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Accommodations for May trip to Italy

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Having a hard time deciding between Il Giardion Segreto in Pienza and Agriturismo La Crociona outside Montalcino as a base for southern Tuscany in early May. Has anyone stayed in either? Also, is anyone familiar with Ca San Trovaso in the Dorsoduro area of Venice (Calle Pometti) We're open to suggestions in the Amalfi area for 6 days. We're thinking 2 nights in Ischia and maybe 4 in Sorrento or Positano. Budget is $100 U.S. if possible. Not picky as far as B&B, small hotel, apt., etc. as long as it's clean and safe. Younger couple, interested in relaxing, history. We'll likely be taking train or other public transport to and from small towns in A.C. Thanks in advance for your help!

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