Homes & luxury vacation rentals in Cruz Bay, St John (USVI)

Chocolate Hole, Cruz Bay Quarter

12 people ∙ 6 bedrooms ∙ 6 bathrooms

Those looking for unparalleled privacy, beauty, and opulence will fall in love with the elegant Finisterre. Originating from the Latin phrase “finis terrae” which meant “end of the earth” - a moniker so fitting for a home with such breathtaking views as Finisterre. Set within the coastal Chocolate Hole region of St John, the secluded sanctuary of Finisterre is surrounded by the azure waters of Hart Bay and Rendezvous Bay, as well as the lush tropical flora of the hillside. The 1950’s Bohemian style of Finisterre creates a chic and welcoming atmosphere from the moment you step inside. Within the home, you’ll find a lounge, ocean-view gym, media room, and games room to keep the whole family entertained. However, with the popular North Shore beaches just a short 15-minute drive away, your afternoons can be spent snorkelling on kayaking on their pristine waters! Each of the six delightful sea view bedrooms of Finisterre has been given their own Latin names. Five of the bedrooms feature 270-degree ocean views, with outdoor seating to enjoy your morning coffee. All beds have Serta Perfect Sleeper mattresses to sink in to, as well as individual private entrances for complete seclusion. Outside, the large swimming pool and submerged tanning ledge are perfect for both rest and play - children will love splashing around while the adults soak up the warm Caribbean sunshine! Around the pool, an ample choice of seating areas allows you to relax in comfort, both in the shade and in the sunshine. The pod-style design of Finisterre ensures total privacy - excellent for uninterrupted sunbathing or a much-needed afternoon siesta.

Chocolate Hole, Cruz Bay Quarter

8 people ∙ 1 bedroom ∙ 4 bathrooms

Meaning ‘beautiful’ in Arawak, this gorgeous four-bedroom villa certainly lives up to its name. On arrival, you’ll first spot the four stone and coral sugar mill turrets; inside there are large sculptures; and outside, an infinity pool wraps around the edge of the dining terrace, allowing you to take in the panoramic ocean views. The open-plan great room has an elegant dining area and a cosy lounge. The traditional kitchen is a generous size, so you will all be able to help prepare mouth-watering dishes, or chat around the breakfast bar with a glass of wine or a cold beer in hand. Three king-size bedrooms are housed in a separate building, each with a dressing area and bathroom featuring a round shower. The fourth queen-size bedroom is situated in a separate cottage, perfect for those in the group who require an additional level of privacy. Alongside the inviting pool, the outdoor area has plenty of places where you can lounge in the sunshine – or in the shade, thanks to the large parasols and trellises. Coyaba has a secluded setting on a promontory in the popular Chocolate Hole neighbourhood, but it’s also easy to get out and explore the island with short drives to the most popular attractions. This charming villa offers a peaceful and private stay for a family or group of friends holidaying together on St John.

Great Cruz Bay, Cruz Bay Quarter

10 people ∙ 1 bedroom ∙ 7 bathrooms

Located in Great Cruz Bay, Ardisia is one of the finest examples of luxury living currently available just about anywhere in the Virgin Islands. Only minutes from Cruz Bay and the world famous North Shore beaches this home is the ideal vacation spot for families and large groups. The villa has 4 bedrooms accessible through the interior of the house and one separate beachside bedroom this villa which is perfect for both families and private gatherings. Located on the water with a huge pool, Ardisia offers you something that is a very rare find on St. John, direct access to the beach. Carefully selected furnishings, top end appliances and full air conditioning make your villa rental the ultimate vacation spot.

