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Oprah: Antigua

Talk about luxury. Oprah has both a 60-acre Maui getaway and a 42-acre estate in Montecito, Calif., that she calls "Promised Land." Yet when she wants crystal-clear Caribbean water and perfect palm trees, she returns to her playground on Antigua, where Eric Clapton and Giorgio Armani are among her famous neighbors. Much like George Clooney's villa on Lake Como, Oprah's vacation home is featured in many of the boat tours that run along the beautiful coastline.

Silvio Berlusconi: Sardinia, Italy

For years Italy's prime minister and media magnate billionaire butted heads with Sardinia's president, Renato Soru, over development issues. The former sought to expand Villa Certosa, his 150-acre playground on the island's northeast coast. The latter had ordered no more construction near the shoreline. Berlusconi moved forward anyway and built an artificial lagoon, two more pools and even a James Bond villain-style underwater entrance; he classified the construction as a "state secret."

Roman Abramovich: Wildcat Ridge, Colo.

When he's not sailing on his 557-foot yacht dubbed "Eclipse," the controversial Russian billionaire playboy seeks out the world's best skiing. As the Daily Mail reported, Abramovich paid £18 million--at the time worth approximately $35 million--for a 200-acre ranch on Wildcat Ridge near Aspen. His neighbors include Jack Nicholson and Kevin Costner. It's a shame they aren't avid soccer fans: Abramovich also owns Chelsea Football Club, one of England's top Premier League teams.

Bill Gates: West Greenland

Since officially retiring from Microsoft in June 2008, Bill Gates has often traveled for work dedicated to the nonprofit Bill & Melinda Gates Foundation. When he needs a break from the African heat--where the foundation does most of its work--he's been known to hop in a helicopter to Apussuit Adventure Camp, a remote skiing resort 15 miles outside Maniitsoq, West Greenland. This resort has no ski lifts and, more importantly, no other people.

Lakshmi Mittal: St. Moritz, Switzerland

After this industrialist billionaire built his fortune in the steel business, he moved into a palatial residence in London's Kensington district. It might be hard to understand why he ever needs to get away from his estate, but when he does, he visits his home in St. Moritz, where it's not unusual to see nouveau riche Russians rubbing shoulders with Swiss blue bloods whose families have favored this Alpine getaway for decades.

François-Henri Pinault: Ibiza, Spain

Thanks to interests in fashion (Gucci), art (Christie's) and even luggage (Samsonite), the Pinault family wields one of France's largest fortunes. But when François-Henri Pinault--son of the empire's founder, François Pinault--wanted to woo his then-girlfriend, movie star Salma Hayek, he set sail for Ibiza. Soon after, tabloids ran picture after picture of the couple frolicking with friends and family in this elite playground off the coast of Spain. Hayek didn't seem to mind: She ultimately wed Pinault on Valentine's Day last year.

Ty Warner: Ty Warner Penthouse at the Four Seasons New York

Ty Warner earned his fortune as the founder and sole owner of Ty Inc., manufacturer of Beanie Babies. With this money, he purchased several of the world's favorite resort playgrounds, including San Ysidro Ranch in Montecito and Las Ventanas al Paraiso Resort in Los Cabos, Mexico. He also owns the Four Seasons New York, where a 4,300-square-foot namesake penthouse suite offers a 25-foot ceiling, a 360-degree view of Manhattan and virtually every amenity known to hoteliers.

Paul Allen: Octopus

Annual operating costs for a mega-yacht are said to run 10% of the ship's initial cost. For Paul Allen's 416-foot yacht Octopus, that's $20 million. At least the Microsoft cofounder gets his money's worth. This floating five-star hotel features a pool, a basketball court, a movie theater, two helicopters, a 10-person submarine, a jet-ski dock and a 60-person crew.

Richard Branson: Necker Island

This 74-acre private getaway near St. Thomas is owned by the Virgin billionaire. Surrounded by turquoise waters, the island is home to 101 flamingos and houses both a watersports crew that teaches guests how to kitesurf, snorkel and kayak and a personal chef. Most visitors to this exclusive paradise rent out the entire island, which can accommodate parties of up to 28 guests, and famous patrons have included Jay-Z, Mariah Carey and Oprah.

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