British Virgin Islands Vacation Rentals

The Leeward House is oriented around one thing: the view. Perched above the Caribbean with an infinity edge pool that meets the horizon at the cliffside, this three-bedroom villa on Scrub Island is designed to pull you outside and keep you there. The open layout moves easily from the gourmet kitchen with raised marble breakfast bar through the dining and living areas and out onto the main terrace, where the BVI unfolds in every direction. Three primary suites each offer a king bed, dedicated seating area, soaking tub, walk-in rain shower, and double vanities. A half bath, sleeper sofa, and in-unit washer and dryer accommodate up to eight guests across 3.5 bathrooms, with room for the whole group to spread out and unwind. Your dedicated butler is on hand from arrival through departure, personally greeting your group, handling luggage, and taking care of every detail in between. Full provisioning, villa pick-up transportation, private island tours, and custom excursions across the BVI are all arranged on your behalf. Whatever you need, whenever you need it, your butler is always just a WhatsApp message away. Amenities: • Three master suites, each with a king-size bed, large ensuite bath, and separate seating area • Three luxurious full bathrooms with walk-in rain showers, soaking tubs, double-sink vanities, and private water closets, plus an additional half bath • Sleeper sofa in living room accommodates up to eight guests • Full gourmet kitchen with raised marble breakfast bar • Spacious living room that opens to the main terrace • Separate dining area • Private infinity edge pool with terrace • Comfortable outdoor furniture for relaxing and entertaining • Superior appliances including dishwasher, washer/dryer, Wolf range, and Sub-Zero refrigerator • Private chef services can be arranged • Endless views of the Caribbean and surrounding islands • Access to all amenities within Scrub Island Resort, Spa & Marina, including multiple pools, beaches, and restaurants • Complimentary resort ferry to and from Trellis Bay, just minutes from Tortola’s EIS airport