Virgin Grand Estates, Cruz Bay Quarter

8 people ∙ 1 bedroom ∙ 5 bathrooms

Nestled on a beautiful hillside overlooking the spectacular Caribbean ocean, Chase The Sun is an enchanting modern villa for up to eight guests. Secure within the gated community of Virgin Grande Estates, large family and multi-couple groups are within easy reach of Cruz Bay’s buzzing shopping, nightlife, and dining scene. Guests are also blissfully close to the white sands and shady balms of Great Cruz Bay beach. Keep your group cool under the plentiful beach umbrellas and watch them have fun with the water sports equipment available for hire on the shore. Kayak across the calm waters or snorkel, looking out for colourful shoals of fish, rays, turtles, and super-sized seashells on the seabed. Later, take your pick from the many pretty oceanfront restaurants, serving the freshest seafood and the coldest wine and cocktails. To immerse yourself in the culture and history of the island, visit the Annaberg Sugar Plantation for exhibitions and regular craft fairs and concerts. Bright and fresh, the spacious interiors of Chase The Sun are warmed by rich wooden furniture and finishings. With pops of greens and blues to remind you of your lush tropical setting, you’ll find it a breeze entertaining in this gorgeous villa, with relaxing living spaces, and a games room with a pool table for some friendly competition. Cater for your large group in the well-equipped, sophisticated open-plan kitchen-dining room, using ingredients sourced from one of the vibrant local coastal markets. The four ensuite bedrooms are cool and tranquil, with charming, vaulted ceilings and dreamy island vistas. Each boasts a comfortable king-size bed and offers unforgettable touches such as modern four-poster bedframes and private balconies. Fall in love with the captivating outdoor space at the villa, with the expansive upper terrace providing ample dining and seating space beside the sparkling pool, offering breathtaking views of the ocean and the most incredible sunsets. Surrounded by lush tropical slopes, you’ll truly be living your Caribbean island fantasies. Take things slowly and soak up the unforgettable St John ambiance from the magnificent Chase the Sun.

Rendezvous Bay, Cruz Bay Quarter

8 people ∙ 1 bedroom ∙ 4 bathrooms

The shining ivory and turquoise of this exquisite villa make it seem like a piece of Caribbean sky brought down to the ground to nestle amongst the island’s emerald hills. A bright and airy space which captures the chic grandeur and charming elegance of St John, Southern Breeze is a sparkling jewel of seaside living. Situated just nine minutes from the vibrant culture and fine dining of Cruz Bay, Southern Breeze is only five minutes from two different stunning beaches (Reef Bay and Ditleff Point). It lies 80 minutes from the airport on a rolling hillside which provides breathtaking views of the open sea and the picturesque Cocolobo Point. Eagle-eyed guests will find themselves perfectly situated for spotting rays and sea turtles exploring the waters of Fish Bay below. The design of Southern Breeze is beautifully balanced to allow the wondrous natural beauty all around you to shine. The gleaming white walls, warm woods, lofty ceilings sound sumptuous tiled floors invite in the sunshine and gentle breezes and set off the vibrant colours of the flowers and fauna all around. An exquisitely open living space provides ample space for dining together, curling up around the widescreen TV and sharing a drink at the breakfast bar whilst a meal is prepared in the gourmet kitchen. The four air-conditioned ensuite bedrooms boast gorgeous vintage furniture and employ pops of colour to give each space its own flair and charm. The first three offer queen-size beds, while the final bedroom can be made up with a king bed or two twins, depending on the configuration of your group. Outside, a traditional mosaic-stone wall stands guard over a wonderfully private deck and sparkling pool all surrounded by rolling lawns and stunning tropical flowers. The covered verandas look out across truly magical views, which you can enjoy from sunrise to sunset in your very own pocket of splendour.

Devers Bay, Cruz Bay Quarter

8 people ∙ 1 bedroom ∙ 4 bathrooms

Sunset Beach is that rarest of things on St John: a villa that’s set right on the beach. In this case, a pebbly, coral-stone southern shore, with an adjacent sandy area and then a cute cove whose Caribbean Sea reef is ripe for snorkelling. There’s no need to dispense with swimming costumes after strolling the few metres home, either. The turquoise-themed deck on Sunset Beach’s lower floor hosts its large pool (and a bar area and barbecue) while, upstairs, a long, covered veranda includes a hot tub and receives refreshing breezes. It’s from up there that guests can best admire the daily, delightful sunsets which lend this villa its name. Inside, still on the upper floor, an open-plan ‘great room’ contains the expansive, custom-built kitchen, a dining table and bright-coloured sofas so everyone can stay connected and comfortable. Two bedrooms are also on this floor, found in separate cabanas offering exterior doors, with the other pair downstairs – one with direct pool access, and the other a twin room intended for kids. All are air-conditioned, ensuite, equally sized and lined by characterful antiques, and all let you drift off listening to the waves rolling in. Though Devers Bay is a largely residential peninsula, you’re still only an easy drive from Cruz Bay’s supermarkets, shops and restaurants.

