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Houses in Captiva Island, FL

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    Travellers to Captiva Island are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 18
    5 of 5 stars (2) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    1 / 24
    5 of 5 stars (4) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 23
    5 of 5 stars (1) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    With nearly 4000 square feet of living space this just completed luxury home has plenty of 'Island Living' space for everyone. The large wrap around decks and the 4th level 'Crows Nest', with a 360* view of the island,are just some of the bonuses to this fabulous home. Bayfront views of the intra... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 1234
    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 / 38
    5 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This unique luxury 5300 sq.ft. home ( recently remodeled ) is nestled on an acre of tropical charm with a 450 foot sandy driveway.There is deeded beach access directly across the road . Secluded on the pool side of the house is a tiny private beach and a private dock on Roosevelt Channel which... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 18
    5 of 5 stars (3) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    This is is a great beach vacation home 75 steps from beach, tennis and pool, a short walk to restaurants and shopping. It has 2 bedrooms, 2.5 baths, and beautiful views. Spend the day at the beach, watch a memorable sunset, and dine overlooking the Gulf. Enjoy the best possible location on... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 1 April 2016
    It is very hard to imagine what one could want in a vacation that is not available here. Beautiful beach, boating on the bay, a beautiful home with all the amenities. The pool...
    5 of 5 stars Reviewed 24 February 2013
    We have enjoyed two visits to #10 Sunset Captiva and thoroughly enjoyed both trips. Perfect location offers a private road, reserved parking and easy acces to both beach and...
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    1 / 10
    4.5 of 5 stars (7) Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    This getaway Cottage sits on the beach of Upper Captiva Island an unbridged Island, six miles off-shore. Come enjoy fishing from the private pier; kayaking,hiking, biking, nature photography, birding,or just relaxing under the umbrella at the table observing the dolphin and wildlife by the private... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    4 of 5 stars Reviewed 29 February 2016
    We loved it here. The location is perfect and the amenities plentiful. The cottage was very comfortable for 2 people and very clean. The photos in the listing are accurate, but...
    5 of 5 stars Reviewed 27 February 2016
    We knew that this was our kind of place when we found this rental. The accommodations were simple & clean, the location was gorgeous & peaceful, and the weather and surroundings...
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    1 / 26
    5 of 5 stars (23) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
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    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 stars 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 stars Reviewed 9 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 / 22
    3.5 of 5 stars (3) Average
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • x
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    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
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    1 / 21
    5 of 5 stars (8) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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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,... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    4 of 5 stars Reviewed 4 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 stars 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 / 33
    5 of 5 stars (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
    5 of 5 stars Reviewed 8 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...
    5 of 5 stars Reviewed 4 August 2014
    After reading several reviews regarding The Mermaid House we signed up. Everything was just as advertised and our Hosts were excellent to work with. Small quant home; just the...
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    1 / 16
    5 of 5 stars (4) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
    • x
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    • x
    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 stars 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 / 33
    5 of 5 stars (1) Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • Pet-friendly
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    • x
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    • 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 / 53
    5 of 5 stars (17) Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • x
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    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 stars 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 stars Reviewed 14 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 / 29
    5 of 5 stars (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Porch
    • Waterfront
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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 stars 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 stars 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 / 39
    4.5 of 5 stars (10) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    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 stars Reviewed 7 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...
    5 of 5 stars Reviewed 8 March 2016
    Our family has rented this home for the past six years. We have consistently had great experiences. The property and the house are in great shape, with new furniture for this...
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    1 / 11
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Beautifully decorated home in the village of Captiva. Within walking distance of beach, shops, bay and restaurants. All new bedding for a perfect nights sleep. Community pool and tennis courts. Boat dockage is also available. 2 bedrooms, 2 baths, plus a loft that sleeps 2 more.... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • ?
    • ?
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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 / 39
    5 of 5 stars (2) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    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 stars Reviewed 16 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 / 21
    5 of 5 stars (12) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
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    • x
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    • x
    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 heated... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 8 December 2015
    My husband and I went to North Captiva Island for our honeymoon, and we will definitely be returning! The Little Oasis was the perfect house for us and it was so nicely kept...
    5 of 5 stars Reviewed 6 April 2015
    We had excellent service. Marie sent us a comprehensive welcome packet that provided all the guidance we needed to prepare for the trip. The rental property was perfect for our...
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    1 / 24
    4 of 5 stars (5) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • 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 stars 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 stars 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 / 24
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
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    • ?
