Actually, I believe that you would issue a 1099-NEC, and not a 1099-MISC.
In general, the 1099-MISC is for passive income; mainly rent and royalty income. The 1099-NEC is for earned income. That $11K you paid for tree removal was earned by the entity you paid. So a 1099-NEC is what would be issued to them. Note that if this 1099 will be issued for the 2020 tax year, then you'll be paying a late reporting fine, as you were required to have it issued not later than Jan 31 of 2021.
Generally, A rental property owner that reports rental income/expenses on SCH E as a part of their personal tax return doesn't need to issue a 1099 regardless of the amount. However, with the introduction of the QBI deduction, it's smart to issue one anyway, as it may help support any claim to that QBI deduction.
Now I myself don't claim the QBI for my rental properties, because I can't come anywhere even close to meeting the requirements to claim it. But still, if I was in your shoes because of the amount, I would issue the 1099 anyway.
On a side note, you paid $11,000 to remove one single tree? That's beyond outrageous to me, here in NE Florida. I just had a 70-80 foot tall maple removed from a rental property and it costs me less than $1000 for that. I"m just curious as to what makes your tree removal cost so much.
