Short term rentals for boat are an entirely different situation than short term rental of houses. That is because unlike houses, recreational
marine policies do not cover
commercial use, and rentals are
commercial use.
And short term
marine commercial policies are non existent or prohibitively expensive.
So you have to
work though a chartering company that maintains a blanket commercial policy for all of its
boats. And since January and February is peak chartering time in SW
Florida, I don't think you will find anything affordable.
FWIW I looked into short term- 3-4 month two bedroom
water front condo rentals in the Punta Gorda area in the
winter and they were running $4,000+ per month even through owner rental websites.
David