Charlie's Island - Marathon, FL
Charlie's Island - Marathon, FLOne of an entire archipelago of affordable (as in, you don't have to give up your first born to stay the night) private islands, Charlie's is a tiny 1/3-acre reef island off the Florida Keys that comes equipped with a two-bedroom/ two-bath houseboat, private dock, and stunning views of the Gulf of Mexico. Assuming you enjoy your stay, the place is yours permanently for a cool $995,000. The stats: 1 houseboat. 1 private island. Sleeps 6-8. From $2,795/wk.
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