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Celebrities' Secret Winter Vacation Spots

Round Hill Hotels and Villas, Montego Bay, Jamaica

Courtesy of Round Hill Hotel & Villas

Round Hill Hotels and Villas, Montego Bay, Jamaica

Wintertime Guests: Emma Thompson, Gabrielle Union, Ewan McGregor, Lance Armstrong, Michelle Williams, Nicole Miller, Mena Suvari, Patrick Dempsey, Shaggy, Russell Simmons, Sigourney Weaver, Paul McCartney.

Why They Like It: In the movie How Stella Got Her Groove Back, Stella found her mojo at Round Hill; many celebrities come here to do the same. Picture villas with horizon pools, mahogany beds, vaulted ceilings, wicker furnishings, and alfresco living rooms with sweeping ocean views. Each separately owned cottage has its master’s personality.

Celebrity Scoop: Owners include Ralph Lauren, Jamaican track star Merlene Ottey, and (at one point) Betsey Johnson. Every Christmas when he was married to Linda, Paul McCartney booked a master villa—maid, gardener, and cook included.

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