St John, Us Virgin Islands Vacation Rentals

Explore 43 vacation rentals, homes, and villas in St John for your next getaway or business trip. Experience the privacy of a home with premium amenities such as Air Condition Homes, Homes with Free Parking and Best Affordable Homes, designed for a more comfortable and convenient stay. Every home is curated and professionally managed, with 24/7 local support, high-speed Wi-Fi, and premium linens included. With homes starting as low as $164 per night and featuring up to 7 bedrooms and 8 bathrooms, there's an option for every trip, from family vacations and group getaways to extended stays. However you're looking to experience your stay, Homes & Villas by Marriott has your next vacation home waiting. Marriott Bonvoy members can also earn and redeem points on every booking.

43 Vacation Rentals in St John

Tropical Seabreeze villa-Peaceful Retreat

Cruz Bay, St. John, VI
4 Bedrooms • 8 Guests

Oct 17 - 22
$804 night

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.

True Story | Ocean Views & Private Pool | Property Manager

Cruz Bay, St. John, VI
3 Bedrooms • 6 Guests

Oct 8 - 12
$828 night

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.

Windsong Villa | Stunning Views & Pool | by Property Manager

Cruz Bay, St. John, VI
5 Bedrooms • 10 Guests

Oct 8 - 12
$828 night

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.

Mystic Ridge

Cruz Bay, St. John, VI
4 Bedrooms • 8 Guests

Oct 8 - 13
$747 night

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.

Cielo Vista | Sunset Views, Pool, AC | by Property Manager

Cruz Bay, St. John, VI
4 Bedrooms • 8 Guests

Oct 16 - 20
$649 night

Cielo Vista is a hilltop villa with two king suites, a queen loft, and a queen apartment sleeping up to 8 guests. The home blends Latin-style flooring, white plaster walls, and rich mahogany accents. Enjoy AC throughout the villa, including the living room, loft, and kitchen, plus a whole-house generator for added comfort. Relax on the pool deck with breathtaking Caribbean Sea views and unforgettable sunsets. 🌴 Upon entering the villa, you’ll find the central hub of the home: a two-story lofted Great Room designed to capture gentle Caribbean breezes and abundant natural light. The space features multiple seating areas, A/C, and a seamless connection between indoor and outdoor living. The loft includes a queen bed and catwalk leading to a private second-story deck. Loft guests share a bathroom with one of the king bedrooms, as the loft does not have its own en-suite. The Great Room is flanked by two private king bedrooms, each with A/C, king beds, and en-suite bathrooms with dual vanities and spacious spa-style showers. The lower-level studio apartment offers an additional private retreat with a kitchen, living area, queen bed, and screened patio. The heart of the home is a fully equipped kitchen which opens to the Great Room, allowing guests to enjoy the views and conversation while meals are prepared. Across from the kitchen, a large screened veranda provides a comfortable space for relaxing, dining, or reading while overlooking the private pool and lush tropical gardens—perfect for sunsets and evening cocktails.🌴 Property Manager will arrange for a personal greeter to meet you at the villa for check-in, provide a brief tour of the property, answer any questions about the home, and share helpful insights about the island. Check-in arrangements are tailored to your party size, arrival time, and familiarity with the area to ensure a smooth arrival. Property Manager highly recommends renting a 4-wheel drive vehicle to comfortably navigate the terrain on St. John. We are happy to provide a list of trusted local rental companies, and we also have a few villa vehicles available for guests when available. Current villa vehicle options may include: • New Custom 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 – AWD – 6 Passenger Please inquire with the Property Manager Team to check availability and explore the best option for your stay. 🚙🌴 If you prefer not to drive, we are also happy to arrange taxi service during your stay. All Guests will receive a contract for signature for terms and conditions. Once your flight is booked, we ask that you please provide your flight information so we can help plan a smooth arrival and transfer from the airport on St Thomas. 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!

