We are fully booked for high season (Dec-March) through 2026.I know this is not the typical investment, so totally appreciate any advice anyone may offer.

., and we aren't even booked for the peak season still.

Identify experienced players in storage (there are some on BP) and see if they are willing to take on a “co investor”.  

No seasoning.

Engaging with seasoned professionals in your local community allows you to glean firsthand experiential knowledge, offering insights and lessons that may be unique to your area.

These places will be more expensive, for a reason.Now I do think that there is some opportunity in certain areas of upstate NY for short term rentals, however upstate NY is not a well established travel destination so your occupancy will probably be low and highly seasonal but this method is viable.

Also there is no seasoning for time needed to move into an LLC, there are just seasoning requirements on cash out refinances, but most lenders have no restrictions on these after 6 months.  

They have great colors of the year, of the season, and accents all the time that can help you make it a little more refreshing.

Carolina Beach since you're already invested in Wilmington and know what to expect from that market.AirDNA is showing Carolina Beach to have greater overall rental demand and investability, though it is extremely seasonal.

You just have to season the funds which means get it into a savings account 3 months prior to the purchase application.