Winner of The Shortyz 2026 Best Travel Influencers of the Year

Battle for Brand Recognition: Who Gets the Credit for a Five-Star Stay? Michelle Gilliland of Savvy

A guest books a beautiful vacation rental, has an incredible stay, and leaves with memories worth sharing. But when they tell others about their experience, whose brand do they remember?

In this episode, Alex & Annie sit down with Michelle Gilliland, VP of Sales at Savvy, to explore what it takes to build a recognizable brand in a market where OTAs dominate traveler attention.

Drawing from nearly 15 years of experience in the vacation rental industry, Michelle brings a unique perspective on how brands can differentiate themselves, create stronger connections with travelers, and build lasting recognition.

The conversation offers a look at Savvy's approach to branding and distribution, along with insights that challenge property managers to think more intentionally about how their businesses are discovered, experienced, and remembered.

Episode Chapters:

03:06 - Michelle Gilliland's background at Vrbo, Expedia Group, and Savvy

03:43 - Why property managers deserve greater brand visibility

06:21 - Airbnb's direct booking links and what they mean for operators

12:33 - Why consistency matters throughout the guest experience

17:00 - Should the vacation rental industry establish clearer hospitality standards?

21:48 - Making it easier for travelers to connect directly with property managers

24:58 - Collaboration, community, and building local brand awareness

26:05 - Behind Savvy's unconventional "Death of the Middleman" marketing campaign

31:17 - How referral incentives can encourage more bookings

33:26 - Savvy's approach to brand visibility, distribution, and guest relationships

37:58 - Building a business that is less dependent on major OTAs

If you're looking to strengthen your vacation rental brand and stand out in an increasingly competitive market, this is a conversation worth tuning into.

Connect with Michelle:

LinkedIn: https://www.linkedin.com/in/michellegilliland/

✨ Exclusive Offers to Alex & Annie Listeners:

Thinking about the next chapter for your vacation rental business?

Connect with Monarch Collective to explore what growth could look like with the right platform behind you.

👉 Learn more: https://gomonarch.com/partnerships/

Reach more direct-booking travelers with Savvy.

List your professionally managed properties for free.

👉 Get started here: https://savvy.com/list

Learn more about dormakaba’s vacation & short-term rental access solutions:

👉 Website: https://dk.world/Vacation26

#vacationrentals #shorttermrentals #directbookings