Dear K.~
We switched our son to a toddler bed at 2. It took him a while to learn he could get out of bed...but usually when he awoke at night, he just cried for us to come to him...still does at 2 and a half.
As for putting them to sleep, we have a routine...for naps too (although not as long) ending up with a book or two WHILE HE"S LAYING DOWN. Then we turn off lights, draw curtains, put on music, and I will stay in his room (out of his direct eye sight while lying in bed) for 10 minutes or until a certain song on the sleep CD, to make sure he's still lying down.
With that routine, I can force him to sleep around 1pm. He fights naps so sometimes he does without and gets an early bedtime.
Naps at this stage are frustrating. I know he should be getting them, but he doesn't want them, and seems to okay without sometimes. Confusing. I actually use the threat of a nap to get good behavior (especially the late afternoon crabbies). If he can't pull it together, he's probably tired so I put him down for a nap. But many times he does improve and stops whining, etc.
The other thing that happens is I'm starting to do quiet time in his room about 3pm, (Because I NEED a nap) telling him when he gets tired he can go to bed..taking toys to bed, etc. Sometimes I go to get him up after an hour and he's in bed asleep! Hooray! Maybe some of these ideas will help. Good luck.