Luxury Villas in Cruz Bay, St. John with Private Pools & Beachfront Access

Why Rent a Private Villa in Cruz Bay, St. John?

With over half of the island protected as national parkland, St. John offers a rare balance of untouched natural beauty and refined comfort. Our villas in St. John range from beachfront homes near Cruz Bay to serene retreats in Coral Bay, all surrounded by the island’s lush landscapes and crystal-clear waters. Each St. John villa is thoughtfully designed with expansive open-air living spaces, private pools, and generous layouts that cater to families, couples, or groups of friends seeking privacy and relaxation. Many of our luxury villas in St. John are pet-friendly, so your dogs can join the adventure too. For those seeking comfort and convenience, these private villa rentals in St. John offer everything you need for an unforgettable stay, from personalised concierge services to close access to pristine beaches and local restaurants.

These are the 3 most popular villa rentals in Cruz Bay, St. John. Narrow your search above.

  • From $500 to $729 per night
  • Pool
  • AC
  • From $1,300 to $2,200 per night
  • Pool
  • AC

Cay Syrah

6 Bedrooms
5 Bathrooms
  • From $1,043 to $2,071 per night
  • Pool
  • AC

About Cruz Bay, St. John

Welcome to Cruz Bay - the charming and vibrant heart of St. John! Whether you’re looking for a relaxing beach getaway or a more adventurous Caribbean adventure, Cruz Bay offers something for everyone.

The vibrant harbor town is filled with colorful streets, lively bars, and lively markets. Explore the vibrant culture of the Virgin Islands with a visit to the Cruz Bay Visitor Center or pick up a souvenir from one of the many shops. If you’re looking for a unique shopping experience, be sure to check out Mongoose Junction, where you’ll find plenty of island-inspired items.

Cruz Bay is also home to some of the most beautiful beaches on the island. From the popular Trunk Bay to the more secluded Salt Pond Bay, you’ll find plenty of spots to soak up some sun and take in the stunning views. Those looking for a more active day can take a hike along the Reef Bay Trail or visit the Annaberg Sugar Plantation ruins.

No matter what your vacation plans are, Cruz Bay provides a perfect backdrop for a memorable Caribbean vacation. So, come and explore all that this vibrant harbor town has to offer - you won’t be disappointed!

What's Special About a Villa Holiday in Cruz Bay, St. John?

On St. John, natural beauty and understated luxury blend into a relaxed way of life, where national parks, white-sand beaches, and calm turquoise waters shape the island’s character. Choosing a St. John vacation rental allows guests to experience this serene environment in a truly personal way. Unlike hotels, a private holiday home offers spacious layouts, the flexibility to create your own rhythm, and greater value for families and groups. A luxury villa in St. John places you close to adventures like snorkelling at Trunk Bay or hiking through tropical trails, while also offering the quiet luxury of private terraces, full kitchens, and ocean-facing living spaces to unwind in style.

In our handpicked collection of St. John holiday villas, you’ll find everything from contemporary estates to classic beachfront retreats. Many of our villas with private pools are designed for seamless indoor-outdoor living, complete with wraparound terraces, shaded dining areas, and open-air showers. For those travelling together, family-friendly villas in St. John provide thoughtful spaces that encourage connection without sacrificing privacy. From tranquil hideaways close to Coral Bay to stylish bases near Cruz Bay, our selection of exclusive villas and vacation rentals ensures your time here feels effortlessly grounded and genuinely special.