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Luxury rentals in Saint John

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Top-rated luxury vacation rentals in Saint John

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Villa in South West
Sol y Sombra
 The sounds of waves gently washing ashore and palm trees rustling in the breeze provide the soundtrack at this oceanfront villa in the British Virgin Islands. Sink into the infinity pool and see if you can tell where the pool ends the ocean begins, it’s harder than you might think. Then, challenge a friend to a match on the private tennis court. After, celebrate over dinner in Spanish Town.  Fragrant gardens, natural rock formations, and lush lawns lead you through the backyard, and down to the pebble-beach swimming cove. Follow arched-doorways and wide, airy-openings from the terrace to the interior, where warm woods and elegant marble await. The kitchen’s breakfast bar acts as a window into the fully-equipped enclave, where restaurant caliber appliances are sure to spark creativity.   After watching the sunset from a hammock, let the nightlife begin. First, pull down the projector screen in the great room and set the kids up with a movie. Then, mix yourself a tropical cocktail or pick a bottle from the wine fridge. Turn up the outdoor speakers and gather around the alfresco set, mingle on the lawn, or take a blanket down to the beach.  Walk 5 minutes south, and you’ll find the sandy shore of Little Trunk Bay Beach. Bring the included ocean kayaks, snorkeling equipment, and life jackets with you for a little extra fun. Feel like exploring the sea from a bigger boat? Book yourself a fishing trip or a private yacht charter from La Boheme Charters. For some historical content, visit The Copper Mine, the former economic backbone of the island.  Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM • Bedroom 1 - Primary: King size bed, Ensuite bathroom with bath and stand-alone shower, Dual vanity, Walk-in closet, Air conditioning, Television, Safe, Covered verandah with pool access, Ocean view • Bedroom 2: 2 Twin size beds (can be converted into King), Ensuite bathroom with stand-alone shower, Dual vanity, Air conditioning, Television, Safe, Covered verandah, Ocean View • Bedroom 3: Queen size bed, Ensuite bathroom with stand-alone shower, Dual vanity, Air conditioning, Television, Private terrace, Ocean view Tennis Suite • Bedroom 4: King size bed, Ensuite bathroom with stand-alone shower, Dual vanity, Air conditioning, Kitchenette, Safe, Covered verandah • Bedroom 5: King size bed, Ensuite bathroom with stand-alone shower, Dual vanity, Air conditioning • Additional bedding: 2 Twin size day beds in the Tennis Suite's sitting room (suitable for 2 children under 18 years of age) FEATURES & AMENITIES • Wine fridge • Snorkeling equipment • Life jackets (adult & children sizes) • More under “What this place offers” below Extra Cost (advance notice may be required): • Additional housekeeping • Activities and excursions • More under “Add-on services” below
Villa in Southwest
On The Rocks
Escape Virgin Gorda’s pristine white-sand beaches, and scenic vistas of Sir Francis Drake Channel at this pavilion-style villa in the British Virgin Islands. Wander the lush 1.5-acre property and lose yourself amongst mature palms, giant boulders, and thick tropical greenery. Then, walk 2 minutes down to Little Trunk Bay, one of Gorda’s most breathtaking beaches. Built within a private and shady alcove, the On The Rocks estate is the perfect place to embrace a stress-free way of life. Follow the coral-stone pathway around the terrace, where you’ll notice several seating options for the whole group, as well as smaller settings for more intimate moments. French doors lead the way inside, where the common areas and bedrooms are divided between 3 semi-separate pavilions. Start your day with a refreshing swim in the pool or try out snorkeling down at the beach. Then, head into Spanish Town to pick up some fresh fish for a lunchtime barbecue. After a little grilling, dine at the cliffside alfresco set and watch the luxury yachts navigate the channel. Sneak away for a quick nap in the hammock before dinner, then rejoin the group for an exciting evening. Make sure to pack your camera and hiking boots because the view from Gorda’s peak is not to be missed. 11 kilometers from home, you’ll find a network of hiking trails that wind their way through lush jungle and scenic lookouts at Gorda Peak National Park. When you emerge from the wilderness, head to Spanish Town lunch and a little souvenir shopping. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM Bedroom 1 – Master: King size bed, Ensuite bathroom with alfresco shower, Dual vanity, Television, Safe, Air conditioning, Garden patio Bedroom 2: King size bed, Ensuite bathroom with stand-alone shower, Television, Safe, Air conditioning, Access to pool Bedroom 3: King size bed, Ensuite bathroom with stand-alone shower, Dual vanity, Television, Safe, Air conditioning, Private balcony Bedroom 4: King size bed (can be converted to 2 twin beds upon request), Ensuite bathroom with alfresco shower, Television, Safe, Air conditioning, Private patio FEATURES & AMENITIES • Fully equipped kitchen • Dishwasher • Formal dining area with seating for 8 • Wet bar • Ice maker • Air-conditioned bedrooms • Satellite television • Wi-Fi OUTDOOR FEATURES • Swimming pool - unheated • Sun loungers • Outdoor furniture • Alfresco dining with seating for 8 • Charcoal barbecue • Hammock • Assorted snorkeling gear STAFF & SERVICES Included: • Daily housekeeping (except Sundays) At Extra Cost (advance notice required) • Additional housekeeping • Laundry service • Villa pre-stocking • Car rental • Airport transfers LOCATION Points of Interest • 7 minute drive to Spanish Town, shops & restaurants • 11.4 km to Virgin Gorda Peak • 12.1 km to Leverick Bay Resort & Marina Beach Access • 2 minute walk to Little Trunk Bay • 2 minute drive to Spring Bay • 4 minute drive to Devil's Bay (The Baths) National Park • 10 minute drive to Casey Bay Airport • 8 minute drive to Virgin Gorda Airport (VIJ)
Villa in Peterborg
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

Other great luxury vacation rentals in Saint John

Villa in Cruz Bay
Frangipani Villa at The Hills
Villa in Half Moon Bay
Osprey House
Villa in Great Cruz Bay
Indo House
Villa in Central
Cinnamon Ridge
Villa in Peter Bay
2B at Peter Bay
Home in Freshwater Pond
St. Bernard's Hill House
Villa in Half Moon Bay
Nora Hazel House
Villa in St. John
Villa in St. Thomas
Sand Dollar Estate
Villa in Virgin Gorda
Villa in Buck Island
The Aerial
Villa in Half Moon Bay
Nora Hazel Point Estate

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


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.


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