
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."
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