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Villas and Holiday Rentals in Captiva Island, FL

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    Travellers to Captiva Island are booking March dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 42
    5 of 5 bubbles (3) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    1 / 42
    5 of 5 bubbles (1) Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    1 / 28
    5 of 5 bubbles (2) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    What The Shell is a wonderful 4 bedroom/4 bath home with private pool. The home is professionally furnished and designed. All the homes finishes are of the highest quality. There are lots of windows and slider doors to give an open outdoor feel. Open porches surround the home situated off the... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 26
    Studio, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Watch dolphins, sea otters and osprey from your screened in porch overlooking Pine Island Sound. This three bedroom two and one half bath home has beautiful finishes throughout. Walk into the bright open living area with tropical and elegant furnishings. Views of Pine Island sound from the living... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 22
    Studio, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Listen to the sounds of the waves from your screened in porch while enjoying world renowned sunsets. This three bedroom two and one half bath Gulf Front Captiva home has everything you want to make this a vacation of a lifetime. Walk into the bright great room featuring direct views of the Gulf of... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 36
    Studio, 3 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Stunning Gulf Front Beauty! Walk out the back door and you’re on the beach! This four bedroom three and ½ bathroom home is the perfect escape for a relaxing beach vacation. The large living room features a flat screen TV, a fireplace, comfortable seating, a desk area and sweeping views of the... 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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    About this property
    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 / 17
    Studio, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Gorgeous views of the Pine Island Sound, watch dolphins, sea otters and osprey from your screened in porch. This two bedroom, two bath home is located in the Gulf to Bay community of Captiva Shores. Walk into the bright open living area with tile floors, tropical furnishings, flat screen TV and... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 29
    Studio, 3 Bathrooms, Sleeps 6 | Quick View
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    • ?
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    About this property
    Marvel at the stunning views of the Gulf from this beautiful three bedroom two and one half bath condo. Walk into the expanded living room enclosed with floor to ceiling windows overlooking the Gulf of Mexico. Cook fabulous meals in the updated kitchen featuring granite countertops and custom... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
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    1 / 29
    Studio, 4 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Great Location, Amazing house, Stunning Views. Located in the heart of Captiva Island this five bedroom, four bathroom pool home is the perfect spot for an amazing vacation. This village home is currently getting new furnishing, new paint, new bedding and being updated to a five bedroom. Walk... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 17
    5 of 5 bubbles (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 / 22
    3.5 of 5 bubbles (3) Average
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Internet Access
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    • x
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    • 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
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
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    • Terrace
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    About this property
    Just steps from the gorgeous gulf beaches, Silverseas Cottage is an immaculate and charming three bedroom, two bath home perfect for a single family or small group. Newly renovated, the interior features a fully stocked cook’s kitchen with stainless steel appliances, beautiful labradorite granite... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 28
    Studio, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Balcony
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    • Waterfront
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    • Pet-friendly
    • Child-friendly
    • ?
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    • ?
    About this property
    Expansive Water Views! This three bedroom three bathroom Captiva Shores townhome features outstanding views of Pine Island Sound and Roosevelt Channel. Watch boats, kayaks, dolphins, manatee and shorebirds from your large private lanai. The large, open living-room features a flat screen... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 22
    Studio, 2 Bathrooms, Sleeps 8 | Quick View
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    • Private Outdoor...
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    • Pet-friendly
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    • ?
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    • ?
    About this property
    Escape your worries in this Captiva Island beach bungalow. Enjoy the bright and cheery island décor throughout this three bedroom two bath pool home. Surrounded by bright tropical vegetation this home offers a perfect location to the Heart of Captiva as well as ultimate privacy. Equipped with... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 16
    5 of 5 bubbles (1) Excellent
    Studio, 3 Bathrooms, Sleeps 8 | Quick View
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    • Central Heating
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    • ?
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    • ?
    About this property
    Direct Gulf views, lush tropical landscape, a great location and a charming beach cottage are all the ingredients you need for an amazing Captiva vacation. This enchanting Cape Cod style ground level home features two structures. The first structure is a one bedroom, one bathroom honeymoon style... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 33
    5 of 5 bubbles (7) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Ocean Views
    • Waterfront
    • Washer
    • Children's Pool
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • 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 / 31
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Captiva Island. “Happy Daze” - beautiful, child-friendly home with a very private, well heated pool. The home is a very short walk to the beach (the island is only about 600 yards wide, at its widest point) and shops and restaurants in the village. Our single family home has five bedrooms, four... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 27
    Studio, 3 Bathrooms, Sleeps 8 | Quick View
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    • Washer
    • Satellite TV
    • DVD Player
    • Hot Tub
    • Private Outdoor...
    • Waterfront
    • Air Conditioning
    • Wi-Fi
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Sapphire blue water, white sandy beaches just steps from your front door and a luxury villa. Everything you need for the perfect friends and family vacation. Donax Beach Villa offers spacious rooms, rich colorful décor and comfortable living. Walk into the professionally decorated living room... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
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    1 / 32
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Experience all Captiva Island has to offer at Sunset Captiva 55. This beautifully renovated three bedroom, two bathroom private, stilted home has sleeping accommodations for up to 8 guests comfortably. Nothing has been overlooked, even down to the Tommy Bahama decor, upgraded lanai furniture and... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 24
    5 of 5 bubbles (1) Excellent
    Studio, 3 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
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    • ?
