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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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.

2021-01-21T18:00:31+00:00

Bougainvillea
Courtyard Cottage 113

Our Bougainvillea Cottage is conveniently located in the center of our resort, surrounded by tropical foliage and flowers.  You'll enjoy queen bed, kitchenette and full bath amid comfortable accommodations with rich wood stylings — as well as relaxing moments in the screened porch.

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.

2022-03-09T20:42:36+00:00

Ding Darling Studio
Cottage 108

Featuring larger windows to accommodate his work, this historic studio cottage is where the famed artist J.N. "Ding" Darling worked during his visits. Located at the threshold to our private beaches along famed Captiva Drive, this charming Gulf-view cottage is steps to the beach.

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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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Frangipani
Courtyard Cottage 114

Our Frangipani Cottage is conveniently located in the center of our resort, surrounded by tropical foliage and flowers. A studio-style cottage, you’ll enjoy spacious comfort with queen bed, kitchenette and full bath — as well as relaxing moments in the screened porch.

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Heron Historic
Cottage 118

This charming cottage is a hidden jewel, located at the threshold to our private beaches along famed Captiva Drive, mere steps to your sugar sand paradise along our private South Beach. Enjoy comfort, beauty, luxury and style in a tucked-away, secluded location.

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Hibiscus
Courtyard Cottage 112

Our Hibiscus Cottage is conveniently located in the center of our resort, surrounded by tropical foliage and flowers. You’ll enjoy queen bed, kitchenette and full bath amid comfortable accommodations — as well as relaxing moments in the screened porch.

2023-05-09T15:20:47+00:00

Jasmine
Bay Cottage 117

This intimate charmer is our only cottage bayside, with beautiful views from your private screened porch overlooking 'Tween Waters Marina and Manatee Cove. Enjoy spectacular sunrises over Roosevelt Channel and Pine Island Sound, amid comfortable and cozy surroundings complete with kitchenette.

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Orchid
Courtyard Cottage 111

Our Orchid Courtyard Cottage is conveniently located in the center of our resort. You’ll enjoy queen bed, kitchenette and full bath amid comfortable accommodations — as well as relaxing moments in the screened porch looking out on our botanical garden.

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Osprey
Cottage 119

This spacious and gracious 2-bedroom, 2-bath seaside cottage offers classic tropical style with ample room for families, friends, sun and fun. Located at the threshold to our private beaches along famed Captiva Drive, this cottage is steps to your beach paradise.

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Pelican
Cottage 120

With ample room for family and friends, this 2-bedroom, 1-bath cottage offers stylish surroundings, luxury amenities and comfort. Located at the threshold to our private beaches along famed Captiva Drive, you're only steps away from our South Beach paradise.

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Peterson Cottage 109

This delightful, historic 2-bedroom, 2-bath beachview cottage honors Roger Tory Peterson, American naturalist, birder and conservationist who was a regular guest at ‘Tween Waters Inn. Simply step outside your porch, look left and marvel at the beauty of the Gulf of Mexico.

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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.

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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!

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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.

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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.

2021-01-21T18:00:19+00:00

Tarpon
Bayside Cottage 115

Our largest cottage at 'Tween Waters Island Resort & Spa — ideal for larger families or groups — Tarpon Cottage is centrally located near bayside and 'Tween Waters Marina. The cottage is completely reimagined with spacious living room, full kitchen, 3 bedrooms and 2 baths.