While I do believe that some of the posters on BP are able to do a quality job self managing their portfolio of STR properties, they are spending a lot more time doing it than they’d like to admit.10 years ago in many markets STR provided outsized returns.  

Spreading funds across 2-3 properties could provide diversification and steady cash flow.

This is a physical asset, not paper, and it's providing consistent income.Albeit for your not understanding tax laws and depreciation, I'm wondering why there's a question as to what you should keep.You understand capital gains, but I'm pretty sure you're not familiar with depreciation and loan paydown.

@Morgan Vien For your Oregon rental property, forming an LLC in Oregon can provide liability protection specific to that property.

Big things is be realistic on timing and maybe provide a mover and or storage unit deposit as they may not be able to figure that part out on their own.

All that to say, I'm not sure when they will want to cash in and sell the lot due to the appreciation the subdivision has provided.

@Jason Lopez You don’t need an LLC to rent out a house in San Antonio, TX, but it can provide liability protection by separating your personal assets from your rental property.

Not here to provide an  endorsement or be critical of the lenders on this list but volume is not by any means an indicator I would rely upon when selecting my banking relationships.

Happy to connect and provide you with a list of the local meet ups. my cell and email are below! 

Sorry if this is long winded I just wanted to provide a decent chunk of information