About Us

Meet Calabash Vacations. We curate premium St. Croix vacation rentals with local expertise, hand-picked homes, and dedicated guest support before and during your stay.

Our Story

Built on Local Knowledge

Calabash Vacations was founded out of a love for exploration and a desire to share the beauty of St. Croix with guests from around the world. What began as a small endeavor has grown into a trusted team dedicated to curating handpicked vacation homes and concierge services that exceed expectations. We know St. Croix deeply. Our team has spent years building relationships across the island, learning which properties deliver real comfort, which neighborhoods feel right for different travelers, and how to handle the details that turn a rental into a genuine stay. We manage every villa and condo in our portfolio with the same care we would want for our own guests. Whether you are drawn by sun-kissed beaches, vibrant festivals, world-class diving, or authentic Crucian cuisine, we design every stay to connect you with the best the island has to offer.

What we value

More of our story

Excellence. From carefully selected St. Croix villas to personalized itineraries, we focus on delivering top-tier service in every detail. Authenticity. We want you to experience the local culture of the Virgin Islands, from food and music to traditions and island life. Personalized service. No two vacations are alike. Our concierge team customizes each stay, whether that means grocery pre-stocking, private chefs, excursions, or special celebrations. Our mission is simple: to turn your travel dreams into reality. Whether you are a couple seeking a romantic getaway, a family in search of adventure, or a group of friends ready to explore the Caribbean, we craft a vacation that feels uniquely yours. We do not just book rentals. We create tailored experiences that leave you with memories to cherish long after your trip.

Why Calabash