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
Category: 1031 Exchange
1031 Exchange Under Trump: STR Investors’ Guide to Deferring Capital Gains in 2025
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
Trump vs. Biden: STR Real Estate Strategies, Rental Regulation Shifts, and What Investors Should Know?
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?
Converting Your Airbnb to a Long-Term Rental: STR Calculator Insights, ROI Trade-offs, and Pros/Cons
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
Short-Term Rental Loans 2025: The Complete Financing Guide for STR Investors
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
What Trump’s Tax Cut Plans Could Mean for Airbnb Rental Investors in 2025
As tax reform takes center stage again in Washington, short-term rental (STR) investors should be paying close attention. With the Republican-controlled House set to reintroduce a key portion of the Trump-era tax cuts, and the Senate making procedural moves to advance the same agenda, the potential return of these tax policies could have major implications… Continue reading What Trump’s Tax Cut Plans Could Mean for Airbnb Rental Investors in 2025
Airbnb Rentals vs. Stock Market: Which Is More Profitable in 2025?
In 2025, U.S. investors are facing a familiar but important decision: should you invest in real estate—specifically short-term rentals—or stick with the stock market? Both investment vehicles offer opportunities for growth, but they come with different levels of risk, effort, and return potential. While the stock market continues to provide steady returns for passive investors,… Continue reading Airbnb Rentals vs. Stock Market: Which Is More Profitable in 2025?
FAQ: Cost Segregation for Short-Term Rental Investors
Introduction Cost segregation is one of the most powerful tax strategies for short-term rental (STR) investors, yet many still have questions about how it works, its benefits, and how they can apply it to their properties. Below, we address the most common questions to help STR owners navigate this lucrative tax-saving opportunity. 1. What is… Continue reading FAQ: Cost Segregation for Short-Term Rental Investors
The Ultimate Guide to Selling Your Short-Term Rental
Selling a short-term rental isn’t just about real estate—it’s about selling a business. It should be treated differently from selling a primary residence or long-term rental. When selling your Airbnb, the goal is to attract investors, so working with a real estate agent who understands the unique approach required for the vacation home market is… Continue reading The Ultimate Guide to Selling Your Short-Term Rental
Top 5 Investment Property Options for Your 1031 Exchange
Real estate investors often use a 1031 exchange to defer taxes when they sell one property and purchase another. Section 1031 of the Internal Revenue Code allows investors to exchange one investment property for another without incurring immediate capital gains taxes. The process is complex, and there are many rules and regulations that must be… Continue reading Top 5 Investment Property Options for Your 1031 Exchange
