DEL MAR DOS
Up to 12 guests | 6 bedrooms | St. Thomas, USVI
Villa Del Mar is a luxurious two-bedroom estate in the gated Mahogany Run community of St. Thomas, offering stunning ocean views from every room, terrace, and the infinity-edge pool. Each suite features king beds, en-suite bathrooms, private terraces, and one even boasts a double outdoor shower with ocean vistas. Guests can enjoy multiple dining areas, lush tropical surroundings, a gourmet kitchen, and a spacious alfresco patio with lounge space and a gas grill. With complimentary concierge services, a private gated entrance, and proximity to top beaches, snorkeling spots, and St. Thomas’ historic sites, Villa Del Mar combines elegance, privacy, and easy access to island adventures.
VILLA PALMERA
Up to 8 guests | 4 bedrooms | St. Thomas, USVI
Villa Palmera is a luxurious 4-bedroom, 5-bathroom oceanfront villa nestled in a private, gated community on St. Thomas’s serene north side. Designed with accessibility in mind, the villa features a no-stairs layout, covered parking, and expansive indoor/outdoor living spaces, making it ideal for families or groups seeking both comfort and style. Guests can unwind in the 40′ x 18′ heated infinity pool, enjoy gourmet meals in the chef’s kitchen, or relax in suites adorned with high-thread-count linens and panoramic ocean views. With concierge services available for personalized experiences, Villa Palmera offers a truly unforgettable Caribbean retreat.
MARRIOTT FRENCHMAN’S COVE TWO BEDROOM
Up to 8 guests | 2 bedrooms | St. Thomas, USVI
Marriott Frenchman’s Cove in St. Thomas offers spacious two-bedroom villas accommodating up to eight guests, with a king bed in the master, two queen beds in the second bedroom, and a queen sleeper sofa in the living area. Each unit features a full kitchen, laundry facilities, private balcony with scenic views, and complimentary Wi-Fi and parking. Guests enjoy resort amenities including beachfront access, an infinity pool and hot tub, on-site dining, a fitness center, water sports, and a kids’ club. Booking through Caribbean Concierge adds personalized concierge services for dining, excursions, and more, making it an ideal luxury Caribbean getaway.
OCÉAN BLEU AT COWPET BAY
Up to 4 guests | 2 bedrooms | St. Thomas, USVI
Océan Bleu at Cowpet Bay is a recently renovated 2-bedroom, 2-bath oceanfront condo in St. Thomas, offering stunning views of Christmas Cove and the Yacht Club Moorings. Guests can enjoy direct beach access, a community pool and hot tub, and proximity to two on-site restaurants. The condo features a fully equipped kitchen, private balcony, and modern amenities, including free Wi-Fi and private parking. Located near Red Hook, it’s a perfect base for exploring local dining, shopping, and entertainment options.
FRENCHMAN’S BREEZE
Up to 8 guests | 2 bedrooms | St. Thomas, USVI
Frenchman’s Breeze is a contemporary 2-bedroom, 2-bathroom villa situated on the scenic Southside of St. Thomas, offering direct ocean access and breathtaking Caribbean Sea views. Each king suite features en-suite bathrooms with step-in showers, ensuring comfort and privacy. The expansive great room seamlessly integrates a fully equipped kitchen, dining area, and living space, all leading to a private terrace that spans the entire length of the home. This outdoor haven is perfect for relaxation, with ample seating and dining areas, and provides direct access to the water, ideal for snorkeling enthusiasts. Located just minutes from the vibrant areas of Red Hook and Charlotte Amalie, Frenchman’s Breeze offers a tranquil retreat with modern amenities, including solar power backup for uninterrupted comfort.
TURQUOISE COVE
Up to 10 guests | 5 bedrooms | St. Thomas, USVI
Turquoise Cove is a luxurious five-bedroom, four-bathroom villa in the gated Peterborg East community of St. Thomas, offering sweeping Caribbean views and just minutes from the iconic Magen’s Bay. The villa combines modern eco-luxury with over 7KW of solar power and Tesla Powerwalls, ensuring comfort and sustainability. Guests can unwind by the pool and sundeck, dine outdoors, or enjoy the fully equipped kitchen and vibrant interiors. Perfect for families or groups, Turquoise Cove provides a stylish, relaxing retreat with personalized concierge services to craft an unforgettable Caribbean getaway.
