From Jamaica to Turks and Caicos, The 11 Best Villa Resorts

Round Hill Hotel and Villas, Jamaica We’ll put it simply: you fall in love with Round Hill the moment you walk into the retro-chic lobby here. This is a magical place, and while it has 36 Ralph Lauren-designed rooms, it also has 27 villas set on the hillside, all beautiful, all fully staffed, all dating back to the golden age of Jamaican tourism. Indeed, some of the last two centuries’ biggest boldfaced names stayed in the villas (you can even stay in JFK’s favorite).