Villa Carlota

St. John, Peter Bay

  • 5 Bedrooms
  • 6.5 Bathrooms
  • From at USD 1,715 - 4,000/nt

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Hakuna Matata

St. John, Catherineberg

  • 4 Bedrooms
  • 5.5 Bathrooms
  • From at USD 1,214 - 2,250/nt

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Casa Mare

St. John, Chocolate Hole

  • 4 Bedrooms
  • 5 Bathrooms
  • From at USD 714 - 1,500/nt

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St. John Vacations

St. John Villa Rentals

Browse St. John Villas by Size:
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Featured St. John Villas

Into The Mystic

Into The Mystic
St. John, Caribbean
1 Br, From $443 / nt.
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Into The Mystic, St. John
Hakuna Matata

Hakuna Matata
St. John, Caribbean
4 Br, From $1,214 / nt.
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Hakuna Matata, St. John
Villa Mistral

Villa Mistral
St. John, Caribbean
5 Br, From $1,575 / nt.
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Villa Mistral, St. John

St. John Vacation Rentals

CaribbeanWay represents only the best St. John villa rentals available, scattered across its beaches and lush hillsides. A natural fit for the private rental home experience, villas in St. John embody the peaceful atmosphere and unpretentious luxury of this island. It's a big part of why guests are drawn back to St. John villas year after year.

Another attraction? The variety of activities and sports available here, just a few minutes from the seclusion of St. John villas. Snorkeling, scuba, hiking in its national parks and jeep tours through crumbling ruins are popular day trips.

One-on-one Villa Rental Planning

Our top priority is making sure you're 100% thrilled with your villa vacation, every step of the way. Our Villa Specialists are exceptionally keen guides who will help you find the Caribbean villa that's perfect for you. And once you've found it, our detail-oriented Concierges will take care of all the arrangements. Put your plans in our ex

What can your Concierge arrange? Here are some ideas:

  • Pre-stocking the villa with food
  • Door-to-door luggage delivery
  • Private yoga instructor
  • Private tour guides
  • Poolside massages
  • Personal chefs
  • Car rentals
  • Theme parties