Hey, my wife and I own a variety of properties… warehouses, single family homes, self storage, commercial buildings, multifamily etc.My son is turning 18 in December.

Gotcha, do the STR insurance policies cover hurricane and other weather events that frequent the coastal areas?

Sounds like you have quite a wide variety of skills that will serve you well in this arena.

Properties rented for less than 15 days a year enjoy simple tax rules, while those rented more frequently face a complex set of tax obligations.

Hey, my wife and I own a variety of properties… warehouses, single family homes, self storage, commercial buildings, multifamily etc.My son is turning 18 in December.

Indeed, and depending on a variety of factors you can even use them to offset your w2 income 

We intended the property to cater to a variety of groups including corporate and yoga retreats.

Their setup does not ideally support frequent transactions in and out of your account, especially if you're looking to employ the infinite banking strategy.

Additionally, a higher occupancy often translates to more frequent disputes among tenants.

Peak months are February and March.For Key West, the same trend occurs but with less dramatic swings (likely due to the greater variety of listing types).What size property are you looking for?