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Villas and Holiday Rentals in Captiva Island, FL

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    Travellers to Captiva Island are booking February dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 17
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    1 / 18
    5 of 5 bubbles (3) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    1 / 15
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 24
    5 of 5 bubbles (4) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    The W home is a unique 3 bedroom, 2 bath, 1400 sqf house, nestled in palm trees, overlooking an inland lake. The home features an open floor plan that allows air and light to flow. The interior follows a modern, yet warm pattern. Every detail has been paid attention to. The outdoor area features... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 bubbles Reviewed 7 January 2015
    We had the pleasure to stay for two weeks at the W home on North Captiva. This lovely decorated house amidst palm trees and close to a lake really is a little paradise. We enjoyed...
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    1 / 15
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Two Bedroom Marina Villa with One King Bed, 2 Twin Beds and a Sleeper Sofa: Located on the scenic North End of the Resort, the Marina Villas overlook the South Seas Marina, filled with luxurious boats, or unobstructed view out to the Pine Island Sound. They are within a short walking distance to... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 11
    2 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    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... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 25
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    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 at it's sister location, Sunrise Harbor. Unit 19 is a two bedroom,... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 12
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    One Bedroom Beach Villa with One Queen Bed plus Sleeper Sofa: From a screen balcony, guests enjoy views of the Gulf of Mexico, pristine white-sand beaches and stunning Captiva sunsets. These villas are situated in the South End of the resort and are approximately 100 yards from the sandy beaches,... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 14
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Harbourside Guest Room 2 Queen Beds at the South Seas Island Resort: These guestrooms are located at the prestigious North Pointe, the center of many of the Resorts activities. From the open balcony guests may watch yachts and sailboats in South Seas Marina, or they may watch dolphins and manatees... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 17
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Two Bedroom Beach Villa with One King Bed, 2 Twin Beds and a Sleeper Sofa: These superior vacation villa accommodations, located at the South End of the Resort, off the best of Captiva Island. The Gulf of Mexico and the 2.5 miles of pristine white-sand beaches are just yards away, accessible by... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
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    1 / 16
    5 of 5 bubbles (4) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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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... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 bubbles 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 attractions...
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    1 / 16
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Harbourside Guestroom One King at South Sea Island Resort: These guestrooms are located at the prestigious North Pointe, the center of many of the Resorts activities. From the open balcony guests may watch yachts and sailboats in South Seas Marina, or they may watch dolphins and manatees as they... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 21
    5 of 5 bubbles (14) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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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... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 bubbles Reviewed 1 November 2016
    North Captiva and "The Little Oasis" exceeded our expectations. The reviews and descriptions were right on target. Marie responded very quickly with our reservations and providing...
    5 of 5 bubbles Reviewed 12 August 2016
    Spent five nights at The Little Oasis with my wife and three little boys and we all had a great time. The ferry service is very well run and actually makes the trip to the island...
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    1 / 36
    5 of 5 bubbles (8) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Only a one block walk to Captiva Village shops and restaurants, this property is in top condition and equipped with everything you need to enjoy a romantic or family vacation to the fullest. You do not need to pack beach towels (8 are provided), nor do you even need to buy aluminum foil or ZipLock... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 bubbles Reviewed 30 May 2016
    My family and I have had the pleasure of staying in this beautiful house 4 times. The house is located in a great location within walking distance of the ocean, restaurants and...
    5 of 5 bubbles Reviewed 17 August 2014
    We loved our stay at #48. It had everything we could ever need for our family of five (5 yr-11yr olds) and it was a perfect location to the town center of Captiva, pool, beach...
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    1 / 66
    5 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • ?
    • x
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    • x
    About this property
    Huge 5 bedroom / 5 bathroom estate on bay directly across from Gulf beaches on Captiva's sought after Gold Coast. This family retreat on the Southern end of Captiva provides access to Captiva's world reknown wildlife eco paradise via the Roosevelt Channel to adjacent Blind Pass. A horticultural gem... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 10
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    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... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 29
    5 of 5 bubbles (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 bubbles Reviewed 9 February 2016
    We have thoroughly enjoyed our two-week stay here at your wonderful condo. It is such a peaceful area with beautiful views of dolphins, birds and sunsets. We have seen the most...
