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Captiva Island Vacation Rentals

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    Travelers to Captiva Island are booking August dates now. Secure your vacation rental today, and have the perfect trip.
    All 189 Rentals in Captiva Island
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    176-All Conch'ed Out1 / 24
    (12)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    145-Osprey Nest1 / 24
    (18)Average
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    Captiva Star - Luxury Near Beach Home on Captiva1 / 22
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
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    • Patio
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    About this property
    "Captiva Star" is a luxury home located on beautiful Wightman Lane in the Village of Captiva. The house has 3600 square feet under air, plus over 2000 square feet of screened porches, decks, and lanais. There's five bedrooms and baths, two laundry areas, a full dining area, and a fully-equipped...
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    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 18
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
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    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Experience the full beauty of Captiva Island and the South Seas Island Resort by staying in South Seas Lands End Villa 1608. Our top floor three bedroom/three bathroom villa is truly one of the best. The main level features an expansive great room with an open kitchen, living area and dining room....
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    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 3 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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    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Satellite TV
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    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
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    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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Patio
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    Pet friendly
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    Smoking allowed
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
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    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
    Rental Home - 3 Bedrooms, 5 Bathrooms, Sleeps 10
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    5 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    • Satellite TV
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    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 9
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
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    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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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    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
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
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    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 7
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    5 Bedrooms, 5 Bathrooms, Sleeps 18 Quick View
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    • Satellite TV
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    Location Information
    Captiva Island, Southwest Gulf Coast 33926
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 18
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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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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    • Hot Tub
    • Waterfront
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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...
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    Captiva Island, Southwest Gulf Coast 01450
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Balcony
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    • Terrace
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    Pet friendly
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    Schooner Sail is an amazing architectural delight. The home is warm and welcoming and very well designed for island living. This 2160 square foot home has living space on two stories with open covered wrap around porches. The home has nice high end finishes and a gourmet kitchen for comfortable...
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    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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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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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
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    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
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 5 Bedrooms, 7 Bathrooms, Sleeps 18
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    North Captiva New Lux Beach Front Home w/ Pool/Spa1 / 50
    (59)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....
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    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 4 Bedrooms, 6 Bathrooms, Sleeps 12
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    166 - La Brisa1 / 22
    (24)Very good
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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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
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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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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    Amenities & Details
    • Balcony
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Grill
    • Satellite TV
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • DVD Player
    • Patio
    • Balcony
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    View all property information
    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Parking
    • Washer
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Patio
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Satellite TV
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Hot Tub
    • Housekeeping Included
    • Washer
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    Captiva Island, Southwest Gulf Coast 33924
    Rental Home - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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