Nestled in the peaceful hills of Upper Carolina, Beyond A Dream is where unforgettable vacations begin! Wake to breathtaking panoramic views of Coral Bay & the BVI’s. Spend your days floating in the private 50-foot lap pool, exploring St John’s world-famous beaches, soaking in the spectacular views & the warm Caribbean breeze. Just 8 minutes from Maho Bay Beach, 7 minutes to Coral Bay’s famous Skinny Legs & Lime Out. Perfect for family travel, special occasions or relaxing getaway with friends! ★ Book With Confidence ★ Beyond A Dream may not have many guest reviews yet, but hospitality—and St. John—are nothing new to us! Jennifer and her family have been visiting St. John for 16 years, and Jennifer has hosted thousands of guests over the past 8 years, earning 6,200+ Top Rated guest reviews! Our local co-host Emily actually hosted our family for the past 5 years during our St. John vacations. We loved the care she gave our family so much that when our dream of owning a St. John home finally came true, there was no one else we wanted helping us care for you and your family! You can book knowing you’re in experienced and caring hands. ★The Villa★ Some places are simply beautiful. Others become the vacations your family talks about for years. Beyond A Dream was created to be both. Designed for families and groups, the villa comfortably accommodates up to 10 guests across two separate living levels, offering the perfect balance of gathering together while still providing privacy when desired. Nearly every room was designed to capture the incredible Caribbean scenery, making the breathtaking views the centerpiece of your stay. Whether you’re planning a family vacation, celebrating a special occasion, or escaping with friends, Beyond A Dream was designed to create memories that will last a lifetime. ★Why Guests Love Beyond A Dream★ ★ Panoramic views of Coral Bay Harbor & the British Virgin Islands ★ Private 50-foot lap pool ★ Comfortably sleeps up to 10 guests ★ 4 Bedrooms • 5.5 Bathrooms • 2 Kitchens ★ Incredible sunrise and sunset views ★ 8 Minutes to Maho Bay Beach, Lime Out & Skinny Legs ★ Dedicated children’s playroom ★Main Level★ The main level is the heart of the villa and is accessed by 15 exterior steps from the driveway, a common feature of hillside Caribbean villas. An open-concept living room, fully equipped kitchen, and dining area for ten all overlook the turquoise waters of Coral Bay Harbor through expansive windows. Whether you’re preparing breakfast before heading to the beach or sharing dinner after a day of exploring the island, every meal comes with an unforgettable view. This level includes: ★ Two King bedrooms ★ Two private ensuite bathrooms ★ Fully equipped kitchen with dishwasher ★ Dining table for 10 ★ Air conditioning in both bedrooms ★Lower Level★ Ideal for extended family or friends traveling together, the lower level offers its own comfortable living space separate from the main level. It is accessed via the exterior stairway, and just 4 steps down from the driveway, while remaining connected to the villa. Features include: ★ Two Queen bedrooms ★ Two private ensuite bathrooms ★ Large Living room with Queen sleeper sofa ★ Half bathroom ★ Second kitchen with essential cooking supplies (no dishwasher) ★ This entire space is fully air-conditioned ★ Large windows overlooking the pool ★The Loft★ One of the villa’s most memorable spaces. Relax with your morning coffee while watching boats travel from St John to Jost Van Dyke and the BVI’s, read a book while enjoying the tropical breeze, or step onto the private deck and soak in some of the most beautiful views on the island. The loft also includes: ★ Full bathroom ★ Children’s playroom stocked with toys and games ★ Comfortable seating area ★ Ceiling fans and refreshing island breezes ★Outdoor Living★ Life in St. John is meant to be enjoyed outdoors. Spend your days: ★ Floating in the private 50-foot lap pool ★ Relaxing in multiple lounge areas ★ Enjoying sunset cocktails overlooking Coral Bay ★Capturing unforgettable views of Coral Bay Harbor and the British Virgin Islands The pool maintains a family-friendly depth of approximately 3.5 feet throughout, making it ideal for both children and adults. ★Experience the Magic of St. John★ St. John isn’t just a destination—it’s a way of life. One of the island’s greatest charms is its incredible connection with nature. Don’t be surprised if you experience: ★Sea turtles swimming beside you while snorkeling or swimming at the beach ★ Friendly deer grazing along the roadside ★ Chickens (and sometimes tiny chicks!) wandering through town or joining you for breakfast at an outdoor café ★ Goats casually crossing the road and bringing traffic to a stop ★Donkeys roaming freely along the roads and beaches ★ Iguanas soaking up the Caribbean sunshine ★ Hermit crabs making their slow journey across the sand (and all the way up to the villa!) ★ Hummingbirds buzzing by visiting the tropical flowers around the villa ★ Wild papayas, coconuts, and other tropical fruit growing throughout the island ★ If you’re lucky, you may even spot stingrays gliding through the crystal-clear water or a small herd of cows taking a leisurely stroll down Centerline Road. It’s all part of the laid-back charm that makes St. John unlike anywhere else in the Caribbean. ★Explore St. John★ Beyond A Dream places you close to many of the island’s favorite destinations. ★ Maho Bay Beach – 8 minutes ★ Lime Out Floating Taco Bar – 7 minutes ★ Skinny Legs – 7 minutes ★ Coral Bay restaurants and shopping – just minutes away ★ Virgin Islands National Park hiking trails nearby Whether you’re snorkeling with sea turtles, hiking through the National Park or simply relaxing poolside with family, you’ll quickly understand why so many visitors fall in love with St. John. ★Book with Confidence★ Beyond A Dream is proudly hosted by Jennifer & her local co-host Emily - trusted by more than 6,000 five-star guest stays! ★ Thousands of happy guests ★ Years of Superhost and Premier Host recognition ★ Professional communication from booking through checkout Our goal is simple: provide an exceptional vacation from the moment you book until long after you’ve returned home. We can’t wait to welcome you to Beyond A Dream! Each guest will have private access to the entire villa. Whether you are booking for 2 guests, or 10. * Air conditioning is available in all four bedrooms, and in the living room with the sofa bed. * The loft and main level living areas are cooled by fans and the Caribbean breeze * The lower level is accessed via the exterior, making it ideal for guests who appreciate additional privacy. * Located in the desirable Upper Carolina neighborhood, with completely paved access directly to the villa, you’ll enjoy a peaceful setting while remaining just a short drive from the restaurants, shops, and beaches, with the world-famous North Shore beaches only an 8 minute scenic drive away. * House is equipped with beach chairs, towels, and coolers * St. John is a truly special place, and many of its natural resources are limited. Because there is no natural freshwater source on the island, rainwater is the primary source of water for most homes, including ours. We kindly ask our guests to be mindful of their water usage. * Electricity on the island is also more limited and costly than many visitors are accustomed to. We appreciate your help by turning off lights, fans, and air conditioning when they’re not in use and keeping doors and windows closed while the AC is running. * Unfortunately power outages do happen unexpectedly on the island however we have a solar-powered backup battery system which automatically provides power during an outage to minimize the interruption. * High-speed Starlink internet throughout Whether you’re planning a family vacation, couples’ retreat, or island getaway with friends, this beautiful Upper Carolina villa offers the space, comfort, and unforgettable views that make St. John so special.

Step in to one of St John’s, Newest luxury condos. Located in the heart of St John. Minutes from the night life, world class restaurants , and the beaches of Cruz Bay you will find yourself at the center of all that Cruz Bay has to offer. Once inside you will be greeted by the luxury that is Dolphin Suites ranging from the spacious queen Temperpedic bed, rain fall shower to the high end kitchen. Let us take the stress out of planning contact our team to assist with all your vacation needs! Cruz Bay Dedicated parking for your stay! 3 minute walk to the heart of Cruz Bay!