    5 of 5 bubbles Reviewed 31 December 2015
    We love Captiva! It is beautiful and so is this resort! This particular villa has a great view of the marina and the bay. We really enjoyed sitting out on the porch watching...
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    1 / 30
    5 of 5 bubbles (15) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    THE LITTLE ARK (please note: cleaning fee $125 for 2 people or $150 for 3 or 4 people and club membership fee $75 optional will not appear in booking charges if you book online. These two fees are only payable by check and mailed to owner) The vacation of a lifetime is awaiting those who are will... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 bubbles Reviewed 16 November 2016
    What a totally awesome vacation. So much more than we ever expected. We would love to go back there again sometime. So peaceful, so quiet, so relaxing. We loved just spending time...
    4 of 5 bubbles Reviewed 18 July 2016
    It was our first time visiting the North Captiva and we had a blast. There was a lot to do and to see High-light of the trip: -Ferry ride from Pine Island to North Captiva...
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    1 / 39
    4.5 of 5 bubbles (11) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    ***BOOK FOR 2016 NOW!!!*** (Ask about our reduced Fall rates!) Welcome to Gearing Down! Enjoy a Captiva Island vacation home in luxury. Boasting an expansive floor plan with 4 bedrooms and 4 bathrooms that sleeps 8 comfortably, Gearing Down is a desirable bayside home. Witness breathtaking... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 bubbles 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...
    5 of 5 bubbles Reviewed 6 June 2016
    This house is the most relaxing and accommodating place we've ever stayed. The view is spectacular. Something for everyone. Brought boat for fishing. Walking distance to...
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    1 / 15
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    Whether you enjoy lounging by the pool, strolling on the beach, fishing, or curling up with a good book, this home offers you all of the luxuries you'll need to make your stay here special. Its 3 bedrooms, 3 baths and a fully-equipped kitchen accommodates two or three couples comfortably. All... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
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    1 / 24
    4.5 of 5 bubbles (19) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    Directly on the beach! This two bedroom, two bath villa is just about one of the best beach front locations offerred on North Captiva. A truly fabulous location. Just the sand between you and the Gulf of Mexico. Sunsets directly west of your open expanded living area, master suite and Jacuzzi. Just... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 bubbles Reviewed 2 August 2016
    My husband & I took our 2 kids to this island over spring break & had a great time! Each morning we woke up, made breakfast & took it down to the beach to enjoy breakfast in the...
    5 of 5 bubbles Reviewed 9 May 2016
    Very nice condo on the beach and what a beach. Condo was very clean and comfortable. Kitchen nicely equipped and all appliance's worked. Hot tub was great for night star...
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    1 / 20
    5 of 5 bubbles (8) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    Millertime Villa is a relaxing home with a lovely private pool, lots of amenities and a perfect location on beatiful Captiva Island. This is our tenth year renting our home with the goal of providing memorable Captiva Island vacations.<BR><BR>With 3 bedrooms and 2 full baths, this home comfortably... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 bubbles Reviewed 23 July 2016
    We very much enjoyed our stay at Millertime on Captiva Island. Upon arrival the house was spotless. It has an airy feel to it and it is beautifully decorated. Bedrooms are...
    5 of 5 bubbles Reviewed 26 January 2015
    The house is extremely comfortable and welcoming. We made great use of the pool and adjoining screened porch. All three generations of our family were able to feel right at home...
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    1 / 23
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • ?
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    About this property
    Windows on the Water is a lovely 2 bedroom beach cottage just a few steps to the shore. What amazing views from this tastefully decorated beach house. The living area is spacious with a nice dining table, larger modern kitchen and plenty of comfortable seating. Of the living area is a lovely sun... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    1 / 33
    5 of 5 bubbles (36) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    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. The... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    4 of 5 bubbles Reviewed 2 days ago
    Very nice comfortable home. We will reserve for next year. Hoping Bikes are tuned up and Gas grill clean and ready for us. Very nice location. Pool very clean and nice but a...
