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First Trip to Italy for my Big Family

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Hi! I am a twenty-something looking to take my parents and relatives to Italy for a group-trip from Colorado. We are all Italian/Catholic in heritage (with no living relatives in Italy unfortunately), but most of us have very little experience with international travel. There will probably be 10-12 of us travelling, and I am hoping that we can hit the most common/classic places, such as Venice, Florence, and Rome. Here are some more details:

-The age range of travelers is 16-70 years, everyone is mobile, but some prefer not to walk really long distances

-We plan to go right after memorial day for 8-10 days (early June 2017)

-Ideally, I would love for lodging to be $40-80 a person per night, total budget of about $3000 a person including flights.

Any suggestions for houses to rent that sleep 10-12 in the areas I am looking at? I am open to Air Bnb/VRBO. Any suggestions on how many days to spend in each location, and how to get between them? We are open to renting some vehicles and scenic drives for sure. Any advice is appreciated! Thanks!

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