Mystic Ridge is a magical Villa with outstanding views of Coral Bay and beyond to the British Virgin Islands. The Villa is surrounded by lush greenery. With 4 bedrooms. 4.5 baths and a large living room/kitchen area, this home is perfect for family gatherings. The pool area and outdoor dining table expand your living space options to include being immersed in the tropical Caribbean paradise of this magical location. New whole house generator installed Sept 2026! Mystic Ridge was designed and built with quality lifestyle and love of beauty in mind. Perched high on a mountain ridge on its own private expanse of land surrounded by the National Park, this luxurious home offers dramatic and spectacular “down island” views of the Drake Channel, the British Virgin Islands, St. John’s East End, Coral Bay and the National Park mountainsides. Enter into the mystic, to the spectacular Mystic Ridge Villa. From the driveway down stone steps you enter through two stately wrought iron gates. Surrounded by the lush tropical forest this private setting is one with nature. The entry courtyard area includes a large round table with barrel bench seating for four and a white wood bench with bright blue pillows. This shaded area is the perfect spot for a game of cards, dominos or whatever suits your need. The remodeled gourmet kitchen, with bar seating for four, includes all stainless steel appliances and a side by side refrigerator/freezer with filtered water and ice dispensers. An antique dining table with rattan chairs with padded cushions comfortably seats eight. The comfortable sitting area has two large white cushioned chairs with small table and lamp, the perfect location to converse with the chef on duty or relax before or after dinner. Mystic Ridge is 4200 square feet of luxurious living. The villa includes 4 bedroom 4 1/2 baths, an expansive great room (26’X42′), ideal for entertaining, dining and casual living. The split level great room includes a fully equipped gourmet kitchen with countertop seating and formal dining area. The large living space includes a complete entertainment center including 60″ TV,with streaming services, DVD player, Tuner/Amplifier with Ipod/Mp3 hookup. Indoor and Outdoor speakers, and wireless DLS complete this electronics package. Nestled high in the trees, bordered by the National Park, this peaceful setting puts you at one with nature. Enjoy spectacular views of Coral Bay, the British Virgin Islands and the unspoiled East End of St. John from the pool or Jacuzzi. The view will take your breath away!! Lounge on the large bricked deck, swim in the pool (32’X12′) 3 ft shallow 5 ft deep end, or relax in the hot tub, in total privacy. For toddler safety, a nylon mesh barrier may be installed around the pool by advance request. Our newest amenity is a fire pit situated on the edge of the deck. The natural stone wall is the perfect back drop with floor cushions and bar stools that give plenty of seating for all to enjoy this cozy space. Allow St. John to seduce you with her natural beauty and Mystic Ridge to enrapture you with class and elegance. ● 4 bedrooms, 4.5 baths ● Dream & Serenity Master Suites with king beds ● Bliss Suite with queen bed ● Heaven Suite with two twins or a king ● Swimming Pool 32X12- 3-5ft deep ● Split system A/C units in all four bedrooms ● Luxury Linens ● Hair Dryers in each Bathroom ● Toddler Pool Safety Net ● Pack and Play Crib ● Fully equipped kitchen ● Triple water filtration ● Weber Gas Barbecue Grill ● Laundry room with Washer/dryer ● Iron/Ironing board in all four bedrooms ● Sleeper sofa ● Great Room includes a 60" TV with Streaming Services ● DVD Player, Receiver Tuner/Amplifier with ipod hook up ● Indoor & Outdoor Speakers ● Wireless DSL ● Binoculars ● Selection of Books & Board Games ● Beach chairs, beach towels & coolers ● Safe in great room for your valuables ● Electronic Security Gate ● Welcome snack basket upon arrival ● Child safety net is available for the pool - additional cost to set up and remove On Island Villa Managers, Julie and David, are available anytime during your stay for questions, concierge services and they love to share their knowledge of all the wonderful beaches and hiking trails and restaurants on St John. Mystic Ridge is located half way between Cruz Bay and Coral Bay, making it the perfect location to explore the entire island of St John. It is a short 10 minute drive to the North Shore beaches of the USVI National Park. A rental vehicle is required for this property due to its location.

Step in to one of St John’s, Newest luxury condos. Located in the heart of St John. Minutes from the night life, world class restaurants , and the beaches of Cruz Bay you will find yourself at the center of all that Cruz Bay has to offer. Inside you will be greeted by the luxury that is Dolphin Suites, ranging from the spacious queen Tempurpedic bed, high end kitchen, & rain fall shower. Let our team take the stress out of planning! Contact us today and let us help with all your vacation needs STEPS ARE REQUIRED

Arc du Soleil was designed for guests to fully experience outdoor living on St. John, capturing the true essence of the Caribbean lifestyle. The villa embraces its natural surroundings, allowing the tropical environment to take center stage throughout your stay. With its open-air design, the lines between indoor and outdoor living fade, creating a seamless and immersive island experience. This is a place to slow down, unwind, and reconnect with nature in a way that is uniquely St. John. Experience true Caribbean open-air living, highlighted by magnificent native stone arches that frame a picture-perfect view of the Caribbean Sea. From dramatic sunsets to unforgettable stargazing, the setting becomes the centerpiece of your stay. The villa features polished concrete floors, a spacious modern gourmet kitchen, and a thoughtfully designed primary bathroom with dual vanities and a soaking tub, ideal for unwinding after a day on the island. The primary suite offers a Tempur-Pedic king bed and an en-suite bathroom with soaking tub. Two additional guest bedrooms each include en-suite baths. One is located on the main level with a Tempur-Pedic king bed, while the lower-level bedroom, located below the main house with a separate entrance, features two twin beds that can be converted into a king, offering flexible accommodations for families or groups. Property Manager will arrange for a personal greeter to meet you at the villa for check-in, provide a brief tour, answer any questions, and share helpful island insights. Check-in is tailored to your group size, arrival time, and familiarity with the island to ensure a smooth and welcoming arrival. Property Manager highly recommends renting a four-wheel drive vehicle to comfortably navigate St. John’s terrain. We are happy to provide a list of trusted local rental companies, and we also offer a limited selection of villa vehicles for guest use, subject to availability. Current villa vehicle options may include: • New Toyota Land Cruiser, full-time four-wheel drive, 5 passenger • Lexus GX, full-time four-wheel drive, 6 passenger • Jeep Wrangler Islander, 4-door, four-wheel drive, 5 passenger • Toyota Highlander, all-wheel drive, 6 passenger • Chevy Trax, all-wheel drive, 4 passenger Please reach out to the Property Manager team to check availability and determine the best option for your stay. If you prefer not to drive, we are also happy to arrange a driving service for your visit. To finalize your reservation, all guests will receive a rental agreement for signature. Once your flights are booked, please share your arrival details so we can coordinate a smooth check-in experience. Our team is happy to assist with private transportation, boat charters, taxi service, private chefs, spa services, and other special arrangements. In the lead-up to your stay, you will receive a series of emails from our Guest Team to help with planning and key details for your arrival.