    5 of 5 bubbles Reviewed 7 February 2016
    What a lovely home! There is so much to do on Captiva, or you can do nothing and float in the pool all day. (Our choice). This house is really well cared for and we lacked for...
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    1 / 24
    4.5 of 5 bubbles (17) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This beautiful island bungelow is the total beach getaway vacation home you have been looking for! With its two luxury bedrooms, two full bathrooms and a queen sleeper sofa, you can comfortably sleep six. The polynesian flair (including a 400 lb solid mahogany tiki head), musical influences and... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 bubbles Reviewed 7 July 2014
    I had the pleasure of staying at Rockstar for the July 4th weekend. The most impressive part(s) for me was the overall cleanliness of the home, the amazing beaches, and wildlife...
    4 of 5 bubbles Reviewed 17 April 2014
    My family really enjoyed our stay at the Rockstar Beach House. A few minor snags with lining things up, but the stay was perfect. The house was clean and comfortable with...
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    1 / 26
    5 of 5 bubbles (6) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
    About this property
    SPECIALS: Feb Top Suite special - Stay 7 Nights at coquina cottage anytime between February 4 - 18 and only $3000 all tax, cleaning and damage waiver included. Top Suite Only. Price is usually quoted for just one studio suite, unless otherwise indicated. Each of the two studio suites sleeps no... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 bubbles Reviewed 9 November 2016
    We rented the cottage because there was a conference on the island and the conference hotel was booked. I knew the area and I know the best beaches are in Captiva. I was not...
    5 of 5 bubbles Reviewed 3 December 2015
     “My fiance and I had been contemplating a destination wedding but we were not sold on the idea so I set out on an internet search to see what ideas we could come up with since we...
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    1 / 53
    5 of 5 bubbles (17) Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Windswept vacation home offers luxurious accommodations, heated private pool, and a truly one-of-a-kind vacation retreat. A vacation at Windswept, on North Captiva, is the perfect place to reconnect with nature, your family, and your friends. Vacation stays at Windswept available with a 7 night... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 bubbles Reviewed 29 May 2014
    Where do I begin! Thank you, Thank you, Thank you to a wonderful place of peace, tranquility, relaxation, and adventure to celebrate the renewing of my parents Wedding vows of 50...
    5 of 5 bubbles Reviewed 13 April 2014
    This was our fourth visit to North Captiva and our first to Windswept. It was the perfect house for our group of 8: 6 adults and 2 teens. We found the opportunity to stay in such...
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    1 / 22
    4.5 of 5 bubbles (22) Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
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    • x
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    About this property
    Fabulous 6 bedroom home with pool, rec room, media room, large living and kitchen. Interior designed! Just a block from the beach and Club resort. This Luxurious 6 bedroom home has it all. With over 5800 square feet of total living space, La Brisa can provide enough room for two large families.... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 bubbles Reviewed 22 March 2015
    This was our first visit to the island and we were bringing 9 people: two families of three each with a 2 year old, two grandparents, and an aunt. La Brisa's six bedrooms were...
    4 of 5 bubbles Reviewed 5 April 2011
    This house was very nicely decorated, covenient to the NCIC, and convenient to the beach via golf carts. There was a "smell" in the ground level of the house that would not...
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    1 / 23
    4.5 of 5 bubbles (18) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Terrace
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    • Pet-friendly
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    • x
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    • x
    About this property
    This spacious 4 bedroom home is by far one of the best values on North Captiva Island.This wonderful property has brand new owners, a new name, Isle Be There, (formerly called Snail’s Pace), and a number of upgrades, both inside and out, to make your stay most relaxing and comfortable. The grounds... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 bubbles Reviewed 21 March 2016
    We stayed here 14th-21st Feb. Group of 8 - 4 adults and 4 children age range 4 to 18. The house was in an excellent position. Very well maintained and the decor was lovely...
