Accounting & Tax
Stessa
Financial tracking and tax optimization for real estate investors
Free accounting tool for solo real estate investors
From $0/mo • No free trial
Comparison
Pricing, pros and cons, and buyer-fit side-by-side. Pick the one that matches your operation — or see why neither should.
Accounting & Tax
Financial tracking and tax optimization for real estate investors
Free accounting tool for solo real estate investors
From $0/mo • No free trial
Accounting & Tax
Trust accounting and bookkeeping built for short-term rental managers
Specialist bookkeeping for STR managers who actually need trust accounting
From $25 • No free trial
Pick Stessa if you're a self-managing real estate investor who wants free, unlimited property tracking with tax-ready Schedule E reports for your own buy-and-hold portfolio. Pick Clearing if you're a property manager running 10–300+ short-term rental units who needs trust accounting, owner statements, and multi-OTA reconciliation layered on your existing PMS.
Editorial perspective from the Stessa side; factual claims about Clearing are drawn from its review.
From $0/mo • No free trial
Essentials
$0/mo
Unlimited
Manage
$12/mo (annual) or $15/mo (monthly)
Unlimited
Pro
$28/mo (annual) or $35/mo (monthly)
Unlimited
From $25 • No free trial
Up to 5 listings
$25/mo
11-20 listings
$9.25 per unit/mo
100+ listings
$8.50 per unit/mo
Trust accounting add-on
$2.50 per unit/mo + $199-$499 setup
What Stessa does well
Comprehensive financial tracking with tax optimization
Stessa automatically categorizes transactions and generates tax-friendly reports, making tax preparation straightforward for real estate investors.
Free plan with unlimited properties
The Essentials plan offers significant value with unlimited property tracking, basic financial reports, and rent collection at no cost.
Integrated banking with competitive yields
Pro plan includes high-yield cash balances (3.98% APY) with FDIC coverage up to $3M, directly connected to property accounting.
What Clearing does well
Broad PMS and payment-processor integration coverage
The integrations page lists Hostaway, Guesty, Hospitable, Lodgify, OwnerRez, Stripe, and others — unusually wide for a bookkeeping-layer product, which reduces lock-in if you switch PMSes.
Trust accounting is the headline feature, not a bolt-on
The homepage title is 'Trust accounting for Property Managers' and the platform supports virtual bank accounts to keep owner funds segregated — a compliance step generalist tools push back to the operator.
Vendor case studies cite quantified time savings
Named customers on the customer-story page report cuts like 'up to 70%' fewer month-end hours across 300+ properties and one operator saving 50+ hours monthly.
Where Stessa falls short
Persistent technical issues with bank connections
Users report recurring problems with bank account verification and transaction syncing that customer support cannot permanently resolve.
Limited functionality for complex operations
The software lacks recurring bill/income features and detailed account tracking needed for sophisticated real estate portfolios.
Poor customer support responsiveness
Users on free plans experience slow email-only support, with reported resolution timeframes extending to months for simple issues.
Where Clearing falls short
Plan tier pricing requires a sales call
Both Pro and Ultimate plans show 'Talk with Sales' on the pricing page, and a third-party directory notes a demo is required before purchase. Apples-to-apples comparison requires booking a call.
Trust accounting is priced separately from the bookkeeping base
It's $2.50 per unit per month plus a one-time implementation fee scaling from $199 to $499 by portfolio size — meaningful budget for a 50-listing operator.
Very limited independent review signal
shorttermrentalsoftware.com lists '0 reviews currently listed' and Capterra/G2 don't surface a populated page, so buyers lean heavily on vendor-published case studies.
Pick Stessa if
Individual real estate investors seeking comprehensive financial tracking and tax preparation with unlimited properties on a budget.
Skip Stessa if
You run multi-entity portfolios requiring complex accounting, need dedicated tenant mobile apps, or require robust third-party integrations.
Pick Clearing if
Property managers running 10-300+ short-term rental units who need automated trust accounting, owner statements, and reconciliation across multiple OTAs and PMSes.
Skip Clearing if
You're a single-listing host, you need a PMS replacement (Clearing layers on top of one), or you require self-serve plan-tier pricing without a sales call.
Clearing
Specialist bookkeeping for STR managers who actually need trust accounting