Allamanda 3 is a new beautiful 1 bedroom suite located at the mini resort Seagrape Vista in Cruz Bay, St John. This property is a 3 min walk to the Frank Bay beach and 8-10 minutes walk to downtown Cruz Bay. The outdoor patio has a table and chairs for two facing the pool area and St Thomas. The living room area has a dining table for 2. The kitchenette has all you need for cooking. The bedroom has a king size bed and the bathroom a walk-in shower. Smart TVs in living room and bedroom. A large generator secures continuous power through outages.

The ultimate private retreat, Maria Bluff Estate sits atop a secluded bluff in a private cul-de-sac, with panoramic Caribbean views stretching in every direction. This 7-bedroom, 10,000+ square foot estate includes a main house and cottage, linked by a private walkway. Each has its own pool and kitchen for added privacy. A backup generator ensures uninterrupted comfort, just 5 minutes from Cruz Bay. Maria Bluff Estate features seven distinctively designed suites, each with its own en-suite bathroom, incredible view, luxury furnishings, and plush bedding and towels. Five suites are in the Great House, and two are in the two-story Cottage, each positioned for privacy. There is an additional powder room in the living area of the Great House. Whatever your group size, Maria Bluff Estate has the space to accommodate you. Following a multi-million dollar renovation, this supremely luxurious estate sits high above the Caribbean, with panoramic views to the North, South, East, and West, and refreshing breezes day and night. The Great House includes a chef’s eat-in kitchen, a dining area for 12, two living rooms, a full entertainment surround sound system, a Disney+ suite of streaming (Disney+, Hulu, and ESPN Ultimate), a game area with a pool table, and a guest laundry area. Off the main kitchen is a large covered outdoor dining and seating area for up to 12. The lower living room opens onto a veranda with exquisite ocean views and seating for up to 20. Across the expansive coral stone deck, the Sleep House holds four of the five bedrooms, all with en-suite bathrooms; one on the upper level and one on the lower level each open onto a private deck. The coral stone deck and pool area connecting the two spaces offer ample room to enjoy the sun, along with a full outdoor kitchen. The Two-Story Cottage is an entirely new structure with its own private driveway large enough to hold 2 Jeeps. The Cottage is equipped with all the amenities: a full kitchen, living room, laundry area, coral stone deck, outdoor dining, a private pool, and 2 bedrooms with en-suite bathrooms. The second story bedroom has a deck to take in the sweeping views. The Cottage connects to the Great House via a short stone walkway. There is a landscaped privacy hedge between the two buildings so the Cottage can be rented as part of the full Estate or separately. Property Manager will arrange for one of our hosts to meet you at the villa for check-in, provide a tour, address any questions about the property, and offer insights about the island. Once your travel arrangements have been made, let us know the details and we can assist with options for getting to the Villa. Arrangements will be tailored to your party size, arrival time, and familiarity with the area. Property Manager is committed to making your arrival as smooth as possible! For the Christmas and New Years holidays, we require a 7 day bookings. If you are wanting to cross both holidays, then a 10 booking is required. Property Manager highly recommends renting at least one 4-wheel drive vehicle for navigating St. John’s terrain. We can provide a list of trusted local rental companies and we have a few villa vehicles available. Having a vehicle at your fingertips allows for large groups to choose separate activities, run to the grocery store, and overall have flexibility during your stay. In addition,. Property Manager can provide assistance in setting up private rides for dinner reservations and trips to town at any time. Reach out to our team to curate the perfect itinerary for your group! All Guests will receive a contract for signature in order to finalize the booking. Once your flight is booked, please provide your flight information to help us plan your arrival. We can assist with arranging private transportation from the airport to the villa, private taxi service, boat charters, private chefs, and spa services. Guests can expect a few emails to help with your vacation planning. We look forward to welcoming you to St. John! Interested in hosting an event? Reach out to our team to discuss pricing and details!

Experience the essence of Caribbean living at True Story. This stunning residence offers breathtaking ocean views stretching from Little St. James to Rendezvous and Ram Head. The Great Room, with pocket sliding doors, seamlessly connects to the pool terrace, enhancing the indoor-outdoor flow. This Villa has battery back up power that will automatically kick on if the power goes out so guests can continue to enjoy a comfortable stay. This 3-bedroom, 4-bath oasis is designed for ease and accessibility, featuring a level driveway and lush entry plaza up a few steps. Every detail has been thoughtfully curated for island life, including a full house automatic generator and back up power. True Story embodies the ultimate Caribbean lifestyle—perfect for vacations amidst tranquil views of the Caribbean Sea. As you enter the Villa’s pathway, you will be greeted views that will transport you to paradise with all the modern conveniences you would desire and expect in a luxury resort. From the plush furnishings to the St. John stone walls in the outdoor showers, and the pool overlooking the sparkling turquoise ocean beneath you, True Story will bring you to a place of happiness and peace. High-end window treatments, luxurious bedding, and custom furnishings accompany the exquisite guest rooms. Each private terrace has seating and tables to enjoy the magnificent beauty of the turquoise Caribbean water below. Property Manager will arrange for a greeter to meet you at the villa for check-in, provide a tour, and address any questions about the property, as well as offer insights about the island. Arrangements will be tailored to your party size, arrival time, and familiarity with the area. Alternatively, Property Manager offers a virtual check-in via FaceTime to review the villa and answer any questions. Property Manager highly recommends renting a 4-wheel drive vehicle for navigating St. John’s terrain. We can provide a list of trusted local rental companies and have a few villa vehicles available. You will receive a contract to finalize your booking. Once your flight is booked, please provide your flight information to help us plan your arrival. We can assist with arranging private transportation from the airport to the villa, water service, taxi service, boat charters, private chefs, and massages. Expect a few emails to help with your vacation planning. We look forward to welcoming you to St. John. Please let us know if you have any questions.

