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Holiday Rentals with Pools in Captiva Island

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    ₹ 25,479 Average
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    Travellers to Captiva Island are booking December dates now. Secure your holiday home today, and have the perfect trip.
    77 Matching Rentals in Captiva IslandView all 92 rentals
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    Aloha Baby- 5 Bedroom Luxury Pool Home !1 / 34
    (3)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Murmond-Captiva1 / 40
    (1)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Air Conditioning
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stunning Gulf Front Beauty! Walk out the back door and you’re on the beach! This four bedroom three and ½ bathroom home is the perfect escape for a relaxing beach vacation. The large living room features a flat screen TV, a fireplace, comfortable seating, a desk area and sweeping views of the...
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    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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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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    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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    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Green Heron House1 / 39
    (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 25 November 2017
    We had a party of 11 and had plenty of room. The house was clean and had everything we needed for a great family vacation. We cooked Thanksgiving dinner and had everything we...
    Reviewed 28 March 2011
    We were a family group of eight, that included four 18 year olds. Having the separate downstairs unit was great to give them (and us) space. Great location (if you prefer, as...
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    About this property
    A dream home for a dream vacation. This 5 bedroom 6 bathroom has everything you would want for an outstanding vacation. Gorgeous views of Pine Island sound, a large screened in pool, u-shaped boat dock in your backyard, a tiled sun deck with great views and a short stroll across the street to the...
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    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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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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    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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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 19 January 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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    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • DVD Player
    • Patio
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape your worries in this Captiva Island beach bungalow. Enjoy the bright and cheery island décor throughout this three bedroom two bath pool home. Surrounded by bright tropical vegetation this home offers a perfect location to the Heart of Captiva as well as ultimate privacy. Equipped with...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
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    • Patio
    • Waterfront
    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you are looking for amazing views, a great pool, great fishing, boating, a place to sleep and value savings, Sea Otter is a great option. It offers a great location but is a no frills lodging experience. Furnishings, décor, fixtures and appliances are dated and meet basic expectations....
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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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, 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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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Waterfront
    • Air Conditioning
    • Patio
    • DVD Player
    • Washer
    • Wi-Fi
    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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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Private Garden
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to our Tropical Captiva Island Vacation home-away-from-home. We decided to name our home Sanga Na Langa which means No Worries in the Fijian language. Nothing is more fitting after you experience a week or longer at the home and on Captiva Island. Our vacation rental home has been...
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    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Waterfront
    • DVD Player
    • Wi-Fi
    • Patio
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Watch the amazing sunset from your own screened in Lanai directly across from the beach. The three bedroom three bath Gulf Front Captiva townhome 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 Mexico, wood floors,...
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    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Grill
    • Cable/satellite TV
    • Washer
    • Patio
    • DVD Player
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Watch dolphins, sea otters and osprey from your screened in porch overlooking Pine Island Sound. This three bedroom two and one half bath home has beautiful finishes throughout. Walk into the bright open living area with tropical and elegant furnishings. Views of Pine Island sound from the living...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Captiva Beach Villas - Ark- Luxury Townhome1 / 26
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Ocean Views
    • DVD Player
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Direct Gulf Front Views! This three bedroom two and one half bath townhome is centrally located on Captiva Island. Amazing views from the living room and front porch! Walk into the bright, open living room that overlooks the Gulf of Mexico. The large kitchen features a beautiful mosaic...
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    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Patio
    • Waterfront
    • Grill
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Marvel at the stunning views of the Gulf from this beautiful three bedroom two and one half bath condo. Walk into the expanded living room enclosed with floor to ceiling windows overlooking the Gulf of Mexico. Cook fabulous meals in the updated kitchen featuring granite countertops and custom...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Air Conditioning
    • Waterfront
    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Watch the amazing sunset from your own screened in Lanai directly across from the beach. The three bedroom three bath Gulf Front Captiva townhome 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 Mexico, tile, a...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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
    Expansive Water Views! This three bedroom three bathroom Captiva Shores townhome features outstanding views of Pine Island Sound and Roosevelt Channel. Watch boats, kayaks, dolphins, manatee and shorebirds from your large private lanai. The large, open living-room features a flat screen...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Cable/satellite TV
    • DVD Player
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Waterfront
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sapphire blue water, white sandy beaches just steps from your front door and a luxury villa. Everything you need for the perfect friends and family vacation. Donax Beach Villa offers spacious rooms, rich colorful décor and comfortable living. Walk into the professionally decorated living room...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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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 13 February 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 23 May 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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    SAND ANCHOR in Sunset Captiva #191 / 26
    (3)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 August 2017
    I can't say enough about this condo! My best friend and our kids came to Captiva for a girls week. The condo was painted in island perfect. We had 5 people, to of which were...
