However, when it comes to peak season and holiday weekends keep a close eye on your comp set and go for premium pricing for far out dates.  

Are you using to sites like Listsource and Propstream to source leads?

A few interesting things but one in particular:3.7.1 To purchase a Subscription Listing, Host must make an order by means of the Site's online order form and pay Vrbo the fees for the relevant Listing, which may or may not be accepted by Vrbo ("Subscription Listing Fees").

If it gets rented the owner will update the listing with a new available date; if this moves by 30 days or more you can reasonably assume it rented.

This bill was sent out on 6/4 with a due date of 6/28.

I would begin marketing immediately, and mention it will be ready the date that you have very high confidence it will be available.The harder part is being selective what you show. 

Purchase price: $175,000 Cash invested: $90,000This was one of the hardest renovations we have completed to date, the house was very neglected for over 30 years.

I found all sorts of things to reference for an eviction including excessive damage to the property, signs of an animal, lack of yard maintenance, oil spill on driveway, smoke detectors removed, the unit smelled of smoke, appliances that came with the unit moved off site ect... 

Are you using any management Site like gesty to sync the different platforms? 

I copied this from the Chicago RTLO which is attached to the CAR lease:-Before a landlord can deduct expenses for damages from the security deposit, the landlord must provide the tenant with an itemized statement of the damages within 30 days of the date the tenant vacates the dwelling unit.