I used the lower of rent amounts for analysis. https://www.biggerpockets.com/analysis/rentals/ee5f6928-93ce... is link to the BP Calculation on it.

@Avani Patel If it hasn't been created yet, if someone were able to do that at the property level, they'd be a gazillion-aire!

I have lowered the price significantly this year. 

If it's currently an STR they should be able to provide you with the p/l statement from prior years so you can see gross rents, operating expenses, average daily rates and occupancy levels.

Question: Should I collateralize the loan (if using private or hard money), or rely on roll-over loans (to maximize the lower points and 3-4% rate)?

I will be lowering the asking price and seeing if that will help in the sale of these properties.

I'm starting out at level 0.

The lower rate or longer term can also make the payment more affordable. 

Get a nice downpayment (lower LTV better)Hope this helps

There's many other options in real estate such as syndication and note investing depending on your level of involvement.