SUNSWEPT COVE
Up to 6 guests | 3 bedrooms | St. Thomas, USVI
Sunswept Cove is a stunning three-bedroom, two-bathroom oceanfront cottage in the gated Pelican Point community of St. Thomas, offering breathtaking water views and direct beach access. This iconic property, once part of Fleetwood Mac’s St. Thomas residence, features a modern open floor plan with floor-to-ceiling glass doors that fill the villa with natural light and showcase the Caribbean scenery. Guests can relax on the spacious patios, swim or snorkel from the natural beach, and enjoy upscale interiors with a fully equipped kitchen, air conditioning, and smart amenities. Perfect for a tranquil yet luxurious getaway, Sunswept Cove combines elegance, comfort, and easy access to Red Hook and nearby beaches.
RITZ CARLTON CLUB ST. THOMAS
Up to 6 guests | 2 bedrooms | St. Thomas, USVI
The Ritz Residence in St. Thomas offers a luxurious oceanfront condo experience for up to six guests, combining the space of a private rental with hotel-style amenities. The master suite features a king bed with spa products, while additional bedrooms and a queen sleeper sofa provide flexible sleeping arrangements. Guests enjoy access to multiple pools—including an adults-only infinity pool—beachside dining, a full-service spa, fitness center, and curated activities such as sunset catamaran cruises and guided wildlife tours. With personalized concierge services through Caribbean Concierge, this villa ensures a seamless and indulgent Caribbean getaway.
VILLA VENTANA
Up to 10 guests | 4 bedrooms | St. Thomas, USVI
Villa Ventana is a luxurious 4-bedroom, 4-bathroom villa in St. Thomas set on over two acres of lush tropical land, offering unobstructed views of Charlotte Amalie Harbor and stunning sunsets. Guests can relax in the infinity pool, enjoy alfresco dining on the expansive covered patio, and listen to music throughout the villa with a Sonos whole-house sound system. The villa features high-end interiors, a gourmet kitchen, ensuite bathrooms with marble showers, and a fully equipped gym. With an automatic generator, Wi-Fi, air conditioning, and complimentary concierge services, Villa Ventana combines comfort, elegance, and breathtaking Caribbean scenery for an unforgettable escape.
CROSSWINDS VILLA
Up to 8 guests | 3 bedrooms | St. Thomas, USVI
Crosswinds Villa is a stunning 3-bedroom, 4-bathroom cliffside retreat in St. Thomas offering breathtaking views of Hans Lollick and the British Virgin Islands. Guests can relax on the large deck with pool and hot tub, dine outdoors, and enjoy the gentle Caribbean breeze while taking in panoramic ocean vistas. The villa features a bi-level layout with a private pavilion, modern interiors, fully equipped kitchen, air conditioning, and smart amenities. Perfect for families or groups, Crosswinds Villa combines seclusion, luxury, and unforgettable seaside scenery, just minutes from Magen’s Bay.
ON THE ROCKS
Up to 2 guests | 1 bedroom | St. Thomas, USVI
On The Rocks Villa is a secluded, one-bedroom oceanfront retreat in the exclusive Peterborg area of St. Thomas, ideal for a honeymoon or romantic escape. Guests enjoy breathtaking turquoise-water views from every room, a private pool, and total privacy in a secure, gated setting. Wildlife sightings, including dolphins, whales, and even swimming goats, add a unique touch to the experience. Just minutes from Magens Bay, this villa blends natural beauty, luxury, and tranquility for an unforgettable couples’ getaway.
WESTIN ST. JOHN 2 BEDROOM VILLAS
Up to 8 guests | 2 bedrooms | St. John, USVI
The Westin St. John offers spacious villas for up to eight guests, featuring a master suite with a king bed, a second bedroom with two queen beds, and a queen sleeper sofa in the living area. Each villa includes a fully equipped kitchen, dining space, and private balcony or patio with stunning island views. Guests enjoy resort amenities such as beachfront access, large pools, fitness and wellness programs, on-site dining, and water sports activities. Booking through Caribbean Concierge adds personalized services, ensuring a seamless and luxurious St. John getaway.
VILLA DEL MAR
Up to 10 guests | 5 bedrooms | St. Thomas, USVI
Villa Del Mar, located on the picturesque island of St. Thomas, offers breathtaking views of St. John, the British Virgin Islands, and turquoise waters dotted with lush tropical isles. Whether you’re lounging by the pool or dining on the spacious terrace, the panoramic scenery creates a serene backdrop for relaxation. With its unforgettable vistas and luxurious setting, this villa promises a truly memorable Caribbean escape.
LATITUDE ADJUSTMENT
Up to 8 guests | 4 bedrooms | St. Thomas, USVI
Latitude Adjustment is a stunning four-bedroom, 3.5-bathroom villa in the gated Peterborg East community of St. Thomas, perched high on a cliff with breathtaking views of the island and sea. Guests can relax on the spacious pool deck, unwind in the covered outdoor living area, or enjoy alfresco dining while taking in the spectacular sunsets. The villa features a gourmet kitchen, open great room with cathedral ceilings, smart TVs, and air conditioning throughout, with a main-floor master suite ideal for accessibility. Just minutes from Magen’s Bay, Latitude Adjustment combines privacy, luxury, and effortless indoor-outdoor living for families, friends, or honeymooners.
