hey hey ksalyn65
welcome to the forum
how many is "we", any kids & ages? have you been before? what are you necessities needed, mobility issues, stairs/steps, budget in euros, cancellation policies read fine print. will you have a car or travel by train.
what part of tuscany are you hoping, it is a big area not a town, many are away from town central, which you will need a car to get around, if by train it will be slower. look at transportation routes within tuscany with trenitalia.com
if you do plan on having a car, you will need an IDP (aaa.com/IDP) for all drivers.read the rules, laws, ZTL zones, signage, parking which can be a real pain, if free, a charge, how far away in a garage, pulling pushing luggage on cobblestones/uneven pavement.
check-in is 3-4pm check-out is 10-11am, which is important and not waiting, sometimes hours with your luggage.
booking.com
you can also look for apartments on the site, on left put in your filters and look at map. if you find something, come back and ask question here for good bad and ugly. research does wonders before you get there.
are you flying RT to rome or doing a multi-city (into one city out from another, not 2 one ways). good luck & enjoy
aloha