Rendezvous Bay, Cruz Bay Quarter

14 people ∙ 5 bedrooms ∙ 5 bathrooms

Set in almost an acre of private grounds and elevated above Rendezvous Bay, this five-bedroom villa has jaw-dropping ocean views. The stand-out feature here is the large terrace, with its lovely pool, hot tub and plenty of sun loungers. To help you make the most of the view and outdoor living, the terrace also has a covered kitchen, perfect for grilling fresh meat and seafood and enjoying leisurely lunches in the sunshine. For conjuring up more complex dishes, head to the indoor kitchen, which has a walk-in pantry and is fully equipped with everything you’ll need for family feasts. The large living area features a beamed ceiling and Italian tile flooring and leads through to the cosy covered rotunda, with its charming Caribbean stone walls. This is the perfect spot for a tranquil morning coffee before the fun of the day begins. A storage room and laundry room are handy extra spaces. Bedrooms are named after St John’s stunning beaches. All have a private ensuite bathroom and there are great options for all generations. One suite is located on the main level of the villa, so there’s no need to walk up and down any stairs. It also has its own terrace. Three further suites are located in the main part of the villa and some boast ocean views. The fifth bedroom is reached by a separate external staircase and is a self-contained studio complete with a kitchen and lounge, ideal for guests looking for additional privacy. Aprés Sea is an idyllic place to spend quality time with all the family.

Virgin Grand Estates, Cruz Bay Quarter

8 people ∙ 1 bedroom ∙ 5 bathrooms

Translating to “the beautiful life” from Italian, La Bella Vita is a private retreat in the exclusive and residential neighbourhood of Virgin Grand Estates in St John. As you step onto the sun-drenched terrace, it’s very easy to see why this charming villa gained its moniker. Sip cocktails at the outdoor bar, or lie back in the refreshing waters of the large swimming pool - everything at La Bella Vita has been designed with complete relaxation in mind. From the terrace, you can enjoy breathtaking views of St John’s west end, all the way to St Thomas and beyond. Plenty of comfortable outdoor seating surrounds the pool terrace, along with an al fresco dining area. As you might expect, glorious sunsets can also be enjoyed here - gaze in awe as the sky lights up in deep, fiery hues while the sun sinks beyond the horizon. Inside, the open-plan living and dining area allows you to cool off in comfort. Expertly designed by a professional chef, the gourmet kitchen is well-equipped for cooking up delicious meals. Four sumptuous master suites can also be found within, each with their own outdoor shower - beautifully enclosed by native stone walls. Should you want a break from the total solitude of La Bella Vita, the lively town of Cruz Bay is a short 10-minute drive down the road. Here, you’ll get to enjoy an excellent choice of bars and restaurants, serving up traditional island delights with plenty of live Caribbean music.

Chocolate Hole, Cruz Bay Quarter

10 people ∙ 1 bedroom ∙ 6 bathrooms

Sea Forever’s pun name refers to its splendid perch on St John's southwestern hillside, and the stunning vistas that perch allows. From up here, guests can see down over yacht-speckled Great Cruz Bay and across the Caribbean Sea as far as St. Croix. Later, all of that turns pink as the romantic, gasp-inducing spectacle of sunset begins. Though the ultra-spacious villa has been designed to provide almost-omnipresent ocean views, the best vantage point might be its free-form pool and elevated, multi-person hot tub. A speaker system, barbecue, wet bar and nearby fridge make it easy to spend fun-filled group days out here as trade winds keep everyone cool. Should you need a break from the sun, there are tables and chairs under Greek-style pillars and on the seemingly-endless wrap-around, balconied decks. Alternatively, hang out in the vaulted, open-plan ‘great room’, playing board games, watching DVDs or chatting to whoever’s utilising the gourmet kitchen while sitting beside a counter island. On the same upper level are three master bedrooms with a fourth twin bedroom downstairs, ideal for any children in the group. All are air-conditioned and all boast outdoor access delivering – you guessed it – sea views. You’re a five-minute drive from Cruz Bay’s bright lights, with the North Shore’s pristine white coves, trails and watersports only a little further afield.

Rendezvous Bay, Cruz Bay Quarter

10 people ∙ 5 bedrooms ∙ 6 bathrooms

The view across St. John's south shore is breathtaking, and during your stay in Seas Edge you won't miss a second of it. Seas Edge sits on a cliff side point 60 feet above Rendezvous Bay, surrounded by water on three sides. With beautiful island-inspired architecture, charming indoor and outdoor living spaces, and complete privacy, Seas Edge is a haven, the perfect place to escape the stresses of civilization. This villas waterfront location makes for lots of lovely island breezes, with stairs leading to a rocky trail that brings you to a private protective cove perfect for taking a leisurely float. Spread out between a main house and separate cottage, the five bedroom suites are richly furnished and each has a private balcony with direct sea views as well as en suite bathrooms and televisions for those nights you may just want to cozy up in bed with a good movie. Additionally, the gourmet kitchen and luxurious main living areas and are equipped with every modern convenience, including a state of the art sound system. The outdoor living spaces are an elegant extension of the indoors with a comfortable dining area, a large 42" invisible edge pool that disappears into the Caribbean Sea, and plenty of space for just enjoying the sun and the breeze. And for days when you'd rather lounge on the beach than lounge at home, Seas Edge is just a short drive to the white sands of the North Shore.