AZURE VISTA ESTATE
Up to 10 guests | 5 bedrooms | St. Thomas, USVI
Azure Vista Estate is a luxurious five-bedroom villa in Wintberg Estates, St. Thomas, offering sweeping views of Magens Bay, St. John, and Hans Lollik from its private infinity pool and three balconies. Designed for both privacy and connection, the villa features a main house with three bedrooms and two separate suites below, ideal for families or friends seeking their own space. Guests enjoy high-end amenities including a fully stocked kitchen, solar and generator backup, indoor and outdoor dining, and thoughtful touches for children of all ages. Just minutes from Magens Bay and island attractions, Azure Vista combines refined luxury, stunning vistas, and central access for an unforgettable St. Thomas getaway.
PARADISE PALMS
Up to 12 guests | 6 bedrooms | St. Thomas, USVI
Paradise Palms is a fully renovated, six-bedroom luxury villa perched above Tutu Bay in St. Thomas, offering stunning panoramic ocean views. The villa features a large pool, hot tub, game room, and a rooftop deck with pergola, perfect for relaxing or entertaining. With a spacious gourmet kitchen, multiple outdoor dining areas, and air-conditioned bedrooms, it provides comfort and style for groups of all sizes. Just minutes from Magens Bay, Red Hook, and Sapphire Beach, Paradise Palms combines convenience, privacy, and breathtaking Caribbean scenery.
THE CARIBBEAN FARMHOUSE/OCEAN VIEWS, SOLAR POWER
Up to 8 guests | 4 bedrooms | St. Thomas, USVI
This stunning Northside St. Thomas retreat offers breathtaking panoramic views of Magens Bay and surrounding Caribbean islands, just minutes from Hull Bay and Magens Bay Beach. The villa features a private pool, multiple outdoor terraces, and lush landscaping for complete privacy, perfect for family or friends. With four bedrooms, including a luxurious primary suite with balcony, and solar power with a generator for uninterrupted comfort, every detail is designed for relaxation. Enjoy the tropical fruits from the garden, swim in the pool, or unwind while watching unforgettable sunsets over the ocean.
CLOUD VIEW CONDO
Up to 8 guests | 3 bedrooms | St. Thomas, USVI
Cloud View Condo is a charming 3-bedroom, 2-bathroom spot perched high above St. Thomas, offering sweeping panoramic views of the Caribbean Sea, the British Virgin Islands, and beyond. You’ll enjoy relaxing on the private balcony overlooking the ocean, plus access to a communal pool with shaded seating. The interior has a laid-back boho-chic vibe and lots of natural light; note that air conditioning is only in the living room, with fans in the bedrooms. Quiet, peaceful, and with inspiring vistas at every turn, it’s ideal for travelers who want scenic beauty over full resort-style bells and whistles.
BELLE VUE
Up to 17 guests | 5 bedrooms | St. Thomas, USVI
Belle Vue is an expansive 5-bedroom, 5-bathroom cliffside estate in St. Thomas that comfortably sleeps up to 17 guests, making it ideal for large families or groups. Perched above the sea, it offers sweeping views of Hull Bay and the ocean, with an elegant pool terrace and hot tub that frame vibrant sunsets and tranquil evenings. The villa’s layout includes both a step-free main living floor—featuring a grand primary suite, open gathering spaces, and easy access to hot tub—and a lower level with pool-side bedrooms and a separate apartment suite, offering privacy for all. With luxurious touches like outdoor showers, dual kitchens, strong Wi-Fi, and both indoor/outdoor living spaces, Belle Vue blends comfort, beauty, and versatility in one unforgettable retreat.
HAMMER TIME
Up to 8 guests | 4 bedrooms | St. Thomas, USVI
Hammer Time is a 4-bedroom, 4-bathroom (3 full, 1 half) villa in the gated Sydney’s Fancy community on the Peterborg Peninsula, just a short drive from the famous Magens Bay. Every room except the children’s quarter has ocean views, private patio access, AC, and its own bath—creating a luxurious and comfortable stay for up to 6-8 guests. The highlight is the infinity edge pool and sundeck overlooking turquoise waters and distant islands, plus beautifully lush orchid gardens and secluded nooks for peaceful moments. With modern amenities like Sonos sound, smart TVs, a fully stocked kitchen, and backup generator, Hammer Time offers both style and reliability for a dreamy Caribbean getaway.
