In Florida, short-term rentals (under 6 months) are subject to a 6% state sales tax and a 6% Pinellas County Tourist Development Tax (also known as the "bed tax").

Went big (5BR) and spent more than we wanted but so far so good (on track to be close to breakeven after 1 year).

@Scott Trench Had a deal close last month with a combination of your scenarios/players.

Before you get any further, if you haven’t, I would highly recommend writing out your specific investment goals, your reason for investing, how active you want to be, if you want invest close to home etc.

During the housing boom, it was the complete opposite—they even dropped realtor commissions to 2% and made buyers pay most of their closing costs.It sounds like a great time to buy. 

Designing and building single family homes with emphasis on build-to-rent juxtaposed built-for-sale are benchmarks that I am interested in making Americans' lives better through homeownership.How did you find this deal and how did you negotiate it?

You also might want to change the "Houses for Sale" link on your website to read something else.  

Purchase price: $420,000 Cash invested: $5,000 Sale price: $460,000Owner occupied, received multiple offers which we decided to sell opposed to hold

Purchase price: $279,000 Cash invested: $45,000 Sale price: $425,000 Off-market property I found, contacted the sellers and proposed a cash offer of $279K "as is" (suggesting we would clean out the entire property & dispose of whatever the sellers didn't want.).

Also, I have a month to month tenant in the SF, which could complicate the sale. - Conventional purchase with 20% down using a HELOC: Current cashflow from the SF could cover a big portion of the HELOC payment, but this starts to feel risky from a cashflow and funds available for rehab.- Conventional and move there/rent out my primary: Certainly the best option, but a hard no from my S.O.'