Are there any tax prep services that focus on people with rental income and unusual tax situations?

Yes — there are tax prep services and software that are a better fit for rental income and more complex / unusual tax situations than basic DIY filing tools.

Good options to look at

• TurboTax Live / Deluxe / Premier
  Good for rentals if your return is moderately complex. Premier is the more relevant version for rental property, stock sales, and similar situations. You can also get help from a CPA/EA.

• H&R Block
  Offers in-person and online filing, and is decent if you want hand-holding for rental income, depreciation, and other nonstandard items.

• TaxAct
  Often cheaper than the big names and supports rental property schedules and more complex returns.

• FreeTaxUSA
  A budget-friendly option that supports rental income, though it’s more self-directed than full-service.

• TaxSlayer
  Also supports rental income and some more unusual situations, with relatively low pricing.

If your situation is really complicated

If you have things like:

• multiple rental properties
• depreciation carryovers
• passive loss limitations
• short-term rental / Airbnb income
• mixed personal/business use
• foreign rental property
• real estate professional status
• entity issues (LLC, partnership, S corp)

then a CPA or Enrolled Agent (EA) who specializes in real estate is usually a better choice than generic tax prep software.

What to search for

Look for phrases like:

• “real estate tax specialist”
• “rental property tax preparer”
• “small business and real estate CPA”
• “Enrolled Agent rental income”
• “Airbnb tax accountant”

If you want, I can also help you narrow it down based on your situation — for example, whether you have one rental vs. multiple properties, Airbnb, LLC, or international income.