Hi Jessie,
Mine are free-roamers. We started out by having the first bunny in a cage at night and when we were at work, but after a few days we felt sorry for the little fella...and that was the beginning of a free-roaming era in our house. It has caused no problems at all. Sure, we have lost quite a few mobile cords and some shoes the first couple of weeks, until we learned not to have these things lying around. And honestly, these things were often chewed even when we were there, so it had nothing to do with being free roaming.
I have a cage for the bunnies with their food, their toilet and water. I tried doing without it, but then they started peeing around the bedroom (where the cage was), so I quickly learned that they need their own area. It's their comfort zone. Of course, I wish they could live without the cage, but I have accepted it and just covered it with a black cloth.
I have not been worried at all with them being free roamers. And I have never had any reason not to trust them. When I come home from work, they are sleeping in front of the door waiting for me. I wouldn't be able to get that kind of welcome home greeting if I had them caged while away
Those days when I have been working at home, I have noticed that they go into the living room to sleep under the table, and do some occasional fooling around before falling asleep again. So they are actually not getting into trouble during daytime.