    4 of 5 bubbles Reviewed 5 December 2014
    We had a great time. Once we figured out logistics of food, transportation everything was great. Kids were looking at property to nuy. House was good. We were comfortable and...
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    1 / 22
    5 of 5 bubbles (1) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 18 | Quick View
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    • Patio
    • Satellite TV
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Washer
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 bubbles 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. The...
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    1 / 46
    4.5 of 5 bubbles (28) Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Washer
    • Balcony
    • DVD Player
    • Outdoor Dining Area
    • Grill
    • Satellite TV
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Runway Blues are two very charming villas that have been completely renovated and refurnished as of the end of 2010. Tastefully decorated, the comfortable living/dining area of the Main House opens onto a wrap around terrace and large outdoor dining area. From its location over-looking the... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    4 of 5 bubbles Reviewed 3 weeks ago
    This is the first time we have rented Runway Blues but it won't be the last. The two homes, two kitchens, two washers and dryers and most importantly, two golf carts made this a...
    4 of 5 bubbles Reviewed 28 August 2016
    This property is awesome! The only thing that stopped me from giving it an Excellent rating was that the cleaning people rushed through it and didn't do a very good job. Otherwise...
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    1 / 26
    5 of 5 bubbles (23) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
    • Air Conditioning
    • Internet Access
    • Balcony
    • Grill
    • Patio
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Utopia best describes the experience you will feel when you stay at the CINCO DE MAYO beach house. Rest, relaxation and a sense of home will be yours while you enjoy your stay. The Fifth of May is when we found our paradise and thus the name of our home. CINCO DE MAYO is located conveniently... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 bubbles Reviewed 29 June 2015
    This was our second trip to North Captiva Island for a family vacation. We had enjoyed the island very much on our first trip and decided to take another. We opted for a larger...
    5 of 5 bubbles Reviewed 8 June 2015
    This was my first time traveling to Captiva and were my expectations blown away! This is the perfect getaway for a long weekend or even longer! Sarah was amazing in helping me and...
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    1 / 19
    5 of 5 bubbles (6) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    other traveller has booked this property
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    • Patio
    • Waterfront
    • Air Conditioning
    • Internet Access
    • Washer
    • Grill
    • Satellite TV
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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,... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 bubbles Reviewed 30 November 2015
    My husband, adult daughter and young grandson stayed for a week over thanksgiving. House was great with outstanding view. This is right on the water and a very peaceful...
    5 of 5 bubbles Reviewed 26 March 2014
    We had the pleasure of renting Jim's beautiful home on North Captiva Island and it was everything we expected and more! Stunning sunrise/sunsets, dolphins swimming by close to...
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    1 / 25
    5 of 5 bubbles (56) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    other travellers have booked this property
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    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    • Patio
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Newer construction 4 bedroom 2 1/2 Bath Large 3 story home with Private heated Pool. 5 Story Observation tower with 360 degree views. OPEN floor plan with large great room kitchen area on 3rd floor with large screened in Lanai offering Alfresco dining. 10 foot ceilings and 8 foot doors and... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 bubbles Reviewed 8 August 2016
    Our family and our 4 legged two labs loved this house. Very comfortable, spacious, great location.. Nothing was left out.. Total privacy, the home in set back from road with lush...
    5 of 5 bubbles Reviewed 30 May 2016
    This place was the best rental we have ever stayed in. We traveled here with our 23-26 year old sons and their girlfriends to celebrate various graduations from college. Owner...
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    1 / 31
    4.5 of 5 bubbles (12) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
    • DVD Player
    • Grill
    • Satellite TV
    • Internet Access
    • Terrace
    • Air Conditioning
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    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 Room/Charcoal Grill. Internet Access. Very Private Area. There is a 5 night minimum A... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 24
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
    • Internet Access
    • Grill
    • Washer
    • Satellite TV
    • Private Outdoor...
