We partnered with a local kayak and SUP rental company in the same market and paid an annual fee that allows our guests to rent kayaks or SUPs from that company at no charge.

If you're determined not to list the property in order to fetch top dollar and are set on selling to this buyer, it may be worth bringing in an agent to manage the paperwork for a negotiated fee.

The toughest thing might be if you decide to use it as an Airbnb because the "income" of the property is a big factor in determining the type of DSCR lender that you can use.

I'm wondering if anyone has been successful at closing with this type of loan product and if so, what factors (credit/DTI/reserves, etc) were required for you to be approved?

My concern revolves around potential increases in taxes or fees for owning an investment property in NY while residing in FL.

Secondly, you might be unaware of the potential tax savings you're missing out on, which often exceed the fees paid to a CPA.

If I'm working with my leases, I do an amendment to the lease addressing any changes including new rent, who pays utilities, additional fees, etc. 

other factors are making it difficult too - there is lots of competition for deals, both on and off market; lots of good contractors are booked up; and lending has tightened a little, and it's harder to get a higher LTV.so again, i'm not saying you can't BRRRR - lots of folks are. 

That said, most will (at a fee) provide mobile notary services.  

Because a large percentage of the charges are base fees that do not change based on use!