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Making reservations in Italy

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My fiance and I are traveling to Italy in July for our honeymoon. We are flying into Milan, driving to Venice and then down to Tuscany and onto Rome. I have been to Italy prior but in the month of June, I was always able to pull into most towns and get rooms without reservations. Is July going to be more challenging to find rooms available?
Also, any must sees along our travels? We are wanting some small towns that are some hidden gems in Italy. :)

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