Short-term rental
field notes.
← All blog articles

STR Tax Strategy

20 articles

STR Tax Strategy

Cost Segregation for Short-Term Rentals: Accelerate Your Tax Savings

How cost segregation studies unlock massive tax deductions for STR investors..

Read more
STR Tax Strategy

The STR Tax Loophole Explained: How Real Estate Offsets W-2 Income

Complete explanation of the STR tax strategy allowing rental losses to offset W-2 income..

Read more
STR Tax Strategy

REPS Qualification for STR Investors: Real Estate Professional Status

How to qualify as a Real Estate Professional and what it means for STR investments..

Read more
STR Tax Strategy

Bonus Depreciation for Short-Term Rentals: 2026 Update

How bonus depreciation works for STR investors in 2026 under permanent 100% provisions..

Read more
STR Tax Strategy

The Augusta Rule for STR Owners: Tax-Free Rental Income

How STR owners leverage Section 280A to rent their property tax-free for 14 days per year..

Read more
STR Tax Strategy

Form 3115 Lookback Method: Recapture Missed STR Depreciation

How to use Form 3115 to claim depreciation deductions missed in prior years..

Read more
STR Tax Strategy

S-Corp Election for Your STR Business: When and How

When S-Corp status makes sense for your STR business and how it saves on self-employment taxes..

Read more
STR Tax Strategy

STR Tax Deductions: Every Expense You Can Write Off

Comprehensive list of every tax-deductible expense for short-term rental investors..

Read more
STR Tax Strategy

1031 Exchange for Short-Term Rental Properties

How to use 1031 exchanges to defer capital gains taxes when selling STR properties..

Read more
STR Tax Strategy

Quarterly Tax Planning Calendar for STR Investors

Month-by-month tax planning guide covering estimated payments, deductions, and filing deadlines..

Read more
STR Tax Strategy

How to Track Material Participation Hours for Your STR

Step-by-step guide to documenting material participation hours for the STR tax loophole..

Read more
STR Tax Strategy

STR Depreciation Recapture: What Happens When You Sell

Understanding depreciation recapture taxes when selling your short-term rental property..

Read more
STR Tax Strategy

Home Office Deduction for STR Investors

How to claim the home office deduction when managing your STR business from home..

Read more
STR Tax Strategy

Travel Expense Deductions for Remote STR Investors

How to deduct travel costs for managing out-of-state short-term rental properties..

Read more
STR Tax Strategy

Entity Structure Comparison for STR Investors: LLC vs S-Corp vs C-Corp

Detailed comparison of entity types for short-term rental businesses..

Read more
STR Tax Strategy

How to Hire Your Kids in Your STR Business for Tax Savings

Legally hiring your children in your STR business to shift income to lower tax brackets..

Read more
STR Tax Strategy

State Tax Considerations for Multi-State STR Investors

Navigating state income tax obligations when owning STR properties in multiple states..

Read more
STR Tax Strategy

Opportunity Zone Investing with Short-Term Rentals

How to combine opportunity zone tax benefits with short-term rental investing..

Read more
STR Tax Strategy

Health Insurance Deductions for Full-Time STR Investors

How self-employed STR investors can deduct health insurance premiums..

Read more
STR Tax Strategy

Retirement Account Strategies for STR Business Owners

Setting up Solo 401k, SEP IRA, and defined benefit plans for STR business income..

Read more