Vacation Rental Tax Filing
Simplified, Accurate, Stress-Free
Our Vacation Rental Tax Filing service is designed to take this time-consuming, high-stakes responsibility off your plate so you can focus on growing your business.
Running vacation rentals comes with more than just property management; it means keeping up with complex state and local lodging tax requirements. At Keystone Bookkeepers, we make it simple.
Expert Tax Filing, Tailored for Vacation Rentals
Filing vacation rental taxes is not the same as standard income taxes. Every state, county, and municipality can have different requirements, deadlines, and reporting processes. Missing a filing or applying the wrong rate can lead to penalties that add up quickly and even worse, notifications sent to impacted homeowners.
That’s why Keystone offers a dedicated Vacation Rental Tax Specialist, a real human expert with years of experience in short-term rental tax compliance and multi-state filings. We don’t just plug numbers into software; we carefully manage your obligations, ensuring every return is filed accurately and on time.
Seamless Integration with Your Bookkeeping
Unlike standalone filing services, Keystone’s Vacation Rental Tax Filing is an add-on to our short-term rental bookkeeping packages. That means your taxes are filed in perfect sync with the rest of your financials, no gaps, no duplicated work, and no switching between platforms.
With bookkeeping and tax filing under one roof, you’ll benefit from:
Accurate reconciliations that ensure reported revenue matches filed returns
A review of your tax settings - we compare collected tax vs. what is owed to make sure you are not losing money anywhere
Streamlined workflows, we handle accounting, owner statements, and taxes in one place
Peace of mind knowing your filings are based on properly managed trust accounting
Scaled for Property Managers and Owners
Whether you manage a single vacation rental or a portfolio of 50+, our service grows with you. We work with property managers who use leading platforms like Guesty Pro, Hostaway, or OwnerRez, and we customize our filing process to match your operations.
You’ll receive:
Filing coverage for every jurisdiction where you owe taxes
Support for multiple states and localities, whether the filings are electronic or old-school paper application & check
Personalized reminders and updates on changing tax rules
Where We Differ
Other companies, like Avalara’s MyLodgeTax, offer automated, per-property filing at scale. While they provide a platform-driven approach, Keystone stands apart by combining bookkeeping, personalized service, and a flat-rate structure that doesn’t increase for every additional property.
Here’s a quick look at how we compare:
| Feature | Keystone Bookkeepers | Avalara MyLodgeTax |
|---|---|---|
| Pricing Model | $20/month per property (bundled with bookkeeping) | $39/month + $299 setup per property |
| Human Expertise | Dedicated Vacation Rental Tax Specialist | Primarily automated, limited support |
| Integrated Bookkeeping | Fully integrated with STR bookkeeping | You are responsible for reporting taxable revenue by channel |
| Onboarding Speed | Personalized, efficient setup | 30–60 days for licensing and setup |
| Rate Review | Compare collected vs. owed tax to ensure your tax rates are correct | No visibility into what you collected, increases risk of tax rate errors |
Why Work with Keystone?
You’ll always have a real person to call or email, no navigating automated support queues
Our tax specialist brings expertise in vacation rental filings and can walk you through any registration questions
Bookkeeping, tax filing, trust accounting, and owner statements, done together, done right
Add Vacation Rental Tax Filing to either our Trust Essentials or Full Suite bookkeeping plan for complete financial coverage
Focus on What You Do Best
At Keystone, we believe your time is best spent running your rentals, not chasing down tax deadlines. By outsourcing your vacation rental tax filing to us, you’ll save hours each month, eliminate compliance worries, and gain the confidence that every return is handled by professionals who specialize in your industry.
Vacation rental taxes are complicated; we make them simple.
Schedule a Call
Schedule a call to learn how Keystone can take the stress out of vacation taxes and let you focus on what you do best!