Captiva Island Managed by Owner

Experience the laid back, easy Captiva Island lifestyle with this classic 2 bedroom, 2 full bath cottage. Its private, secluded screened and large 26 x 14 foot heated pool is just off the double ... Learn more about Captiva Mermaid House

Rates* Weekly: $1,995 - $2,995

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Captiva Island Managed by Owner

This beautifully decorated Key West inspired 3 bedroom and 3 bath beach home in Captiva's village is located on very popular Wightman Lane. It's a short, 3 minute stroll on our private, sandy lane to... Learn more about Captiva Sun & Moon House

Rates* Weekly: $2,495 - $3,495

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Captiva Island Managed by Verified Owner

Our 2 BR, 2 Bath home is located on one of the prettiest streets on North Captiva. North Captiva is Florida's best kept secret, reachable only by boat or private plane. It is nestled in the palm ... Learn more about 2 BR Hideaway on Private Tropical Island

Rates* Weekly: $1,350 - $1,950

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Captiva Island Managed by Kingfisher Vacations, Inc.

This spacious Captiva property is the perfect island get-away! Whether you are looking to relax on the beach, sit by the pool, or take your boat out fishing, this is the vacation spot for you. Island... Learn more about Green Heron

Rates* Nightly: $471 - $800
Weekly: $3,300 - $5,600

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Captiva Island Managed by Kingfisher Vacations, Inc.

Enjoy beautiful sunsets over the Gulf of Mexico from your front porch and deep water direct access boating. This newly remodeled condo on Captiva has bamboo floors and top of the line appliances. ... Learn more about Captiva Shores 7A

Rates* Nightly: $228 - $371
Weekly: $1,600 - $2,600

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Captiva Island Managed by Sanibel and Captiva Accommodations

The view is fabulous! Gaze at the incredibly blue water of the Gulf of Mexico, palm trees, and wide sandy beach from this 3rd floor condo and it's "vacation at its finest". Just inside the gates of ... Learn more about Beach Villa 2636

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Captiva Island Managed by Sanibel and Captiva Accommodations

ISLAND LIVING AT ITS BEST...This beautifully appointed, luxurious home is perfect for your family vacation or a romantic getaway. Whether cooking in the beautiful gourmet kitchen, pampering ... Learn more about Green Flash West

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Captiva Island Managed by Verified Owner

Windswept vacation home offers luxurious accommodations, heated private pool, and a truly one-of-a-kind vacation retreat. A vacation at Windswept, on North Captiva, is the perfect place to reconnect... Learn more about Windswept North Captiva 5 Bedrooms, Heated Pool

Rates* Weekly: $1,900 - $5,500

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Captiva Island Managed by Owner

You are just 300 steps from the beach in this private and secluded 3bedroom/3bath vacation home. The Captiva Cottage is the only home on this over one acre property nestled among other estate zoned ... Learn more about Charming Captiva Cottage

Rates* Weekly: $1,600 - $2,800

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Captiva Island Managed by Owner

Four Islands is a new custom-built 4 bedroom, 3 1/2 bath vacation getaway perfect for a large group, large family or two families. The home is decorated with a tropical flair and beautiful and unique... Learn more about Four Islands - 4BR/3.5BA - Sleeps up to 10

Rates* Weekly: $2,550 - $4,850

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Captiva Island Managed by Owner

Coquina Cottage is a unique beachfront cottage. Truly a tropical dream beach getaway spot. It has an amazing view of the Gulf. A short walk to Santiva and you’ll find restaurants like the Lazy... Learn more about Last Minute $pecial$-Affordable Beachfront Cottage

Rates* Weekly: $2,195 - $3,295

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Captiva Island Managed by Owner

FABULOUS LOCATION at half the price of South Seas.....amenities can be purchased via front desk, great option to consider!!! Marina Villa 905 is located within the enclave of South Seas Island Resort... Learn more about Fabulous Marina Villa - Family and Budget Friendly

Rates* Weekly: $1,500 - $2,750

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Captiva Island Managed by Owner

This beautiful island bungelow is the total beach getaway vacation home you have been looking for! With its two luxury bedrooms, two full bathrooms and a queen sleeper sofa, you can comfortably sleep... Learn more about Rockstar Beac House - 2BR/2BA - Sleeps up to 6

Rates* Weekly: $1,000 - $1,800

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Captiva Island Managed by Owner

*ATTENTION* Due to a recent cancellation on an extended stay, we are offering great last-minute specials for peak season dates!

Our elegant Bali Hi Estate is a two-acre property, located in the ... Learn more about Bali Hi - Best Family Beachhome w/Pool on Captiva!

Rates* Weekly: $8,000 - $17,950

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Captiva Island Managed by Owner

Bydesign on the beach south is a Gulf front retreat that encourages relaxation and embraces the nature & wildlife of the Gulf of Mexico.

Experience this extraordinary part of the barrier ... Learn more about ByDesign - 6BR/4BA - Both sides sleep up to 12

Rates* Weekly: $1,885 - $7,616

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