CABRITA CLIFF HOUSE
Up to 14 guests | 6 bedrooms | St. Thomas, USVI
Cabrita Cliff House is a striking 6-bedroom, 5.5-bath villa perched on the cliffs of Cabrita Point, St. Thomas, with sweeping ocean and sunset views that’ll make your camera jealous. It blends spacious indoor/outdoor living—balconies, terraces, balconies, and a private pool deck—with luxurious comfort: king suites, sleeper sofas for extra guests, and thoughtfully designed layouts so groups get both connection and privacy. Located just minutes from Red Hook, St. John ferries, and some of the island’s best beaches, it’s a perfect escape that feels secluded without feeling remote. Add in the generator, dramatic cliffside ambiance, and modern finishes, and Cabrita Cliff House becomes more than just a stay—it’s a way to experience the island in style.
SECRET BEACH
Up to 11 guests | 5 bedrooms | St. Thomas, USVI
Secret Beach Villa is a luxurious 5-bedroom retreat on St. Thomas’ exclusive Deck Point peninsula, offering unmatched privacy and panoramic ocean views. The villa features spacious en-suite bedrooms, a private pool, expansive decks for lounging, and eco-friendly solar and Tesla power systems. Just minutes from five stunning beaches and the lively Red Hook area, it perfectly blends seclusion with convenience. Ideal for romantic getaways, family vacations, or group retreats, Secret Beach combines comfort, style, and unforgettable Caribbean scenery.
BEACHSIDE RENDEZVOUS
Up to 4 guests | 1 bedroom | St. Thomas, USVI
Beachside Rendezvous is a stunning one-bedroom, two-bath condo at Sapphire Beach, offering a prime beachfront corner location with wrap-around balconies and breathtaking Caribbean views. This modern retreat features a king Tempurpedic bed, fully equipped kitchen, spacious living area with sleeper sofa, and air conditioning throughout. Guests can enjoy morning coffee or evening cocktails on the expansive balconies, relax by the pool, or walk to nearby beach bars and restaurants. Ideal for couples or small families, the condo combines comfort, convenience, and direct access to the turquoise waters of Sapphire Beach.
OUTRIGGER
Up to 12 guests | 6 bedrooms | St. Thomas, USVI
Outrigger Villa is a luxurious 6-bedroom, 7-bathroom retreat perched 300 feet above Charlotte Amalie harbor, offering sweeping views of cruise ships, yachts, and the Caribbean Sea. This expansive villa spans 7,500 sq. ft. of indoor and covered outdoor living, featuring an infinity-edge pool, fire pit, multiple patios, and a fully stocked gourmet kitchen. Each bedroom boasts en-suite bathrooms, air conditioning, and stunning harbor views, with two poolside suites offering private entrances. Perfectly located near historic downtown, beaches, dining, and water activities, Outrigger combines elegance, privacy, and unmatched panoramic vistas for an unforgettable St. Thomas experience.
48 WINDWARD
Up to 7 guests | 3 bedrooms | St. Thomas, USVI
Windward 48 at Cowpet Bay West is a luxurious 3-bedroom condo set directly on the pristine sands of Cowpet Beach, St. Thomas. With en-suite bedrooms, a private balcony overlooking turquoise waters, and on-site dining just steps away, it’s the perfect blend of comfort and Caribbean charm—ideal for families or friends seeking an unforgettable island escape.
5 WINDWARD
Up to 6 guests | 2 bedrooms | St. Thomas, USVI
Steps from the sand, 5 Windward is the closest condo to Cowpet Beach in the exclusive Cowpet Bay West community. This newly remodeled 2-bedroom retreat offers en-suite comfort, private balcony views, and access to the Elysian Pool & Hot Tub—plus on-site dining and Red Hook’s shops, ferries, and nightlife just minutes away. The perfect blend of beachfront luxury and island adventure.
A SHORE THING (9 TRACY WAY)
Up to 6 guests | 2 bedrooms | St. Thomas, USVI
A Shore Thing (9 Tracy Way) is a beautifully remodeled 2-bedroom, 2-bath condo in Cowpet Bay East that delivers beach-front magic just steps from your door. It features a semi-private beach, a covered balcony with ocean views, and shared resort amenities like a pool & hot tub for relaxing seaside evenings. The location is calm, tropical, and ideal for couples or small families who want to both unwind and explore—restaurants are nearby and Cruz Bay is within reach when you want a change of scenery. Reviews rave about the clean interiors, well stocked comforts, and unforgettable sunsets.
