House Hacking - Renting out a house (LTR) with an ADU for Airbnb?

[Jingjing Yu]

To all the awesome landlord/rental experts out there, I have a quick question and would love any input you have:

Background: I purchased another property to be a rental but have to live in it for the first 12 months. So I am moving from my current house to the new house. I am planning on renting out the current house as long term rental but it has an ADU in the back that I am currently doing Airbnb.

The reason I am renting the house as long term rental and not Airbnb is that it would be more money (since winter will be the low season). But I am open to the idea of Airbnb both, it'll just be less money for the main house. I can rent the main house for $1600 a month while Airbnb would bring about $140 / night and a 40% occupancy rate (guestimating due to COVID). I tried using Airdna but I am not sure if their data is fully accurate for my region (they might be too optimistic).

Has anyone else had any experience with managing an Airbnb and a Long-term rental at the same property before (they share the same backyard)? Was it hard to find tenants that would agree to do this? Any other drawbacks and things I should consider? 

Would you just Airbnb out both properties for ease of managing? Or do you think LT Rental is easier to manage? I've done Airbnb before and I love cleaning so I don't mind having two Airbnb.

Much appreciate your time and advice. Attaching the photo of the house and ADU for reference :)

Current House ADU