Now, if you have a good Broker and he is set-up at 8 different lenders already and he/she is great at the processing and getting loans closed then I'd say they are worth their point. 

Quote from @Dennis Bragg: Hi Breeya,You’ve got a killer set of strategies already!

@Chris Kay beleive you can do DSR loans without a job as they qualify the property, not the borrower.You'd still need 20-25% down though.That's where you have a decision:- Pay down the mortgage, setting yourself up for a future refinance to free up your VA Entitlement.OR- Save up for your next acquisition.Only YOU can make that decision as you have to be comfortable with the increasing debt-load risk and the additional time to manage everything.

It's SEO for your website so you rank high when sellers search for a particular set of terms.

If you can strike a balance with mid-term stays, try setting clear end dates to avoid cutting into your peak-season potential.

I will deffinitely work on getting an LLC set up. 

Quote from @Angel Romero: You'll get plenty of advice on what to buy, where to buy, how to cash out equity, setting up an LLC, and other noise.

If you know a cash flow market well, you are set up to succeed there in both ways.

Pete Beach has varying STR rules in different areas, and each condo HOA sets it's own stipulation on 3, 7, 14, 30+ day minimums.

•Set up your EIN and operating agreement.2.Set Up Your Business Bank Accounts:•Open 3–5 business bank accounts to give your money purpose:•Income Account: For revenue and deposits.