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Captiva Island Vacation Rentals

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    Travellers to Captiva Island are booking December dates now. Secure your vacation rental today, and have the perfect trip.
    All 133 Rentals in Captiva Island
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    176-All Conch'ed Out1 / 24
    (12)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Shared Outdoor Pool (Unheated)
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    • Waterfront
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    Pet friendly
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    About this property
    Experience all that Captiva Island and Southwest Florida's Gulf Coast has to offer at Captiva 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...
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    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    Welcome to South Seas Beach House 29. Life doesn't get much better than this! Our four bedroom/four bathroom with loft private home has been completely renovated and offers wonderful views out to the Gulf of Mexico. There is a spacious living area with comfortable seating, full kitchen with high...
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    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 11
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    Captiva Shores- Bay Breeze Cottage1 / 24
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Patio
    • Parking
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    Pet friendly
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    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 a recently renovated kitchen to offer everything you need for a great beach vacation. Relax to bay views and island sounds from your...
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    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Smoking allowed
    About this property
    Come get your Latitude Adjustment at one of North Captiva Islands premier vacation rental homes! This fabulous 3 bedroom, 4.5 bath waterfront home sleeps up to 10 and has over 2600 square feet of living space under air and an additional 1400 square feet of screened in deck space all facing the...
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    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 10
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    163-Pelican Pointe1 / 25
    (9)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Waterfront
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    • Satellite TV
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    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...
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    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    166 - La Brisa1 / 22
    (24)Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Washer
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    • Private Outdoor Pool (Heated)
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    Pet friendly
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    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....
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    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Ocean Views
    • Patio
    • Washer
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    • DVD Player
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
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    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...
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    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Our newly renovated and decorated one bedroom condominium offers a relaxed' casual and comfortable atmosphere that can accommodate up to four guests. The fully equipped, beautifully appointed kitchen is sure to please your inner chef. The kitchen is open to the living room which has a queen-size...
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    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Watch dolphins, sea otters and osprey from you’re 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...
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    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Enjoy South Seas Bayside Villas 4102 for two nights or longer. Our nicely updated corner unit features a king bed in the spacious master bedroom suite and a very comfortable queen sized sleeper sofa in the living room. Our vacation home away from home has a nicely updated and open kitchen, IKEA...
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    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    **10% off for the rest of 2017!** 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...
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    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beach Villa Sunset Dreams is a recently 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 amazing sunsets, as well as sunrise views over the bay. The property includes exclusive access...
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    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Have everything you could want and more by staying a week or longer at Sunset Captiva 19. Our two story stilted vacation home has been newly updated with tropical decor and can accommodate up to 6 guests. The spacious living area has a large flat panel TV and DVD player. The main level also...
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    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 6
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    082 - Sunset Cove1 / 7
    (4)Average
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Grill
    • DVD Player
    • Internet Access
    • Washer
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunset Cove is a "Rustic", 2 star, 3 bedroom 2 bath Gulf view home. Hidden in lush tropical foliage with no nearby neighbors, this home offers a feel of delicious privacy. And to top it all off, a private pool. This house is in need of updating but the price makes it a great deal on the island.
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    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    4 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Paradise Awaits at Beach Destiny! This 4 bedroom, 5.5 bathroom, oceanfront, luxury home is the perfect spot for a dream vacation. The large living room features stunning views of the Gulf, a large flat screen TV, a huge sectional couch and sliding glass doors onto the lanai. The open kitchen...
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    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Waterfront
    • Internet Access
    • Satellite TV
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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    Huge 2 bedroom+Den Sleeps7 poolclub stps to Beach1 / 17
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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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...
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    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Washer
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
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    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....
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    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Coral Cottage is a lovely and historic olde Florida style ground level cottage on beautiful Captiva Island, Florida. Our two bedroom/two bathroom vacation rental home has a spacious living room, dining area and full kitchen. Perfect for up to four guests with a king bed in the master bedroom and...
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    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Luxury Beach Front Villa with Pool, Captiva Island1 / 30
    (16)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Waterfront
    • Washer
    • Satellite TV
    • Air Conditioning
    • Hot Tub
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Captiva Island, Southwest Gulf Coast 01450
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    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
    Kid friendly
    Smoking allowed
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    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,...
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    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    8 Bedrooms, 8 Bathrooms, Sleeps 20 Quick View
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    • Terrace
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Summerhouse- a luxury 8 bedroom/8 bath recently renovated Bayfront Estate with plentiful on-site amenities. Located on Captiva Island in the heart of the village. This 5800 square foot home has been designed with a coastal chic theme and features white marble bathrooms. granite countertops,...
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    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 20
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
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    Sea Star is a spectacular "Brand New" vacation beach home fully equipped, and built to a high standard. You will truly love this gem which is just a couple blocks to the beach and Club. The home is a spacious one story 1600 square foot open floor plan with raised ceilings for an extra spacious...
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    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Beautifully updated one bedroom/one bathroom Captiva Beach Villa located at the exclusive South Seas Island Resort on Captiva Island, Florida. Unit 2112 features a very comfortable king bed in the spacious bedroom as well as a queen sized sleeper sofa in the living room. Full kitchen with solid...
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    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Spend a week or longer at Amarelo Sol on world renowned Captiva Island. Our three bedroom/four bathroom beach house features plenty of space to accommodate up to 10 guests. The spacious living room has plenty of seating and a flat panel TV/DVD. There is a separate dining area and full kitchen...
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    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    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...
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    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Be Captivated! 1-4BR Luxury Homes/BeachFront Condo1 / 14
    (12)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Waterfront
    • Hot Tub
    • Private Outdoor Pool (Unheated)
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    • Internet Access
    • Air Conditioning
    • Ocean Views
    • Porch
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You'll be Captiva-ted by these deluxe villas in Paradise! ...available for WEEKLY rental (Saturday schedule) Options include 2, 3 and 4 bedroom private pool homes, or beach front condos that sleep from 1-10 guests. ~ CAPTIVA BREEZE (4 BR & 4 bath, sleeps 2-10: 2 king, 4 twin, trundle) is our...
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    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Private Luxury Home 2 Minute Walk to the Beach1 / 15
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    • Internet Access
    • Washer
    • Satellite TV
    • Porch
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    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...
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    Location Information
    Captiva Island, Southwest Gulf Coast
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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