If you are committed to staying up in the mountains, you might as well consider house hacking a single family up there. 

I was 2 days away from that happening when the stay at home orders came down.

STAY AWAY!

Regular maintenance updates from your property manager—such as quarterly reports outlining requests, costs, and resolutions—can also help you stay informed and track spending trends over time.Building relationships with local contractors or networking with other investors in Cleveland can also be valuable.

Stayed the whole time in Manuel Antonio are except when we went out on adventures like fishing and ATVing.

Since you're already in Tampa, staying local for your first few deals can help you stay hands-on and learn faster.

Stay consistent with follow-ups, sharing updates on new opportunities.Pro Tip: Host a webinar or in-person event to connect with potential lenders and answer their questions.Why It Works:Credibility and transparency make lenders more comfortable investing in your deals.What Do You Think?

They've also said that you'll need to show something to prove that you've had at least one 2+ day guest stay in the last 6 months (to be grandfathered in), and recently have assured that your permit will be transferable should you sell the home.

You might find VRBO guests book longer stays, vs Airbnb that is weekend heavy.  

If you are going to get your license in Virginia I would plan to stay there for a decent bit(5+ years).