I would calculate and compare the numbers of, first what the property might cost you to hold onto it versus selling and repurchase at a higher interest rate without a 1031 exchange.

Understand the fees involved and calculate the total cost for an entire year of management so you can compare the different managers.

In no way does a $4,400 repair or fence replacement extend the life of the asset and it is minuscule compared to the asset’s value.  

We have to do a calculation to see what your remaining entitlement will be and that will be based on how much your 1st home mortgage balances is as compared to the current Conventional Loan limits in the county that you purchase your second home in.

It's logical but will only appraise based on comparable sales and, if it's an area with few STR sales in the past 12 months, it will appraise just like an owner occupied home.

They shouldn't of course, but it's a distinct possibility. 

It is also relatively inexpensive compared to LLC formation, upkeep, and yearly registration/possible tax.The #2 point that makes this a mute discussion is you are not going to be able to move a property underwritten by a GSE (as most mortgages today are) into an LLC legally. 

It would help to compare your options.

Analysts predicted about 160k new jobs, so it's still slightly off compared to experts' best guesses.

How do the appreciation rates on these two properties compare to alternative investments?