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Legal

50 articles

STR Purchase Due Diligence. What Every Buyer Needs to Check Before Closing on a Short-Term Rental
Legal

STR Purchase Due Diligence. What Every Buyer Needs to Check Before Closing on a Short-Term Rental

Before you close on a short-term rental, verify zoning eligibility, HOA restrictions, permit transferability, and purchase agreement protections. A legal…

June 19, 2026 18 min read
Schedule E vs. Schedule C for Short-Term Rentals Which Tax Form Do You Actually Need to File?
Legal

Schedule E vs. Schedule C for Short-Term Rentals Which Tax Form Do You Actually Need to File?

Understanding Schedule E vs. Schedule C is the most consequential tax filing decision for STR investors. The wrong choice can…

June 17, 2026 19 min read
What STR Hosts Owe Guests Who Get Hurt. Liability Insurance Beyond AirCover in 2026
Legal

What STR Hosts Owe Guests Who Get Hurt. Liability Insurance Beyond AirCover in 2026

AirCover is not enough. If a guest is injured at your STR, the lawsuit comes against you personally. Here is…

June 15, 2026 14 min read
You Own STRs in Multiple States. Here Is What That Actually Means for Your Tax Obligations in 2026.
Legal

You Own STRs in Multiple States. Here Is What That Actually Means for Your Tax Obligations in 2026.

You closed on properties in Florida, Colorado, and Tennessee. Good for you. Now about those state tax returns you may…

June 12, 2026 17 min read
The World Cup Starts Today. Here Is the Legal Status of STR Regulations in the 11 Host Cities.
Legal

The World Cup Starts Today. Here Is the Legal Status of STR Regulations in the 11 Host Cities.

On opening day of the 2026 FIFA World Cup, a legal status report on short-term rental regulations across all 11…

June 11, 2026 16 min read
Cost Segregation Studies for Short-Term Rentals: How STR Investors Are Accelerating Depreciation in 2026
Legal

Cost Segregation Studies for Short-Term Rentals: How STR Investors Are Accelerating Depreciation in 2026

Learn how STR investors use cost segregation studies to reclassify 20-40% of property value as shorter-life assets and combine them…

June 9, 2026 19 min read
How STR Investors Are Structuring Their Deals to Survive City Crackdowns in 2026
Legal

How STR Investors Are Structuring Their Deals to Survive City Crackdowns in 2026

Moratoriums, commercial reclassification, and retroactive permit bans are the three biggest regulatory threats to STR investors in 2026. Here is…

June 5, 2026 13 min read
How to Finance Your First Short-Term Rental in 2026. DSCR Loans, Conventional Mortgages, and What Lenders Actually Require
Legal

How to Finance Your First Short-Term Rental in 2026. DSCR Loans, Conventional Mortgages, and What Lenders Actually Require

Most first-time STR buyers lose their loan on a legal issue they never thought to check before going under contract.…

June 4, 2026 20 min read
Taxes When Selling a Short-Term Rental in 2026. A Complete Guide to Capital Gains, Depreciation Recapture, and How to Minimize What You Owe
Legal

Taxes When Selling a Short-Term Rental in 2026. A Complete Guide to Capital Gains, Depreciation Recapture, and How to Minimize What You Owe

When you sell your STR, the IRS does not tax the full gain at one flat rate. Capital gains, unrecaptured…

June 3, 2026 19 min read
A Federal Judge Just Partially Blocked Jamaica Beach’s STR Ordinance. Here Is What Texas Hosts Actually Won and Lost.
Legal

A Federal Judge Just Partially Blocked Jamaica Beach’s STR Ordinance. Here Is What Texas Hosts Actually Won and Lost.

A US District Judge granted a partial preliminary injunction against Jamaica Beach's 2026 STR ordinance. One provision blocked. Most of…

May 30, 2026 11 min read
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