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Dream & Charme

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Potential clients are vetted through a rigorous process, and most properties aren’'t even advertised, including a five-bedroom villa (from $3,688 a week) with a botanical garden, on the island of Elba. While its “Dream” properties tend to be pricey, the “Charme” options are softer on the wallet, especially in areas such as Umbria and Puglia, which generally go for 20 to 30 percent less than their Tuscan counterparts. Case in point: the five-bedroom, five-bathroom Villa 0186, in the Umbrian countryside, which rents for $4,265 per week—or just $121 a night per bedroom. 

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