Casa Marina Key West, a Waldorf Astoria Resort, for the star treatment

If you don’t associate Key West with the Roaring Twenties, one night at Casa Marina will change that. A former hideaway for the Old Hollywood elite, its sole mission is to make you feel like an A-lister from check-in to check-out. The largest private beach on the island is yours to enjoy – when you’re not lounging by one of the two outdoor pools or getting steamy in the spa, that is. Let your hosts help you plan a private dinner on the beach to reinforce just how much of a (holiday) celebrity you really are.