14. Casey Key Guest House
The guest quarters for a larger nearby home, this luxurious hideout's shape was inspired by the wind-shaped oaks it surrounds, and features a large bedroom, living area, kitchenette, and wraparound deck looking out across Sarasota Bay. [See more]
Joe McGauley is a senior editor at Supercompressor who engineered one of the jankiest treehouses of all time as a child.
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