How is this not a Real Estate destination?

As you have indicated, you have grew up in the area, you will appreciate how much the water parks have contributed to making the area a 4 season resort destination.

If it's blocked out for any period of time, the irs categorizes it differently so we won't block it out but I'd consider raising the rents during that period.That said, it's in North East FL, St Augustine, where the spring and summer is in demand but the rest of the year is not "slow". 2 miles from great beaches, walking distance to the Old Town and National Monument, wedding venues, concert hall, marinas, tourist destination.

The days of finding such deals by cruising real estate sites or driving around are pretty much over.Rents rose about 9% in 2020, and we expect the same or more in 2021.The average time on the market for most of our client's rentals is under seven days.

We are a destination the world over for tourist and foreign nations seeking a better life.  

That's a lot of cruises, trips to the Frio, atv trips to Mena and snorkeling trips to Cozumel/Honduras at the Money Bar/Half Moon Bay.  

The San Diego cities that are not considering STR regulations are primarily the ones where STRs are not a problem because they are not destination locations.So I suggest you wait for STR regulations to be worked out before purchasing in San Diego with the hope of having an STR.We own a single San Diego duplex STR (most of our units are LTR) that has been an STR for over a decade. 

I am about to purchase about 900 leads from List source broken down by:Targeting 1 Zipcode (highest Cash transactions within last year)50-100% Equity3-5 Bdrms/ 2-4 BathSFRAbsentee In/Out of StateLast Market Sale Date: 1900-2002Total Assessed Value: 50,000-200,000 (Median Sale Price ~$170,000) -- **Uncertain about this oneExclude: Trustee & Corporate OwnedWith all that, I still have about $200 left over per month (this is stretching the budget :) ) and I had a couple of ideas:Hire a VA to either cruise Google Maps for Vacant properties and/or Cold Call FSBO ads on Craigslist - If anyone has any experience with this I would love to hear about it.Hire bird dog on CL - Cover their gas and pay either per qualified lead and a finder's fee for any closed deals. 

I live on the coast of Mississippi and generally, in my opinion, Jackson is not a destination. 

Hey bud just go on AirBnB as a guest and cruise the listings near this property.