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    • x
    About this property
    Please Note: Our home is only booked through Royal Shell Property Management on Captiva Island. All payments are made to Royal Shell Property Management. Please be aware that there are multiple internet fishing / email hacking scams that attempt to convince consumers to wire funds offshore. Our... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    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 / 24
    4.5 of 5 stars (3) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Hear the gentle rattle of the palms while taking in a fresh Ocean breeze at Island Pearl! Designed to anticipate your every need, Island Pearl is well equipped to entertain up to 10 people and just steps to the beach with a private pool and loaded with amenities! This 4 story house has fantastic... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    3 of 5 stars Reviewed 14 June 2016
    First I will start with the things that was good about the Island Pearl. The pool and observation deck were great! When the advertisement say recently renovated that is what was...
    5 of 5 stars Reviewed 8 April 2016
    When I was considering my first vacation in almost two decades…yes you read that right…TWO DECADES!!!! My Dear and Best Friend recommended that I stay at Island Pearl on the...
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    1 / 18
    4.5 of 5 stars (5) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    3 of 5 stars Reviewed 1 week ago
    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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    1 / 24
    4.5 of 5 stars (18) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Satellite TV
    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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 stars 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...
    5 of 5 stars Reviewed 4 May 2015
    This is a nice family vacation with lots of time on the beach and in the pool. Everything was clean, no bugs, and no problems. Everything worked perfect, and island staff were...
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    1 / 28
    5 of 5 stars (8) Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • Porch
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 (7 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 stars Reviewed 31 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 stars Reviewed 18 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 / 25
    3 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Driving up to The Silver Seashell, you will be impressed with the lovely landscaped grounds and the architectural flare. Tucked away are the 28-foot private pool and spa, surrounded by beautiful composite decking – no nails, no screws, no slivers. Enter the front door to find The Silver Seashell... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33945
    1 / 18
    5 of 5 stars (11) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Private Outdoor...
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    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    You'll Be Captivated! This Old Florida style Captiva Island rental will captivate you! A fantastic Captiva Island rental that is just a short stroll from Captiva's beautiful white sand beach and offers the ambiance of a true island paradise! Be Captivated is a spacious Florida beach home offering... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 24
    4.5 of 5 stars (7) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
    • Satellite TV
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    3 of 5 stars Reviewed 9 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 wonderful...
    5 of 5 stars Reviewed 23 July 2013
    The house was great! It was comfortable and had everything we needed but If you bring kids, bring your own beach toys. You can get 4 chairs from the island rental and that is...
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    1 / 24
    4.5 of 5 stars (6) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Balcony
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    • 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 / 22
    4.5 of 5 stars (22) Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 14 | Quick View
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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 stars Reviewed 23 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 stars Reviewed 6 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 / 24
    4 of 5 stars (9) Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Waterfront
    • Air Conditioning
    • Grill
    • Internet Access
    • Hot Tub
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This 4 bedroom home has the best views on the island! Walk out your door onto the beach. Pelican point, brand new (Dec 2007) 4 bedroom luxury home only 12 steps to the Gulf of Mexico waters. Only a sugar white sand beach seperate you and the Gulf of Mexico. Enjoy some of the most incredible views... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    3 of 5 stars Reviewed 20 December 2012
    We stayed at Pelican Pointe over the Thanksgiving holidays. This property offers the best location, the best views, hot tub with views and elevator. The owners/management need...
    4 of 5 stars Reviewed 2 July 2012
    This is a pretty well equipped home. However, we arrived during Tropical Storm Debby and the entire island was flooded. The golf cart would not go through the roads that were now...
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    1 / 37
    5 of 5 stars (7) Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 24 | Quick View
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    • Ocean Views
    • Internet Access
    • Satellite TV
    • Private Outdoor...
    • Hot Tub
    • Air Conditioning
    • Waterfront
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    DEAL! $12,999/wk ..AWESOME 3 acre Estate ON BEACH! last June 16' available weeks. Our elegant Bali Hi Estate is a three-acre property, located in the heart of Captiva Island right on the beach of the Gulf of Mexico. Lush, award winning landscaping and over 400 feet of depth from Captiva Drive... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 4 weeks ago
    Every year our widely dispersed and politically divergent family of 20 reunites to renew ties and to recharge batteries. No other place we've visited over the years...
    5 of 5 stars Reviewed 15 June 2016
    Bali Hi was perfect for our getaway. The house and property had everything we needed. The kitchen was completely stocked with utensils, appliances, etc. The pool area had all...
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    1 / 25
    5 of 5 stars (55) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
    other travellers have booked this property
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    • Air Conditioning
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    • Private Outdoor...
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    • 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 stars 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...
    5 of 5 stars Reviewed 6 May 2016
    When I rented The Las Olas property, I was unaware at first that it was located on an Island accessible only by Ferry. Steve the owner assured me that both his home and North...
