If you are struggling to find deals in your market, but have the capital and drive to obtain another property, I would research other markets based on your desired outcome- ie, midwest for cashflow, coasts for appreciation and desirable vacation destinations for STR.

In Destin/PCB, we only have so much land and we aren't getting anymore.

I currently have 6 months to 1 more year on my current project and I wont have a better idea how long left until about 1-2 months before and wont know my next destination until about 2 weeks before its time to move.

We went to Destin to look at a property that had incredible AirBnb rental history.

We went to Destin to look at a property that had incredible AirBnb rental history.

Since that’s my planned destination, I think forming a LLC to own the residential rentals and then once I’m ready to move to CRE that LLC has the needed history.  

Destination-specific things like beach chairs/umbrella, beach cruiser bike are also helpful since most probably don’t travel with them to begin with. 

Being from the midwest and having and selling multifamily that is what I would do lol but there may also be something to buying 1 short term rental in a vacation destination and getting started on your short term dream. 

Hi Tim,Maybe make it more of a destination by having some fun stuff spread around the acreage.A putt-golf place, archery classes, a kids play area with swings, and etc..., outdoor movies every Tuesday night, a small general store that sells "Hard Liquor", wine and beer, as well as hot dogs, chips and soda near the road so passersby can purchase too.

If you purchase a STR in an established vacation destination, such as a Florida beach town or the Smoky Mountains, it often comes furnished and you don't need to worry about setting up your unit.In a metro area, however, this is usually not the case, and is something many investors fail to take into account when running the numbers on a potential STR.