Guesty vs PropertyBoss Comparison
Guesty
Starting at Contact for pricing
- Free Trial
- Medium Business
- Small Business
Say goodbye to the tedious task of managing your short-term rentals with Guesty - a powerful Property Management Software. Increase your listings by 100% and boost revenues by 150% while saving more than 50 hours per wee…
PropertyBoss
Starting at $1.25 /Month
- Large Enterprises
- Medium Business
Discover the best rental property management software in PropertyBoss - your all-in-one solution for property and association management as well as student housing communities. With its powerful and user-friendly feature…
Guesty leads on user satisfaction with a 4.5-star rating across 449 reviews.
Guesty vs PropertyBoss — at a glance
| Feature | Guesty | PropertyBoss |
|---|---|---|
| Rating | 4.5 / 5 | 3.9 / 5 |
| Reviews | 449 | 16 |
| Starting price | Contact for pricing | $1.25 /Month |
| Free trial | Yes | No |
| Free version | No | No |
| Best for | Medium Business, Small Business | Large Enterprises, Medium Business, Small Business |
| Category | Property Management Software | Property Management Software |
| Platforms | SaaS/Web/Cloud, Mobile - iOS | SaaS/Web/Cloud, Mobile - Android, Mobile - iOS |
| API | Available | — |
| Support modes | 24/7 (Live rep), Online | Business Hours, Online |
| Certifications | GDPR | — |
| Data residency | US | US |
Key differences between Guesty and PropertyBoss
- Pricing: PropertyBoss starts at $1.25 /Month. Guesty pricing is not publicly listed.
- Free trial: Guesty offers a free trial; PropertyBoss does not.
- Target audience: Guesty is built for Medium Business and Small Business, while PropertyBoss targets Large Enterprises and Medium Business.
- User satisfaction: Guesty scores higher with a 4.5-star average.
- Deployment: Guesty supports SaaS/Web/Cloud, Mobile - iOS; PropertyBoss supports SaaS/Web/Cloud, Mobile - Android, Mobile - iOS.
Guesty vs PropertyBoss — find the better fit before you commit.
Which tool fits your team best
Which is actually cheaper for your team size
Where each product wins, per real buyers
Most Property Management Software tools look identical on paper. This comparison cuts to the differences that matter — pricing structure, team fit, and what real buyers found after signing up.
Biggest differences
Features
Pricing
Buying details
Security
Buyer feedback
Integrations
Product tour
Other options
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Biggest differences
Start here before you go deeper into features.
Medium Business, Small Business
Large Enterprises, Medium Business, Small Business
Guesty typically suits Medium Business and Small Business. PropertyBoss tends to fit Large Enterprises and Medium Business better. The right choice depends on your team size, workflow, and whether a free trial matters.
Description | Say goodbye to the tedious task of managing your short-term rentals with Guesty - a powerful Property Management Software. Increase your listings by 100% and boost revenues by 150% while ... Read More about Guesty | Discover the best rental property management software in PropertyBoss - your all-in-one solution for property and association management as well as student housing communities. With its ... Read More about PropertyBoss |
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Entry Level Pricing |
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Free Trial Availability |
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User RatingsBased on verified Spotsaas reviews | ||
Get pricing help | Get pricing help |
Software Demo
Demo |
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Compare Guesty and PropertyBoss on pricing
Review starting price, plan structure, and free-trial access side by side so you can see which option fits your budget and buying process.
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Pricing Plans |
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Pricing Page |  | Pricing information not available |
Other Details
Organization Types supported |
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Platforms Supported |
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API Support |
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Get help choosing | Get help choosing |
Security & Compliance
Certifications, data handling, and security controls for IT and compliance evaluators.
HIPAA | ✗ No | ✗ No |
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GDPR | ✓ Yes | — |
Data Encryption | ✓ Yes | — |
Data Residency | 🇺🇸 US | 🇺🇸 US |
Guesty User Reviews & Rating Comparison
User Ratings | ||
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Rating Distribution | ||
Spotsaas Editor’s POV generated by AI | Buyer sentiment Buyer sentiment is very strong across 585 reviews, with consistently positive feedback. What buyers like
Common complaints
| Buyer sentiment Buyer sentiment is mixed to positive across 4 reviews, with clear strengths and a few common watchouts. What buyers like
Common complaints
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Pros and Cons |
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Positive Reviews | No reviews available for the product | No reviews available for the product |
Media and Screenshots
Screenshots |  7 Screenshots | No screenshots available. |
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Videos |  1 Videos |  3 Videos |
Top Alternatives to Guesty and PropertyBoss in 2026
Alternatives |
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Disclaimer: This research has been collated from a variety of authoritative sources. We welcome your feedback at [email protected].
Frequently asked questions
- Which is better, Guesty or PropertyBoss?
- Guesty edges out the other on user ratings (4.5 vs 3.9). That said, the best pick depends on your use case — use the comparison tables above to evaluate each dimension.
- Do Guesty and PropertyBoss offer a free trial?
- Guesty offers a free trial. PropertyBoss does not.
- What is the starting price of Guesty vs PropertyBoss?
- Guesty starts at Contact for pricing. PropertyBoss starts at $1.25 /Month.
- What are the top alternatives to Guesty?
- Top alternatives to Guesty include Hostaway, iGMS, OwnerRez, iStateSoft, Lodgify.
- What are the top alternatives to PropertyBoss?
- Top alternatives to PropertyBoss include ResMan, Rent Manager, Invensol SAM, Seamless Property, 123Landlord.com.