I just did a test entry of two 1099-misc, box 1 and it worked fine for me in Rental Properties (schedule E) in TT Home & Business. If both of these are for rental income on land that you rent out, you do not want to put one in Farm Income because Schedule F is subject to SE tax.
Attached is a page snip for one place to enter this 1099-misc. You can also try entering it in Rental Properties but be sure not to duplicate.