ALMOST HEAVEN (WG1422)
Up to 6 guests | 2 bedrooms | St. Thomas, USVI
Almost Heaven (WG1422) is a bright and beautifully updated 2-bedroom, 2-bath condo in Watergate Villas offering front-row waterfront views over Bolongo Bay. The veranda gives you a perfect spot to lounge in comfort and soak up the sunset, while large windows bring light and sea breeze inside. Inside, you’ll find modern finishes, air-conditioning in every room, plus the conveniences of washer/dryer and shared pool access. Ideal for couples or small families wanting both serenity and easy access to beaches, restaurants, and island charm.
ANCHORAGE 11
Up to 4 guests | 2 bedrooms | St. Thomas, USVI
Anchorage 11 is a 2-bedroom, 2-bath condo in the Anchorage Condominiums on St. Thomas’ East End that hits a sweet spot between comfort and convenience. Rated 4.9 stars, it’s been nicely updated and offers a clean, stylish retreat with all the essentials—from a gym and pool onsite to a well-stocked kitchen and a balcony with ocean views. Just a short walk away are two beaches and two local restaurants, giving you that beach vacation vibe without needing a car. It’s especially favored by couples and small families who want relaxing ocean views, quick access to dining, and a calm, upscale neighborhood.
ANCHORAGE 204
Up to 6 guests | 3 bedrooms | St. Thomas, USVI
Anchorage 204 is a stylish 3-bedroom, 3-bath condo in St. Thomas that hits the sweet spot between ocean-front escape and homey comfort. With sweeping sea views from its private deck, a well-equipped kitchen, and lots of room for family or friends, it’s made for both relaxing days and fun times. It also has direct access to a pool, gym, beach, and BBQ grill, so you get both resort-style amenities and the ease of “just stuff you need.” If you want sunrises, sea breezes, and staying close to beaches + restaurants, this one delivers.
BELLA VIDA
Up to 4 guests | 2 bedrooms | St. Thomas, USVI
Bella Vida is a 2-bedroom, 2-bath private artist-owned villa perched in St. Thomas, delivering spectacular views and a serene setting. The villa boasts a private pool, air conditioning, and modern comforts like free WiFi and washer/dryer, making for a relaxing, fully equipped escape. With panoramic vistas, excellent cleanliness as noted by past guests, and a high-quality feel, it’s perfect if you want beauty, privacy, and a true tropical vibe away from the crowds.
CASA MANZANILLA
Up to 10 guests | 4 bedrooms | St. Thomas, USVI
Casa Manzanilla is a beautifully remodeled 4-bedroom, 3-bath villa that sleeps up to 10 guests, ideal for families or groups seeking both comfort and style. Professionally decorated in 2022 and surrounded by lush tropical landscaping, the villa features stunning views of St. John and the British Virgin Islands. Relax poolside in privacy, enjoy modern interiors, and appreciate the thoughtful touches throughout—plus amenities like air conditioning, washer/dryer, and a layout that accommodates children. With its mix of elegance, natural beauty, and peaceful setting, Casa Manzanilla offers a serene island escape.
CRYSTAL COVE B16
Up to 4 guests | 1 bedroom | St. Thomas, USVI
Crystal Cove B16 is a gorgeous 1-bedroom, 2-bath condo right next to Sapphire Beach on St. Thomas — perfect for up to 4 guests. What makes it special is its ocean-front location: you’ll be just steps from white-sand beaches and have direct views of turquoise waters. The condo is on the second floor, nicely air-conditioned, with its own private entry to the shared pool, making it ideal for couples or small families who want beach time + comfort. If you love being close to the ocean, light, and serenity without sacrificing amenities, this one delivers.
CRYSTAL COVE B16 & B18
Up to 8 guests | 2 bedrooms | St. Thomas, USVI
Crystal Cove B16 & B18 is a pair of ocean-front condos in Sapphire Beach that together sleep up to 8 guests—making it ideal for groups wanting beach access and privacy. The two side-by-side units are on the 2nd floor, with generous bedroom and bathroom configurations: B16 has a king bedroom, two full baths, and a queen pull-out for extra flexibility. You’re just steps from powdery sand, the crystal-clear ocean, and shared amenities like the pool. With air conditioning, modern comforts, and beach-front positioning, this condo delivers that perfect balance of relaxation and seaside luxury.
CRYSTAL COVE B18
Up to 4 guests | 1 bedroom | St. Thomas, USVI
Crystal Cove B18 is a quiet, beachfront 1-bedroom, 2-bath condo just steps from the white sands of Sapphire Beach, making it a perfect escape for couples or small families. It’s on the second floor of Building B, with welcoming decor, modern touches, and AC to keep things cool—plus free WiFi and a full kitchen so you can settle in easily. Shared amenities like a pool and proximity to the beach make it easy to dip in the water or soak up the sun without needing to travel far. Whether you want seaside strolls, snorkeling, or just lounging with ocean views, this spot is all about relaxing and making the most of that perfect Caribbean vibe.
