Pradeep,I definitely want to emphasize that a lender can invoke the "due on sale clause" and call the amount of your mortgage due if you transfer into an LLC later.I've heard this is extremely rare but it is still a possibility to be cognizant of. 

Hopefully it can provide you with a path on how to resolve your issue. 

Largest problem is there's very little comp data without going into surrounding cities that are definitely lower income, so that's not the best gauge.

Definitely must have a 2 night minimum stay and a 1-2 day window to book (no last-minute bookings.

Definitely my preferred investment method.

If I decide to move forward with the LLC, I would like to know where would be a good path to start.Thank you all for your time.

My honest advice- if you need help finding and screening tenants, then you definitely need help managing them too.

Definitely on the radar!

Even if early move-out fees aren't in the lease, they are responsible for rent until you get it re-rented, or the lease expires.The problem I see is that once they move out, they are almost definitely not going to pay you rent for any months they weren't there.

Time and Money CommitmentsTo get a real estate license, you will definitely need to sacrifice some time and money.