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Villas in Captiva Island

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    Travellers to Captiva Island are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 131 Rentals in Captiva Island
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    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Terrace
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    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,...
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    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 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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    Pet friendly
    Kid friendly
    Smoking allowed
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    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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    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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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    • Private Outdoor Pool (Heated)
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 4 Bedrooms, 3 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)
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    • 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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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    • Washer
    • Parking
    • Grill
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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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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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Cable/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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    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Internet Access
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    Pet friendly
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    About this property
    Experience the wonderful water views from our screened lanai at South Seas Bayside Villas 5234. Our one bedroom/two bathroom updated condo features two very comfortable queen beds in the bedroom, en-suite bathroom and a separate full bathroom perfect for any additional guests you may have. Our...
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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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    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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    Amenities & Details
    • Internet Access
    • Private Outdoor Pool (Heated)
    • Patio
    • Waterfront
    • Washer
    • Air Conditioning
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Watch the amazing sunset from your own screened in Lanai directly across from the beach. The three bedroom three bath Gulf Front Captiva townhome 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 Mexico, wood floors,...
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    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
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    Lovely direct bay front home with private heated pool and boat dock. Easy walk down the drive to the private beach across Captiva Drive. Our home has many updates and features that set it apart from others including custom furnishings and finishes. The main part of the house features a main level...
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    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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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 6 Quick View
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    Pet friendly
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    It doesn't get much better than Sunset Captiva 16. Our two bedroom/two bathroom stilted vacation rental home sits near the community pool and has wonderful renovations and upgrades. We opened the kitchen and added stainless steel appliances which gives the room an open and high end feel. The living...
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    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 2 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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    8 Bedrooms, 8 Bathrooms, Sleeps 20 Quick View
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    • Terrace
    • DVD Player
    • Balcony
    • Grill
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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
    Kid friendly
    Smoking allowed
    About this property
    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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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
    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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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Internet Access
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    Pet friendly
    Kid friendly
    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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    5 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Skylark is an amazing beach front home in a location affording tons of privacy. This fabulous beach house is beautifully furnished and has lots of room to spread out. The living room looks over the beach and has comfortable couches. Skylark includes two golf carts and has awesome beachfront views....
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    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Hot Tub
    • Internet Access
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely 2 bedroom 2 bath condo with Jacuzzi is situated in a lovely private garden area just a few hundred feet to the beach. The Condo is very private and completely ham mocked with lush green foliage. From the second floor bedroom balcony you can get a glimpse of the Gulf of Mexico. The home...
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    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Enjoy near panoramic views of the Gulf of Mexico and Redfish Pass from South Seas Lands End Villa unit 1638. Our three bedroom/three bathroom villa offers very spacious accommodations and a nicely updated and fully equipped kitchen. The living area has plenty of room for you and your guests. The...
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    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    • Air Conditioning
    • Waterfront
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Terrace
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sun Catcher is a lovely 4 bedroom/ 3 bath home with lots of windows and doors and huge decks surround the home. This spacious home is just steps to the beach with amazing beach views and direct beach access. There is a gourmet kitchen with granite counter tops and stainless steel appliances. The...
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    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Terrace
    • DVD Player
    • Internet Access
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Private Outdoor Pool (Heated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Solitude is a unique North Captiva experience, in both location and layout. The perfect fit for large & multiple families alike; and quite simply a fisherman’s delight.This home is nestled in one of the very few canals on the island, tucked away in Safety Harbor; with enough dockage for 3 fishing...
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    Captiva Island, Southwest Gulf Coast 33924
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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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
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    • Washer
    • Cable/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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