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Luxury rentals in Saint John

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Vacation rentals for every style

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Popular amenities for Saint John luxury vacation rentals

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Other great luxury vacation rentals in Saint John

Luxe
A Mediterranean-inspired villa is set in a lush landscape, featuring a spacious patio with loungers and a private swimming pool. The grand structure displays oversized windows and arched doorways, while views of the ocean are visible beyond palm trees.
Villa in Cruz Bay
4.67 out of 5 average rating, 3 reviews

Frangipani Villa at The Hills

ChristinaRating, 5 stars31 months ago
We had such an amazing time here! The home is beautiful with the majority of comforts from home. The local team stays in contact as needed with quick response times. Would definitely recommend staying here. ❤️
Luxe
An infinity pool extends towards the ocean, reflecting the sky's blue and white hues. Lush greenery is visible along the water's edge, with distant islands framed by the calm sea. The scene evokes a sense of tranquil coastal living.
Villa in Half Moon Bay

Osprey House

TaylorRating, 5 stars38 months ago
I wish I could give more than 5 stars! My family has been traveling to the BVI for years but this has been our favorite stay. Not only is the property absolutely gorgeous, but we loved everyone we interacted with. The estate managers made us feel right at home and created a seamless itinerary for the week. As much fun as we had on our excursions, we spent some of our favorite days lounging in the pool, playing lawn games and chatting around the fire pit. We could not recommend this stay more and we will definitely be coming back!
Luxe
An expansive infinity pool overlooks the vibrant blue waters of Magen's Bay, surrounded by a lush landscape. Comfortable loungers and umbrellas provide shaded seating areas. Large glass doors open from the villa, seamlessly connecting the outdoor terrace to the interior.
Villa in Peterborg
5 out of 5 average rating, 6 reviews

One Perfect Day

StephenRating, 5 stars20 months ago
The villa was incredible — very clean, location on Magens Bay, updated amenities, private beach and easy beach access and recreational equipment, VERY comfortable, all made for a “best vacation ever! Ricardo, the on-site host, was friendly, courteous, very helpful, and responsive. He really made the stay comfortable and relaxing. We had 14 people, and still had our own space with room to spare. We would stay here again when we return to St Thomas.
Luxe
A panoramic view of the coastline reveals lush green hills and a vibrant blue sea under partly cloudy skies. The terrace features outdoor seating, offering a serene space for relaxation while taking in the picturesque landscape.
Villa in Central

Cinnamon Ridge

DavidRating, 5 stars18 months ago
We have been to the island many times . First time at Ron’s place and won’t be the last . This is a great house , well appointed , extremely private and has what I think one of the most beautiful views on the island . Any attempt to contact Ron was replied within minutes and any issues resolved . We can’t recommend this house enough . Thank you Ron
Luxe
An aerial view showcases the vacation rental surrounded by lush greenery and palms, with soft sandy shores and clear blue water visible. The spacious property features a distinct roofline and outdoor amenities, highlighting its proximity to the beach and scenic coastal environment.
Villa in Great Cruz Bay

Indo House

Luxe
A pool terrace is presented with a shaded seating area and vibrant lounge chairs positioned around a clear pool. The villa features stone accents and wooden railings, surrounded by tropical foliage. A sunny sky with scattered clouds creates a bright atmosphere.
Villa in Virgin Gorda

Raku

Luxe
An aerial view captures the expansive property featuring a swimming pool surrounded by lounge chairs and gardens filled with colorful flowers. The purple rooftops of the villas blend harmoniously with the lush greenery and the blue ocean in the distance.
Villa in Belmont

St. Bernard's Hill House

Luxe
An outdoor dining area is set near an infinity swimming pool, offering views of lush hills and calm waters. The space includes a table with white chairs and a basket, surrounded by a natural landscape under a partly cloudy sky.
Villa in Half Moon Bay

Nora Hazel House

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All about Saint John

Planning a vacation in St John

When Christopher Columbus stumbled across a group of islands dotting the eastern Caribbean Sea in 1493, he thought them so dazzling that he named them ‘Las Virgenes’, after the 11,000 virgin handmaidens of the legendary St Ursula. The name stuck, and today we know the collection of islands as the US and British Virgin Islands. St John, the smallest of the three US Virgin Islands, remains as close as you could hope to the untouched beauty of the past. Some 60% of the island is designated as the Virgin Islands National Park, and this protection extends to encompass much of the surrounding waters, coral reef, and shoreline. St John has a low-key, laid-back vibe: there are no cruise-ship docks and there is is no airport – you arrive by ferry from neighboring St Thomas. Hiking and snorkeling are the main activities here, though you could of course just keep it super-chilled, kicking back on some of the most gorgeous beaches you’re ever likely to set foot on.