Great Cruz Bay, Cruz Bay Quarter

6 people ∙ 1 bedroom ∙ 4 bathrooms

Perched in an exclusive, secluded position with sweeping views of Great Cruz Bay, Blue Tang is a three-bedroom villa that offers a taste of the laid-back Caribbean lifestyle. Comfortably accommodating up to six guests, this spacious and elegant villa provides an exclusive hideaway for a special family vacation or celebration. Great Cruz Bay sits on the west coast of St John in the US Virgin Islands. It's a sheltered bay filled with impressive yachts and top-of-the-range speedboats. Away from the main town is the idyllic Great Cruz Bay beach, a classic white-sand Caribbean beach lapped by azure water calm enough for swimming and snorkelling. Water sports are hugely popular in Great Cruz Bay and your dedicated concierge will be happy to arrange lessons with a local water sports centre if you're new to the world of scuba diving or sailboarding. Stepping into Blue Tang, you're immediately enveloped in a sense of calm. The high-end furnishings, neutral tones, high-pitched ceilings, and cool tiled floors create a serene atmosphere. The open-plan living concept encourages relaxation and socializing, seamlessly connecting the cool and comfortable interiors with the sun-drenched outdoor living spaces. The pops of blue and green echo the colours of the Bay, evoking a deep sense of harmony with your surroundings. The dining space is relaxed, or you can choose to dine al fresco on the terrace. The kitchen is two steps up from the dining area and is a well-designed space with polished surfaces and blonde wood cabinets. Further dining options, including a gas BBQ, form part of the covered terrace for those evening feasts and starlit soirees. The three bedrooms are blissfully quiet, with soft, muted colours accented by organic touches and incredible views. The primary suite has a magnificent king-size four-poster bed and an attractive ensuite, while the second bedroom also has an indulgent king-size bed and ensuite with high-end fixtures. The third bedroom has two cosy twin beds that can be reconfigured into a king-size bed if required. Outside, a covered terrace provides plenty of shade from the afternoon sun and is the ideal spot to sit back with a rum cocktail and simply take in the view. A sparkling infinity pool invites you to dive in and cool off, and the multi-level terrace system has sun loungers dotted around so you can find your own little corner of tropical heaven. Blue Tang is the quintessential St John villa rental, giving you an unforgettable vacation in this truly beautiful location.

Great Cruz Bay, Cruz Bay Quarter

8 people ∙ 2 bedrooms ∙ 6 bathrooms

A classic Caribbean home, screened by tropical splendour and characterised by beautiful local stone mosaic-style walls, Estate Rose will lift you above the everyday to a world of sunrises, sunsets and timeless opulence. Set in over an acre of luscious greenery upon the ridge that spans Great Cruz and Chocolate Hole, this landmark home is imbued with heritage and surrounded by natural wonder. Situated just ten minutes from the vibrant nightlife, boutique shopping and fine dining of Cruz Bay, Estate Rose is only 15 minutes from the stunning North Shore Beaches and 75 minutes from the airport. Its lofty position provides dazzling panoramic views in three directions and simply glorious privacy. For a livelier scene, a walk leads you to Westin Resort where you can indulge in a cocktail or spa service. The home itself combines warm woods with the magnificent palette of colours the local stone provides, so that at different times of day a different hue will catch your eye: from gentle corals to shimmering teals and gleaming onyx. The delightful main space boasts a lofty pitched ceiling with a glorious, chandelier adorned, dining area at one end and cosy, soft sofas at the other. A huge landscape window opens out to sea breezes and the verdant greenery of the estate. The well-equipped kitchen is tiled in glowing terracotta with a charming breakfast bar and a boutique fitness room is also on hand. The four ensuite bedrooms all come complete with a HDTV and offer their own personal outlook on the surrounding vistas. A separate cottage houses one of the rooms, along with a living and cooking area for those seeking even more privacy. Outside you will discover an elegant deck surrounding a sparkling pool and sunken hot tub. A curved dining veranda offers a perfect nook for a candlelit meal and a grander dining area with BBQ is shaded by trees and bordered by aromatic flowers so that every single sense is invigorated and delightful by this piece of paradise.

