Live webinar

Raising the Bar: Guest Experience, Payments & Revenue in Vacation Rentals

Four industry leaders break down the guest journey, payment experience, and upsell strategies that close the gap between hotels and vacation rentals, and what a real operator did to prove it works.

date

(CET)

Language

English

Price

Free

SPEAKERS

Francois Gouelo smiling in a blue Enso Connect t-shirt against a gray brick wall
Enso Connect logo in navy

Francois Gouelo

CEO & Co-Founder, Enso Connect

Megan Kenny smiling broadly against a yellow background
Avantio logo, orange lowercase wordmark with a rounded a

Megan Kenny

Customer Success Manager, Avantio

Pablo Macías smiling with a beard, wearing a black T-shirt
Stripe logo, purple lowercase wordmark

Pablo Macías

Sales Executive, Travel & Hospitality, Stripe

Jesus Luque smiling while on a phone call, in a green polo shirt
Vitvi Holidays logo, yellow and green V mark beside the word HOLIDAYS

Jesus Luque

Founder, Vitvi Holidays

Reserve your free spot

Webinar + full replay included

ABOUT THE WEBINAR

About the Webinar

The vacation rental industry is maturing, providing solid competition to hotels. Guests expect more. That means every part of the guest journey matters, including payments.

Join Francois Gouelo, Cofounder and CEO of Enso Connect, Pablo Macias, travel & hospitality specialist from Stripe, and Frank De La Fuente from Waou Rentals - a property manager that built a digital guest journey, driving new revenue and 5-star reviews. They will break down how to deliver a hotel-calibre guest experience, reduce friction at every payment touchpoint, and unlock new revenue through upsells and services, all without losing what makes short-term rentals special.

Guest paying with a smartphone at a card reader held by a host at a front desk

WHAT YOU'LL LEARN

Five takeaways you can act on.

Where STRs are losing guests to hotels

Identify the specific friction points that cost you 5-star reviews and revenue.

Identify the specific friction points that cost you 5-star reviews and revenue.

How to make payments feel effortless

Design a payment flow guests barely notice, because it just works.

Design a payment flow guests barely notice, because it just works.

Ways to monetize your guest experience

Real upsell and service strategies that generate income before, during, and after the stay.

Real upsell and service strategies that generate income before, during, and after the stay.

What hotel-level standards actually look like in STRs

Practical steps scaled for operators with 20+ listings, without losing what makes rentals special.

Practical steps scaled for operators with 20+ listings, without losing what makes rentals special.

Lessons from a property manager who's done it

How Waou Rentals built a digital guest journey that delivers real results.

How Waou Rentals built a digital guest journey that delivers real results.

Your panelists

Hear from Industry Experts

Each speaker brings a specific expertise, guest tech, payments infrastructure, PMS integration, and real-world operations.

Francois Gouelo smiling in a blue Enso Connect t-shirt against a gray brick wall
Enso Connect logo in navy

Francois Gouelo

CEO & Co-Founder, Enso Connect

Co-founder and CEO of Enso Connect, the AI-powered guest experience platform now serving over 7 million guests worldwide and ranked among Skift's Top 250 Vacation Rental Companies. A technologist defining the future of AI-powered hospitality.

Megan Kenny smiling broadly against a yellow background
Avantio logo, orange lowercase wordmark with a rounded a

Megan Kenny

Customer Success Manager, Avantio

Pablo Macías smiling with a beard, wearing a black T-shirt
Stripe logo, purple lowercase wordmark

Pablo Macías

Sales Executive, Travel & Hospitality, Stripe

Jesus Luque smiling while on a phone call, in a green polo shirt
Vitvi Holidays logo, yellow and green V mark beside the word HOLIDAYS

Jesus Luque

Founder, Vitvi Holidays

Get Invited to STR Events

Learn practical strategies to scale your short-term rental business, boost revenue, streamline operations, and unlock the full power of AI.
Our events bring together leading STR operators, tech partners, and hospitality experts to share real playbooks you can use immediately in your business.

Frequently asked questions

How do short-term rental operators compete with hotels on guest experience?

STR operators close the gap on hotels by building a digital guest journey - seamless digital check-in, frictionless payment flows, automated upsells and add-on services, and AI-powered communication. The key is reducing friction at every touchpoint while preserving the personal character that makes short-term rentals unique. Operators like Vitvi Holidays are generating over $63/listing per month in additional annual revenue by implementing this approach with Enso Connect.

How can vacation rental operators improve their payment experience?

According to Stripe's hospitality data, 35% of transactions globally are now non-card. Vacation rental operators can improve their payment experience by offering localized payment methods in guests' own currencies, enabling one-click options like Apple Pay and Google Pay, and offering installment payment options, which Stripe data shows can increase average booking values by up to 14%. Operators with localized payment experiences see 17% more international cross-border bookings on average.

What upsells generate the most revenue for short-term rental operators?

The highest-converting upsells for STR operators are early check-in and late checkout (offered before arrival when guests are planning their trip), damage waivers as a frictionless alternative to security deposits, and local experiences and services. Vitvi Holidays a 30-property operator in Spain, generates 70% of its upsell revenue from damage waivers.

What will I learn in this webinar?

You'll leave with a clear picture of where your guest journey is losing revenue and reviews, a payment flow framework from Stripe's hospitality team that removes friction at every touchpoint, upsell and service strategies that generate ancillary income before, during, and after the stay, and a first-person breakdown from Vitvi Holidays of what they built and the numbers it delivered.

Do I need to be an Enso Connect or Avantio customer to attend?

Not at all. The strategies and frameworks covered apply to any STR operator, regardless of which tools you use. The session is designed to be immediately useful whether you're evaluating new software or just looking to improve what you already have in place.

Is this webinar free? Will I get the recording?

Yes, completely free to attend. All registrants receive the full replay automatically within 24 hours of the live session. We recommend attending live since there's a Q&A segment where you can put questions directly to the panelists.

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Recognized as industry leaders

Software Advice 4.5 Star Badge
Software Advice 4.5 Star Badge
Get App 4.5 Star Badge
Software Advice 4.5 Star Badge
Skift Top 250 Badge
VRMA Supplier Badge
Astra Badge
© 2026 Enso Connect ™ All rights reserved.

We improve our products and advertising by using Microsoft Clarity to see how you use our website. By using our site, you agree that we and Microsoft can collect and use this data. Our privacy statement has more details.

Recognized as industry leaders

Software Advice 4.5 Star Badge
Software Advice 4.5 Star Badge
Get App 4.5 Star Badge
Software Advice 4.5 Star Badge
Skift Top 250 Badge
VRMA Supplier Badge
Astra Badge
© 2026 Enso Connect ™ All rights reserved.

We improve our products and advertising by using Microsoft Clarity to see how you use our website. By using our site, you agree that we and Microsoft can collect and use this data. Our privacy statement has more details.