Jamaica’s Round Hill Hotel and Villas is famous for its storied past; the erstwhile sugar plantation was once a vacation home to mid-century notables including Noel Coward and Oscar Hammerstein. Today the 18th-century great house is a stylish haunt featuring 36 Ralph Lauren-designed guest rooms (think four-poster mahogany bamboo beds and louvered windows) and 27 private villas available for rent. Families have plenty to keep them busy, thanks to a private beach, infinity pool, golf, tennis, water sports, and Pineapple Kids’ Club for ages 3 to 12.

This fall, Round Hill lets you take your pick of several Free Night Deals: Stay four nights and pay for three, stay seven nights and pay for five, or stay for 14 nights and pay for 10.  Depending on how long you stay, you'll save between 25% and 40% off rates that start at $490 a night for an oceanfront room. (The deal is also good on larger rooms, suites, and villas.) More good news: You'll also get a $100 food-and-beverage voucher. Tax and service charge are included. The offer is valid for travel through December 19, but there are some blackout dates.