Keep in mind of the I/O(payments/period) and game plan on how fast you'd like to pay it down. 

Hey @Megan OConnor, I can't comment on the area specifically but it is doable.You need to search AirBNB and VRBO to get a look at the competition (don't forget to look at VRBO)You have to work into your plans the downturn during the off season.

Sounds like I've got the plan all laid out in front of me. 

HighLevelAccounting & Finance: What tools make bookkeeping and financial tracking seamless?

When considering a vacation rental property, it’s essential to have a backup plan and understand the numbers for annual leasing.

There is an much art as science in financial projections and numbers change with the market.  

We both run our own businesses but we feel that real estate will help make sure we both maintain our life plans of not needed to work as much any more.

Maintenance hasn’t been too bad so far, and I recently made the decision to sell my business, so now I’ll be living off my rental income.My question is: What should my plan be from here?

What are the financial metrics i should be asking for?

NYC laws around rentals—especially short- to mid-term—can be tricky, so you’ll want to avoid any compliance headaches.The biggest challenge with this plan is finding a rent-stabilized apartment that makes financial sense and actually gives you breathing room.