Who is going to change the air filters in the HVAC system or mow the lawn?

I am currently using Air bnb, Homeaway and recently used Craigslist in NYC. all the best, James

Here in New York, it's kind of up in the air. 

While the IRS does not mandate a physical site visit, the IRS cost segregation audit technique guide (ATG) does suggest conducting “field inspections.”It’s important to note that the ATG is not an official IRS document.It serves as a guide and cannot be used, cited, or relied upon as an authoritative source.However, the recommendations in the ATG are worth considering.According to the guide: “A field inspection is recommended to document the physical details of the building, type of construction, materials used for construction, the assets contained in the building, the size and types of building systems, and any land improvements that were included in the purchase of the property and the condition of that property at the time of purchase.”So while the IRS does not require a site visit for cost segregation studies, following the guidance from the cost segregation audit technique guide can be beneficial.

In our property, the house was open to the air in the damp environment of coastal Florida, no heat or A/C at the house.  

How can I optimize my situation to be at least break even or, even is short term like air bnbs andvacasas reay good?

The house is in good condition, AC and roof are 5 years old.Generally I keep $2000/year towards maintenance when I buy houses that are 5-15 years old in this price range.

If mold remediation is done by a handyman without air sampling or post-remediation testing, it can lead to issues during the sale.

& different parts of the asset can be depreciated on different schedules.To find out the useful lifespan of each component, you do a cost segregation study to analyze all of the parts.The raw land can't be depreciated so you start by giving that a value first.But other items can be depreciated on a quicker timeline.A roof, road, sidewalk, fencing, walls, gates, doors, latches, flooring, air conditioners, pavers, curbing, landscaping, etc.The IRS has a depreciation schedule for each type.Some parts are 5 yrs.

Remember to always budget 10-25% (depending on age/condition) extra as a buffer.