Really is amazing how many visitors flock to the island for summer vacations. 

High school math teacher here...extremely fed up with lack of funds all year round leading to tight spending during vacation. 

And there are different types of speciality...residential, commercial, vacation rentals, HOA, etc.  

Our kids loved it so much we were thinking about investing in a vacation property there.

I bought a 1st position NPL on a home in Tulsa OK from Granite early last year and found that the borrower already vacated. 

I wanted to get into wholesaling for similar reasons, I want to progress into flips, buy & hold, and vacation rentals but need to build on the capital. 

You can deduct personal expenses on a vacation home for the portion that you use it on schedule A, subject to limits on mortgage interest deductions, and AMT.

Buy it, tell them they must serve notice for him to vacate immediately, and move forward.I expect you intend to hold the deal? 

I purchased a condo in 2015 with the goal to use it as a vacation rental.

if you own these properties free and clear than sell them.. do an emergency vacate for you tenants and owner finance them with 10% down and sell them at 10% above market value to make up for the underwater