You might be better with an experienced co-host and Airbnb expert and a handyman with cleaning crew.

You can't do it the same way as a regular IDX feed.

The lease termination fee needs to be paid at the time they request this, do not substitute the security deposit for this purpose.This will ensure compensation for time, money and effort needed for a tenant turnover, including advertising and showing costs, regular repairs, utilities during vacancy etc.

A rental just needs to be clean and servicable.

The only times that I've allowed this was a situation where there was a cleaning or a maintenance issue, which ultimately falls on me.  

I was going to run an STR in the home and he would enjoy a higher rent than from a regular LTR rental AND he would have the property managed too.All was going beautifully.

Both are on autopay, have insurance, keep their places clean, and are civil to each other.The upstairs tenant is a school teacher in her late 40's. 

.), where things are (cleaning supplies, trash, etc.) and points of interest in the area (such as local attractions and restaurants).As I am new and definitely still learning, if I missed something please let me know.Wish you the best as you get set up!

Sure it can be a write off, but my question is if it is the highest and best use of your time (or the given employees time) to be running a skid steer - transporting it, storage, maintenance, cleaning, etc, and if it still makes sense if you need to hire someone to run it for you and take care of the other things.Add up all those recurring costs - maintaining the machine, maintaining the trailer, having a large enough truck to tow it, insurance and registration for all of the above, your time or your employees time related to all of the above...even at $14k a year it might be attractive enough to keep paying that and having them drop it off at the job site for you.A brand new machine could easily cost you over 6 figures - that's 7 years of rentals at $14k/year before including all the holding costs. 

If the islands can clean up quick I think we will continue business as usual.