I wish I could answer your question for you, but only you and your family know your situation.

I have heard this type of tax situation is endemic throughout many property types all over the state.

Great write up, choose your poison, but different products are suited to different situations!

You don't want to put yourself in a situation where you are pinched to make things work personally or for an investment.

Although there are tons of student rentals, there arealso  tons of post-grad students, resident physicians and other faculty and staff (not to mention the non-UI demand) that make great renters for multiple years. 

I currently have the same situation. 

Understand exactly how big is the structure, how are you orient the structural, what's the access situation, parking situation, driveway, landscape, and waste water management. 

Explained the situation and he said it may be a challenge to get another conventional loan (investment loan is being considered as well but; Family loan = plan A, bank loan = plan B).We want to keep the property we live in now (since Oct 2023) and rent it out when we leave.

I had a similar situation with established snow birds renting Dec 15 to March 31 for a price that had not been adjusted for over 5 years.

Yes, we have ring cameras at multiple properties.