Expert Tips, Local Insights, and Travel Guides

Private pool at Villa Kokoa overlooking Chocolate Hole harbor, St. John

Villa Kokoa

Villa Kokoa From $1,800/Night 4 Bedrooms 4.5 Bathrooms 8 Guests Villa Kokoa is a four-bedroom retreat in Estate Chocolate Hole with a private pool, an

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Mahalo Villa

Mahalo Villa From $895/Night 3 Bedrooms 3.5 Bathrooms 6 Guests Mahalo Villa is a beachfront escape in Chocolate Hole with three king suites, direct bay

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coco bungalow beachfront villa st john

At The Beach

At The Beach – Beachfront Villa From $699/Night 3 Bedrooms 3.5 Bathrooms 6 Guests A serene beachfront retreat just minutes from Cruz Bay, this single-level

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Elegant hillside villa featuring a private pool, outdoor lounging areas, and lush greenery for a rel.

Peter Bay Luxury Villa

Peter Bay Luxury Villa From $3,495/Night 5 Bedrooms 5.5 Bathrooms 10 Guests A luxury North Shore estate offering panoramic island views, expansive outdoor living, and

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Ocean view from tropical resort with lounge chairs and lush greenery.

Maria Bluff Main House

Maria Bluff Main House From $2,295/Night 5 Bedrooms 5.5 Bathrooms 10 Guests Maria Bluff Main House combines world-class Caribbean views with luxury amenities and expansive

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Elegant Maria Bluff Cottage with pool and scenic views.

Maria Bluff Cottage

Maria Bluff Cottage From $795/Night 2 Bedrooms 2 Bathrooms 4 Guests This standalone cottage offers sweeping ocean views, a private pool, and high-end amenities—all with

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Luxury villa with pool and lush garden in Elysium Villa.

Elysium Villa

Elysium Villa From $395/Night 2 Bedrooms 3 Bathrooms 4 Guests Elysium Villa is a secluded south shore retreat with timeless Caribbean architecture and panoramic ocean

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Luxury hillside modern home with pool and scenic views.

Maria Breeze

Maria Breeze From $995/Night 5 Bedrooms 5.5 Bathrooms 10 Guests Maria Breeze offers panoramic ocean and mountain views from atop Maria Bluff, with five king

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chocolate hole st john rentals

Nautilus Villa

Nautilus Villa From $650/Night 3 Bedrooms 3.5 Bathrooms 6 Guests Nautilus Villa is a brand-new beachfront property offering luxury, privacy, and direct access to calm

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chocolate hole st john rentals villas

Serenity Villa

Serenity Villa From $650/Night 3Bedrooms 3.5 Bathrooms 6 Guests Serenity Villa offers rare direct beach access paired with luxurious indoor-outdoor living—an elegant, oceanfront retreat just

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Ocean view from Rendezvous Bay Villa in the Caribbean.

Rendezvous Bay Villa

Rendezvous Bay Villa From $1,995/Night 6 Bedrooms 8 Bathrooms 12 Guests A 10,000 sq. ft. hilltop estate that masterfully blends vibrant Caribbean design with resort-style

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st john villas true story

True Story

True Story From $795/Night 3 Bedrooms 4 Bathrooms 6 Guests True Story is a brand-new, thoughtfully designed villa that captures panoramic ocean views and offers

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FREE Guide: 5 OFF-THE-BEATEN-PATH ST. JOHN ADVENTURES

Skip the crowds and discover the beauty of St. John