Sand and surf

So, about those beaches. The shore to landmass ratio of this small island means you’ll never have to travel too far to find the perfect stretch of sand, but some of St John’s beaches deserve special mention. The most popular is wide, palm-tree-lined Trunk Bay. The water here is usually calm so it is a great choice if you’re traveling with kids, and the gentle surf and reefs make it a good spot for beginning snorkelers too – a snorkel trail stretching 200 yards is marked by underwater signs to guide you on your below-the-surface discoveries. Top all this off with excellent facilities – a snack bar, bathrooms, a changing room, showers, a picnic area, a gift shop and lockers – and most consider it well worth paying the small entry fee that this beach, unlike others on the island, charges.

Those of you chasing the wave might want to head to Cinnamon Bay, a little further east, where you can swim, snorkel, surf, windsurf, sail, kayak, and paddleboard.

To get away from the crowds, head to Salt Pond Beach. The long drive from Cruz Bay and the 15-minute walk down from where you need to park mean that this sheltered bay with crystal-clear water has an off-the-beaten-track appeal. Bring a picnic and sit on the tables in the shade, or grab one of the barbecue pits for a surfside sizzle.

Take a hike

The Virgin Islands National Park is crisscrossed with no fewer than 22 hiking trails, and one of the best is Reef Bay Trail. You can go it alone (with the help of a park service map), but on a guided tour led by a park service ranger, you’ll learn about St John’s tropical forests as they identify the trees, plants and animals – deer, bats, land crabs, termites – along the way. A slight detour takes you to the ancient petroglyph site, where mysterious carvings surround a freshwater pool at the base of a waterfall – archaeologists believe them to be sacred symbols carved by Taino Indians over 1,000 years ago. The trail ends as it passes the remains of an old sugar plantation and you wind up on lovely Reef Bay beach. Don’t forget to pack some sturdy shoes – you may be in the tropics but this 2.5-mile trail is not the place for flip-flops.

Heritage tour

If you’re keen to find out more about the history of St John, the place to do it is at the Annaberg Plantation, the most intact sugar plantation ruins in the Virgin Islands and also run by the Virgin Islands National Park Service. This Danish Colonial plantation was built in 1721 to produce sugar, rum, and molasses. Today, it's a museum where you can learn about plantation life and sugar production in the 18th and 19th centuries, with a tour of the old slave quarters, the rum still, and the windmill, following a signposted walking trail.

Explore our St John villa rentals

If you’re looking for a base from where you can explore St John’s natural beauty, we have options including terracotta-tiled villas and striking modern architecture, with room to take the whole family or just that one special person.

Stay close to Cruz Bay

Nicknamed ‘Love City,’ St John’s main town of Cruz Bay has a carefree Caribbean vibe. Streets are lined with shops, restaurants, and bars, and happy hour is a much-loved institution with locals and vacationers alike. Spend afternoons strolling the colorful lanes and soaking up the town’s laid-back charm before settling down to a slap-up dinner – you’ll find many good options to choose from. If you want to stay close to the action (such as it is, on this most chilled-out of islands), then one of our Cruz Bay rentals could be just what you’re looking for – we have rental properties sleeping 6 to 12, with turquoise pools and sun-soaked verandahs. Our Chocolate Hole vacation rentals, a 10-minute drive from town, are another good choice, blessed with sweeping views and plenty of alfresco lounging options – so when you’ve had a busy day hitting the shops or working on your tan, head home for a sundowner on your terrace in the cool ocean breeze.

Chill out in Coral Bay

Sleepy Coral Bay lies tucked away on at the unspoiled southeastern side of the island, and our Coral Bay villas are ideal for a secluded getaway. Choose a villa perched high above the tranquil bay and surrounded with lush tropical grounds full of fruit trees, or perhaps a vacation home right on the beach, so that you can tumble out of bed and almost straight onto the sand.

Destinations to explore