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    About this property
    Bay Breeze CottageComfortable poolside cottage offering cooling bay breezes and glorious bay views from nearly every room. This 3 bedroom cottage with 2 1/2 baths has been recently renovated to offer everything you need for the perfect beach vacation. Relax to bay views and island sounds from your... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 19
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    • Waterfront
    • Shared Outdoor Pool...
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    • x
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    • x
    About this property
    Experience Captiva Island for a few days or a week or longer by staying at South Seas Island Resort and Beach Villa 2313. This one bedroom/one bathroom condominium has been completely renovated and designer decorated and appointed. From the moment you enter, you will notice the custom paint,... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 11
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Terrace
    • Central Heating
    • Washer
    • Patio
    • DVD Player
    • Waterfront
    • Grill
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    An intimate setting awaits those who enjoy living near the water. This hidden gem near Captiva Village offers the privacy of only 8 units in a well-maintained and managed property, complete with dockage for boaters. Arrive by boat or keep your own within view. This condo is newly renovated,... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 32
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    One of Captiva's most recognizable and enchanting homes, Villa Elena is the perfect combination of the Old Captiva feel with interior renovations of subtle exclusivity. The Mediterranean inspired architecture surrounds the privately enclosed pool which leads around to the patio and covered lanai.... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 19
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • Grill
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    • Pet-friendly
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    • x
    About this property
    The name says it all .... Hakuna Matata "No Worries". You will have "No Worries" during your stay at Hakuna Matata on Captiva Island. As you arrive up the winding drive way, you'll see the beautiful home appear just after the private heated pool. On the ground level, there is garage access and an... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 38
    4 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Internet Access
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    • x
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    • x
    About this property
    Stay a week or longer at Tarpon Tales on beautiful Captiva Island, Florida. This four bedroom/four bathroom home has been nicely renovated by the owners and offers a great location in the heart of Captiva's Village area. The master bedroom has a very comfortable king sized bed with en-suite... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • DVD Player
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Experience all that Captiva Island and Southwest Florida's Gulf Coast has to offer at South Seas Beach Villa 2126. This two bedroom/two bathroom with loft direct gulf front condominium has been recently renovated and offers wonderful gulf views from the screened lanai. The master bedroom has a very... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 12
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • x
    • Smoking allowed
    • x
    About this property
    Stay for a week or longer at Dolphin Cove on beautiful Captiva Island. Our home is one of the most unique experiences you will find on Captiva as there is actually a 'Dolphin Cove' extending from the Roosevelt Channel up to the home. You look out from the screened lanai and the water comes right up... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 28
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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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 / 35
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Grill
    • Internet Access
    • Washer
    • Balcony
    • Air Conditioning
    • Private Outdoor...
    • Satellite TV
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Welcome to Sunset Captiva 17! This newly renovated two level stilted, private home, features an updated kitchen, comfortable beds, very nice furniture throughout, flat panel TV's, high speed wireless internet and plenty of seating in our screened lanai. The main level of our home has the... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 25
    2 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
    South Seas Beach Villa 2318 offers direct gulf front views from your private screened lanai. Enjoy your stay on Captiva Island, Florida in our newly redecorated two bedroom/two bathroom condo. Our villa has a king bed in the master bedroom, two twin beds in the guest bedroom as well as a queen... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 22
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
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    • Pet-friendly
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    • x
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    • x
    About this property
    Very nice direct bayfront condominium located at Sunset Captiva Bayside. A great location puts you in the Heart of the Captiva Island Village Area. Unit 103 is a very spacious private condo with about 1500 sq ft of space. The master bedroom has a king bed and en-suite bathroom with the guest... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 27
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    Beautifully decorated two bedroom/two bathroom South Seas Land End Villa. South Seas Land End 1613 is a first living level (up one flight of stairs) vacation rental condominium with a king bed in the master bedroom and two twin beds in the guest bedroom. Our unit offers water views from the master... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 47
    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. This 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... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 26
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    About this property
    Enjoy your next vacation on world famous Captiva Island, Florida while staying at Beach House 18 tucked away at the South Seas Island Resort. Beach House 18 has been completely renovated with plenty of space to accommodate up to 10 guests. The main level of our home has an open floor plan with a... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 40
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Enjoy breathtaking sunsets and sweeping views of the Gulf of Mexico from this high-end 2100 sq. ft. 2 bedroom/2 bathroom Gulf-front condo located within exclusive Lands End Village in South Seas Island Resort. This luxury vacation home is steps away from pristine white-sand beaches and the blue... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    1 / 24
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Gulf Dunes, an outstanding property on the most fabulous stretch of beachfront awaits your arrival. This 2500 square foot beach home is very accommodating offering your own pool bar with tv, gas grill, fridge, swim lap Jacuzzi pool with bar for enjoying sunsets. The 8 person spa/mini pool is great... View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast