I have heard from some people, but have not gotten a definitive answer, that going through a deconversion process can substantially lower the yearly property taxes for the property.

As property values go up, investors can make a nice, tax free return on borrowed money.

I meet all the criteria for material participation and average stay under 7 days so I would be looking at a nice tax deduction against my W2 income.

Hello BP Family,I'm looking for some guidelines on doing STR mainly to help with tax-loss harvesting.

Keep in mind you have to pay taxes on that income as well it doesn't automatically come out. 3) I think as a macro market if rates actually do come down we will see another surge in spring/summer and strong market pricing.

   $250K tax-free. 

Maintenance costs in a resort area can also be higher than in non-resort areas.Regulatory Environment: Local regulations regarding short-term rentals can change, impacting your ability to rent out the condo or imposing additional requirements or taxes.

The city itself was very limited in tax revenue for decades because of its small size. 

We'd estimated rent to be around 4000/month – after mortgage payments and property taxes, we'd be left with only $700 per month of cash flow.

We are looking for recommendations of CPAs with experience with STR and real estate taxes in Puerto Rico.