You should get more nights in the smaller property that can still easily accommodate a family traveling, but is still inexpensive enough to make sense to solo travelers.Cleaning fee impact: Don't you collect this back from your guests?

It is a set price that you are going to get for it and if the deal makes sense with an 8% profit vs ARV (80% for purchase, 7% for realtor and closing costs, and 5% holding costs), it will be a good deal for you.Account Closed You are 100% right.

The HPR thing really annoyed me, it makes no sense to me.

Even in HCOL areas, adding an ADU typically does not make sense because developing a single small unit is the most expensive residential development that exists.Adding an ADU is a lot of work (probably more than a brrrr but with worse return), has poor financing options, typically adds less value than the cost of the addition, and detracts something from the primary structure even if it is just yard and privacy.Good luck 

Either way the numbers can still make sense.

Might make sense to pay the taxes and invest in something overseas...$.02

It's just common sense, but not really scalable as a business of its own IMO.   1.)

If it's something as easy as adding a parking pad then I would say it usually can make sense.

Quote from @Conte Cuttino: Makes sense @Andrew Freed so say if we I can make it additional legal space, do you think the 107K left in the property for the return is worth it or should I sale and move on? 

Thats how it makes sense from a business perspective.