Again, you may run into transfer limits with some of those other apps which aren't necessarily designed for the purpose of rent collection but the right landlord software can make this seamless for you.

I have already seen people trying to dump their purpose built rentals prior to completion.

For tax purposes, the IRS considers the average stay across the entire multifamily property, not just the short-term rental unit.

Tenant agrees to maintain all furnishings, furniture, décor, and household items in good condition and to use them only for their intended purpose.

I've helped several BP members acquire properties for the purpose of renting out on a short-term basis in the Joshua Tree area.First thing to know is info on the current regulation landscape.

I am afraid creating an LLC for the sole purposes of a master lease will only complicate litigation in the event a claim were to arise. 

I view the same as vacation homes, yes they may provide rental income when not there, but you will use them and they will most likely not cash flow so not great for investment purposes but lifestyle choice.

Most midterm rentals (like 1-6 month leases) usually don’t qualify for this, unless the average stay is kept under 30 days and you're really involved in guest services.For MTRs, unless you actually meet those strict requirements or qualify as a full real estate professional for tax purposes, it can be tricky to use rental losses to offset W2 income.

Like others have mentioned above, for tax purposes, you can only take bonus depreciation or accelerated depreciation (from a cost segregation study) in the year the property is placed in service, meaning when it’s first available for rent, even if it’s already tenant-occupied.

And, since you'd only be renting out rooms in the main living area, it would still all count as your primary residence sale - $250K of profit tax-free, and no need to do a 1031 exchange.If you were going to have more than the max in tax-free profit, or maybe build an ADU or something like that, you could separate the rented areas out and even depreciate them for tax purposes.