Every person and situation can be unique.

We held as primary for a year and STR for 2 years filing the appropriate tax declarations/forms etc. during each stage.

I dont post on facebook personally as I cant figure out how it works and or follow it.

Hi Warren,  I've only heard positive reviews about M&M but have not personally used them.  

What I'm asking you to imagine is the person who is scraping.

I’m curious how this situation was handled.Thank you  I would not cover any damage to personal belongings if you have a renter's insurance clause in your lease.

Find out the average lease time for your market and for the person asking you to sign.

Unless you got amazing supporting documents from the previous owner (a move-in checklist, pictures of the unit in the prior condition) it could be hard to make a case to keep the deposit.If you do keep the deposit and they file a claim against you and win they could get 3x that security deposit.

I'm looking at condos that are part of hotels/resorts, for occasional personal use (I travel a lot and need a place to come back to), and to have STR income when I'm away.

I could talk about this for 10 minutes straight and it's a pretty personal decision with positives and negatives to each.