Popular places to vacation are always a good bet.I suppose there are some developments coming in some states that will drive more tourism.Beach, lake, mountains, etc.

The equities side is actually a hedge; you're really 67%-80% betting on debt. 

Your best bet is to borrower the downpayment (although, if your property doesn't debt service, you won't cash flow)

Rentometer as @Tommy Katzenellenbogen said would be another fantastic bet. 

Those 4 tend to be the most popular sites for mid term rental listings.

I’m betting someone who rents out 1950’s homes in the Midwest would use a percent higher than 0%. 

If you're going down to the studs in the bathroom already, tearing out the window trim/stool/apron is probably the best bet.  

Sorry to not offer a connection, but for this one I think your best bet is to find the "land specialist" realtor in the area and get a CMA.If you want an extremely precise number hiring an appraiser is most likely the move. 

Others suggestions of a HELOC or DSCR loan may be a better bet for you with less tax return type of requirements.

I'd bet that you'll be able to refinance within those two years and your returns will look better.