Despite the fact we’ve repeatedly referred the tenant to the lease and clause in question, as well as reminding him of the breaches, he thinks he’s moving out in mid-August at his convenience, and is expecting his deposit back based on leaving the house in move-in condition, which I can assure you they won’t judging from what we’ve seen so far.

Flip or cash flow them refinance repeat.

If you plan to make any money, then you do not want to visit as a snowbird... this is the absolute peak season and prices are frequently double.

Repeat as often as necessary.

What percent of their investors are repeat investors?

A couple years later, rinse and repeat.

Simply, because the cost of aquireing a new client is much higher than working with a repeat client.

The only issue we've run into is that before STRs were regulated in our city, the competition was so heavy that nightly rates were depressed to the point that they frequently fell below LTR rates. 

But you guys are right in that if they are paying a good amount and are good tenants i shouldn't sweat too much on these small request even though they are frequent. 

It sounds like what you are doing works, so why not repeat it?