What “AI-Bookable” Actually Means for Hotels & STRs episode artwork

EPISODE · May 25, 2026 · 32 MIN

What “AI-Bookable” Actually Means for Hotels & STRs

from Good Morning Hospitality · host Skift

On this special holiday episode of Good Morning Hospitality, Brandy Canaley and Michael Goldin unpack one of the biggest shifts happening in travel right now: AI-powered booking. Joined by Jason Cincotta, founder of Kismet, the conversation breaks down Google’s new push into agentic hotel booking, what it means to become “AI-bookable,” and why independent hotels and vacation rentals may need to rethink how they show up online. The episode also dives into Airbnb’s massive Summer Release, including boutique hotels, AI-powered review tools, airport pickups, grocery delivery, rental cars, and the company’s expanding push toward becoming a full trip platform. Michael and Brandy debate whether Airbnb’s latest features are meaningful product evolution or just great PR, while also exploring how AI could reshape direct bookings, loyalty, and the future of travel planning. This episode is presented by ⁠⁠⁠⁠⁠⁠⁠⁠Plusgrade⁠⁠⁠⁠⁠⁠⁠⁠ & ⁠⁠⁠⁠⁠⁠⁠⁠Bilt⁠⁠⁠⁠⁠⁠⁠⁠. Visit ⁠⁠⁠⁠⁠⁠plusgrade.com⁠⁠⁠⁠⁠⁠ to learn more. And for hotels with restaurants and restaurant owners, Bilt Hospitality is finally here. Go to ⁠⁠⁠⁠⁠⁠⁠⁠joinbilt.com/gmh⁠⁠⁠⁠⁠⁠⁠⁠ to learn more.

On this special holiday episode of Good Morning Hospitality, Brandy Canaley and Michael Goldin unpack one of the biggest shifts happening in travel right now: AI-powered booking. Joined by Jason Cincotta, founder of Kismet, the conversation breaks down Google’s new push into agentic hotel booking, what it means to become “AI-bookable,” and why independent hotels and vacation rentals may need to rethink how they show up online. The episode also dives into Airbnb’s massive Summer Release, including boutique hotels, AI-powered review tools, airport pickups, grocery delivery, rental cars, and the company’s expanding push toward becoming a full trip platform. Michael and Brandy debate whether Airbnb’s latest features are meaningful product evolution or just great PR, while also exploring how AI could reshape direct bookings, loyalty, and the future of travel planning. This episode is presented by ⁠⁠⁠⁠⁠⁠⁠⁠Plusgrade⁠⁠⁠⁠⁠⁠⁠⁠ & ⁠⁠⁠⁠⁠⁠⁠⁠Bilt⁠⁠⁠⁠⁠⁠⁠⁠. Visit ⁠⁠⁠⁠⁠⁠plusgrade.com⁠⁠⁠⁠⁠⁠ to learn more. And for hotels with restaurants and restaurant owners, Bilt Hospitality is finally here. Go to ⁠⁠⁠⁠⁠⁠⁠⁠joinbilt.com/gmh⁠⁠⁠⁠⁠⁠⁠⁠ to learn more.

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What “AI-Bookable” Actually Means for Hotels & STRs

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This episode is 32 minutes long.

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This episode was published on May 25, 2026.

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On this special holiday episode of Good Morning Hospitality, Brandy Canaley and Michael Goldin unpack one of the biggest shifts happening in travel right now: AI-powered booking. Joined by Jason Cincotta, founder of Kismet, the conversation breaks...

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