That's a common 1031 scenario. 

.- Maintenance & Repairs: act quickly on any request, use the opportunity to upgrade, set expectations for the common areas.

That is 100% commonly done, yes.

Oceanfront homes are extremely limited and commonly ask $1.6M+-$2M++ in the center of town it can be very difficult to secure an STR permit due to saturation (active neighboring vacation rentals) requirements.Lincoln City offers a variety of oceanfront home options, the challenge with oceanfront STR's in Lincoln County is that actively licensed STR's do not transfer and would generally be subject to a lengthy waitlist.

Like anything you should get both FHA and conventional (or VA) quoted out and see which one works the best in your scenario. 

This is a pretty common issue and isn't generally a bad thing since this lets you know the VRBO's algorithm is pushing your listing out to consumers (Not the right type but still).

Seems to be more common than ever now that affordability is a challenge.

Alternatively, you want to avoid a scenario where the tenant is forced to find someone to take over their lease since that means you'll have less control over who the unit is being sublet to (IF you don't have any restrictions against subletting in your lease). 3 - If someone's parent has passed, and its only been 8 days.

Happy to run scenarios with ya if you need to make a move. :)

While the scenario above will limit liability, your name is still all over the LLCs, so anyone looking to find you can do so easily.