HIGH VIEW
Up to 12 guests | 5 bedrooms | St. Thomas, USVI
High View is a luxurious 5-bedroom, 5-bath villa in St. Thomas that feels like a private sanctuary. Nestled into lush tropical landscaping, it offers spectacular views of the historic harbor and ocean, plus a beautiful pool and sun deck for relaxing days in the sun. Recently upgraded living and dining rooms now include central air conditioning—perfect for cooling off in style. Ideal for families or groups up to 12, High View balances seclusion with comfort, and amenities like washer/dryer make long stays effortless.
ISLAND PARADISE GETAWAY
Up to 10 guests | 5 bedrooms | St. Thomas, USVI
Island Paradise Getaway is a 5-bedroom villa tucked into the lush hillside of Upper Caret Bay on St. Thomas, offering expansive ocean views and serene privacy. Ideal for families or groups, it features modern comforts like A/C in all rooms, free WiFi, and both washer + dryer, plus a private pool for those relaxing Caribbean days. With space for up to 10 guests, this villa combines tranquility with convenience—far enough removed for peaceful rest, yet close enough to enjoy the island’s beauty.
LATITUDE ADJUSTMENT
Up to 6 guests | 2 bedrooms | St. Thomas, USVI
Latitude Adjustment is a beautifully remodeled 2-bedroom, 2-bath condo in St. Thomas that comfortably sleeps up to 6 guests thanks to a clever trundle pull-out. With elegant, modern styling and fresh upgrades throughout, it offers a clean, bright atmosphere perfect for relaxing. You’ll enjoy resort-style amenities including a beachfront pool, hot tub, and full A/C, plus easy access to beaches, shops, and local charm. It’s ideal for families or groups who want comfort, convenience, and a touch of luxury.
LISSETTE MANOR
Up to 10 guests | 5 bedrooms | St. Thomas, USVI
Lissette Manor is a stunning historic estate in St. Thomas that blends old-world elegance with modern luxury. Built in the 1800s, this 5-bedroom, 5-bath villa overlooks Charlotte Amalie harbor and features graceful architecture, beautifully restored interiors, and historic charm. Guests enjoy high-end amenities like air conditioning throughout, a private pool, free WiFi, and full kitchen facilities. With space to sleep up to 10, it’s perfect for those seeking a sophisticated retreat, steeped in history and views, in an upscale setting.
OCEAN BREEZE RETREAT (17 UPPER)
Up to 4 guests | 2 bedrooms | St. Thomas, USVI
Ocean Breeze Retreat (17 Upper) is a 2-bedroom, 2-bath condo nestled in the gated Mahogany Run community, offering security, comfort, and plenty of privacy. Located in an upscale area with 24-hour security, it features a spacious layout, full laundry facilities, and all the amenities you need like A/C, WiFi, and a swimming pool. Ideal for small families or couples, it balances tranquility with convenience—just far enough from the crowds to feel secluded, yet close enough to enjoy all that St. Thomas has to offer.
ONE PERFECT DAY
Up to 26 guests | 9 bedrooms | St. Thomas, USVI
One Perfect Day is a luxurious 9-bedroom villa located in the exclusive Peterborg neighborhood of St. Thomas, USVI. This expansive estate offers unparalleled beachfront access to Little Magens Bay and boasts two private pools, a fully equipped gym, and a game room with a pool table and table tennis. Designed to accommodate up to 26 guests, the villa features spacious suites, each with an en-suite bathroom, and multiple indoor and outdoor living areas that provide both privacy and ample space for gatherings. With its breathtaking ocean views, direct beach access, and exceptional amenities, One Perfect Day offers an unforgettable luxury experience for large groups seeking a tropical paradise.
PINEAPPLE VILLAGE 3208
Up to 6 guests | 2 bedrooms | St. Thomas, USVI
Pineapple Village 3208 is a newly remodeled 2-bedroom, 3-bathroom condo located on the east end of St. Thomas, offering a luxurious and comfortable retreat for families or couples. Each bedroom is equipped with an ensuite bath, air conditioning, walk-in closet, and TV, ensuring a private and relaxing environment. Guests can enjoy the convenience of a full kitchen, in-unit washer and dryer, and access to a shared swimming pool. The condo’s prime location provides easy access to nearby beaches and attractions, making it an ideal base for exploring the island.
RUBY RIDGE
Up to 8 guests | 4 bedrooms | St. Thomas, USVI
Ruby Ridge is a newly renovated luxury villa perched on the cliffs of the Peterborg Peninsula in St. Thomas. This oceanfront retreat offers breathtaking panoramic views of the Caribbean Sea, making it a serene haven for relaxation. The villa features four elegantly appointed bedrooms and four bathrooms, accommodating up to eight guests in comfort. Guests can unwind by the private swimming pool, enjoy the tranquil ambiance, and take advantage of the villa’s proximity to nearby attractions.