Pamper yourself at our 6 BR, 6.5 BA gem overlooking world famous Trunk Bay Located in the hills of the highly revered Peter Bay, Villa Rotunda will not disappoint. 6BR/6.5Bath, sleeps up to 14 comfortably. Kids welcome. 13 min drive to downtown Cruz Bay, 18 min drive to Coral bay. Stay includes access to private Peter Bay Beach and very close to other north shore beaches. Rotunda overlooks Trunk Bay (widely recognized as a top beach in the world). We have every amenity you’ll need.

Allamanda 2 is a new beautiful 1 bedroom suite located at the mini resort Seagrape Vista in Cruz Bay, St John. This property is a 3 min walk to the Frank Bay beach and 8-10 minutes walk to downtown Cruz Bay. The outdoor patio has a table and chairs for two facing the pool area and St Thomas. The living room area has a dining table for 2. The kitchenette has all you need for cooking. The bedroom has a king size bed and the bathroom a walk-in shower. Smart TVs in living room and bedroom. A large generator secures continuous power through outages.

Allamanda 4 is a new beautiful 1 bedroom suite located at the mini resort Seagrape Vista in Cruz Bay, St John. This property is a 3 min walk to the Frank Bay beach and 8-10 minutes walk to downtown Cruz Bay. The outdoor patio has a table and chairs for two facing the pool area and St Thomas. The living room area has a dining table for 2. The kitchenette has all you need for cooking. The bedroom has a king size bed and the bathroom a walk-in shower. Smart TVs in living room and bedroom. A large generator secures continuous power through outages.

Sleeping up to 6 guests, Blue View at Mango Terrace offers the perfect blend of convenience, comfort, and authentic island charm just minutes from the heart of Cruz Bay. Guests consistently rave about the unbeatable location, allowing them to easily enjoy St. John’s restaurants, shopping, nightlife, and ferry access while still returning home to a peaceful private retreat with beautiful Caribbean views. The villa’s elevated setting captures refreshing trade winds and unforgettable sunsets, creating the perfect atmosphere for relaxing after a day at the beach. One of the biggest highlights guests mention is how rare it is to find a property this close to town that still feels quiet and secluded. The pool deck quickly becomes a favorite gathering place for morning coffee, afternoon lounging, and sunset cocktails overlooking the water. Whether traveling with friends, family, or another couple, guests appreciate the comfortable layout and easy island lifestyle this villa provides. Blue View at Mango Terrace is also perfectly positioned for guests who want to spend less time driving and more time enjoying St. John. From beach days at Trunk Bay and Maho to dinners in Cruz Bay, everything feels close and convenient. Guest Favorite Features: -Walking distance to Cruz Bay restaurants and nightlife -Whole house generator -Beautiful ocean views and sunsets -Refreshing pool area with island breezes -Peaceful atmosphere despite close proximity to town -Comfortable layout for families and small groups -Convenient access to beaches, ferries, and excursions.

Perched high atop Maria Bluff, Maria Bluff Main House offers some of the best views in the Caribbean, with Tradewinds and panoramic vistas in every direction. As you descend the entrance stairs, you’re welcomed by lush landscaping, with swaying palms and vibrant blooms that provide year-round tropical beauty. The crisp white and soft pallet of the interior design perfectly compliments the Caribbean surroundings providing a modern and sophisticated island aesthetic. Famous North Shore beaches- Trunk Bay, Cinnamon Bay and Maho Bay- are just a few miles away and the convenience of town is just a short 7 minute drive all making this the perfect location for your stay. This Villa has a generator that will automatically kick on if the power goes out so guests can continue to enjoy a comfortable stay. This Villa offers a variety of outdoor spaces designed for relaxation and entertainment. Enjoy the lounge area with an outdoor kitchen and plush seating, a covered al fresco dining area, two full sun decks, and a veranda ideal for cocktail hour-all surrounding an expansive pool that overlooks the Caribbean Sea. The Main House features five bedrooms with distinct personalities and each embodies a particular aspect of the island aesthetic. Each room is spacious with en suite bathrooms and air conditioning. Designer furnishings, as well as incredibly soft bed linens, pillowtop mattresses, and rich cooling down comforters, invite the most restful of sleeps. The state of the art kitchen has all stainless steel appliances - a Wolf gas stove and oven, SubZero refrigerator, ice-maker, microwave and two Bosch dishwashers - and custom imported granite countertops. It is the ultimate chef’s kitchen. A 10 person mahogany dining table sits just off the kitchen which also features an island with seating for six. Two living rooms offer plenty of comfortable space for lounging and family night. A state of the art entertainment system including Sonos sound system will delight with indoor and outdoor speakers. The lower living room features a pool table. Wireless high speed internet access is available throughout the house and bedrooms.  Whether you seek relaxation or entertainment, Maria Bluff Main House provides an exceptional experience with its thoughtful design and stunning views. Property Manager will arrange for one of our hosts to meet you at the villa for check-in, provide a tour, address any questions about the property, and offer insights about the island. Once your travel arrangements have been made, let us know the details and we can assist with options for getting to the Villa. Arrangements will be tailored to your party size, arrival time, and familiarity with the area. Property Manager is committed to making your arrival as smooth as possible! Property Manager highly recommends renting at least one 4-wheel drive vehicle for navigating St. John’s terrain. We can provide a list of trusted local rental companies and we have a few villa vehicles available. Having a vehicle at your fingertips allows for large groups to choose separate activities, run to the grocery store, and overall have flexibility during your stay. In addition,. Property Manager can provide assistance in setting up private rides for dinner reservations and trips to town at any time. Reach out to our team to curate the perfect itinerary for your group! All Guests will receive a contract for signature in order to finalize the booking. Once your flight is booked, please provide your flight information to help us plan your arrival. We can assist with arranging private transportation from the airport to the villa, private taxi service, boat charters, private chefs, and spa services. Guests can expect a few emails to help with your vacation planning. We look forward to welcoming you to St. John!

