How STR operators win loyalty in the age of AI
Traditional loyalty programs were never built for short-term rentals. Join operators and tech leaders who are rethinking guest retention from scratch, and learn what actually brings guests back.
Francois Gouelo
CEO & Co-Founder, Enso Connect
John Sutton
Co-Founder and CEO, Journey
Rachel Alday
Co-owner & Co-founder, Abode Luxury Rentals
ABOUT THE WEBINAR
STR loyalty, at scale
Guests now expect the recognition they'd get from a global hotel brand. Yet, according to PriceLabs, over 80% forget their host's name within two months. How do we change that? Short-term rentals can deliver what the chains can't: a genuinely personal stay.
Join the conversation, showing how modern short stay operators drive repeat bookings and build deep relationships with guests without chain-size budgets and teams.
WHAT YOU'LL LEARN
Five takeaways you can act on.
01
What vacation rental guests are loyal to
Learn what really drives a guest to book the same short stay operator again.
02
Where AI belongs in loyalty
See how vacation rental pros are using AI to drive experience-driven loyalty.
03
How to compete with the chains
Use first-party data and the unique guest experience to win bookings.
04
Loyalty in short-term rentals: where to start
A practical start for building loyalty that drives direct, repeat bookings.
05
Vacation rental loyalty playbook
What an operator have learned about keeping guests coming back.
Your panelists
The voices who have built what they're talking about
Each speaker brings the domain expertise in guest tech, loyalty for independent hospitality and real STR operations.
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.
John Sutton
Co-Founder and CEO, Journey
Former President & Chief Digital Officer at Red Ventures. Founded Journey to build the first loyalty program made for independent hotels and private rentals — covering both categories that have historically competed. Backed by Brian Kelly (The Points Guy), Chris Burch, and Lerer Hippeau.
Rachel Alday
Co-owner & Co-founder, Abode Luxury Rentals
Co-owner and Co-founder of Abode Luxury Rentals, a hands-on operator and industry voice who has spent the year challenging the sector's narrow imagination for AI. Brings the operator's perspective on what loyalty actually looks like inside a real, working portfolio of luxury properties.
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
What does loyalty mean for short-term rental operators?
For short-term rental operators, loyalty means turning one-time guests into repeat, direct bookers through recognition and personalization. Traditional loyalty programs were built for hotel chains, not independent operators. We break down what drives guests to book the same operator again.
How does AI fit into guest loyalty?
AI helps vacation rental operators build loyalty by turning first-party guest data into personalized, recognizable experiences at scale. The biggest opportunity is in guest data, personalization, and pre-arrival intelligence. We show what that looks like in practice.
Who should attend?
This webinar is for property managers, vacation rental operators, boutique hoteliers, and hospitality leaders who want to grow direct and repeat bookings with a guest-experience-powered loyalty strategy. Useful whether you manage 20 listings or 500.
Do I need to be an Enso Connect or Journey customer to attend?
No. The webinar is open to everyone and the focus is on strategy and ideas you can apply regardless of the tools you currently use.
Is the webinar free? Will I get the recording?
Yes, it's completely free. Everyone who registers gets the full recording afterward, so sign up even if you can't make the live session.
Free
Save your seat at the conversation.
60 minutes with the people redefining loyalty in short-term rentals. Free to attend, recording sent to everyone who registers.
