodge of North Captiva is a lovely 3 bedroom, 3 bath Beach Front home tucked in lush tropical palms directly on a wide sandy beach. This fabulous comfortable home is surrounded by wrap around porches and is the perfect transition from a modern lifestyle to natures best surroundings. From...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33945
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Charm- Captiva Island1 / 26
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Secure Parking
    • Waterfront
    • Private Yard
    • Air Conditioning
    • Wi-Fi
    • Grill
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Direct Gulf views, lush tropical landscape, a great location and a charming beach cottage are all the ingredients you need for an amazing Captiva vacation. This is a historical Cape Cod style ground level home with older finishes throughout including the original kitchen. This home features two...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Grill
    • DVD Player
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Let your troubles melt away in this luxury three bedroom three bath condo with a den. Relax on the spacious lanai with sweeping direct bay views. The large living room has beautiful views, tile floors, built in cabinets and double tray ceilings with wood accents. The gourmet kitchen features top...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    170-Solitude1 / 26
    (21)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Terrace
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Private Outdoor Pool (Heated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    This place looked great online and has potential to be great, but it needs work. We had 10 people, including 4 boys from ages 7-12 and were disappointed. Our arrival date was...
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    About this property
    Solitude is a unique North Captiva experience, in both location and layout. The perfect fit for large & multiple families alike; and quite simply a fisherman’s delight. This home is nestled in one of the very few canals on the island, tucked away in Safety Harbor; with enough dockage for 3 fishing...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    From $3,900 a week! Enjoy the breeze of the Gulf of Mexico from this four bedroom home’s rooftop sun deck after walks along the beach, swimming in your private, heated pool, dipping in the hot tub or gazing up at the stars. Every guest will find their own way to unwind whether by the private...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    082 - Sunset Cove1 / 7
    (4)Average
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Grill
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    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunset Cove is a "Rustic", 2 star, 3 bedroom 2 bath Gulf view home. Hidden in lush tropical foliage with no nearby neighbors, this home offers a feel of delicious privacy. And to top it all off, a private pool. This house is in need of updating but the price makes it a great deal on the island.
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely 2 bedroom 2 bath condo with Jacuzzi is situated in a lovely private garden area just a few hundred feet to the beach. The Condo is very private and completely ham mocked with lush green foliage. From the second floor bedroom balcony you can get a glimpse of the Gulf of Mexico. The home...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Washer
    • Cable/satellite TV
    • Ocean Views
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Sunset Captiva 57 – your own little piece of paradise! Sunset Captiva is a small, charming, unique community located in the heart of Captiva Village Center - there is nothing else quite like it on the west coast. Stretching from bay to gulf, it really has it all: a large heated pool –...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Conch-Captiva Beach Villas1 / 24
    (1)Excellent
    4 Bedrooms, 2 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, 2 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
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    From $1,710 per week! South Seas Beach Villa 2318 ~ South Seas Serenity ~ offers direct gulf front views from your private screened lanai. Enjoy your stay on Captiva Island, Florida in our newly redecorated two bedroom/two bathroom condo. Our villa has a king bed in the master bedroom, two twin...
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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 11 Quick View
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    From $3,500 a week! Welcome to South Seas Beach House 29. Life doesn't get much better than this! Our four bedroom/four bathroom with loft private home has been completely renovated and offers wonderful views out to the Gulf of Mexico. There is a spacious living area with comfortable seating, full...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 11
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    5 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Skylark is an amazing beach front home in a location affording tons of privacy. This fabulous beach house is beautifully furnished and has lots of room to spread out. The living room looks over the beach and has comfortable couches. Skylark includes two golf carts and has awesome beachfront views....
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Washer
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    From $3,000 per week! One of Captiva's most recognizable and enchanting homes, Villa Elena is the perfect combination of the Old Captiva feel with interior renovations of subtle exclusivity. The Mediterranean inspired architecture surrounds the privately enclosed pool which leads around to the...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    109-Manatee Manor1 / 24
    (14)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • DVD Player
    • Internet Access
    • Cable/satellite TV
    • Grill
    • Hot Tub
    • Air Conditioning
    • Washer
    Suitability
    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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    Coquina Cottage Charming Gulffront 'ON beach' Best Views & Location,Pet Friendly1 / 26
    (8)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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    159-Flamingo House1 / 24
    (13)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Internet Access
    • Grill
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 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, 3 Bathrooms, Sleeps 6 Quick View
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    From $2,350 per week! Enjoy near panoramic views of the Gulf of Mexico and Redfish Pass from South Seas Lands End Villa unit 1638. Our three bedroom/three bathroom villa offers very spacious accommodations and a nicely updated and fully equipped kitchen. The living area has plenty of room for you...
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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, 4 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Heated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    From $2,100 a week! Captiva Island. “Happy Daze” - beautiful, child-friendly home with a very private, well heated pool. The home is a very short walk to the beach (the island is only about 600 yards wide, at its widest point) and shops and restaurants in the village. Our single family home has...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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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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    • 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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    063-Calliope Cottage1 / 24
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
    • Washer
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 22, 2015
    Let's get the ONLY snafu out of the way up front: the Internet was not functioning when we arrived (which meant, also, that Netflix was unavailable) and the team at the...
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    About this property
    Nestled in the shade of a giant sea grape tree, Calliope Cottage is the perfect spot to rest after a day of island adventure. Come in your own boat or take the water taxi across beautiful Charlotte Harbor to North Captiva Island where you will be greeted island style and shown to the cottage by...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    South Seas Bayside Villa 4102. Modern updated interior decor. Near Beach1 / 21
    (1)Excellent
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Stayed in the Bayside villas at south seas plantation having stayed in other areas of the property during past vacations this location was new to us. This unit was nicely...
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    About this property
    From $1,000 a week! Enjoy South Seas Bayside Villas 4102 for two nights or longer. Our nicely updated corner unit features a king bed in the spacious master bedroom suite and a very comfortable queen sized sleeper sofa in the living room. Our vacation home away from home has a nicely updated and...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
    About this property
    From $1,000 a week! Experience the wonderful water views from our screened lanai at South Seas Bayside Villas 5234. Our one bedroom/two bathroom updated condo features two very comfortable queen beds in the bedroom, en-suite bathroom and a separate full bathroom perfect for any additional guests...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    073C - Island Time I1 / 23
    (19)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Washer
    • Air Conditioning
    • Internet Access
    • Grill
    • DVD Player
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 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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