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Cheap Captiva Island Holiday Rentals

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    Travellers to Captiva Island are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    24 Matching Rentals in Captiva IslandView all 93 rentals
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    063-Calliope Cottage1 / 27
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 3 Quick View
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    059-The Tin Snook1 / 44
    (9)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    085-Gulf Breeze Cottage1 / 24
    (30)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    047-Spring Fever1 / 39
    (5)Average
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Balcony
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Close to the Gulf within sound of the surf, this home is an ideal vacation spot. With a sofa bed and 2 bedrooms down and a large master upstairs, it is a delightful spot for up to 6 people. Only a short walk away from the beach, this home features hardwood floors on the first level in the kitchen,...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    201-Bydesign On The Beach I1 / 24
    (14)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Balcony
    • Internet Access
    • Washer
    • Private Outdoor Pool (Heated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 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 29 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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    159-Flamingo House1 / 24
    (13)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Internet Access
    • Grill
    • Private Outdoor Pool (Heated)
    • Hot Tub
    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 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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    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    South Seas Club Captiva Island FL 2 bed/2 bath condo sleeps 61 / 13
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Grill
    • Hot Tub
    • Washer
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 August 2017
    Best way to enjoy all the versions of a tropical playground without spending all of your kids inheritance. Sports fun - golf & tennis. Water fun - multiple pools (one with...
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    About this property
    $1000 for WEEK OF AUGUST 11-18 Available ONLY for 2017! 2 Bedroom/2 bath condo in South Seas Club at South Seas Island Resort on Captiva Island, FL. Perfect for families - South Seas Club is inside the gates of South Seas Island Resort and fronts the golf course. It has it's own private pool and...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Marina Villa 906 at South Seas Resort. Great location. Miles of private sand beach. Heated, Private pool at your doorstep, with lounge chairs and umbrellas. This second floor, corner unit provides you with cathedral ceilings and views of Pine Island Sound. Watch the boats come and go, dolphins...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely 3 bedroom 2 bath condo with Jacuzzi is situated in a lovely private garden area just a few hundred feet to the beach. The Condo is very private and completely ham mocked with lush green foliage. From the second floor bedroom balcony you can get a glimpse of the Gulf of Mexico. The home...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This unique2 bedroom 2 bathroom beachfront home on North Captiva Island, Casa Paradiso (Paradise House) has spectacular views of the gulf. The living area is spacious with a dining area, kitchen and plenty of comfortable seating. From the upper sun deck you can see sunsets and views of Captiva...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    139 - Isla Vista1 / 50
    (12)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Internet Access
    • 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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    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Waterfront
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Grill
    • Internet Access
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Dolphin Cottage, an awesome 2 bedroom Bayfront home Just steps to your own private beach. Best fishing spot on the island! As a member of the marina club bring your boat and get dockage for just $40 per day with your rental and use of club pools and tennis.   This lovely beachfront home has a...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    210-Sunset Beach1 / 24
    (19)Average
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Washer
    • Balcony
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 July 2018
    We stayed here with 4 adults and a 2 and 4 yr. old. The home was very comfortable and clean inside, and recently updated bathrooms, beds, fans and lighting. The kitchen was...
    Reviewed 19 September 2012
    I thoroughly enjoyed my stay at North Captiva Island. It was our first family vacation in years, and it couldn't have been any more perfect! The Sunset Beach House (so...
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    About this property
    This cozy affordable beach cottage is ideal for a family desiring a true island getaway. With its location and views it offers a truly memorable beach experience. Situated very near the state preserve, this home’s location is an ideal starting point for beach combing, shelling or hiking through...
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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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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Outdoor Dining Area
    • Grill
    • Air Conditioning
    • Porch
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    'The Old Key West House' and some younger folks call it, 'The Tree House', but whatever you call it, you will love being nestled in the natural lush vegetation like a tropical rain forest.The house has many special architectural features like an English antique stain glass front door, a bar area...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 2 Bedrooms, 2 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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    Amenities & Details
    • 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 19 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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    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Air Conditioning
    • Balcony
    • Porch
    • Patio
    • Grill
    • Outdoor Dining Area
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in a small beach-to-bay community on the scenic Captiva Island, this fully furnished and fully equipped cottage is just minutes away on foot from the beach. This home is ideally located near all the hot-spots of Captiva. The master bedroom has a queen-size bed, private bathroom and private...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    031-Fish Tales1 / 27
    (10)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Balcony
    • Cable/satellite TV
    • DVD Player
    • Internet Access
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 March 2017
    We rented this home to get ready for our wedding and then to stay for our honeymoon! Perfect water and sunset view. Only complaints we had was that some of the lights did not...
    Reviewed 8 January 2014
    We stayed at Fish Tales in North Captiva Island for five nights in December with a family of 8. The house was bright and spacious. It has large principal rooms and many...
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    About this property
    Rent this spacious home full of light and color with magnificent views of Captiva Pass, Cayo Costa and the Gulf. Fish Tales beckons through a colorful front entrance door to the bedroom level. To your right find the den/fourth bedroom which offers a daybed and hideaway cot. Adjacent is the third...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    THE LITTLE OASIS VERY PRIVATE & ROMANTIC LOCATION1 / 63
    (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 21 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
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    157-What The Shell1 / 24
    (13)Very good
    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Balcony
    • Private Outdoor Pool (Heated)
    • Washer
    • Air Conditioning
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 April 2014
    This home is wonderful. The deck and the pool are inviting and the water is fine, come on in! We viewed beautiful sunsets from the "crows nest" atop the house, or on...
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    About this property
    Great 4 bedroom pool home just a block from the beach. Interior decorated and designed. Pool kitchen too! What the Shell is a wonderful 3 bedroom/4 bath home with private pool. The home is professionally furnished and designed. All the homes finishes are of the highest quality. There are lots of...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Internet Access
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful and welcoming are just two words to describe this magnificent, 4 story home with private pool and sweeping 360 degree water views from the observation deck. Blue Laguna features 3 bedrooms and 3 full baths. In addition there is a day bed allowing this home to sleep up to 8 people. Light...
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    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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    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 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 22 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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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Internet Access
    Suitability
    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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    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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