This newer two-story cottage features ocean views, a private pool, and an exquisite kitchen. Ideal for a couple, small group, or family, it offers easy access from its private driveway. The cottage includes a full kitchen, living room, laundry area, coral stone deck, outdoor dining, plunge pool, and two bedrooms with en-suite bathrooms. Multiple zones of air conditioning ensure comfort for everyone in the group. This Villa has a generator that will automatically kick on if the power goes out so guests can continue to enjoy a comfortable stay. The first floor bedroom is the Seabreeze Suite while the second story bedroom is called the Sunset Suite and has a deck to take in the sweeping views. The Cottage connects to the Great House via a short walkway. You can rent both villas together.  There is a landscaping for privacy between the two villas. Property Manager will arrange for a Greeter to meet you at the villa for check-in, provide a tour, address any questions about the property, and offer insights about the island. Check in arrangements will be tailored to your party size, arrival time, and familiarity with the area. Alternatively, Property Manager offers a virtual check-in via FaceTime to review the villa and answer any questions. Property Manager highly recommends renting a 4-wheel drive vehicle for navigating St. John’s terrain. We can provide a list of trusted local rental companies and have a few villa vehicles available. Please inquire with the Property Manager Team about options! All Guests will receive a contract for signature in order to finalize the booking. Once your flight is booked, please provide your flight information to help us plan your arrival. We can assist with arranging private transportation from the airport to the villa, private taxi service, boat charters, private chefs, and spa services. Guests can expect a few emails to help with your vacation planning. We look forward to welcoming you to St. John!

Welcome to Tropical Sea Breeze Villa — your modern island sanctuary on the breathtaking shores of St. John. Perched above shimmering blue waters and embraced by lush mountainsides, this newly built contemporary escape was designed for travelers who crave style, serenity, and that effortless indoor–outdoor Caribbean lifestyle. From the moment you arrive, the villa invites you to slow down and soak it all in. The pool and wraparound sundeck are perfectly positioned for all-day sunshine, with peaceful shaded spaces nearby for when you want to cool off, curl up with a book, or simply listen to the island breeze. Whether you’re sipping morning coffee from the living room’s cozy couch or unwinding on a lounger with the ocean stretching out before you, this home makes relaxing feel easy and natural. Thoughtful design meets modern comfort. Tropical Sea Breeze Villa is filled with clean lines, open spaces, and warm, minimalist elegance. The home is fully air-conditioned and equipped with high-speed WiFi, smart TVs, a laundry room, a microwave, a barbecue, and plenty of inviting communal areas to gather, dine, and reconnect. Energy-efficient systems — including Tesla Powerwall backup batteries — ensure a smooth and comfortable stay. We chose this location for its peacefulness and beauty: the protected St. John National Park to the east, southern exposure for gorgeous natural light, and refreshing breezes drifting in from the ocean. Explore the Villa The Entry Level: Rest & Retreat Follow a beautifully landscaped tropical pathway lined with flowering plants and young palm trees to reach a sleek staircase leading to the main entry. Step inside, and you’ll find three serene bedrooms on the first level: A spacious master suite with a king bed and ensuite bathroom Two queen bedrooms sharing a well-appointed bath A laundry room conveniently positioned between the rooms to ensure privacy and ease Every bedroom features a smart TV, and WiFi extends seamlessly throughout the entire home — including the pool deck. The Upper Level: Views, Breeze & Island Living Ascend the floating mahogany staircase and enter the heart of the home: an airy open-concept kitchen, dining area, and living room framed by dazzling views of Fish Bay’s blue-green waters. This level was intentionally designed “upside down” so the most spectacular scenery can be enjoyed while cooking, lounging, entertaining, or simply daydreaming. There are two dining spaces to choose from: One indoors, between the kitchen and living room One outdoors on the upper sundeck — perfect for barbecuing, lingering over dinner, or stargazing under Caribbean skies Tucked at the back of this level is a second master suite, complete with a king bed, ensuite bathroom, and private access from either the hallway or the upper deck. A stylish half bath sits just off the kitchen for added convenience. Island Magic, Inside and Out From both levels of the home, you’ll experience glowing partial sunrises, warm pastel sunsets, and the constant soundtrack of gentle ocean breezes. While the villa is fully air-conditioned, most guests find the natural sea breeze keeps the home cool and wonderfully refreshing. Parking is easy, with space for one vehicle in the driveway and additional street parking in front of the villa. Treat yourself to the tranquility, beauty, and modern luxury of Tropical Sea Breeze Villa — where every moment feels like the Caribbean getaway you’ve been dreaming of.

