Luxury rentals in Saint John

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Top-rated luxury vacation rentals in Saint John

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Villa in St. Thomas, U.S. Virgin Islands

Sand Dollar Estate

Lush, sun-dappled green hills, turquoise water, and soft white sandy beaches. If you’re already sighing, book a holiday at Sand Dollar Estate. This luxury villa is the ultimate vacation rental on St. Thomas. It’s hosted celebrities in the past but can also host a relaxed family reunion or intimate Caribbean destination wedding. The estate opens to both sunny and shaded outdoor living areas featuring loungers, pools, al-fresco dining tables and barbecues—all facing the postcard-perfect scenery of Magens Bay. Follow the steps down toward the shore to stretch out in the hammock or simply put your toes in the sand, and at night, ascend to the rooftop deck for a little stargazing. The property’s resort-worthy indoor amenities include a ping-pong table, spa and exercise rooms, surround-sound systems, wet bars, and a wine fridges. The open-plan design makes the most of the estate’s spectacular location, with the majority of the indoor spaces featuring openings to the breezy terrace and amazing ocean view. The decor is made up of relaxing cream tones, light colored wood, and ocean-inspired accents. High-end electronics and designer furnishings are found both inside and out. And, with the sandy beachfront connecting each villa, your large group will truly have their own slice of paradise. There are six bedrooms in the main house at Sand Dollar Estate and three in the separate Little Sand Dollar house; all nine have ensuite bathrooms, and most have additional features like lounge areas, walk-in closets or terrace access. As luxurious as the estate may be, its best feature might be a natural one: your own white-sand beach on Magens Bay. Spend your holiday in tranquility here, or make the short drive to one of the island’s other breathtaking beaches for drink service, snorkeling or a snack from a food truck—nearby Magens Bay Beach, Hull Bay, Coki Point, and Lindbergh are all well worth the trip. BEDROOM & BATHROOM Sand Dollar • Bedroom 1- Primary: King size bed, Ensuite bathroom with stand-alone rain shower & Jetted tub, Alfresco shower, Dual vanity, Lounge area, Television, Safe, Ceiling fan, Private balcony with outdoor furniture • Bedroom 2: King size bed, Ensuite bathroom with stand-alone rain shower, Alfresco shower, Dual vanity, Lounge area, Television, Safe, Ceiling fan, Private balcony with outdoor furniture • Bedroom 3: King size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Walk-in closet, Lounge area, Television, Safe, Ceiling fan • Bedroom 4: Queen size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Lounge area, Television, Safe, Ceiling fan • Bedroom 5: King size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Walk-in closet, Lounge area, Television, Safe, Ceiling fan • Bedroom 6: King size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Walk-in closet, Lounge area, Television, Safe, Ceiling fan Little Sand Dollar • Bedroom 7: King size bed, Twin size bed, Ensuite bathroom with stand-alone rain shower & Jetted tub, Dual vanity, Walk-in closet, Lounge area, Television, Safe, Ceiling fan, Direct access to private patio with outdoor furniture • Bedroom 8: King size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Lounge area, Television, Safe, Ceiling fan, Direct access to shared terrace • Bedroom 9: King size bed, Ensuite bathroom with stand-alone rain shower, Dual vanity, Lounge area, Television, Safe, Ceiling fan, Direct access to shared terrace The Bungalows • Bedroom 10 : King size bed, Ensuite bathroom with stand alone shower, Television, Safe, Sofa, Juliet balcony • Bedroom 11 : King size bed, Ensuite bathroom with stand alone shower, Kitchenette, Television, Safe, Sleeper Sofa , Juliet balcony FEATURES & AMENITIES • Wine fridge • Ice maker • More under “What this place offers” below SERVICES AT EXTRA COST • Laundry/Valet service • Personal yoga & pilates instructor • Event planning & catering service • More under “Add-on services” below

