Which of course is a very large range, but given the seasonality of short term rentals, the average monthly cash flow over the course of a year will likely end up near the middle of that range.In the most conservative case, if I long term rent the top unit and mid term rent the basement, I would estimate around $4,000/mo for the top unit and $2,200/mo for the basement unit.

For example, many hospitals are doing "seasonal" contracts internally.

Get someone in there for a few months and get through the winter season, then put it back on the market in the spring and look for a one-year lease.

That was my largest concern, was how quickly I’d get it rented out, especially during the holiday season.

If I do not have a W2, am I still able to refinance into a longer term mortgage after I season the property? 

If I do not have a W2, am I still able to refinance into a longer term mortgage after I season the property?

I am unsure if you are a seasoned investor but I have found multiple that are active on biggerpockets and do not get owner's title insurance for relatively new-build properties.Besides a potential Indian-native laying claim to a property or a ballistic missile destroying my property, I wonder what else makes owner's title insurance a good investment when I plan to circulate the property after 5-7 years. 

Online, it says that the best time for rentals is spring so I figured that I would use winter as a goal for purchase to give myself enough time to prepare the property for rental season in spring.However, what would you say is the best time to buy property?

Are you finding this to be very seasonal?

n These states will not allow for the program District of Columbia, Maine, Maryland, Nevada, Pennsylvania, Washington, West Virginia.At at 660 fico its 35% down, 680 fico its 30% down, 700 fico is 25% down, and 740+ its 20% down no income, min 12-24months of reserves required.20 maximum financed properties allowed and only 1 month of asset seasoning so you dont need 2-3 months of bank statements just FYI.Rates are in the 9’s and interest only is available for 25% down+, ARM’s and Fixed available.