Maybe we can also take into consideration that we are talking about 2 completely different set of buyers.

We are still seeing positive cash flow deals here with lots of potential for appreciation. 

We are in Iowa.  

Once we are debt free we want to hit the ground running to avoid, "paralysis by analysis" as @Nathan Gesner mentioned. 

I have a couple STR investors do this here in the winter months depending on the events coming to town

It's all about risk in the event of a lawsuit, which can also usually be covered by insurance.- If you decide to have an LLC for each property, creating a Management LLC that all the other LLCs "hire" to run their books, will allow you to only require a bank accont for the Management LLC.2) You may not be able to do a Trust.

They wear like iron and still look great after 7 years of vacation rental use.Remember, you don't need to buy brand new.

I think that we are in a "What can you do that is really hard?"

we are experiencing something similar with a property in western nc. its a large investment home, in a good area. we offered it at 100 per sqft . we have not had the attention it should have . i assumed it was due to storms , elections, interest rates. i could be wrong we may pull it from the market and finish it.

The management company replaced some of them, however there are still several other fees related to the theft that we are trying to get reimbursed for (they told us we would not be charged, they charged us anyways).