Beneath the Mango Tree | Pool & Sunsets | Property Manager

Cruz Bay, St. John, VI
3 Bedrooms • 6 Guests

Oct 8 - 12
$709 night

Beneath the Mango Tree Villa is an immaculate island retreat showcasing beautiful stonework and classic Caribbean indoor-outdoor living. Enjoy a spacious covered veranda, sunny pool deck, and sweeping views of Great Cruz Bay and St. Thomas—the perfect setting for breathtaking sunsets and tropical breezes. Due to the layout and for safety considerations, the villa welcomes guests aged 16 and older. The villa is also equipped with a battery backup power system that will seamlessly activate during power outages so guests can continue to enjoy a comfortable stay. For extended battery life during outages, we do suggest limiting AC use when possible. 🌴 Beautiful mahogany French doors connect the stunning veranda to the open-concept, fully air-conditioned great room. Inside, you’ll find a well-appointed kitchen with counter seating, a charming dining area, and a comfortable living room—perfect for relaxing or entertaining indoors. The primary bedroom, located on the main level, is elegantly appointed and features a unique island stone outdoor garden shower, soaring cypress ceilings, custom mahogany wardrobes, and French doors that open to the veranda with beautiful ocean views. Just steps from the pool deck, the lower level offers two identical, thoughtfully designed bedrooms with private entrances, en-suite bathrooms, and air conditioning. Large sliding doors frame lovely ocean views and lead to a covered deck—an inviting spot to enjoy your morning coffee or a quiet afternoon with a good book. 🌴 Property Manager will arrange for a personal greeter to meet you at the villa for check-in, provide a brief tour of the property, answer any questions about the home, and share helpful insights about the island. Check-in arrangements are tailored to your party size, arrival time, and familiarity with the area to ensure a smooth arrival. Property Manager highly recommends renting a 4-wheel drive vehicle to comfortably navigate the terrain on St. John. We are happy to provide a list of trusted local rental companies, and we also have a few villa vehicles available for guests when available. Current villa vehicle options may include: • New Custom 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 – AWD – 6 Passenger • Chevy Trax – AWD – 4 Passenger Please inquire with the Property Manager Team to check availability and explore the best option for your stay. 🚙🌴 If you prefer not to drive, we are also happy to arrange taxi service during your stay. All Guests will receive a contract for signature for terms and conditions. Once your flight is booked, we ask that you please provide your flight information so we can help plan a smooth arrival and transfer from the airport on St Thomas. 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!

Mare Blu Villa | Ocean Views & Pool | by Property Manager

Cruz Bay, St. John, VI
6 Bedrooms • 12 Guests

Oct 8 - 12
$2,077 night

This gorgeous Villa is a stunning addition to St. John’s breathtaking landscape. Spanning 10,000 sq. ft. and overlooking Rendezvous Bay, its vibrant style reflects the rich colors of the Caribbean. Renowned for its luxury and privacy, the villa offers a stylish retreat on St. John, often regarded as the most beautiful island in the US Virgin Islands and possibly the entire Caribbean. This Villa is elegantly situated on a hill above the turquoise waters of Rendezvous Bay, offering stunning views from St. John to St. Croix. The villa’s exceptional design features a spacious floor plan, beautiful lighting, and high-end finishes across its four pavilions, all connected by generous outdoor living spaces, a sparkling pool, and lush tropical gardens. This luxurious property includes six large bedroom/bath suites, ensuring privacy for all guests. Two suites are located at pool level, three on the garden level, and one above the grand veranda. Each suite is tastefully furnished, fully air-conditioned, and equipped with Smart TVs. The bathrooms feature double vanities and granite-tiled showers, with unique offerings like an alfresco shower in the Orange suite and a bathtub in the Pink suite. The main level houses the expansive Great Room, complete with two seating areas and a 62" Smart TV. The gourmet kitchen is a chef’s dream, featuring top-of-the-line stainless steel appliances, a large variety of cookware, and sliding glass pocket doors that connect to the outdoor kitchen. This alfresco dining space boasts a professional gas grill, a second oven, an icemaker, and ample countertop space. With an abundance of outdoor seating and lounging areas, this villa’s outdoor living space is truly the heart of the home, providing breathtaking ocean views and an inviting atmosphere for relaxation and entertainment. Upon arrival at the villa, the house manager will greet you, provide a tour, and answer any questions about the property and the island. Arrangements will be tailored based on your party size, arrival time, and familiarity with St. John. The base price accommodates up to six guests for 3 Bedrooms with an additional fee of $100 per person per night for extra guests. Each room is based on double occupancy. 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. We highly recommend renting a 4x4 vehicle during your stay on St. John. For inquiries about villa vehicle availability or assistance with vehicle rental, please contact Property Manager. Welcome to this gorgeous villa! All guests will enjoy complimentary Concierge Services during their stay. Please note that this is a non-smoking property and pets are not permitted. For those interested in hosting events, we do offer event spaces for an additional fee. Feel free to contact us for details on options and pricing while you’re on St. John!

Pirates Villa | Beach View & Kayaks | by Property Manager

Cruz Bay, St. John, VI
3 Bedrooms • 8 Guests

Oct 17 - 21
$371 night

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.

Maria Bluff Estate | 7BR Stunning Views | Property Manager

Cruz Bay, St. John, VI
7 Bedrooms • 14 Guests

Oct 31 - Nov 4
$2,137 night

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!

Maria Bluff Main | Ocean Views & Pool | by Property Manager

Cruz Bay, St. John, VI
5 Bedrooms • 10 Guests

Oct 31 - Nov 4
$1,780 night

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!

Maria Bluff Cottage | Ocean Views & Pool | Property Manager

Cruz Bay, St. John, VI
2 Bedrooms • 4 Guests

Oct 8 - 12
$566 night

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!

