I have a 14 month old little boy also, who has been co-sleeping with me since he was about 5 months old. I had a really hard time with him sleeping at all on his own, even at naptime. He absolutely hates his crib! Screaming and crying happens a lot! Anyways, I've started school again so Marley is in daycare a few hours per day, where they take naps on a little cot. I brought Marley's favorite stuffy, a dog, and a very soft blankey and his daycare says he's started sleeping for an hour or more on his own and he snuggles with his puppy dog. I think this is a great transition, since he is still nursing and is used to nursing himself to sleep. At home, I've also made the spare bedroom into Marley's Bedroom, and let him start sleeping in a "big bed" (a twin). He's doing great sleeping on his own. He still wakes up a couple times in the night, so I go into his room and climb into bed with him until he goes back to bed. But I don't bring him into my bed anymore. I've been doing this for about a week and a half now, and Marley seems to be doing great. I think it helps that he knows that he's not totally on his own; that he can still snuggle with me. And in the morning, when he wakes up, I let him crawl into my bed and snuggle there. I dunno, something to think about. Oh, I also have the mattress just on a box spring, not a bed frame, so it's low enough that he can get in and out without hurting himself. Okay, well I hope this helps; good luck!
~ Mel