Ditleff Point, Cruz Bay Quarter

10 people ∙ 3 bedrooms ∙ 5 bathrooms

Close your eyes, listen to the sound of the waves gently caressing the shoreline and feel the warmth of the Caribbean sun on your skin. This is Driftwood Villa, a sublime beachfront retreat that offers up to ten guests the chance to escape the everyday and embrace the laid-back island lifestyle on beautiful St John. With three bedrooms and a bunk set-up in the home theatre that will delight younger guests, this paradise hideaway offers seclusion and tranquillity with no compromise on comfort. St John is one of those islands that captures your heart from arrival. Smaller than its neighbouring islands but with no less personality, it’s a place where you go to simply ‘be’. Much of the island is protected by nature reserves on and off-shore, making it a tropical wonderland filled with rare wildflowers and rich in marine life. St John is the ideal destination if you’re passionate about conservation and enjoy the finer things in life. Every element of Driftwood Villa has been meticulously planned, from the sparkling heated infinity pool that seems to melt into the blue ocean to the indoor-outdoor living spaces. The traditional architectural design produces high vaulted ceilings with exposed beams, creating open-plan living with a sense of space and lightness. The plush furnishings, both inside and out, encourage you to sink into a cosy seat and simply relax. The professional standard kitchen is perfect for creating cuisine with fiery Creole spices and fresh local ingredients, served at the bespoke dining table or al fresco on the terrace. Three king-size bedrooms decorated in soothing tones create calm oases for the adults, while the two twin bunk beds in the home theatre are a wonderful ‘bunk room’ for the younger guests. Two wet bars provide plenty of opportunity to create rum cocktails that you can sip on the sun terrace or in a shady spot in the outside living area. As the sun sets, a few steps will lead you to that idyllic deserted beach, where you can sink your toes into the warm sand and watch the stars come out. Driftwood Villa is where you’ll rediscover that passion for life under the dazzling blue of a Caribbean sky.

Rendezvous Bay, Cruz Bay Quarter

8 people ∙ 4 bedrooms ∙ 3 bathrooms

Located high above Klein Bay, in an exclusive residential community, Ami La Vita has breath-taking ocean views and is just a short walk from a private pebble beach. This four-bedroom villa has an impressive white façade, with a bright blue pool on its terrace and flower-filled gardens that offer extra privacy. Start the days right with a swim in the warm ocean waters, or don a snorkel to see the rainbow-coloured fish and reefs. Then choose whether to jump in the car to explore Cruz Bay or retreat to the villa to relax in your own pocket of island paradise. The villa has pretty balconies and breezeways to connect the indoor and outdoor living spaces. The kitchen has a breakfast bar to serve hungry guests, while the covered terrace is the ideal place to enjoy long, leisurely lunches with a crisp glass of wine. There’s also a cosy lounge for snuggling up together. All of the bedrooms open out onto decks with wonderful views of the Caribbean Sea, and two of the rooms also have an outdoor shower. Ami La Vita is perfectly set up to cater for intimate family trips and fun-filled gatherings with friends.

Virgin Grand Estates, Cruz Bay Quarter

6 people ∙ 1 bedroom ∙ 4 bathrooms

Surrounded by greenery and just a stone’s throw from the glistening sea, Villa Bananaquit is a peaceful retreat in the stunning St John – one of the gorgeous British Virgin Islands. From the moment you set foot on the entrance pathway, the exotic blooms and lush foliage will transport you to a tropical paradise. When it’s time to get out and explore, you’ll have the island’s best bits at your fingertips. It’s less than 10 minutes’ drive to the spectacular beach at Guinea Gut Bay and less than 20 minutes to so-called Honeymoon Beach, where the sand-and-sea situation is as postcard-perfect as it gets. Nearby Cruz Bay, meanwhile, is a treasure trove of restaurants, shops and bars. This fabulous three-bedroom villa sleeps up to six guests. Two of the bedrooms come with king-sized beds, while the third benefits from two singles which could be pushed together to create another king-sized bed. Each one is decorated in true Caribbean style – think tiled floors, white walls, dark wood furniture and decorative ceilings. Best of all, all three bedrooms come with beautiful ensuite bathrooms with twin sinks and walk-in showers, so everyone gets plenty of privacy. Turn your attention to the living area, and you’ll find a beautifully bright room adorned with wicker sofas, a colourful rug and a wooden coffee table. Two sets of doors open up onto a terrace, which gazes out across the sea. As for the kitchen, it follows the same decorative theme and comes equipped with all the essentials, including a coffee machine and a roomy fridge. A wooden dining table gives you plenty of space for family dinners, too. While the interior is impressive, it’s the outdoor space that really steals the show here. The views are second to none – dazzling sunsets, boats dotting the azure waters, and the twinkling lights of nearby towns at night are all visible from the private pool. When you’re not cooling off in the water or basking in the sun, you can dine al fresco-style on the gorgeous, shaded patio, which comes complete with a round table and comfy wicker chairs. So get ready to deeply relax – possibly with an artisan rum cocktail in hand – and immerse yourself in a perfect Caribbean vacation.

