.- Capital losses can offset gains (Short term offsets short-term and long-term offsets long-term)- Tax loss harvesting - If you have other investments (At a loss) sometimes you're able to sell them and offset your gain- Charitable giving- Paper losses from your investment propertyWith some more information, we can hone in on which options would be applicable for you.Hope this helps!

Property tax is a very local issue, and the details of particular problems can vary widely based on the statutes in that state.I'm mostly wondering what issues people have run into , and if they've hired outside help to deal with those issues.

We are considering a STR option for this property for the summer months due to its proximity to the beach.

@Khalid Bryan another option if not affordable rental properties is if you would like to try the BRRR method I would look for properties that are not moving ready or maybe the condition prevents them for qualifying for an FHA loan or low down conventional loan, and do the necessary repairs to make it safe to live in clean and fresh.

Then, be aggressive about negotiating with the seller two options:1) Property vacant at close - you pay original agreed price2) Property NOT vacant at close - you pay orig price LESS an aggressive amount based upon above.Great advice - you should be embarrassed about how low the offer is you make!

Does anyone see any options for me here?

I would appreciate any advice on figuring out what we could charge for rent so that we can decide if selling or renting is our best option. 

You may also consider looking for lease with option to own opportunities, for the same reason; lower your down payment- then use the leasing period to build up what you need to exercise the option to purchase. 

Getting a partner is your only option.

Despite diligently analyzing Zillow and MLS properties, viable options seem limited.