- How long the unit sits vacant for repairs/cleaning, and finding a tenant- City/town/state the unit is inPlease respond with your thoughts, hopefully with the bullet points above as points of reference and stated as such in your reply (I know, I am asking for a lot from you all :) ) But, for example, a Class D property in Milwaukee, WI probably requires less turnover time, lower quality materials, not as precise of a paint job, etc, than perhaps a Class A property in San Francisco, which would require higher quality materials, higher labor costs, longer vacancy since more precise craftsmanship would be required, etc.

My priority is seasonality.

Yes, on paper you can do it, and seasoned investors with very close ties to the area are also successful. 

Break down your expected rents and occupancy rates per season (e.g., peak season, off-season, shoulder season).Weighted Average: Calculate the weighted average for the year by multiplying the expected rent by the occupancy rate for each season.

So many hosts in the area do not, and just lost all their income for the season!

Immediately started making minor improvements, due to hurricane season decided to remove one tree and trim a huge oak tree at the other location. 

After the seasoning period, buy another fourplex and move into it while renting out your old apartment.

How easy is it to find banks/lenders that offer cash-out refinancing with short or no seasoning periods?

#3 is a rule every new real estate investor (and many seasoned, including at times myself) need to remember.

I came in the middle of high season (11/1) and I was 43% in Nov, 64% in Dec.