SAPPHIRE F305
Up to 4 guests | 1 bedroom | St. Thomas, USVI
Sapphire F305 is an exquisite two-story, 1-bedroom, 2-bathroom beachfront condo located within the exclusive Sapphire Beach Resort in St. Thomas. This serene retreat offers breathtaking views of the tranquil Sapphire Marina, providing a picturesque experience from the moment you arrive. Guests can enjoy the convenience of a washer/dryer and the comfort of air conditioning. The property is suitable for children and offers a range of amenities, including a swimming pool. With its prime location just a short walk from Sapphire Beach and close proximity to Red Hook’s dining and ferry services, Sapphire F305 is the perfect base for exploring the beauty of the Virgin Islands.
SERENITY BREEZE – 3BR
Up to 6 guests | 3 bedrooms | St. Thomas, USVI
Serenity Breeze is a luxurious 3-bedroom, 2-bathroom villa nestled in the exclusive, gated community of Peterborg, St. Thomas. This private retreat offers breathtaking panoramic ocean views from every room, creating a tranquil ambiance that enhances relaxation. Guests can unwind on the spacious deck, enjoy the refreshing pool, or explore nearby beaches and attractions. With its serene setting and top-tier amenities, Serenity Breeze promises an unforgettable island getaway.
SERENITY BREEZE – 4BR
Up to 8 guests | 4 bedrooms | St. Thomas, USVI
Serenity Breeze is a luxurious 4-bedroom, 3-bathroom villa nestled in the exclusive, gated community of Peterborg on St. Thomas. Every room offers sweeping ocean views, creating a tranquil ambiance that enhances relaxation. Guests can enjoy the spacious deck, refreshing pool, and easy access to nearby beaches and attractions. With its serene setting and top-tier amenities, Serenity Breeze promises an unforgettable island getaway.
SERENITY BREEZE APT.
Up to 2 guests | 1 bedroom | St. Thomas, USVI
Serenity Breeze is a charming 1-bedroom apartment nestled in the tranquil Peterborg area of St. Thomas. This cozy retreat offers breathtaking panoramic views of Magen’s Bay from every room, complemented by the gentle trade winds and air conditioning for ultimate comfort. Located just a 5-minute drive from the renowned Magen’s Bay Beach, it provides easy access to both serene beaches and the vibrant downtown Charlotte Amalie. Ideal for couples seeking a peaceful island getaway, Serenity Breeze combines natural beauty with modern amenities for a memorable stay.
SHEIKH SHACK
Up to 8 guests | 4 bedrooms | St. Thomas, USVI
Sheikh Shack is an exceptional 4-bedroom villa situated on the waterfront of Dove Way in the prestigious Peterborg peninsula of St. Thomas. This exclusive retreat offers a secluded paradise, featuring a private electronic gate and a gated neighborhood for enhanced privacy. Guests can enjoy the serene ambiance of the villa, complemented by its proximity to the island’s attractions. With its luxurious amenities and tranquil setting, Sheikh Shack promises an unforgettable stay in St. Thomas.
VILLA ALTA MAREA
Up to 12 guests | 6 bedrooms | St. Thomas, USVI
Villa Alta Marea is a luxurious 6-bedroom, 6-bathroom oceanfront villa in St. Thomas, accommodating up to 12 guests. Perched on a hillside, it offers breathtaking panoramic views and unforgettable sunsets year-round. Just minutes from popular beaches and the vibrant Red Hook area, the villa features spacious living areas, private balconies, and a sparkling pool, making it ideal for family gatherings or group retreats. Guests praise its well-equipped kitchen, thoughtful amenities, and responsive management, ensuring a memorable stay.
ILIOS
Up to 6 guests | 3 bedrooms | St. John, USVI
Ilios is a charming 3-bedroom, 3.5-bathroom villa nestled in the serene Hart Bay area of St. John, USVI. Designed with a Mediterranean flair, the villa features white exteriors and blue shutters, offering a tranquil retreat with stunning ocean views. Guests can enjoy the refreshing pool, spacious living areas, and access to nearby beaches, hiking trails, and the vibrant Cruz Bay. With amenities like air-conditioned bedrooms, a fully equipped kitchen, and backup power, Ilios ensures a comfortable and memorable stay.
2B @ PETER BAY
Up to 8 guests | 4 bedrooms | St. John, USVI
2B @ Peter Bay is a luxurious 4-bedroom, 4-bathroom villa situated on the private shores of Peter Bay Beach. This exclusive property offers direct access to one of St. John’s most pristine beaches, ensuring a secluded and tranquil experience. Guests can enjoy breathtaking views of the turquoise waters and surrounding islands from the villa’s expansive decks and private pool. The villa’s design emphasizes privacy and comfort, making it an ideal choice for families or groups seeking an unforgettable Caribbean getaway.
