Cottages of ‘Tween Waters Island Resort & Spa

For a nostalgic feel, with all the comforts and privacy of today, choose our charming, beautifully appointed seaside cottages that have welcomed some of the world’s most celebrated names. A total of 19 unique cottages await you — Beachview, Bay or Courtyard — in Studio, 1-, 2- and 3-bedroom layouts.

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2021-01-21T17:40:29+00:00
Best Cottages in Florida, 'Tween Waters Island Resort & Spa

Anne Lindbergh
Cottage 105

This historic seaside cottage is named after Anne Morrow Lindbergh, American author and wife to aviation pioneer Charles Lindbergh. Located at the threshold to our private beaches along famed Captiva Drive, this charming Gulf-view cottage is only 20-some steps to your beach paradise.

2023-04-26T23:30:29+00:00

Charles Lindbergh
Cottage 104

This historic seaside cottage is named after famed aviator Charles Lindbergh, who frequently vacationed to 'Tween Waters Inn. Located at the threshold to our private beaches along famed Captiva Drive, this charming Gulfview cottage is just steps to your beach paradise.

2022-03-09T20:12:10+00:00

Ding Darling
Cottage 106

This historic seaside cottage is named after Jay Norwood “Ding” Darling, a multiple Pulitzer Prize winning political cartoonist and avid conservationist who vacationed at 'Tween Waters Inn often. Located at the threshold to our private beaches along famed Captiva Drive and just steps to the beach.

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Pompano Cottage 102

This bright and cheery seaside cottage sleeps 4 comfortably, and is. located at the threshold to our private beaches along famed Captiva Drive, mere steps to the sugar sand bliss of our pristine North Beach. Enjoy style, luxury and comfort with the gorgeous Gulf of Mexico right outside your door.

2021-01-21T17:40:04+00:00

Redfish
Cottage 103

Our Redfish historic seaside cottage is your spacious Gulffront choice for style and luxury. Located at the threshold to our private beaches along famed Captiva Drive, this charming cottage is only steps to our private, Gulf of Mexico sugar sand paradise. Relax and enjoy!

2022-03-11T16:42:01+00:00

Roosevelt
Cottage 107

Among our most iconic and popular cottages over 70 years old, this historic seaside cottage is named after President Teddy Roosevelt. Located at the threshold to our private beaches along famed Captiva Drive, this charming Gulf-view cottage is mere steps to our sugar sand paradise.

2021-01-21T17:38:36+00:00

Snapper
Cottage 101

Perfect for families or small groups of friends, our Snapper seaside cottage is located at the threshold to our private beaches along famed Captiva Drive, this charming 2-bedroom Gulf-view cottage is just steps to our private, North Beach paradise. Enjoy your moments in the sun.

2021-08-22T14:22:41+00:00

Snook
Cottage 100

Our Snook seaside cottage is gem for up to 4 guests — a 1-bedroom charming combination of classic style and contemporary amenities, located at the threshold to our private beaches along famed Captiva Drive, and only steps to your beach paradise. Sit back, relax and enjoy all the sun and fun.