The deal was successful and later on we sold the property at a significant profit and 1031 to something larger. 

There's a few different ways to focus on a lower rate such as with house hacking and making the investment your primary residence, requesting a significant closing credit from the sellers for standard rate buy-downs (which I've had great success with recently), or utilizing lenders who offer short term rate lowering solutions such as 2-1 rate buy downs (again, ideally paid for by the sellers).

Try to get as many units in the building as you can.To Your Success!

Circling back on this topic, curious on others' strategies who are having success on Booking.com concerning how you're handling payments.

—will be key to success!!

I'm trying to analyze my first property and not sure how to set it up to run the number using the calculator tools here. 2 of the units are successful Airbnb short term rentals, and the other two units are month to month rentals to existing tenants.

While there are some markets I feel are so saturated it is near impossible to be successful in todays market (Orlando), in most competitive markets you can be successful if a) have reasonable expectations and b) do everything right (price, location, pro design, pro photos, etc etc). 

You WILL be successful. 

Real estate success is driven by demand, it sounds like you will have more tenant options and higher prices in Ft.

Are there any markets outside Boston that any of you have had success with a house hack or tips to succeed in this type of market?