Guesty vs Toast POS

Side-by-side comparison of AI visibility scores, market position, and capabilities

Toast POS leads in AI visibility (85 vs 43)
Guesty logo

Guesty

ChallengerHospitality

Property Management

$163.7M revenue 2024 (up from $100M 2023); 1,000 customers; 750 employees; 29 sales reps; vacation rental management platform; 37% revenue boost potential for property managers; 44% foresee market growth 2025

AI VisibilityBeta
Overall Score
C43
Category Rank
#5 of 6
AI Consensus
73%
Trend
up
Per Platform
ChatGPT
38
Perplexity
44
Gemini
48

About

Guesty is a property management platform built for short-term rental operators, vacation rental managers, and hospitality businesses managing listings across channels including Airbnb, Vrbo, Booking.com, and direct booking sites. Founded in 2013 and headquartered in Tel Aviv, Israel, Guesty was created to address the operational complexity facing professional property managers who needed to unify listings, reservations, guest communications, and financials in a single system rather than across fragmented tools.\n\nThe platform provides a centralized dashboard for multi-channel listing management, automated guest communication, dynamic pricing integration, housekeeping coordination, payment processing, and owner reporting. Guesty serves property management companies ranging from boutique operators with a handful of units to enterprise-scale managers with thousands of properties. Its deep API integrations with all major OTAs and a marketplace of third-party add-ons position it as the operational hub for professional vacation rental businesses.\n\nGuesty reached $163.7 million in revenue in 2024, up from $100 million in 2023 — a 64% growth rate — with over 1,000 customers and approximately 750 employees. The company has raised over $170 million in venture funding and has expanded its feature set through strategic acquisitions. Guesty competes with Hostaway, Hostfully, and Lodgify, and its enterprise-grade capabilities and scale position it as one of the two or three largest property management platforms globally in the vacation rental sector.

Full profile
Toast POS logo

Toast POS

LeaderHospitality

Restaurant POS

Q3 2025 $1.63B revenue (+25.1% YoY); 156K locations powered globally; $2.0B+ ARR (+30% YoY); $159.1B GPV FY2024 (+26% YoY); 97.36% customers from US; restaurant POS leader

AI VisibilityBeta
Overall Score
A85
Category Rank
#1 of 4
AI Consensus
79%
Trend
stable
Per Platform
ChatGPT
86
Perplexity
83
Gemini
86

About

Toast was founded in 2011 in Boston with the mission of building an all-in-one technology platform purpose-built for the restaurant industry. Unlike generic point-of-sale vendors that adapted retail software for food service, Toast designed its hardware, software, and payments stack from the ground up around restaurant workflows — table management, kitchen display systems, online ordering, payroll, and inventory unified in a single cloud platform.\n\nToast's product suite covers the full restaurant operating stack: POS terminals and handheld order devices, kitchen display screens, Toast Go handhelds for tableside payments, online ordering and delivery integrations, catering management, payroll and scheduling, and xtraCHEF for back-of-house food cost analytics. The platform serves independent restaurants, multi-location chains, quick-service concepts, and enterprise groups. Its open API allows integrations with hundreds of third-party tools, and the Toast for Enterprise tier serves national brands with centralized menu and reporting management.\n\nAs of Q3 2025, Toast reported $1.63 billion in quarterly revenue, up 25.1% year-over-year, with annualized recurring revenue exceeding $2 billion and gross payment volume of $159.1 billion for fiscal 2024. The company serves more than 156,000 restaurant locations globally and trades on the NYSE under the ticker TOST. Toast's vertical focus and deep restaurant-specific functionality give it a durable competitive moat against horizontal POS vendors.

Full profile

AI Visibility Head-to-Head

43
Overall Score
85
#5
Category Rank
#1
73
AI Consensus
79
up
Trend
stable
38
ChatGPT
86
44
Perplexity
83
48
Gemini
86
38
Claude
81
45
Grok
78

Key Details

Category
Property Management
Restaurant POS
Tier
Challenger
Leader
Entity Type
brand
brand

Capabilities & Ecosystem

Capabilities

Only Guesty
Property Management
Only Toast POS
Restaurant POS

Integrations

Only Toast POS

Track AI Visibility in Real Time

Monitor how your brand performs across ChatGPT, Gemini, Perplexity, Claude, and Grok daily.