Short-term rental is any rental less than 30 days and is subject to the primary residence rule and require a permit.

If you can do this non-owner occupied, you can look into hard/private money (they will usually not permit owner-occupied).

Investors should be able to apply for and receive STR permits under the same rules as owner-occupied properties.

Cannon Beach generally permits STR but one one occupancy per 14 days,  Arch Cape has a similar limitation with one occupancy per 7 days and Manzanita currently has a fairly long waitlist. 

I sourced the vacant lots, got them permitted, got the financing lined up, built them as the GC, then my wife leases them up and property manages.

I believe assisted care living is covered as automatically permitted in residential (assisted living considered residential - hospice is not residential due to being transitory). 

it's the free market it shouldn't' be permitted neither should zoning be restricted like you are talking about. those bills will never pass in landlord friendly states.

I'm not going to go through the list, as there's going to be some specificity depending on your state, but in mine (TN) the only thing that could be referenced is the broker can use best efforts to find a buyer, and is permitted to show the house to a buyer.

Make sure you hire a licensed architect, this project will need a building permit, and non-licensed designers cannot apply for a building permit. 

Can anyone please share things like permit info or other issues we need to consider.