I hope he does consider running again in the future. This was a tough election cycle. Rand had a lot of things working against him. Rise of Isis, running for Senate and President at same time (which required a lot of money from his campaign which was already limited on funds), and a lot of competition from other candidates who took parts of his message and ran with it.
If Rand decided to run in 2020, I don't see him facing as much competition (though I can se Cruz running again), and he wouldn't have to worry about his Senate seat. Really though, a lot of things can happen in 4 years time that can either favor another run or make it unlikely. Rand also may simply not want to run again. Some of the reasons cited for him not being a best fit as a candidate for President are some of the same reasons I like him. He isn't someone who is comfortable asking for money, and he is a family person which makes touring the country day in and day out very difficult.
I would love for Rand to run again, but we will just have to wait and see. If he does, hopefully the time will be right.