Are you trying to write 5 separate mortgages at the same time for this group of 5 homes?

That means you'll need to split the land into two separate parcels.

Hi BiggerPockets community,I’m in the search of a new insurance policy for an Airbnb house hack.About the property:Located in Jacksonville FL Historic District-3/2 home that my girlfriend and I live as our primary residence-Detached Guest house that we currently rent on Airbnb with 2 night min stayWe’re looking for a policy(or open to separate policies for each) that would cover both the house and Airbnb rented guest house.Currently we have a policy through security first insurance that allows for short term rentals.

We currently live in different states  and plan to file our 2021 taxes separate.

Please tell me what you would do in my place instead.LAYOUT:There is a separate HVAC system for each condo, with the compressor outdoors and the air handler with the only return grille in the great room.The great room is long and skinny with 2 suites on each side, for 4 suites in all. 

I think it's worth easily $200k I owe $125k. my 4unit has separate utilities I only pay garbage.

If I should keep them separate, should that also be an LLC, S-Corp or something else?

Would you suggest separate bank accounts, I am not sure we need an LLC with this property at least not at first given that it is an ADU and we do not want to put our personal property into the LLC.As we are interested in getting more into real estate investing in the future i am using this property as a learning experience and a way to get all of our systems up and running.

You don't need a separate bank account for each property.

That is typically considered a separate fee from standard management services.