There's another slew of agents saying to re-list in March due to seasonality while that point is both true and false the agents have zero problem with some forms of manipulation of the market.

Oysters have been killer this season.

I want my occupancy (and revenue) to be maximized so, for me, it's very important to have something unique that the other places don't have so my condos will stay rented throughout the low season and in case of a downturn in tourism.

Pretty much every interest or hobby that my kids have gotten into comes and goes with the passing year or season; however, the skills that I can teach them within that window of interest sticks with them (hopefully). 

The catch with the estimate is you may be wildly off since it's a new home and you don't really know what those bills will be until you've lived there a year (seasonal variability). 

Do not wait for the 30 days.A couple of options to raise money: If you receive at any given time a return during tax season.

I specialize in getting foreign investors started in Dubai and work with seasoned local companies who handle everything from start to finish.

Those seasoned 5+ years and doing what you want to do can be a stepping stone until you can go bigger and hire an expensive mentor.

If it were the off season and I was having trouble renting I may consider it again but overall I don't think it is worth the extra vacancy but if you are doing MTR it is definitely worth making the right connections. 

Would be nice to know a local GC here in the Tampa area that's seasoned in that kind of a task!