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Summer family vacation

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Where is the best place and best summer month to go? We are a family of four with two teenage boys (13 and 15). Our boys have not experienced the Caribbean...only Florida islands. So want to experience snorkeling, the beach, etc. We usually rent a home with a pool for our summer vacations. Don't enjoy the resort scene. Enjoy cooking/eating at the house during the day and dinner out at night. Wondering how safe it is to rent a home in the Caribbean? Which island to go to? Best month to go...want to avoid Hurricane season!!

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