Dec 13 – 20

€ 5,516 per night

Villa in Peterborg, U.S. Virgin Islands

5.0 out of 5 average rating, 5 reviews

One Perfect Day

The perfect home base for your large group’s Caribbean getaway, One Perfect Day is one of St. Thomas’ most impressive luxury villas, with nine en-suite bedrooms, accommodations for twenty-six, and instant beachfront access to Magen’s Bay. With a lengthy list of amenities, this spacious vacation home is an amazing setting for a beachfront wedding, family reunion, or high-end corporate retreat. Within minutes of Magen’s Bay, you’ll find golf, natural and historical wonders, plenty more beautiful beachfront, and the vibrant city of Charlotte Amalie. Under One Perfect Day’s peaked ceilings, you’ll find designer furniture, state of the art electronics, dynamic ocean views, and an airy, open concept layout that makes group gatherings a breeze. The villa comes with a fully equipped kitchen, wine fridge, an outdoor wet bar, barbecues, and formal and alfresco dining options. And, the integrated sound system, billiard/ping pong table, exercise and massage rooms, and televisions will provide entertainment inside. On the terrace and beachfront, paradise awaits. With multiple living, dining, and lounging areas, you’ll have plenty of space to gather as one or break off from the group for more intimate occasions. The infinity pool and calm waters of Magen’s Bay are beautiful places to beat the heat. And, during your stay, you’ll have daily maid service, a concierge, and the use of three clear kayaks. One Perfect Day comes with two Family Suites that feature king-sized beds and two twin bunk beds, as well as lounge areas and en-suite bathrooms. There are seven more king bedrooms, all with en-suites. And, the Master Bedroom enjoys a private balcony, walk-in closet, alfresco shower, and an amazing ocean view. St. Thomas is a relatively small island, so visiting sites like Drake’s Seat, Blackbeard’s Castle, and Tombstone Rock can all easily be enjoyed in an afternoon. If you’re in the mood to dine out, do some duty-free shopping, or dance the night away, visit Charlotte Amalie, the island’s capital, just ten minutes from home. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower, Alfresco shower, Bidet, Walk-in closet, Ceiling fan, Private balcony with outdoor furniture • Bedroom 2: King size bed, Ensuite bathroom with stand-alone shower, Alfresco shower, Walk-in closet, Ceiling fan, Shared Terrace • Bedroom 3: King size bed, Ensuite bathroom with stand-alone shower, Walk-in closet, Ceiling fan, Private balcony • Bedroom 4 - Family Suite: King size bed, 2 twin size bunk beds, Ensuite bathroom with stand-alone shower, Lounge area, Ceiling fan, Washer/Dryer, Terrace • Bedroom 5: King size bed, Ensuite bathroom with stand-alone shower, Ceiling fan, Balcony • Bedroom 6 - Family suite: King size bed & 2 twin size bunk beds, Ensuite bathroom with stand-alone shower, Lounge area, Ceiling fan, Balcony • Bedroom 7: King size bed, Ensuite bathroom with stand-alone shower, Lounge area, Ceiling fan, Balcony • Bedroom 8: King size bed, Ensuite bathroom with stand-alone shower, Walk-in closet, Ceiling fan, Private Balcony • Bedroom 9: King size bed, Ensuite bathroom with stand-alone shower, Ceiling fan FEATURES & AMENITIES • Wine fridge • More under “What this place offers” below Included: • Concierge service • More under “What this place offers” below Extra cost (advance notice may be required): • Laundry/Valet service • Activities & excursions • Personal yoga & pilates instructor • Event planning & catering service • More under “Add-on services” below

Mar 6 – 13

€ 11,745 per night

Villa in Half Moon Bay, British Virgin Islands

Nora Hazel Point Estate

Escape to the secluded British Virgin Island of Tortola at this pair of modern seaside villas, 10-minutes from Road Town. Set on 42-acres, this private estate is perfect for a multi-family vacation. A short walk separates each fully-equipped home, with combined vantage points to capture 270-degrees of endless ocean-view. Nearby, you’ll find plenty of beautiful white-sand beachfront.  The Nora Hazel Point Estate is one of BVI’s most prestigious. While you and your guests are enjoying cocktails by the pool, a full-staff, including a private chef, can be catering to your every whim. If you’d rather get wet, the boat rental comes with snorkel gear. Back at home, soothing cream tones, warm wood accents, and a breezy open-concept layout await. If you’re in the mood to party, play bartender and mix up a few tropical cocktails at the bar.  The best way to explore the whole island and its neighbors is by boat. Sign-up for sailing lessons, charter a private yacht, or book a fishing trip. The Port Purcell area of Road Town has plenty of options. While you’re in Road Town, check out some of the local bars for later or stop in for a lobster lunch at one of their many restaurants. If you’d rather explore by land, follow the scenic trails leading through Sage Mountain National Park. And, if you’re in the mood to dance, the Cane Garden Bay area has the island’s best nightlife.  Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM Nora Hazel House • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower, Dual vanity, Ceiling fan, Walk-in closet, Safe, Private balcony, Outdoor furniture, Sea view • Bedroom 2: King size bed, Ensuite bathroom with stand-alone shower, Dual vanity, Ceiling fan, Walk-in closet, Safe, Private balcony, Outdoor furniture, Sea view • Bedroom 3: King size bed, Ensuite bathroom with stand-alone shower, Dual vanity, Ceiling fan, Walk-in closet, Safe, Private balcony, Outdoor furniture, Sea view • Bedroom 4: King size bed, Ensuite bathroom with stand-alone shower, Ceiling fan, Safe, Private balcony, Outdoor furniture, Sea view • Bedroom 5: King size bed, Ensuite bathroom with stand-alone shower, Ceiling fan, Safe, Private balcony, Outdoor furniture, Sea view • Bedroom 6: Queen size bed, Ensuite bathroom with stand-alone shower & bathtub, Ceiling fan, Desk, Safe, Terrace with outdoor furniture, Garden and sea view Osprey House • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone rain shower & bathtub, Dual vanity, Ceiling fan, Walk-in closet, Safe, Private balcony, Outdoor furniture, Sea view • Bedroom 2: King size bed, Ensuite bathroom with stand-alone rain shower & bathtub, Dual vanity, Ceiling fan, Walk-in closet, Safe, Private balcony, Outdoor furniture, Sea view • Bedroom 3: Queen size bed, Ensuite bathroom with stand-alone rain shower, Ceiling fan, Safe, Private balcony, Outdoor furniture, Sea view • Bedroom 4: 2 Queen size bunk beds, Ensuite bathroom with stand-alone shower & bathtub, Dual vanity, Ceiling fan, Garden view FEATURES & AMENITIES • Wine coolers OUTDOOR FEATURES • Garden • Private dock STAFF & SERVICES Self-catered option Extra Cost (advance notice may be required): • Activities and excursions Catered option Included: • Villa pre-stocking - according to preferences and standard bar and wine selection Extra Cost (advance notice may be required): • Activities and excursions

Jun 13 – 20

€ 8,181 per night

Popular amenities for Saint John luxury vacation rentals

All about Saint John

Planning a St John vacation? We’re here to help!

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 – your Luxury Retreats concierge can organize gear rentals if you don’t have your own equipment, as well as lessons to help beginners on their way.

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.

 

Luxury Retreats, an expert in St John villa rentals

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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