Nautilus | Beach Front, 3 King Suites | by Property Manager

Cruz Bay, St. John, VI
3 Bedrooms • 6 Guests

Oct 14 - 18
$459 night

Nautilus Villa is brand-new, spacious, and beach front! This luxurious 3-bedroom villa features breathtaking ocean views, high-end furnishings, and all the modern comforts you need for an unforgettable island getaway. With direct beach access, stunning turquoise waters just steps away, and plenty of indoor and outdoor living spaces, Nautilus Villa is the perfect place to relax, unwind, and create lasting memories. 3 King Suites | 3.5 Bathrooms | Sleeps 6 King Suite 1 – Plush king bed, en-suite bathroom, luxury linens, and private ocean-view access King Suite 2 – Spacious king bed, en-suite bathroom, and modern decor King Suite 3 – Comfortable king bed, en-suite bathroom, and ample storage on the main level Each bedroom is designed for maximum comfort, complete with high-quality bedding, air conditioning, and ceiling fans to keep you cool and refreshed. Living & Dining Areas Open-concept living space with comfortable seating for everyone Smart TV and high-speed WiFi for entertainment Indoor dining area with seating for six Fully equipped modern kitchen with stainless steel appliances, cookware, and island-inspired decor Outdoor dining area with stunning ocean views and a cool Caribbean breeze Outdoor Features Large beachfront patio with comfortable loungers BBQ grill for cooking up fresh island fare Beach access just steps from your door Snorkel gear and beach equipment provided More than 6 guests? Rent Serenity, the identical villa next door, for larger groups and enjoy double the space! 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 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! Guests will receive a contract for signature in order 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, 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!

Serenity Villa | Beach, Family Friendly | Property Manager

Cruz Bay, St. John, VI
3 Bedrooms • 6 Guests

Oct 14 - 18
$412 night

Welcome to Serenity Villa, a brand-new, spacious, and inviting beachfront retreat! This luxurious 3-bedroom villa features breathtaking ocean views, high-end furnishings, and all the modern comforts you need for an unforgettable island getaway. With direct beach access, stunning turquoise waters just steps away, and plenty of indoor and outdoor living spaces, Serenity Villa is the perfect place to relax, unwind, and create lasting memories. 3 King Suites | 3.5 Bathrooms | Sleeps 6 King Suite 1 – Plush king bed, en-suite bathroom, luxury linens, and private ocean-view access King Suite 2 – Spacious king bed, en-suite bathroom, and modern decor King Suite 3 – Comfortable king bed, en-suite bathroom, and ample storage on the main level Each bedroom is designed for maximum comfort, complete with high-quality bedding, air conditioning, and ceiling fans to keep you cool and refreshed. Living & Dining Areas Open-concept living space with comfortable seating for everyone Smart TV and high-speed WiFi for entertainment Indoor dining area with seating for six Fully equipped modern kitchen with stainless steel appliances, cookware, and island-inspired decor Outdoor dining area with stunning ocean views and a cool Caribbean breeze Outdoor Features Large beachfront patio with comfortable loungers BBQ grill for cooking up fresh island fare Beach access just steps from your door More than 6 guests? Rent Nautilus, the identical villa next door, for larger groups and enjoy double the space! 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. Check-in arrangements are based on your arrival time, party size, and familiarity with the villa. Returning guests may request a self or virtual check-in, subject to approval. Standard check-in time is 4:00 PM. For same-day bookings, check-in may be delayed until 6:00 PM to allow our team time to complete a touch-up clean and maintenance inspection, ensuring the villa is fully ready for your stay. 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! Guests will receive a contract for signature in order 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, 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!

Blue View Condo-generator onsite! new pool!

Cruz Bay, St. John, VI
2 Bedrooms • 6 Guests

Nov 18 - 21
$604 night

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.

Luxury Villa | Ocean & Sunset Views | by Property Manager

St. John, St. John, VI
5 Bedrooms • 10 Guests

Oct 22 - 26
$947 night

Maria Breeze is a stunning 5-bedroom, 5.5-bath villa located in St. John, US Virgin Islands, equipped with a whole house generator. Ideal for large families and groups, the property is perched atop Maria Bluff, offering sensational 180-degree ocean and mountain views with beautiful breezes. This expansive home is perfectly positioned just minutes from Cruz Bay, boat charters, and the National Park. Maria Breeze features three separate living areas on the main level, connected by covered decks and stairways. The decor reflects traditional island living with stone masonry, pitched ceilings, white-washed walls, and breezy colors, combined with modern appliances. All five bedrooms are air-conditioned, each with a private bath and ceiling fan. The main level includes three king bedrooms, while the lower level has two king bedrooms, all with full baths. There is also a separate half bath on the main level. Outdoors, the villa boasts an expansive horseshoe-shaped deck with a roof for all-weather enjoyment, generous outdoor furniture, a BBQ, and a large dining table. Below the deck, a sun-drenched pool offers a perfect spot for sunbathing and cooling off. 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 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, taxi service, boat charters, private chefs, and massages. Expect 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.

Oceanview Cottage w/ Balcony – Steps to Cruz Bay

Cruz Bay, St. John, VI
2 Bedrooms • 4 Guests

Oct 8 - 10
$439 night

🔹 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." 😉

Vacation Rentals in St John by Amenities & Features

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Vacation Rentals Near St John

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