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Stessa vs RentRedi: Complete Comparison for Landlords (2025)

Comparing Stessa and RentRedi? This comprehensive guide covers features, pricing, tax capabilities, and tenant management to help you choose. Plus, learn why LandlordTax.tech might be the smarter choice for tax-focused landlords.

⚡ Quick Verdict

RentRedi wins for tenant management (online rent, maintenance tracking). Stessa wins for portfolio analytics and being free. Neither excels at tax optimization. If you have 1-10 properties and prioritize tax savings over tenant management, LandlordTax.tech ($9/mo total) offers superior AI tax insights, 1099 generation, and credit card sync at better value than RentRedi's per-property pricing.

Head-to-Head Comparison

RentRedi
Best for: Tenant Management
$9/property

Scales with portfolio

✓ Strengths

  • Online rent collection
  • Tenant screening & applications
  • Maintenance request tracking
  • Lease e-signing

✗ Weaknesses

  • Limited tax features
  • No 1099 generation
  • No AI tax optimization
  • $45/mo for 5 properties
Stessa
Best for: Free Basic Tracking
Free

Limited features

✓ Strengths

  • Free forever
  • Bank account sync
  • Portfolio performance dashboard
  • Basic income/expense reports

✗ Weaknesses

  • No credit card sync
  • No 1099 generation
  • No AI tax planning
  • Aggressive upselling
LandlordTax.tech
Best Value
Best for: Tax Optimization
$9/mo

Total, not per property

✓ Strengths

  • AI year-end tax planning
  • Credit card sync (unique)
  • Unlimited 1099 generation
  • Flat pricing (5 properties = $9)

✗ Trade-offs

  • No tenant screening
  • No rent collection
Try Free for 14 Days →

Feature-by-Feature Comparison

FeatureRentRediStessaLandlordTax.tech
Pricing (5 properties)$45/moFree$9/mo
Online Rent Collection
Tenant Screening
Bank Sync
Credit Card Sync
Schedule E ExportBasicBasic✅ + AI Review
1099 GenerationUnlimited
AI Tax Insights
Year-End Tax Planning
OCR Receipt Scanning
Depreciation TrackingLimitedLimitedAdvanced

Pricing: The Hidden Costs

Real-World Cost Comparison (5 Properties)

RentRedi

$45/mo

$9/property × 5 = $540/year

+ Need separate 1099 tool (~$100/year)

Stessa

$0/mo

Free basic features

+ Need 1099 tool (~$100/year) + No credit card sync

LandlordTax.tech

$9/mo

$108/year (all properties)

✅ 1099s included, AI tax planning, credit card sync

Which One Should You Choose?

Choose RentRedi if:
You prioritize tenant management (online rent collection, screening, maintenance requests) over tax optimization. Best for landlords with frequent tenant turnover.
Choose Stessa if:
You want completely free basic expense tracking and don't need 1099s, credit card sync, or advanced tax features. Acceptable for very simple portfolios.
Choose LandlordTax.tech if:Recommended
  • You have 1-10 rental properties and prioritize tax savings
  • You want flat pricing (not per-property charges)
  • You need AI-powered year-end tax planning
  • You pay contractors and need unlimited 1099 generation
  • You want credit card sync for business expenses
Start Free Trial →

Save More on Taxes. Pay Less Per Month.

RentRedi costs $45/mo for 5 properties. LandlordTax.tech is $9/mo total with superior tax features.

14-day free trial • Cancel anytime • $9/month after trial

Stessa vs RentRedi: Complete Comparison for Landlords (2025) | LandlordTax.tech | LandlordTax - Schedule E Made Easy for DIY Landlords