Fleetio vs Stessa Pricing (2026)

How do these two stack up on price? Here's what each one costs, what you get, and where the value sits.

Fleetio Stessa
Starts at $5/mo $15/mo
Number of plans 3 3
Free plan
Free trial
Pricing model usage-based flat-rate

Price is one row. To weigh the features too, use our feature comparison template →

Essential

$5/mo

Professional

Popular
$7/mo

Premium

$10/mo

Essentials

$0/mo
  • Unlimited properties
  • Automatic bank feeds
  • Basic financial reports
  • Vacancy marketing
  • Tenant screening
  • Maintenance requests (new!)
  • Maintenance tracking
  • Online rent collection
  • Up to 1.88% APY on cash balances

Manage

$15/mo
  • One (1) eSignature/month
  • Schedule E report
  • 60+ legal forms and templates
  • Accelerated rent payments
  • Priority chat support

Pro

Popular
$35/mo
  • Unlimited portfolios
  • All advanced reports
  • Advanced transaction tracking
  • Budgeting and pro-forma
  • Unlimited receipt scanning
  • Unlimited chart history
  • Seven (7) eSignatures/month
  • Up to 3.24% APY on cash balances
  • Priority tenant screening
  • Priority phone support

Fleetio vs Stessa FAQ

Which one is cheaper?
Fleetio starts lower at $5/mo, compared to $15/mo for Stessa.
Can I use either one for free?
Stessa has a free plan. Fleetio doesn't — though they do offer a free trial.
How do they charge?
Different approach here. Fleetio uses usage-based pricing, while Stessa goes with flat-rate. That changes the math depending on your team size and usage.
Which one is a better deal?
Depends on what you need. Fleetio: Fleetio sits in the low-to-mid range on a per-vehicle basis, which makes it accessible for small-to-mid fleets that would otherwise get quoted enterprise-style custom pricing from bigger fleet management players. The annual-only requirement on top tiers signals they're optimizing for committed, larger accounts rather than chasing month-to-month flexibility as a differentiator. Stessa: Stessa sits on the cheap end of the property management software spectrum, especially with a genuinely usable free tier — most rivals gate core reporting behind a paywall from day one. They're clearly going after DIY landlords and small-portfolio investors who'd otherwise cobble together spreadsheets, not enterprise property managers.

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