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Villas and Holiday Rentals in Captiva Island, FL

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    Travellers to Captiva Island are booking December dates now. Secure your holiday rental today, and have the perfect trip.
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    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    4 of 5 stars (1) Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    5 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    5 of 5 stars (58) Excellent
    4 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Bluefin Beach House, on North Captiva, is a luxurious 4 bedroom, 4 1/2 bath beach front home with private heated pool & spa. Completed the end of 2009. This professionally designed & decorated beach home was 3 years in the making and is situated on the preferred Gulf of Mexico side of the island.... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 38
    5 of 5 stars (10) Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    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
    1 / 12
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    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 / 15
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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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
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    Captiva Island, Southwest Gulf Coast 33924
    1 / 25
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    About this property
    Just steps from the gorgeous gulf beaches, Silverseas Cottage is an immaculate and charming three bedroom, two bath home perfect for a single family or small group. Newly renovated, the interior features a fully stocked cook’s kitchen with stainless steel appliances, beautiful labradorite... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 33
    5 of 5 stars (5) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
    • Waterfront
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    • Children's Pool
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    • x
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    • x
    About this property
    Marvel at the stunning views of the Gulf from this beautiful newly (2014) renovated three bedroom, two and one half bath Townhome. Walk into the expanded living room enclosed with floor to ceiling windows overlooking the Gulf of Mexico providing very wide ocean/sunset views. Open the sliders to... 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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    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
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    1 / 16
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    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 / 14
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    One Bedroom Beach Villa with One King 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 / 28
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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    • Terrace
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    • x
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    About this property
    Gentle coastal breezes, warm Gulf water, 2 1/2 miles of driftwood-strewn pristine beachfront, abundant sea and wildlife await you and your guests in the privacy of the small enclave on peaceful Upper Captiva Island. Perfect for disconnecting from everyday interruptions, this 4 bed/2 bath newly... 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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    Two Bedroom Marina Villa with One Queen 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 / 15
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    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 / 15
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Ocean Views
    • Patio
    • Washer
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Captiva Island condo at the Hideway. Third floor unit with breathtaking sunrise views overlooking the Bay/ ICW. Just a short 5 min walk to the Beach for sunset, shopping, dinner, and dolphin wayching. 2 bedroom unit. Master has king bed and separate bathroom. Second guest room has two twin beds... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 15
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Two Bedroom Beach Villa with One Queen 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
    1 / 17
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Hot Tub
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    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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
    1 / 17
    5 of 5 stars (2) Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • x
    About this property
    2 bedroom, 2 bathroom, Sleeps 6. Susi's Beach house is 'Old Florida stlye living at it's best'. The house has been remodeled in 2015. We have installed all new appliances, a reverse osmosis water system with water treatment.. The house been newly landscaped and outside trim repainted. We have... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 8
    4 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    • x
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    • x
    About this property
    Experience all that Captiva Island has to offer by booking your next stay at Palmflower. The luxury home features four bedrooms and three and a half bathrooms with sleeping arrangements for up to nine guests. The main living level has a very comfortable living room with gorgeous views directly out... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
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    1 / 20
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Welcome to The Gingerbread House on Captiva Island. This antique style cottage is set just 300 feet from the beautiful Captiva Island beaches. With 2 spacious bedrooms, 2 full bathrooms and a den that closes off to be a third bedroom, there is plenty of space for a family of six. Stay for a week or... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 48
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • x
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    About this property
    Enjoy the breeze of the Gulf of Mexico from this four bedroom home’s rooftop sun deck after walks along the beach, swimming in your private, heated pool, dipping in the hot tub or gazing up at the stars. Every guest will find their own way to unwind whether by the private pool, playing on one of... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 26
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Near the village of Captiva and on the quiet 'Tween Waters stretch, you will find this completely restored and elegantly decorated beachfront cottage,island Bliss. It is truly a blissful stay as you open the shuttered doors and windows to hear the ocean waves and feel the warm breeze from the Gulf... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 24
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    About this property
    Welcome to Sea of Green ... unique ground level private home located in luxurious Captiva Island. From the moment you arrive, you will notice that the home has been decorated with a delightful rainbow of bright colors. Located on peaceful Laika Lane, this 4 bedroom home features its own private... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 33
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    Bird of Paradise on Captiva Island offers a luxurious escape from the non stop hustle and bustle of everyday life. Whether you're looking for a quick, quiet romantic or family getaway or a more extended vacation adventure, this modern near beach home is the perfect vacation destination for relaxing... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 57
    4 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    Channel Charmer, directly on the Roosevelt Channel of Captiva Island. This four bedroom/four and a half bathroom property features a heated pool and spill over hot tub, boat dock, easy beach access across Captiva Drive and a setting that perfectly defines Captiva Island. Channel Charmer is split... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 16
    4 Bedrooms, 3 Bathrooms, Sleeps 9 | Quick View
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    • Balcony
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    • x
    About this property
    The Turtle Nest is a lovely family friendly home nestled high amongst the tree tops on tranquil North Captiva Island, Florida. This island style home features direct access to the unspoiled beaches of the island and the Gulf of Mexico. The island is accessible only by ferry or private plane. There... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 30
    5 of 5 stars (14) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    About this property
    Beach Villa Sunset Dreams is a richly remodeled and appointed townhome with tropical beach décor for an unforgettable family vacation. The Villa is unique with awe inspiring direct gulf views and sensational sunsets, as well as sunrise views over the bay. The property is only 30 steps to the beach... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 01450
    1 / 42
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • x
    About this property
    If you're looking for a perfect tropical vacation home that fits a large family, Our stunning Captiva Island Villa is perfect! Our very private and quiet 4 bedroom, 3 bath home is nearly 4,000 sq. ft., is located on the Roosevelt Channel, and accommodates 8-10 people very comfortably. We've... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 22
    5 of 5 stars (2) Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    • x
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    • x
    About this property
    Incredible newly built Mediterranean style home located in the Heart of the Village on Andy Rosse Lane. Bella Bellini is a professionally Robb & Stuckey decorated, luxurious 6 bedroom/6.5 bathroom private home with a quiet, secluded heated pool and spa. A courtyard style design located on a... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 16
    5 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    • x
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    • x
    About this property
    Location, location, location….this newly constructed eco-friendly beach house has it all. It is situated on one of the best gulf front locations on North Captiva featuring some of the widest beach areas on the island. The breathtaking views from this island gem are jaw dropping and will take your... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 21
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Porch
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    • Pet-friendly
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    • x
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    • 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
    1 / 64
    5 of 5 stars (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • x
    About this property
    This NEW 2009 tropical style luxury, island home is professionally decorated Our 4bedroom/3.5 bath, custom built and decorated, island home has 3 levels with the Michael Kors master bedroom on the living areas on the upper levels and the bedrooms on the lower.Quality linens and towels... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924