The Future of Travel Booking: Loyalty, AI, and Partnerships

STR Daily Podcast

We explore Oman’s $7M government-backed investment in UnderTheDoormat, creating a structured, professional STR ecosystem. Meanwhile, U.S. OTAs like Expedia and Booking.com pivot to loyalty, B2B partnerships, and AI tools to stay competitive in a mature, tech-driven travel market.

We’re diving into two major developments shaping the short-term rental and online travel landscape: Oman’s innovative government-backed investment in STRs and how major U.S. OTAs are adapting to a maturing market.

Oman’s Bold Approach to Short-Term Rentals

Oman is making waves in the STR sector with a $7 million investment through OMRAN in UnderTheDoormat, a move that signals the creation of a highly professional, government-backed STR ecosystem.

Unlike fragmented or restrictive regulatory frameworks seen in Europe and the U.S., Oman is building a structured market. This includes:

  • Licensed Operators: Ensuring that all STR businesses meet high operational and service standards.

  • Tech-Enabled Property Management: Leveraging software and tools to streamline operations, from booking management to guest services.

  • Multi-Unit Professional Portfolios: Supporting larger operators while providing SMEs with opportunities to scale responsibly.

This model benefits both travelers and property managers. Guests can expect consistent, high-quality stays, while SMEs and global operators gain access to a regulated, scalable, and tourism-focused environment. Oman's strategy shows how government involvement can stabilize and elevate the STR sector, creating a template for other regions to consider.

For property managers and investors, this approach highlights the value of professionalization, compliance, and tech integration, not only as a regulatory requirement but as a pathway to sustainable growth and higher guest satisfaction.

U.S. OTAs Recalibrate in a Maturing Market

Meanwhile, the U.S. online travel space is evolving as well. OTAs like Expedia, Booking.com, and others are moving away from a growth-at-all-costs approach, shifting focus to:

  • Loyalty Programs: Encouraging repeat bookings and fostering stronger customer relationships.

  • B2B Partnerships: Expanding into corporate travel and collaborations with other industries.

  • AI-Driven Tools: Personalizing engagement, from virtual agents to trip recommendations.

This shift is driven by a plateauing travel market, changing traveler behavior, and the need to compete with Airbnb’s direct booking model. OTAs are increasingly embedding travel experiences into broader retail and financial ecosystems, creating “connected trips” that offer convenience, personalization, and added value for travelers.

Property managers can take cues from these developments by:

  1. Focusing on Guest Loyalty: Implementing personalized communications and perks for repeat guests.

  2. Leveraging AI and Automation: Streamlining guest services and enhancing booking experiences.

  3. Collaborating Strategically: Exploring partnerships that expand visibility and revenue opportunities.

Final Thoughts

We’re seeing two very different but complementary strategies at work: Oman is elevating STRs through structured regulation and government support, while U.S. OTAs are innovating digitally to maintain relevance in a mature market. Both cases demonstrate that professionalization, technology, and strategic foresight are critical for long-term success in the hospitality industry.

For property managers, investors, and operators, the lesson is clear: adaptation and proactive engagement with evolving trends are essential. Whether through regulatory alignment, loyalty strategies, or leveraging AI, the future belongs to those who anticipate market shifts and act decisively.

We’re witnessing an exciting period of evolution in travel and hospitality—one where innovation, structure, and technology converge to create better experiences for travelers and more sustainable operations for operators.

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