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Celebrities' Secret Winter Vacation Spots

Eden Rock, St Bart's

Courtesy of Eden Rock Hotel

Question: If you’re Jennifer Lopez (the ninth-richest woman in entertainment with a net worth of $110 million), you have a $350 million fragrance and fashion empire, and your husband just bought ownership in the Miami Dolphins, where do you spend your winter vacations?

Answer: Anywhere you damn well please, of course. But for JLo, “winter getaway” has sometimes meant heading to the Mexican resort Las Ventanas, in Los Cabos.

It’s not surprising why: the luxurious Las Ventanas has the perfect formula for any traveler looking to escape a dreary winter. There’s a long, crowdless, milky-white beach that stretches for miles; giant suites with private Jacuzzis on big balconies overlooking the sea; and Mini Cooper convertibles and fully loaded Kindles to borrow.

But what really draws JLo (and fellow superstars like Leonardo DiCaprio, Charlize Theron, Adam Sandler, Fergie, Arnold Schwarzenegger, and Brad Pitt) is that the resort is private and remote. It doesn’t even have a sign. And when it comes to a getaway, “the number one thing celebrities look for is seclusion and privacy—places out of the reach of the paparazzi,” says noted wedding planner Mindy Weiss, who has organized nuptials for Jessica Simpson, Gwen Stefani, and Adam Sandler. Privacy at Las Ventanas begins at check-in, where there’s not even a desk. It’s handled in rooms so stars can come and go without being noticed.

Privacy is essential in cold-weather destinations, too, and part of Aspen’s appeal is that celebrities can just blend in—especially at places like the Little Nell. Right at the base of Aspen Mountain, the resort has been a celebrity hot spot for two decades, attracting the likes of Mariah Carey and Kate Hudson, who can mix in with minimal rubbernecking. “The celebrities really don’t stand out,” says Carol Hooper, the Little Nell’s head concierge, who has seen her share of A-listers eating burgers and going unnoticed during après ski, like any other guest. “They hang out in the lobby; they have lunch in the restaurants. They feel very comfortable here,” she says.

Another important element for stars: hotels that can handle any request. At the fashionable Setai in South Beach, which has played host to celebrities like Bono, Jay-Z, Beyoncé, and Leonardo DiCaprio, there’s a dedicated team of sales managers whose sole responsibility is to look after famous guests and be in touch with assistants and publicists. It’s one-stop shopping for anything the celebrity needs.

That person proved helpful a couple years ago, when an A-lister asked if one of the bedrooms could be converted into an exercise studio. No problem. And could the hotel bring a giant exercise ball? Done. And could that exercise ball be pink? Of course. The world’s best hotels get a lot of odd requests (see our story on outrageous concierge requests) but do their best to take care of their clientele—especially big names who are hibernating there for the winter.

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