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Tax

34 articles

Montana Just Raised the Property Tax Bill on Short-Term Rentals by 127 Percent. Here Is What Investors Need to Know Before They Run the Numbers.
Tax

Montana Just Raised the Property Tax Bill on Short-Term Rentals by 127 Percent. Here Is What Investors Need to Know Before They Run the Numbers.

Montana House Bill 231 and Senate Bill 542 stripped second homes and STRs of their homestead exemption. Fall 2026 tax…

August 24, 2026 12 min read
How to Transfer Your Airbnb Property to an LLC Without Triggering the Due-on-Sale Clause
Legal

How to Transfer Your Airbnb Property to an LLC Without Triggering the Due-on-Sale Clause

Most STR investors think the Garn-St. Germain Act protects LLC transfers from due-on-sale enforcement. It does not. Here is what…

August 7, 2026 20 min read
Illinois Changed How Airbnb Taxes Work in 2026. Here Is What Hosts and Investors Need to Know.
Regulations

Illinois Changed How Airbnb Taxes Work in 2026. Here Is What Hosts and Investors Need to Know.

Illinois SB 3019 (Public Act 104-0468), effective July 1, 2026, shifts STR occupancy tax remittance to platforms like Airbnb and…

August 5, 2026 14 min read
STR Bonus Depreciation 2026. What the OBBBA Restoration Means for Your Year-End Tax Strategy
Short-Term Rentals

STR Bonus Depreciation 2026. What the OBBBA Restoration Means for Your Year-End Tax Strategy

The One Big Beautiful Bill Act permanently restored 100% bonus depreciation for STR investors in 2026. Here is the complete…

July 31, 2026 16 min read
Section 199A QBI Deduction for Short-Term Rental Owners. Does Your STR Qualify as a Trade or Business
Legal

Section 199A QBI Deduction for Short-Term Rental Owners. Does Your STR Qualify as a Trade or Business

Many STR investors do not realize their rental may qualify for the 20% pass-through deduction under Section 199A -- but…

July 29, 2026 17 min read
Short-Term Rental Self-Employment Tax. When Your Airbnb Business Crosses the IRS Line
Legal

Short-Term Rental Self-Employment Tax. When Your Airbnb Business Crosses the IRS Line

Most STR hosts pay zero self-employment tax. The moment you add hotel-style services, you trigger 15.3% SE tax on every…

July 22, 2026 17 min read
How to Report Airbnb Income on Your Taxes in 2026: What the IRS Actually Requires
Regulations

How to Report Airbnb Income on Your Taxes in 2026: What the IRS Actually Requires

First-year Airbnb hosts face a tangle of IRS forms, deduction rules, and reporting thresholds. This guide covers Schedule E vs.…

July 15, 2026 17 min read
Vacation Rental Property Depreciation. How STR Investors Calculate and Maximize Their Tax Write-Off
Legal

Vacation Rental Property Depreciation. How STR Investors Calculate and Maximize Their Tax Write-Off

Learn how to calculate and maximize vacation rental property depreciation. Includes worked examples, cost segregation strategy, passive activity loss rules,…

July 8, 2026 17 min read
Capital Gains Tax When Selling an Airbnb Property: What STR Investors Need to Know
Legal

Capital Gains Tax When Selling an Airbnb Property: What STR Investors Need to Know

When you sell an Airbnb property, two separate federal taxes apply: capital gains tax and depreciation recapture. Most STR investors…

July 3, 2026 16 min read
How to Use a HELOC or Cash-Out Refinance to Fund Your First Short-Term Rental
Legal

How to Use a HELOC or Cash-Out Refinance to Fund Your First Short-Term Rental

The average U.S. homeowner holds roughly $302,000 in home equity. Here is how a HELOC or cash-out refinance can fund…

July 1, 2026 17 min read
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