Virgin Grand Estates, Cruz Bay Quarter

8 people ∙ 1 bedroom ∙ 4 bathrooms

Named after the French word for a coconut palm, Cocotier combines Parisian elegance with tropical splendour just as its name suggests. A bright and airy home of vaulted ceilings, pops of vivid colour and gorgeous antiques, this home is a stunning hillside retreat for friends or family. Situated amongst endless rolling views of St. Croix, Puerto Rico and Lovango Cay, Cocotier is wonderfully secluded and yet is just five minutes from the beach and only seven minutes from the vibrant culture and fine dining of Cruz Bay. It is 75 minutes from the airport and lies inside the exclusive gated community of Virgin Grand Estates. The surrounding verdant foliage and whispering palms make you feel like you’re tucked away in a beautiful tamed wilderness, shaded by the gorgeous terracotta-tiled roofs and adorned with delightful turquoise pillars and stairwells. The great room of Cocotier is a grand, cathedral-like space furnished with exotic teak and mahogany furnishings and hand painted antiques. Here you will find plenty of space for sharing a game, relaxing in front of the satellite TV or sitting down to a formal meal. The four ensuite bedrooms each boast their own TV with sumptuous designer sheets and carefully-chosen artisan furnishings. The marble-accented bathrooms contain showers that open to the sea and yet ensure total privacy. Outside the beautiful, Mexican-tiled pool immerses you into the dazzling views and sea breezes or you can sink into the bubbles of the hot tub with a cocktail from the tropical bar. The outdoor dining area is perfectly placed to soak in the sunset, which then gives way to the twinkling lights of St Thomas and the glittering stars above. As the aromas of frangipani and jasmine fill the air, the hushed sway of the coconut palms will promise you a wondrous night’s sleep and yet another day of wonders to come.

Virgin Grand Estates, Cruz Bay Quarter

10 people ∙ 1 bedroom ∙ 4 bathrooms

Set in the exclusive Virgin Grand Estates, this charming four-bedroom villa has outstanding views over the yacht-studded bay and out across the Caribbean Sea to the island of St Thomas. The sunset views from here are particularly special. Outside on the terrace, a large pool surrounded by tropical greenery boasts gorgeous ocean views, while the sun-dappled antique brick patio has plenty of seating for all the family. Inside, expect to find lovely traditional shutters, high vaulted ceilings and mahogany details. The communal area includes a kitchen fit for budding chefs, a large dining table for sociable family dinners and a wet bar. Two elegant bedrooms are located on the main floor. The other two are accessed from the pool deck, which is just a short walk down a covered stairway. One pool deck bedroom opens onto another bedroom with two day beds; it’s a great set-up for young families or can be used as a couples’ lounge. All rooms come with their own ensuite bathroom. Blue Papaya is a stunning villa in the security of a gated community, perfect for celebratory family holidays.

