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Holiday Rentals in Captiva Island

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    Travellers to Captiva Island are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 114 Rentals in Captiva Island
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Green Heron House1 / 39
    (7)Very good
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Air Conditioning
    • Waterfront
    • Washer
    • Wi-Fi
    • Ocean Views
    • Grill
    • Cable/satellite TV
    Suitability
    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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    33924, Captiva Island, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 2 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 Garden
    • 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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    33924, Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 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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    33924, Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 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 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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    33924, Captiva Island, Southwest Gulf Coast
    Condo/Apartment - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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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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    33924, Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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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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    33924, Captiva Island, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Aloha Baby- 5 Bedroom Luxury Pool Home !1 / 34
    (2)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Private Outdoor Pool (Heated)
    • Patio
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 February 2018
    ...they were addressing our issues as we were checking out. We didn't bring any of them up until the day before we left, as we didn't want service people in the house. They were...
    Reviewed 30 December 2017
    Directly across from the beach, beautiful sunsets every night from upper balcony of master bedroom. Newer appliances, great furnishings, pool, hot tub, gaming tables like ping...
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    About this property
    Location! Location! Gulf front with sparkling Captiva beach right out the front door, yet it is a short walk to the village to visit your favorite bar or restaurant. This is the house that has it all -- close to the village, but far enough away to enjoy the quiet and private life on miles of shell...
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    Location Information
    33924, Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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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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    33924, Captiva Island, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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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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    33924, Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 3 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)
    • DVD Player
    • Cable/satellite TV
    • Patio
    • Waterfront
    • Washer
    • Wi-Fi
    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
    33924, Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    Captiva Shores 3A1 / 27
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Washer
    • Balcony
    • Grill
    • Patio
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bay Breeze Cottage Comfortable poolside cottage offering cooling bay breezes and glorious bay views from nearly every room. This 3 bedroom cottage with 2 1/2 baths has a recently renovated kitchen to offer everything you need for a great beach vacation. Relax to bay views and island sounds from...
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    33924, Captiva Island, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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 Garden
    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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    33924, Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 10
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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 3 February 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 25 March 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
    33924, Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Murmond-Captiva1 / 40
    (1)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Grill
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Hot Tub
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 June 2018
    We visited the Murmond house in early May of 2018 for a girls trip. There was plenty of room, and room for many more to come. What a wonderful experience! The house is...
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    About this property
    Great Location, Amazing house, Stunning Views. Located in the heart of Captiva Island this five bedroom, four bathroom pool home is the perfect spot for an amazing vacation. Walk into the living area with small table, sectional couch, comfortable chairs and a flat screen TV. The second living...
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    33924, Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 5 Bedrooms, 4 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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    33924, Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    1 Bedroom, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Balcony
    • Hot Tub
    • Waterfront
    • Ocean Views
    • Terrace
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful Renovated Bayside Villa with Golf Cart in South Seas Resort - largest unit in Bayside. Includes full access to a 4 seater golf cart. The space This beautiful modern newly renovated condo comfortably sleeps 6 people - 4 adults max. This is the largest unit in all of Bayside villa. The...
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    33924, Captiva Island, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 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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    33924, Captiva Island, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Captiva Beach Villas - Ark1 / 24
    (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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    33924, Captiva Island, Southwest Gulf Coast
    Condo/Apartment - 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 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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    33924, Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Secure Parking
    • Balcony
    • Cable/satellite TV
    • Washer
    • Terrace
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Watch dolphins, sea otters and osprey from you’re 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...
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    33924, Captiva Island, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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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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    33924, Captiva Island, Southwest Gulf Coast
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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
    33924, Captiva Island, Southwest Gulf Coast
    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
    • Balcony
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    • Waterfront
    • Grill
    • Patio
    Suitability
    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
    33924, Captiva Island, Southwest Gulf Coast
    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
    33924, Captiva Island, Southwest Gulf Coast
    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
    33924, Captiva Island, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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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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    Location Information
    33924, Captiva Island, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    New Latitude Beach Estate1 / 24
    (1)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Washer
    • DVD Player
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Cable/satellite TV
    • Air Conditioning
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 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
    33924, Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 16
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    THE LITTLE OASIS VERY PRIVATE & ROMANTIC LOCATION1 / 42
    (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 26 October 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 22 June 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
    33924, Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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
    33924, Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 3 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
    33924, Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    Sun & Moon Pool House - Off-Off Season Special Rates Now Available1 / 34
    (28)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 yesterday
    It was the third time that we stayed in the Sun and Moon House, and that speaks for itself. As I have previously written, everything about it is perfect.The location is ideal...
    Reviewed 2 December 2015
    We rented Sun and Moon for Thanksgiving Week 2015 and I am so glad we did! The house is kept exceedingly clean and the owner, Larry, does a great job in tending to the little...
