Month: May 2025

As the short-term rental market matures, many Airbnb hosts are looking to cash in on the equity they’ve built. But before you hit “sell” on that profitable listing, it’s crucial to understand the tax on selling Airbnb properties in 2025. Between capital gains, depreciation recapture, and state taxes, your profit margin can quickly shrink without… Continue reading Tax Implications of Selling Your Airbnb in 2025: Airbnb Calculator + 1031 Exchange Tips

Navigating the world of real estate investing is no small feat, especially with the ongoing changes in rental regulations by market and the growing influence of short-term rental platforms like Airbnb. One powerful tool investors continue to rely on is the 1031 exchange, a tax deferral strategy that allows you to sell an investment property… Continue reading 1031 Exchange Under Trump: STR Investors’ Guide to Deferring Capital Gains in 2025

With Donald Trump returning to the White House in 2025, short-term rental (STR) investors across the U.S. are reevaluating their strategies and for good reason. A new administration means a new regulatory environment, tax priorities, and investor sentiment. So, what does Trump’s second term mean for your STR portfolio? How will rental regulations shift, and… Continue reading Trump vs. Biden: STR Real Estate Strategies, Rental Regulation Shifts, and What Investors Should Know?

With short-term rental markets maturing and regulations tightening across U.S. cities, many hosts are considering a pivot: converting their Airbnb to a long-term rental. But is it the right move? Whether you’re managing a portfolio of properties or renting out your guesthouse, understanding the trade-offs between short-term and long-term leasing is crucial to maintaining healthy… Continue reading Converting Your Airbnb to a Long-Term Rental: STR Calculator Insights, ROI Trade-offs, and Pros/Cons

The House of Representatives has approved President Trump’s sweeping tax package (dubbed the “One Big Beautiful Bill”) by a 215–214 vote. This 1,116-page bill largely makes permanent many of Trump’s 2017 tax cuts and adds new ones (e.g. no federal tax on tips, overtime pay, or car loan interest). Crucially for real estate investors, the… Continue reading Trump’s New “Big Beautiful” Tax Bill and Short-Term Rentals

Short-term rental (STR) real estate has surged in popularity as a profitable investment strategy in the United States. From bustling urban Airbnbs to cozy vacation cabins, these properties are generating substantial income for investors while their values steadily appreciate. In fact, the short-term rental market has been expanding rapidly – Forbes reports it’s been growing… Continue reading Why Airbnb Real Estate Is a Top Investment Choice in the U.S.

Investing in short-term rentals (STRs) like Airbnb and VRBO properties can be a profitable strategy, but securing financing for these investments comes with unique challenges. Traditional mortgages often aren’t well-suited for vacation rentals – especially if the borrower is self-employed or lacks steady W-2 income – and many banks hesitate due to the unpredictable rental… Continue reading Short-Term Rental Loans 2025: The Complete Financing Guide for STR Investors