    Reviewed 13 March 2017
    My wife and I stayed at the house for a week and had a great time. The house is in very good condition. The layout worked great for us and it'd certainly easily hold more people...
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    About this property
    Recently updated home located in Sunset Captiva is a nicely maintained 59 home development located in the heart of Captiva offering a heated swimming pool, tennis courts, private boardwalk leading to the Gulf of Mexico and a boat dock (included w/ rental) located on the bay side. Unit 19 is a two...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    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 4 September 2017
    We stayed at the turtle trax 258 house and loved the entire experience! Arriving by boat and golf cart cruising was a really great way to travel. We brought our own food and...
    Reviewed 6 January 2016
    We lo ved this place , very clean and in perfect condition , Only one Word That said It all about this place, SPECTACULAR.
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    About this property
    Welcome to paradise! Turtle Trax is a 3-bedroom home with sweeping views of the Gulf of Mexico and the most beautiful sunsets! This home has a private screened pool and is situated on an oversized lot to ensure privacy. Swing in the hammock nestled under the trees or lounge by the pool and enjoy...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    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 16 January 2018
    New Latitude was an amazing Captiva Beach House. The owner, Michele, spared no expense and seemed to think of everything from board games to beach equipment. The home is very...
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    About this property
    Welcome to New Latitude ... The premier Captiva Island beach front estate. The home features six bedrooms all with en-suite bathrooms, one half bathroom. New Latitude is the perfect home for family gatherings and once in a lifetime destination vacation. As you pull up and drive through the winding...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 16
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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 5 November 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 1 August 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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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Sun & Moon Pool House - Off-Off Season Special Rates Now Available1 / 34
    (30)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Private Outdoor Pool (Heated)
    • Grill
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Great location to some magnificent sunsets. The owner, Larry really goes out of his way to make sure you are well prepared for your stay. Beach chairs, coolers, and the outdoor...
    Reviewed 14 August 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...
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    About this property
    Experience the laid back Captiva Island lifestyle in this beautifully decorated Key West inspired 3 bedroom and 3 bath beach home on the beach side of Captiva's village center. It's located on very popular Wightman Lane, a short, 3 minute stroll on our private, sandy lane to the beach. Captiva's...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Waterfront
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Washer
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    LongLook BeachHouse is an amazing 3 bedroom, 3 bath home directly on the Gulf of Mexico. What an experience you will have watching incredible sunsets at LongLook Beachhouse. Just a few steps onto the beach from this lovely home! The level of comfort when staying at LongLook is astounding! There is...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    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 16 October 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 4 December 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
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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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 11 May 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 11 March 2016
    We have stayed in North Captiva before but have never rented through the club. What a great experience!!!! Luggage service!!! Are you kidding me!!!! Priceless!!!! Great staff on...
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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
    Holiday Rental House - 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)
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    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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    174-The Green Flash1 / 40
    (34)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Balcony
    • Washer
    • DVD Player
    • Internet Access
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Didn't want to leave the house! It was so beautiful! I've been to North Captiva many times and this has to be the nicest house, in the best location I have ever stayed in. The...
    Reviewed 2 weeks ago
    We loved our stay at the Green Flash. The house is gorgeous! Tons of windows, high ceilings, lots of seating both inside and out! The wifi service was super fast. Everything was...
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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
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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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
    • Air Conditioning
    • Internet Access
    • Grill
    • DVD Player
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 October 2017
    We have rented Islandtime for many years and are never disappointed! Great house with perfect location for fishing!
    Reviewed 18 August 2017
    Island Time is the perfect vacation home especially if you like to fish. The home itself is very cozy and has everything you need. Comfortable beds, large updated bathrooms...