Step in to one of St John’s, Newest luxury condos. Located in the heart of St John. Minutes from the night life, world class restaurants , and the beaches of Cruz Bay you will find yourself at the center of all that Cruz Bay has to offer. Inside you will be greeted by the luxury that is Dolphin Suites, ranging from the spacious queen Temperpedic bed, high end kitchen, & rain fall shower. Let our team take the stress out of planning! Contact us today and let us help with all your vacation needs.

Just minutes from Cruz Bay, Pirates Villa offers direct beach access, beautiful Chocolate Hole Bay views, and relaxed indoor-outdoor living. This spacious two-story townhome is ideal for families or friends seeking comfort, convenience, and true island lifestyle at an exceptional value. Most living areas are conveniently located on the ground level, including an open-concept kitchen and dining area, living room, half bath, and a king bedroom with ensuite—perfect for guests who prefer fewer stairs. Large glass doors open to the patio, allowing you to enjoy sea breezes or cool the home with AC after sunny days. Upstairs are two additional ensuite bedrooms: one with two queen beds and balcony seating, and a more private deluxe king suite with stunning ocean views. All bedrooms include AC, ceiling fans, smart TVs, and ensuite bathrooms. Safety & House Rules: For safety and to ensure house rules are being followed, there are Ring door cameras in place. Check-In Process: Property Manager typically arranges a personal greeter to meet you at the villa for check-in, provide a brief tour, answer property-related questions, and share helpful island insights. Arrangements are based on your arrival time, party size, and familiarity with the villa. Guests who have stayed with us previously or are familiar with St. John may request a self or virtual check-in, which can be provided upon approval. Property Manager highly recommends renting a 4-wheel drive vehicle for navigating the terrain on St. John. We can provide a list of trusted local rental companies and also have a few villa vehicles available. You will receive a contract to finalize your booking. Once your flights are booked, please provide us with your flight information to help plan your arrival. We can assist with arranging private transportation from the airport to the villa, private water service, boat charters, private chefs, and massages. You will receive a few emails to help you plan your vacation. We look forward to welcoming you to St. John. Please let us know if you have any questions.

Water Cliff Villa comfortably sleeps up to 8 guests and delivers dramatic cliffside Caribbean views, luxury amenities, and unforgettable island scenery on St. John, USVI. Perched above the turquoise waters below, this exceptional villa captures cool trade winds, spectacular sunsets, and the peaceful atmosphere guests seek when visiting the Caribbean. Perfect for families and groups, the villa combines privacy, comfort, and easy access to Cruz Bay, beaches, snorkeling, and hiking throughout Virgin Islands National Park. Guests consistently rave about the breathtaking views from the pool deck and outdoor living spaces, describing the sunsets as some of the best on St. John. The villa’s elevated setting creates a peaceful retreat while still remaining conveniently close to restaurants, nightlife, and North Shore beaches like Trunk Bay and Cinnamon Bay. Water Cliff Villa offers the perfect balance between adventure and relaxation for an unforgettable island escape. Guest Favorite Features - Dramatic cliffside Caribbean views - Incredible sunset scenery from the pool deck - Spacious outdoor living and entertaining areas - Peaceful private tropical atmosphere - Convenient access to beaches and Cruz Bay - Luxury comfort ideal for families and groups

Step in to one of St John’s, Newest luxury condos. Located in the heart of St John. Minutes from the night life, world class restaurants , and the beaches of Cruz Bay you will find yourself at the center of all that Cruz Bay has to offer. Inside you will be greeted by the luxury that is Dolphin Suites, ranging from the spacious queen Temperpedic bed, high end kitchen, & rain fall shower. Let our team take the stress out of planning! Contact us today and let us help with all your vacation needs.

