Ideally, it would provide QucikBooks-type reports and info for tax purposes, as well as track investments and expenditures in other investments.

I am working on something that I can create to plan for capital expenditures and longer term improvements/expenses.What am I missing?

On short months you may potentially have to sell your stock holdings to cover repairs/vacancy/capital expenditures/other perhaps even at a time when you may not want to realize a gain/loss on your stock or option positions as an example.

The allure of vacation rental property seems to surpass the mundane of just regular old rental property not at a great location.The mystic of resort property is so much stronger that people who would not buy rental property end up buying vacation property and rationalize the expenditure by saying that they'll get to vacation at their own place AND get renters to essentially pay for their vacations.

Not only do you need to determine how much it will cost to furnish, but also how long it will take you to recoup the expenditure.

The capital expenditures and repairs/maintenance figures are high for the trailing 12 months, so I suspect the broker would argue that the reason for the negative NOI is due to recent renovations.

Monthly outgo: $840 PITI + $110 Property Management + $50 water billMonthly income: $1000Mortgage remaining: $99,900Tax assessed value: $115,000I am feeling terrible about having to rent it out due to the break-even cash flow + the uncertainty of big expenditures.

If you need to lay out additional cash expenditures (deferred maintenance), the 1.5 calculation no longer applies as your "cash in" is higher.I would offer more in the $150 - 160,000 range and get closing costs included.

It is important to note that we are responsible for any capital expenditures.  

It is the big capital expenditures that don't come up every year which eat up the cash flow.