(I use a calendar and put in everything there with reminders).

@Nicolas EscobarI wouldn't let a calendar month influence when you purchase. 

Repeat business and referrals is what we want, we earn more that way than percent profit, plus it adds to scale our business and keeps our calendars full.

If your goal is to own the property but have essentially no day-to-day involvement in the business of the vacation rental -- you don't talk to potential guests, you don't maintain the calendar, you don't coordinate housekeeping -- hire a real legal licensed vacation rental manager.  

Use the first day of a calendar month that is closest to the middle of the tax year.

My favorite technique, which can only be used once per calendar year, is the 60 day no penalty loan from your IRA.

I didn't let this stop me, I immediately entered it in my pipeline and started tracking the deal on a weekly basis by setting follow up reminders in my calendar.

According to my calendar I could be at some Real Estate related meetup group every week on Tuesdays, Wednesdays, and Thursdays. 

If you want to try renting it out for a while to capture some more equity build then keep an eye on the calendar so you can still consummate your sale so that you have lived in the house for 2 out of the previous 5 years (in other words don't own it more than 3 years after you move out).Many investors work hard to go the other direction and convert investment real estate into their primary residences for the incredible tax break.Couple this strategy with 1031 exchanges on your investment real estate and you will enjoy some nicely enhanced returns.

They include using contingency clauses in the Purchase and Sale Agreements, locking up the property through a lease with an option to buy, cooperation clauses where the other party agrees to cooperate with you, and Reverse 1031 Exchanges where you can buy and close on your Replacement Property first and then you have 180 calendar days to sell your currently property.