Virgin Grand Estates, Cruz Bay Quarter

8 people ∙ 1 bedroom ∙ 5 bathrooms

You’ll rarely find a home with more spread-out bedrooms than Villa Vista Caribe. All three of the ensuite chambers in its sprawling main house occupy a separate floor, allowing each to afford sensational ocean views from its private deck (none better than the top-floor master suite). One has twin beds with kids in mind. The fourth bedroom, meanwhile, is really an apartment. Located in a stone-built pool cabana, it delivers perfect privacy – plus a kitchenette, bathtub, bar, coral-stone features and yet more splendid sea-gazing – to parents or grandparents. Those views stretch across the glinting Caribbean Sea to neighbouring islands St James and St Thomas, thanks to Vista Caribe’s 650-feet perch above the sea in gated Virgin Grand Estates. They’re also wondrous from the private pool, and its surrounding play areas: loungers on an antique brick verandah, a classically-columned gazebo for outdoor dining or thick gardens ensuring total privacy. A variety of additional terrace tables also look ocean-wards, positioned ready for the daily, stunning sunsets. Inside, there’s a richly-furnished ‘great room’ whose open-plan design encompasses a lounge and formal dining area. The superbly-equipped kitchen, with top-notch appliances and amenities is in an adjacent alcove, past an island bar. Every room has adjustable air-conditioning. Supermarkets are only five minutes away, with Cruz Bay’s restaurants and the first fantastic North Shore beaches about twice that.

Virgin Grand Estates, Cruz Bay Quarter

6 people ∙ 3 bedrooms ∙ 4 bathrooms

Marathon is a brand-new construction villa that will be available to rent in the summer of 2018 and is now taking reservations! After one evening spent on the decks of Marathon watching the incomparable Caribbean sunset and enjoying cocktails, tropical breezes and, of course, each other's company, you'll never want to vacation anywhere else. Nestled amidst vibrant tropical gardens of the exclusive Virgin Grand Estates, this three-bedroom villa is a great place to come home to, after spending the day exploring St. John. Marathon boasts incredible views of St. Thomas and the outlying islands, just a short drive from magnificent North Shore beaches or dining, shopping, and entertainment in Cruz Bay. And for leisurely days at home, the villa offers a large pool and sundeck, a gourmet kitchen, and comfortably furnished indoor and outdoor living spaces.

Rendezvous Bay, Cruz Bay Quarter

16 people ∙ 6 bedrooms ∙ 7 bathrooms

Boasting a commanding position overlooking the glittering turquoise waters of Rendezvous Bay, the splendid Villa Panache welcomes up to 12 adults and four children. Soak up the island atmosphere with a local coastline abundant with palm-fringed white sandy beaches—perfect for basking in the sun and playing in the crystal-clear ocean. From Villa Panache, you can reach a range of idyllic, family-friendly coves in under 20 minutes. Spot turtles at the dreamy Maho Bay or kayak around Honeymoon Bay, keeping your eyes peeled for the local dolphins and whales. The bustling port town of Cruz Bay lies just minutes from the villa. Here, you can try your hand at various invigorating water sports or indulge in a spot of shopping at Mongoose Junction. There’s a wonderfully laid-back dining scene, from flavoursome fried chicken and baby ribs served beachside to refined Caribbean restaurants, proudly serving blackened fish and the freshest seafood, including locally caught conch and lobster. The tropical aesthetic plays joyfully throughout the generous rooms of Villa Panache, from the charming, vaulted ceilings to the rich mahogany archways. The relaxed living room offers plenty of comfortable seating for a large group, with doors that can be opened to let the cool sea breezes whisper through. The airy modern kitchen has a generous island for social cooking sessions, or why not take supper al fresco, grilling local mahi-mahi and snapper on the BBQ and dining on the ocean-view terrace? This enchanting villa provides six bedrooms for adults, five with king-size beds and one with a queen-size bed. Each ensuite bedroom is infused with traditional Caribbean style, featuring handsome wooden furniture, terracotta or stone tiled floors, and earthy natural accents. The bathrooms echo the bedroom décor and benefit from spacious walk-in waterfall showers. Four little ones can be accommodated across two further rooms, each with a day bed and a trundle. Enjoy effortless entertaining in the beautifully presented outdoor areas centred around the sparkling private pool. Shake up a rum cocktail at the open-air bar, then sink into a plush sun lounger to watch a soul-nourishing island sunset in paradise.

