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WhereToStay.com – A pioneer in the online travel industry, blending travel technology with exceptional customer service for over 23 years. Based in Boerne, Texas, WhereToStay.com is your premier destination for luxury villa rentals, offering a curated collection of over 2,000 properties across 22 Caribbean islands. Since our start in 1995, and our shift to high-end villa rentals in 2001, we've specialized in creating unforgettable travel experiences, earning recognition from National Geographic Traveler and Forbes. In January 2024, we joined the Viadi Group, infusing new resources and insights into our growth. Our reach expanded further in July 2024 with the acquisition of Edge Retreats, now offering exclusive villas across Europe and beyond. At WhereToStay.com, our villa experts personally vet each property, ensuring every recommendation meets our high standards. As both a travel technology leader and customer service expert, our non-commission-based approach guarantees honest, unbiased advice, while our dedicated concierge team handles every detail—from car rentals to grocery stocking. Looking for the perfect villa? Chat with our experts or give us a call—we’re here to make your dream vacation a reality.

WhereToStay Questions

The WhereToStay annual revenue was $10.2 million in 2026.

Thom Dunaway is the Founder of WhereToStay.

17 people are employed at WhereToStay.

WhereToStay is based in Boerne, Texas.

The NAICS codes for WhereToStay are [561, 56].

The SIC codes for WhereToStay are [472, 47].

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