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    About this property
    Fabulous 2 bedroom 2 bath Bayfront home with private dock. Just steps to your own private beach! Best fishing spot on the island. Fabulous beachfront home has a private dock, private beach, manicured grounds and screened-in porch overlooking the water. Watch the dolphin go by and see the tarpon...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Relaxing Near Beach Captiva Island Pool Home1 / 24
    (10)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Washer
    • Patio
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 April 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 25 July 2017
    We enjoyed this home very much. We "downsized" our choice of vacation home this year and I was unsure if this house was going to be big enough for all of us but we were...
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    About this property
    Millertime Villa is a relaxing home with a lovely private pool, lots of amenities and a perfect location on beautiful Captiva Island. This is our tenth year renting our home with the goal of providing memorable Captiva Island vacations for our guests. With 3 bedrooms and 2 full baths, this home...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
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    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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    086-Silverseas Cottage1 / 39
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Private Outdoor Pool (Heated)
    • Grill
    • Air Conditioning
    • Terrace
    • Cable/satellite TV
    • Balcony
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 August 2018
    We have visited North Captiva a number of times and have enjoyed each of the houses we have rented. 086, Silverseas Cottage is a lovely place and we would definitely rent this...
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    About this property
    Just steps from the gorgeous gulf beaches, Silverseas Cottage is an immaculate and charming three bedroom, two bath home perfect for a single family or small group. Newly renovated, the interior features a fully stocked cook’s kitchen with stainless steel appliances, beautiful labradorite granite...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    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 7 April 2018
    This place looked great online and has potential to be great, but it needs work. We had 10 people, including 4 boys from ages 7-12 and were disappointed. Our arrival date was...
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    About this property
    Solitude is a unique North Captiva experience, in both location and layout. The perfect fit for large & multiple families alike; and quite simply a fisherman’s delight. This home is nestled in one of the very few canals on the island, tucked away in Safety Harbor; with enough dockage for 3 fishing...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    201-Bydesign On The Beach I1 / 24
    (14)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Balcony
    • Internet Access
    • Washer
    • Private Outdoor Pool (Heated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 June 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 30 January 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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    North Captiva New Lux Beach Front Home w/ Pool/Spa1 / 50
    (61)Excellent
    4 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 November 2017
    North Captiva Island is beautiful; peaceful; serene. Blue Fin is a beautiful home. Great sunsets. You can see the Owners have taken a lot of pride in making their property a...
    Reviewed 26 July 2017
    Ok.. North Captive Island vacations are wonderful... but you have to be up for an "adventure" to get there. My wife and I enjoyed 4 days a few years ago in "The...
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    About this property
    Bluefin Beach House, on North Captiva, is a luxurious 4 bedroom, 4 1/2 bath beach front home with private heated pool & spa. Completed the end of 2009. This professionally designed & decorated beach home was 3 years in the making and is situated on the preferred Gulf of Mexico side of the island....
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 12
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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
    • Grill
    • Cable/satellite TV
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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
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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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
    • Cable/satellite TV
    • Internet Access
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 March 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
    Holiday Rental House - 3 Bedrooms, 3 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 17 September 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
    Holiday Rental House - 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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    159-Flamingo House1 / 24
    (13)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Grill
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 April 2015
    Loved north captiva island. Flamingo house was very comfortable. Really nice to have a pool at the house. Minor suggestion: for what a house rental costs it would have been...
    Reviewed 29 October 2014
    We spent 9 GLORIOUS days at the Flamingo house on North Captiva Island. This was our first time to NCIC and these Ohio Beach Bumms 5 will return. I did read the reviews on...
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    About this property
    Flamingo House is a lovely tropical home with a special island flair. Carved flamingos on the eaves, conch shells, pineapples and palms carved in the railings. Truly a beach house 200 steps from the Gulf beach. First floor includes heated outdoor pool withdeck and charcoal Weber grill. Second...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    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
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 June 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 16 November 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
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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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
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    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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 5 Bathrooms, Sleeps 8 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
    Holiday Rental House - 5 Bedrooms, 5 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 27 January 2015
    Captiva Cottage is cozy enough for two yet can easily accommodate a family or group of friends. Wonderfully located, it is private, quiet but within easy reach of the...
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    About this property
    You are just 300 steps from the beach in this private and secluded 3bedroom/3bath vacation home. The Captiva Cottage is the only home on this over one acre property nestled among other estate zoned properties in this stretch of Captiva Island, also referred to as the Gold Coast. The private beach...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    007- The Moon1 / 100
    (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 28 June 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 20 August 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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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