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    About this property
    Experience the laid back Captiva Island lifestyle in this beautifully decorated Key West inspired 3 bedroom and 3 bath beach home on the beach side of Captiva's village center. It's located on very popular Wightman Lane, a short, 3 minute stroll on our private, sandy lane to the beach. Captiva's...
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    Location Information
    33924, Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    'Romantic' Coquina Cottage ON the Beach~Pet friendly~August Deals BOOK NOW1 / 52
    (10)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Patio
    • Cable/satellite TV
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    • Waterfront
    • Hot Tub
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Thoroughly enjoyed it! The place is smallish but well appointed. If you are expecting the Waldorf Astoria, look elsewhere. This is not intended to be that. If you are looking...
    Reviewed 26 June 2018
    The cottage works so well for 2-4 people, we always get both units and find this works well for us. The location is so easy and the grounds are beyond explanations.You can have...
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    About this property
    SPECIAL 3 Nights $998 Jun.13-16 BOOK NOW b4gone! Price is usually quoted for just one studio suite, unless otherwise indicated. Each of the two studio suites sleeps no more than 2 adults and 2 Children under 12. Parking allows for a maximum of two cars. Call Now for ON the beach Coquina...
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    Location Information
    33924, Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    From $2,500 per week! Experience the full beauty of Captiva Island and the South Seas Island Resort by staying in South Seas Lands End Villa 1608. Our top floor three bedroom/three bathroom villa is truly one of the best. The main level features an expansive great room with an open kitchen, living...
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    Location Information
    33924, Captiva Island, Southwest Gulf Coast
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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
    33924, Captiva Island, Southwest Gulf Coast
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    From $1,800 per week! Sunset Captiva #15 is a 3 bedroom/2.5 bathroom with loft deluxe, private, stilted home in the quaint village of Captiva Island. Its highly desirable beachside location is within a quiet community directly across from the expansive heated pool, tennis courts and within a...
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    Location Information
    33924, Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    219 - Latitude Adjustment1 / 100
    (2)Excellent
    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
    Reviewed 9 July 2018
    This was a great rental for our party of 6. Plenty of bathrooms and the kitchen is well equipped. The best part is its location on the water. Most of our time was spent on the...
    Reviewed 11 May 2018
    I can’t say enough good things about this home - from the kitchen to the bedding, indoor and outdoor furnishings to one of the best docks on the island, this home had it all! If...
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    About this property
    Come get your Latitude Adjustment at one of North Captiva Islands premier vacation rental homes! This fabulous 3 bedroom, 4.5 bath waterfront home sleeps up to 10 and has over 2600 square feet of living space under air and an additional 1400 square feet of screened in deck space all facing the...
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    Location Information
    33924, Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    Pelican Brief right on the beach1 / 19
    (9)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Waterfront
    • Air Conditioning
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    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 July 2018
    The Pelican Brief is a beautiful open concept home where we vacationed at North Captiva for the first time. Our kids are 10 months, 3, 4 and 13. Jim is very friendly and...
    Reviewed 20 May 2018
    If you like fishing or shelling and want to get the very best North Captiva Island experience, this is the place. Our family stayed at the Pelican Brief for a week and it was...
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    About this property
    Enjoy private beach in North Captiva Island .......... catch snook off your own private dock, Special rate for the week. The Pelican Brief is located on a tropical barrier island bordered by Pine Island Sound and the Gulf of Mexico and is situated west of Ft Myers, Florida. Accessible by boat,...
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    Location Information
    33924, Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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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
    33924, Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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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
    33924, Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Captiva Retreat at 47 Sunset Captiva1 / 18
    (6)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Porch
    • Parking
    • DVD Player
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Balcony
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Great house. Very comfortable. They're are beach chairs & toys to use which was great since we flew in & couldn't bring our own.
    Reviewed 16 July 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
    33924, Captiva Island, Southwest Gulf Coast
    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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    • Washer
    • Hot Tub
    • Waterfront
    • Internet Access
    • Grill
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    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
    33924, Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Internet Access
    • Private Outdoor Pool (Heated)
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    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
    33924, Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
    • Cable/satellite TV
    • Hot Tub
    • Washer
    • Internet Access
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    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
    33924, Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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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 27 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
    33924, Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 12
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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
    33924, Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Cable/satellite TV
    • Grill
    • Washer
    • Air Conditioning
    • Balcony
    • Internet Access
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely beachfront home has a private beach and two large open porches overlooking the water. Watch the dolphin go by and see the tarpon jumping in the sun. If you like to fish, this beach is the premier spot on the island near Captiva Pass. Head down to the North Captiva Island Club, included...
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    Location Information
    33924, Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    Captiva Mermaid Pool House  - Off-Off Season Special Rates Now Available1 / 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
    33924, Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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