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This fabulous 5 bedroom home was designed to accommodate groups up to 12 in comfort! With lots of room to spread out, enjoy 5 bedrooms, 4 baths, two living rooms and a nice pool area. This home comes equipped with two great 4 passenger golf carts and is conveniently located walking distance to the... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 24
    4 of 5 bubbles (5) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
    • Air Conditioning
    • DVD Player
    • Washer
    • Balcony
    • Satellite TV
    • Internet Access
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Eventide Sunsets is a great choice for your next family retreat. Located just off the beach, it offers unobstructed views of the Gulf's emerald waters. Eventide Sunsets is beautifully decorated with warm colors throughout. A highlight is the rich wood-paneled cathedral ceiling in the living/dining... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    4 of 5 bubbles Reviewed 23 March 2015
    We loved this house and the entire island experience. The house was very clean and perfectly comfortable for our family of five. Walk to the beach was less than a minute and the...
    4 of 5 bubbles Reviewed 19 March 2015
    My husband & I rented this house with another couple, was perfect. GREAT OCEAN VIEWS & views of the island. Great location at end of 'habitated' island, next to the walking...
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    1 / 33
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • Satellite TV
    • Air Conditioning
    • Washer
    • Balcony
    • DVD Player
    • Grill
    • Internet Access
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    4 BR/5 BA – CAPTIVATION- Relax above the coconut palms. Secluded Preserve home with Ocean to Gulf Views – Screened Pool and Bar/Gaming Area - Resort Privileges, Two golf carts:Remodeled Luxury 4 BR/5 BA – Close to beach, Island Club and Preserve, yet a private, quiet hideaway! Enjoy your Upper... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 38
    5 of 5 bubbles (10) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Washer
    • Patio
    • Satellite TV
    • Balcony
    • Internet Access
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    3 BR/2.5BA Plus DEN with Futon- SLEEPS up to 8 - PRIVATE POOL WITH TIKI BAR - Bikes - Kayaks - Everything you could possibly need. Our home on Upper Captiva is the perfect getaway. The island is only accessible by boat or ferry--the ultimate in relaxation! Shelling, bird watching, and fishing... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33945
    3 of 5 bubbles Reviewed 13 July 2014
    First the pros: Beautiful island, beautiful home with many extras like games, pool, supplies, washer and dryer, plenty of linens and towels. Now for the cons: Had an issue...
    5 of 5 bubbles Reviewed 28 June 2013
    Our stay at Reel Paradise was amazing! North Captiva is an great place for relaxing and spending time with family. The owners and the caretaker were extremely helpful and...
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    1 / 24
    4 of 5 bubbles (28) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
    • Satellite TV
    • Hot Tub
    • Air Conditioning
    • Washer
    • Balcony
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Just like new 1000 square foot gulf Breeze cottage with vaulted ceilings, sunken spa, large wrap around screened porch, great water views and tasteful furnishings. Gulf Breeze Cottage is truly the perfect name for this like new beach cottage. Just 100 yards to the Beach with direct beach access... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 bubbles 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...
    3 of 5 bubbles Reviewed 25 January 2015
    I gave a average review based on all the problems we had the first 2 days. The unit is nice inside. The hot tub outside on the deck had nasty slimy stuff around the intake...
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    1 / 20
    5 of 5 bubbles (9) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
    • Air Conditioning
    • Porch
    • Grill
    • Washer
    • Parking
    • DVD Player
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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,... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    4 of 5 bubbles 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...
    5 of 5 bubbles 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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    1 / 25
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Private Outdoor...
    • DVD Player
    • Patio
    • Air Conditioning
    • Satellite TV
    • Washer
    • Grill
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 24
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Waterfront
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    This home is on one of North Captiva Island's most desirable locations with your very own private fishing pier and sand beach. Shore Thing is located waterfront of a favorite fishing spot on North Captiva and you don't have to go any farther then out your back door to get there! The dock is all... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast
    5 of 5 bubbles Reviewed 30 May 2016
    Here for destination wedding. Group of 64 spread through several rentals. This was our center hub of the week. Great kitchen made desserts and pa small rehearsal diner a beach...
