For example I have some bookings over the xmas holidays,  should I send the rental agreement now?

I think we're going to go with the gift certificate idea... feels fitting during the holiday season and also appropriate given the amount of time she scheduled around being home to let workers in the house, etc.

Simply send a notice to the tenant and the family friend that while you appreciate their tenancy over the past years, you have decided to sell at market rate and will need the property vacated within 90 days (or as required by law for this scenario, but give them an abundance of time, particularly considering upcoming Holidays) in order to prep for sale and start marketing efforts.

Happy holidays!

We were talking about dropping the rent from $1650 to $1600 to drive some interest knowing that we are approaching holidays and the slower winter season, but we just got our first solid applicant last night (Researched comps showed pricing should be: Zillow $1688, BP $1650, Rentometer $1600, two comps in neighborhood with 1 less bedroom are at $1600 and $1550 but they have been vacant for a while).

If anything your probably a giant liability and expense.

These groups are often in flux about where they meet, when they meet, how often they meet, so this is meant to be a general resource.NTAREI- https://ntarei.com/ Normally meets about 2x a month in North Dallas at the Holiday Inn at Preston and LBJ NE corner.

I know the market has shifted and its coming up on the holidays, so things are a bit slow.

Therefore, im getting into a place thinking is it because of the holiday season or i should just go ahead and less my rent.

The average days on market will vary depending on the where it is; the season that you are in (late November to February are tough - holidays, weather changes, etc.); the pricing strategy behind the rentals; what price point are the rentals looking to achieve (if it is at or above market rent it may take longer to find a tenant.