The plan would be to market the bottom level weekly during the peak season and split the off-season rental monthly and weekly.

What would be your plan for the property?

I am currently planning on purchasing a piece of land and building a spec house on it to sell.

Very comfortable with taxes, but haven’t done tax work for years, so sometimes I seek advice on things I’ve forgotten.No one is going to do the level analysis and planning that I do with my own taxes, so I’m fairly certain I’m saving a significant amount of money in legal tax avoidance. 

But you have to have a business Model for that plan.  

Establish a strong financial strategy that includes budgeting, various financing possibilities, risk assessment, and backup plans.

Thanks Jason,Yes, that is certainly the plan.

I will be in Tampa in a couple weeks and plan to explore neighborhoods a bit more.Trace 

The Sold properties will show you what these deals are actually trading for.In addition to this, since you're interested in multi-family properties, you'll also want to look up recently Rented apartments on these sites.

Thanks for the tip, it is actually on my to do list, I heard REIA talked about on the podcast and plan on searching for one in Utah.