Look for properties with similar attributes (bedroom count, bathroom count, etc.) in similar locations and get a sense of the range they rent for.

A lot of it can be attributed to what I call BFT...Bigger Fool Theory...the wholesaler is simply throwing mud at the wall in hopes he/she happens to find an investor who doesn't know values for the area. 

Having good relationships with all of my vendor partners is HUGE and that is what I attribute my successful projects to.

Part of this is relative value in the location or property attributes.

I'm not sure if it should be attributed to the Holidays, or something else, but here's the current listing, which is almost identical to the summer listing (just added more wintery wording such as "cozy up by the fireplace...").

Keep your records straight so that you know what income/expenses are attributed to where so that you can properly report them on your tax return. 

My CPA years ago advised me to file a partnership tax return and attribute the income and expenses to the partnership (so essentially we treat the taxes exactly the same way we would if we had created an LLC and deeded the property over to the LLC).  

Being young and ambitious is great, however a lender cares about neither of those attributes. 

For quite awhile, I would use my company card to cover the costs and then reimburse my company on the monthly Profit and Loss statements, attributing it as a maintenance cost, and reducing their yield.

But many regretted not having the money to be living the balance of their lives outside of a convalescent home... and many attributed their situation to poor financial decisions when they were young.