Only if you have additional cash rental not included on the 1099, you list gross rental income that you received for each property.[Turbotax has a entry field for each type payment]

No, if you enter the 1099 and then also enter rent, you will be double reporting the rent. I recommend you treat the 1099-MISC as if it was two separate forms, each one representing the rent for one property. Enter each of your "two" Forms 1099-MISC with the property it represents.  The combination of the "two" will total the actual amount the original.