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    1 / 20
    4.5 of 5 bubbles (13) Very good
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Air Conditioning
    • Internet Access
    • Balcony
    • Washer
    • Private Outdoor...
    • Satellite TV
    • DVD Player
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Turtle Trax is a lovely three bedroom beach view pool home. This cozy home is professionally decorated and has sweeping views of the Gulf of Mexico and sunsets. Turtle Trax is a lovely quaint cottage just steps away from the Gulf Beaches. Situated on a nice over sized lot, this home affords extra... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 bubbles 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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    1 / 22
    3.5 of 5 bubbles (3) Average
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    Amenities & Details
    • Internet Access
    • Grill
    • Hot Tub
    • Patio
    • Satellite TV
    • Air Conditioning
    • Washer
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    This professionally decorated beach home is 2 years in the making. Key Lime Time was designed to accomodate up to 12 people comfortably. It offers every possible amenity you may desire for your vacation. The home is 4 floors starting with a lovely game room with full bath, pool kitchen, swimming... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 24
    5 of 5 bubbles (20) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Amenities & Details
    • Satellite TV
    • Grill
    • Shared Outdoor Pool...
    • Terrace
    • Air Conditioning
    • DVD Player
    • Internet Access
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Beach house just 30 steps to the surf! 4 bedroom, 3 bath with over 2500 square feet of living space. Perfect Placement is a lovely brand new like beachfront home just steps to the beach. Walk directly to the beach from this lovely home. Perfect placement has over 2500 square under a/c with lovely... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 bubbles Reviewed 19 March 2015
    We absolutely loved Perfect Placement and North Captiva Island. The house is spacious and is steps from he beach. Beautiful sunsets! There were 7 of us, including a 5yo and a...
    5 of 5 bubbles Reviewed 28 January 2015
    Do yourself a favor and add this experience to your travel bucket list. You might end up like my family and this place become an annual trip. Everyone in my family agreed that...
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    1 / 24
    4.5 of 5 bubbles (6) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Hot Tub
    • Satellite TV
    • Grill
    • Private Outdoor...
    • Internet Access
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Enjoy the Longboat Pearl for your next vacation getaway. Longboat Pearl is a 3 bedroom 2.5 bath home with a heated pool conveniently located minutes from the beach and just seconds from the North Captiva Island Club. Enjoy every possible amenity when staying at the Longboat Pearl. This gem is... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 39
    5 of 5 bubbles (2) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
    • Grill
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Serendipity means a "fortuitous happenstance" or "pleasant surprise". It was first coined by Horace Walpole in 1754. In a letter he wrote to a friend Walpole explained an unexpected discovery he had made by reference to a Persian fairy tale, The Three Princes of Serendip. The princes, he told his... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 bubbles Reviewed 15 January 2015
    A very beautiful and comfortable home! It was the perfect location- a very short walk to the beach. The pool was awesome to have, especially being screened in! Very accommodating...
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    1 / 24
    4 of 5 bubbles (17) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Internet Access
    • Air Conditioning
    • Shared Outdoor Pool...
    • Grill
    • DVD Player
    • Satellite TV
    • Waterfront
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This comfortable 3 bedroom, 2 bath beachfront home is ideal for a family looking for a true island getaway. With its location and feel, it offers a truly memorable vacation! Situated very near the state preserve, this home's location is ideal as a starting point for beachcombing, shelling or... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    4 of 5 bubbles 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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    1 / 50
    5 of 5 bubbles (59) Excellent
    4 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • DVD Player
    • Hot Tub
    • Private Outdoor...
    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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.... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 bubbles Reviewed 3 November 2016
    BlueFin is FABULOUS! Renting this property was easy, the house was wonderful. Full of everything you could need for a beach vacation. Would absolutely return.
    5 of 5 bubbles Reviewed 25 July 2016
    We absolutely loved our stay at Bluefin Beach house, this home is absolutely beautiful with amazing views from all angles. We only had a short walk to the beach which allowed us...
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