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    1 / 24
    4 of 5 stars (17) Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • 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 stars 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 / 24
    4 of 5 stars (5) Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Terrace
    • Balcony
    • Grill
    • DVD Player
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Located in one of the most undeveloped parts of the island and recently redecorated, Birds of Paradise is a delightful luxury vacation home Situated right next to the state land preserve, this home offers sweeping uninterrupted vistas of the Gulf over the nature preserve's palm trees. Indeed, in... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 56
    5 of 5 stars (13) Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
    • Patio
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Grill
    • Hot Tub
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    North Captiva Island dream vacation home with 5 bedrooms, accepting up to 12 guests per rental. Huge private heated pool and large private sun-decks offer the best of both worlds. Just a short walk from the neighborhood's beach and located right at the start of the preserve beach trail, leading to... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars Reviewed 9 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...
    5 of 5 stars Reviewed 21 August 2013
    There were 3 different families in our party and we had a truly memorable holiday. Just what was needed after 4 hectic days in New York-complete peace and relaxation. Wendy and...
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    1 / 24
    3.5 of 5 stars (7) Average
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Newly renovated 4 bedroom, 3 bath pool home ready for your family's next vacation in paradise. Lovely tropical décor with bright uplifting colors will take you on a fantasy journey that will slow the clocks… till you are on Island Time. This wonderful, 4 bedroom and 3 bath home will be just the... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 50
    5 of 5 stars (57) 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 stars Reviewed 7 April 2016
    If you are OK with provisioning your food and beverage, handling the easy ferry ride for a week in a beautiful house with easy access to the beach, this is the place for you! You...
    5 of 5 stars Reviewed 4 August 2015
    Read the title of this house "New Lux Beach Front Home w/ Pool/Spa". It is exactly what you get. Me and my wife, our two sons and 6 grandchildren (age 3-15) had a wonderful stay...
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    1 / 20
    4.5 of 5 stars (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 stars 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 / 23
    4.5 of 5 stars (18) Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
    • Terrace
    • Washer
    • Satellite TV
    • Balcony
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 stars 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 stars 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 / 24
    5 of 5 stars (19) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • 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 stars Reviewed 20 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 stars Reviewed 29 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 / 20
    5 of 5 stars (8) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
    • Washer
    • Patio
    • Wi-Fi
    • Private Outdoor...
    • Grill
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    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 stars Reviewed 4 days ago
    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 stars Reviewed 27 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 / 63
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Washer
    • Satellite TV
    • Air Conditioning
    • Porch
    • DVD Player
    • Grill
    • Patio
    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    The Lazy Lizard is a beautiful and comfortable 3 bedroom, 2 bath private and secluded home nestled in the palm trees on the unique North Captiva Island - just a 500 foot stroll to the pristine beach. The Lazy Lizard is a secluded and romantic home-away-from home located on an island with its... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 21
    5 of 5 stars (6) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
    other traveller has booked this property
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    • Patio
    • Waterfront
    • Air Conditioning
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    • 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 stars Reviewed 1 December 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 stars 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 / 26
    5 of 5 stars (5) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
    other traveller has booked this property
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    • Grill
    • Patio
    • Satellite TV
    • Washer
    • Waterfront
    • Hot Tub
    • Internet Access
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Coquina Cottage is a unique ~Old Florida~ beachfront cottage sitting on almost an acre of Captiva's finest beach. Truly a tropical dream beach getaway spot, the cottage, hot tub and gardens have an amazing view of the Gulf and a closer proximity to the water than any property on Captiva. A short... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    5 of 5 stars 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...
    5 of 5 stars Reviewed 20 November 2015
    This was the first time my wife and I rented a home. We are local to Fort Myers, FL and wanted to just have a quick getaway and to FEEL like we were on vacation away from our...
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    1 / 14
    5 of 5 stars (1) Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Bydesign on the beach south is a Gulf front retreat that encourages relaxation and embraces the nature & wildlife of the Gulf of Mexico. Experience this extraordinary part of the barrier islands and take home magical memories. This has been a haven for our family and friends, and we welcome... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 24
    3.5 of 5 stars (18) Average
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Grill
    • Internet Access
    • Satellite TV
    • Air Conditioning
    • Private Outdoor...
    • DVD Player
    • Hot Tub
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This cozy two bedroom pool home is like brand new! Fully equipped! Osprey nest is a lovely brand new home with private pool and jacuzzi. This lovely home is interior decorated light contemporary thought through for comfort for a small family up to 6 people. You will enjoy flat screen TV's in every... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924