On The Rocks: An Exclusive Oceanview Retreat in St. John

Perched above the turquoise waters of the Caribbean, On The Rocks is a stunning five-bedroom estate designed for those who appreciate the finer things in life. Nestled in the prestigious enclave of Chocolate Hole on St. John, this private sanctuary offers an unparalleled blend of modern luxury, natural beauty, and mindful sustainability.

From the moment you arrive, you’ll be enveloped in an atmosphere of exclusivity and tranquility. A grand private driveway welcomes you, ensuring seamless arrivals. The airy, light-filled foyer leads to two elegant king suites with spa-like ensuite bathrooms and private balconies offering breathtaking ocean views. Descend to the lower level, where a third king suite, an exquisitely appointed chef’s kitchen, and a sophisticated living area with plush seating and state-of-the-art entertainment await.

Designed for both relaxation and indulgence, On The Rocks invites you to unwind in the infinity-edge pool, meditate in the lush outdoor oasis, or gather around the grill for a fresh, island-inspired feast. The secluded poolside retreat is complete with ample seating and shaded lounging areas—perfect for soaking in the Caribbean sun by day and stargazing at night.

Every detail has been thoughtfully curated to elevate your experience. The gourmet kitchen boasts top-tier KitchenAid appliances, Green Pan non-toxic cookware, and artisan dinnerware, ensuring every meal is a delight. Sonos speakers in every room and throughout the outdoor spaces set the mood for any occasion, whether you’re enjoying a peaceful morning coffee or a lively evening gathering.

Indulgent amenities further enhance your stay: plush organic cotton bedding, spa-style bathrooms with premium toiletries, Starlink high-speed Wi-Fi, 4K smart TVs, and a 75” cinematic TV with Sonos surround sound. Solar power with battery storage ensures uninterrupted comfort, while complimentary beach gear—including chairs, towels, and snorkel sets—equips you for island adventures.

A seamless arrival experience awaits. Whether you take a scenic open-air taxi from the ferry or opt for the house’s private Jeep rental, your host will be ready to greet you, provide a personal tour, and ensure every detail is perfectly arranged.

On The Rocks is ideally situated just six minutes from the ferry dock and one minute from The Westin, placing you within easy reach of St. John’s most captivating sights.