Stanbr beat me to it (we are a tag team) but I win, because I have a specific suggestion. I think it would be very rewarding to stay in a beach complex just outside of Chania, but accessible to Old Town by local BUS, so various segments of the family can enjoy activities independently. From everything people tell me, trying to deal with 14 people in ONE villa is almost impossible (anywhere outside of Northern Italy, which was richy-rich in the 1600s thus has huuuge villas). Aside from scarcity of such buildings, there's always the problems of too many people for too few bathrooms, crowded kitchen, and noise noise noise when grandparents want to read or nap. Not to mention that villas usually are up in the hills, away from transport & beaches, so there's need for multiple rental cars, and to think about coordinating, to go anyplace & return all at once, gives me a headache right now.
A much better solution is a multibuilding facility right on a beach where you can get several apartments, with 1-2 large enough for when you want to make & eat meals altogether. Here's one I discovered that's mainly used by Europeans, to which I've sent several Americans. all of whom loved it. It has reviews of 4.5/5 which is pretty good! They don't have their own website now (it disappeared in the pandemic) but all to the good. because this gives the clearest detailed overview - http://www.travel-to-crete.com/hotels/chrissiakti/goldensand/ They have 2 buildings, with apts. of various sizes (all w kitchens & balconies).. they're about 100 yards from Chrissi Akti beach (that's actually Greek for "Golden Sands"), and also has on-site pool, restaurant, game rooms, even a "supermarket" for food & snack needs. The local bus stops right there, so sightseeing in/around Chania is extremely easy without rental car. Once you all are ensconced, you can do car or van rentals (ordered ahead) if you want to venture into the mountains, or to famous ruins, etc.
On that website, it gives the option of booking online OR sending an email. I strongly urge you to do the latter, because you can investigate & get full information before making any commitment. Email allows you to describe your group segments in detail, and specify the accommodations you hope to get for each. This is a famlly-owned and managed property, and for Greeks, hospitality is personal. If you write politely and with enthusiasm, describing your eagerness to see their beautiful island (and throwing in some compliments about having heard such Wonderful things about their place), I guarantee their response will be warm and helpful. Doing this, in the past, I've often made friends with a hotelier before even setting foot in the place. (BTW, if you don't get a fast response, write again -- Nov-Dec is usually the limited "time off" for Greek hoteliers after a long & busy season, & they may be away from the office for a bit). Trip Advisor has reviews that tell a lot about facilities (there is only 1 Wacko negative review -- which is a mistake, refers to a totally different plac, different isle!), the rest are good, from French, British, Dutch recent guests.