Virgin Grand Estates, Cruz Bay Quarter

8 people ∙ 2 bedrooms ∙ 3 bathrooms

A classically elegant Caribbean home of gleaming white walls, sweeping drapery and rich tropical woods, Marbella captures the beauty of seaside living through timeless style and perfect comfort. Ideal for families or intimate groups, this mountainside home provides breathtaking vistas and refined seclusion amongst verdant greenery and captivating sea breezes. Situated just five minutes from the gorgeous Monte Bay Beach and only nine minutes from the vibrant port town of Cruz Bay, Marbella is 80 minutes from the airport. Its lofty position amount the exclusive Virgin Grand Estates gives it an enviable privacy and panoramic views of sea and sky. A sweeping, classical style deck with columned veranda is designed to make the most of the scenery and contains a wonderful sparkling pool and numerous sun-beds for soaking up the rays. The home is mostly spread over just one level, making it eminently accessible for children and those with access needs. The two king ensuites boast sumptuous four-poster beds and graceful French doors, which open out onto the pool deck. For children, there is a delightful twin room with a bright cheerful design and a secret, tucked away loft room, which can act as another bedroom or hideaway to play in. The real feature on Marbella, however, is the stunning great room. A lofty, cathedral-like ceiling crowns a graceful poly-sided shape with rich wood window frames swathed in gossamer drapes, artisanal lighting fixtures and vintage-style ceiling fans. A delectably comfortable seating area is the perfect space for connecting and relaxing, whilst the mahogany dining table is ready for a grand occasion. The gourmet kitchen is packed with high-end appliances and adorned with delightful, exotic tiling. Finally, the large glass doors open out to the deck, where you can stand on the threshold and breathe in the intoxicating aromas and catch the tantalising whisper of the seashore below.

Maria Bluff, Cruz Bay Quarter

8 people ∙ 1 bedroom ∙ 6 bathrooms

The Point at Maria Bluff is an architecturally beautiful home, set high among tropical flora and overlooking the cobalt Caribbean Sea. Located on the verdant Maria Bluff peninsula in the Cruz Bay Quarter of St John, those who visit feel as though they have landed in their very own secluded paradise. Should you feel the need to leave your tranquil oasis, you’ll find the popular beaches of Cruz Bay and North Shore just a short car journey away. As you step through the gate to The Point at Maria Bluff, you are first greeted by the gorgeous Asian-inspired Zen Garden. Once you arrive at the main house, a 50ft observation deck with its spiral staircase beckons you to ascend up to its top, with 300-degree views of the coast and island. A wonderful spot to grab a quiet moment and soak up the views. Inside, an expert blend of contemporary and traditional Caribbean furnishings combine to create a home that is both chic and comfortable. The indoor and outdoor living spaces are virtually one and the same, providing so many lovely spaces for socialising, dining, and relaxing. Featuring four master bedrooms, each with a private ensuite bath and open stone shower, every guest can relax in comfort and privacy. Outside, you’ll find plenty of comfortable seating around the glittering infinity pool and hot tub. However, the highlight has to be the octagonal observation deck which hangs over the cliff - watch the tropical fish swim below or soak up the sunsets from this amazing spot. For larger groups, a separate two-bedroom guest cottage adjacent to the main house can also be booked. Couples can also book this cosy cottage should the main house already be occupied.

Rendezvous Bay, Cruz Bay Quarter

8 people ∙ 1 bedroom ∙ 6 bathrooms

Standing on the deck by the pool at Island Rider and looking out to the horizon you begin to understand why people used to believe the earth was flat: you feel like you are perched at the edge of the world. Elegantly designed around a repeating octagonal pattern, this sophisticated yet classic home of beautiful local stone and traditional furnishings is a whole world away from the everyday. Located looking out towards the graceful curves of Rendezvous Bay and Ditliff Point, Island Rider feels wonderfully secluded and yet is only seven minutes from the vibrant town of Cruz Bay and just 15 minutes from the stunning North Shore Beaches. The airport is 80 minutes away and the home rests upon a gently sloping, breezy hillside amongst verdant tropical splendour. The glorious open living space is characterised by the gorgeous traditional, mosaic-stone walls of St John, adorned with artisan light fittings and gracefully lit alcoves which lend a magical, grotto-like feeling to the space. A delightful breakfast bar joins the main space to the state-of-the-art gourmet kitchen with rich wooden cabinetry and marble-style countertops. A chic dining and lounging area looks out to the veranda and stunning vistas beyond and a separate entertainment room provides a cosy space to snuggle up for a film night. The four ensuite bedrooms each have their own touches of style, but each boasts a sumptuous king bed, rich wood furnishings and a gorgeous view. Outside you’ll encounter a series of flowing balconies, verbenas and courtyards which provide a plethora of ways to experience the surrounding nature and intoxicating sunshine. The breathtaking octagonal pool is solar-heated and perched at the very edge of the deck, seeming to float you out amongst the clouds. Come evening, the veranda provides a handsome setting for firing up the grill and dining al fresco. The gleaming white walls of the villa are fringed by luscious tropical greenery everywhere you look, so that you feel you are simultaneously at the very edge of the world and deep in the heart of paradise.