This stunning private luxury villa in St. John, overlooking the Caribbean Sea and Fish Bay, is the perfect retreat for a vacation with friends and family. Relax with a cool drink on a chaise lounge by the pool, enjoying views of the deep blue sea. Explore the unspoiled beauty of St. John and its magnificent, pristine beaches, then return to WindSong Villa for luxurious relaxation. This Villa has a generator that will automatically kick on if the power goes out so guests can continue to enjoy a comfortable stay. As you enter WindSong Villa’s custom brick and stone pathway, you will be greeted by arched, custom mahogany doors that will transport you back in time, yet have all the modern conveniences you would desire and expect in a luxury resort. From the plush furnishings to the St. John stone walls with seashells, and the pool overlooking the sparkling turquoise ocean beneath you, WindSong Villa will bring you to a place of happiness and peace. Newly renovated in 2022, WindSong Villa sleeps 10 guests in five KING SUITES and has 5.5 bathrooms. This luxury villa offers 3 air-conditioned King Suites on the main floor of the villa, each with its own ensuite bath and a beautiful private outdoor terrace with sweeping views of the crystal blue Caribbean. Additionally, there is a 4th King Suite that is accessible via outdoor staircase below the main level. Finally, there is a separate fully air-conditioned King apartment with a kitchenette and ensuite bath-perfect for guests seeking additional privacy or needing extra amenities. High-end window treatments, luxurious bedding, and custom furnishings accompany the exquisite guest rooms. Each private terrace has seating and tables to enjoy the magnificent beauty of the turquoise Caribbean water below. Property Manager will arrange for a greeter to meet you at the villa for check-in, provide a tour, and address any questions about the property, as well as offer insights about the island. Arrangements will be tailored to your party size, arrival time, and familiarity with the area. Alternatively, Property Manager offers a virtual check-in via FaceTime to review the villa and answer any questions. To make the villa more affordable for smaller groups, the base price covers up to six guests and includes the three-bedroom main house. Additional bedrooms (4th and 5th) can be added for $150 per room per night. If the extra rooms are not required, they will locked for your stay. For 4 bedrooms, please select 8 guests. For 5 bedrooms, please select 10 guests. This will automatically adjust your quote accordingly. Please note that during the Christmas and New Year holidays, there is a minimum stay of seven days, and the dates cannot overlap both holidays. A ten-day minimum is required for bookings that cover both holiday periods. Property Manager highly recommends renting a 4-wheel drive vehicle for navigating St. John’s terrain. We can provide a list of trusted local rental companies and have a few villa vehicles available. You will receive a contract to finalize your booking. Once your flight is booked, please provide your flight information to help us plan your arrival. We can assist with arranging private transportation from the airport to the villa, water service, taxi service, boat charters, private chefs, and massages. Expect a few emails to help with your vacation planning. We look forward to welcoming you to St. John. Please let us know if you have any questions.

Hale Lani Villa comfortably sleeps up to 8 guests and offers one of the most memorable luxury villa experiences on St. John, USVI. Perched above Great Cruz Bay, this stunning Caribbean vacation home blends open-air island living with breathtaking ocean views, tropical landscaping, and upscale comfort throughout. Guests consistently describe Hale Lani as the perfect balance of elegance, relaxation, and authentic Caribbean beauty. The villa’s signature disappearing glass walls fully open the living space to the trade winds and panoramic scenery, creating a seamless indoor-outdoor experience that truly captures the spirit of St. John. Guests love spending mornings overlooking the turquoise waters of Great Cruz Bay and evenings gathered around the private pool while watching unforgettable Caribbean sunsets. The spacious layout makes Hale Lani ideal for families, couples traveling together, or groups seeking a luxury St. John villa rental close to Cruz Bay, North Shore beaches, snorkeling, hiking, dining, and Virgin Islands National Park adventures. Many guests note that the villa feels even more beautiful in person than the photos suggest, especially once they experience the open-air design and peaceful tropical surroundings firsthand. Guest Favorite Features - Disappearing glass walls for true Caribbean open-air living - Incredible sunset and ocean views over Great Cruz Bay - Spacious private pool and outdoor lounging areas - Luxury layout ideal for families and groups - Peaceful tropical setting with refreshing trade winds - Convenient access to Cruz Bay and North Shore beaches

Cayo Sereno is a great condo located right in the heart of downtown Cruz Bay. We upgraded the unit in 2022 and are really happy with it. Bring your small family here or travel just yourself and get to see St. John without breaking the bank. There is king bed in the sleeping area and a pull-out couch in the living area that is great for extra guests. We have beach chairs, cooler, ad beach towels here ready and waiting. There is no parking spot but we are just 4 minutes walk from the ferry. *** There is a new bar/event center very near this condo that is playing very loud music most Friday and Saturday evenings until 1 or 2 a.m. *****

🔹 Prime Location – Walk to dining, shopping & ferry 🌅 Private Balcony – Stunning ocean & sunset views 🚿 Outdoor Bamboo Shower – Refresh in nature ❄️ Full AC – Cool, comfortable retreat 🛏️ Spacious 2BR – Ultra-comfy beds for restful sleep 🍽️ Fully Equipped Kitchen – Cook with ease 🚶‍♂️ No Car Needed – Save on rentals, everything is nearby 📺 High-Speed WiFi & Smart TV – Work & relax seamlessly 🎉 Book now—your island retreat awaits! 🐶Pet-Friendly – Bring your furry friend! ($100 fee) 🏡 Welcome to Cruz Bay in St John! This stylish 2-bedroom cottage blends comfort with convenience, offering breathtaking ocean views and easy access to top attractions. 🔹 The Space: 🛋️ Spacious, open-concept living area with plush seating ☕ Fully stocked kitchen – Enjoy home-cooked meals 🛏️ 2 Bedrooms (1 King, 1 Queen) – Ultra-comfy mattresses 🌅 Private Balcony – Watch magical sunsets 🚿 Outdoor Bamboo Shower – Refresh in a tropical setting 📺 Smart TV + High-Speed WiFi for work & entertainment 🌍 Location Perks: 🍹 Steps to Cruz Bay’s best bars & restaurants 🏝️ 5-min walk to the beach – No car needed! 🚕 Close to taxis, ferry, and Virgin Islands National Park 🚗 Free private parking on-site 🎉 Secure your slice of paradise now—dates book fast! ⚠️ House Rules: 🚭 No smoking | 🐶 Pet fee applies | ⏳ Quiet hours after 10 PM Self-check-in with Smart Lock – Hassle-free arrival! 🎉 Don’t miss out—reserve your dates today for the ultimate island retreat! While St. John is blissfully quiet and peaceful (seriously, it’s the kind of place where wild donkeys almost outnumber cars), you might hear the occasional road noise. Think of it as the island whispering, "You’re not dreaming, this place really is paradise." 😉