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Captiva Island Luxury Holiday Rentals

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    Travellers to Captiva Island are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    16 Matching Rentals in Captiva IslandView all 107 rentals
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Aloha Baby- 5 Bedroom Luxury Pool Home !1 / 42
    (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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    Conch-Captiva Beach Villas1 / 24
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • 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 18 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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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Private Garden
    • Wi-Fi
    • Cable/satellite TV
    • Parking
    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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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    About this property
    Four bedroom home on Captiva just three houses (120 ft) from the beach ! Private beach access at the end of the lane, no streets to cross ! Casablanca is a newly built, luxury home located on beautiful and private Laika Lane in Captiva Village. This home features four bedrooms, four bathrooms...
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    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    About this property
    Providence guest house is a vacation paradise located on a lush two acre estate on tropical CAPTIVA ISLAND Florida. Located on Wulfert Channel, a short walk along a sandy path to the Gulf of Mexico, Providence offers unlimited opportunities to enjoy the sun, the sand and the water! We have 6...
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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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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • 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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    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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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Private Garden
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Great house on great street 120 ft to gulf beach 3rd house , no streets to cross!. Casablanca is a newly built, luxury home located on beautiful and private Laika Lane in Captiva Village. Our large home features four bedrooms, four baths plus sleep sofa and has 3500 feet under air. Flat screen TV...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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    New Latitude Beach Estate1 / 24
    (1)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • 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 Bayfront 4 bedroom/4 bath, boat dock, pool1 / 39
    (12)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • 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 17 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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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Patio
    • Hot Tub
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A gorgeous 5BR/5BA Mediterranean style beach home w private pool, 11514 Andy Rosse Lane. <3-min walk to beautiful white-sand beach & spectacular sunsets on this slice of paradise. Enjoy the pool, ping-pong, pool-basketball, floats, balls, boogie boards, tons of beach towels, 2 beach-wagons, 3...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Gulf-front,ON Beach ,Prvt.'Resort' ,FamilyFriendly, Events, 20X40 Htd Pool & SPA1 / 35
    (19)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 24 Quick View
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    Amenities & Details
    • Ocean Views
    • Internet Access
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Air Conditioning
    • Waterfront
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 November 2018
    We loved the privacy of the lot and really enjoyed being on Captiva. With all the kayaks, boards, volleyball net, and beach right out your front door what more does one need...
    Reviewed 30 August 2018
    We had the best time at Bali Hi and can’t wait to go back! My husband and I got married on the property on August 5 and it was better than we ever could have imagined. The house...
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    About this property
    Bali Hi Estate and Beach Garden, Captiva Island, Florida Main house sleeps up to 12+ guests and up to 18-24 with optional guest house. Depending on desired time frame, rate quote may be for the Main & Guest House or Main house only. Guest house is required during peak periods Feb-Apr, most...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 24
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private 2 bedroom 2 bath beachfront home with private pool Enjoy a private beach with beautiful shells and view gorgeous sunsets .from your screened porch. Wildlife and nature is what Captiva is all about. Fish right off the beach with the dolphins and egrets all around....
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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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    Captiva Star - Luxury Near Beach Home on Captiva1 / 22
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
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    Amenities & Details
    • Patio
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 January 2016
    This was our first time staying in this home. We have been traveling to Captiva for many years, but have always had a problem finding a single home for our family to stay in...
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    About this property
    'Captiva Star' is a luxury home located on beautiful Wightman Lane in the Village of Captiva. The house has 3600 square feet under air, plus over 2000 square feet of screened porches, decks, and lanais. There's five bedrooms and baths, two laundry areas, a full dining area, and a fully-equipped...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 18
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