DREAM COME TRUE
Up to 6 guests | 3 bedrooms | St. John, USVI
Dream Come True is a charming three-bedroom, three-and-a-half-bath beachfront villa perched above the serene Devers Bay on St. John’s south shore. This private retreat offers unobstructed ocean views from every room, complemented by a warm, tropical ambiance. The villa features a spacious great room with a fully equipped kitchen, dining area, and living space, all opening to a covered deck that leads to the pool and hot tub. Each queen bedroom boasts its own en-suite bathroom, with two offering outdoor showers and the third featuring an indoor shower with sea views. A private staircase provides direct access to the pebble beach below, ideal for snorkeling, swimming, or beachcombing. Located just 2–3 miles from Cruz Bay, guests can enjoy both seclusion and easy access to local dining and shopping.
VILLA ESCAPAR
Up to 6 guests | 3 bedrooms | St. John, USVI
Villa Escapar is a stunning hillside retreat in Chocolate Hole, St. John, offering unparalleled privacy and sweeping 180-degree views of St. Croix, St. Thomas, Hart Bay, and the Caribbean sunsets. This spacious three-bedroom villa features a massive 40 x 18-ft private pool, expansive pool deck, and seamless indoor-outdoor living with vaulted ceilings and large sliders that open the great room to the outdoors. Each bedroom is air-conditioned with a private en-suite and its own patio or pool access, ensuring maximum comfort and privacy. Modern amenities, a fully equipped kitchen, outdoor dining, and tropical landscaping make Villa Escapar perfect for families or groups seeking a serene, luxurious Caribbean getaway just minutes from Cruz Bay.
TENNIS COTTAGE
Up to 6 guests | 3 bedrooms | St. John, USVI
Tennis Cottage is a private, tropical retreat in Chocolate Hole, St. John, featuring 3 bedrooms and 3 bathrooms across two buildings—the main house and a guest house. Guests can relax on the large covered deck or by the 40-foot pool while enjoying scenic harbor and Caribbean Sea views. The villa is equipped with Tesla solar panels and battery backup, ensuring uninterrupted power, and offers flexible rental options, including pairing with neighboring Tennis Villa for a 7-bedroom estate. Just minutes from Cruz Bay and nearby National Park beaches, Tennis Cottage combines serene privacy with convenient access to island attractions.
ON A CLEAR DAY
Up to 8 guests | 4 bedrooms | St. John, USVI
On a Clear Day… is a stunning 4-bedroom, 4.5-bath eco-friendly villa perched 170 feet above Francis Bay on St. John’s North Shore, offering panoramic views of the Caribbean Sea and St. Thomas. Just a 10-minute walk to Francis Bay Beach, this serene retreat combines luxury, privacy, and sustainability, featuring a 54-foot saltwater pool with a lap lane, private balconies for each bedroom, and solar-powered systems with backup generator. Inside, the villa offers spacious living with contemporary furnishings, a fully equipped kitchen, air-conditioned bedrooms, an exercise room, and high-speed WiFi. Nestled within the Virgin Islands National Park, it’s a perfect blend of wellness, comfort, and spectacular sunsets for a rejuvenating Caribbean getaway.
MANDAVILLA – UPPER
Up to 6 guests | 2 bedrooms | St. John, USVI
Mandavilla is a serene hillside villa in Cruz Bay, offering stunning Caribbean views and vibrant sunsets. Perfect for couples, families, or small groups, it features two king bedrooms, two modern bathrooms, and a fully equipped kitchen with a gas BBQ. The open-plan living space flows onto a private covered porch with lounge seating and a porch swing, while guests can also enjoy the shared pool and tropical gardens. Just minutes from Cruz Bay’s shops, restaurants, and beaches, Mandavilla combines modern comforts—including air conditioning, WiFi, and a backup generator—with peaceful island living for a relaxing Caribbean escape.
MANDAVILLA ROSE – LOWER
Up to 6 guests | 2 bedrooms | St. John, USVI
Mandavilla Rose is a bright, hillside villa perched above Cruz Bay, offering stunning turquoise water views and spectacular Caribbean sunsets. Designed for effortless indoor-outdoor living, the villa features two king bedrooms, two modern bathrooms, and an open-concept kitchen with all the essentials for home-cooked meals. Step out to the expansive covered patio with plush lounge seating and a porch swing, or enjoy the shared swimming pool with panoramic ocean views. Just a short walk to shops, restaurants, and beaches, Mandavilla Rose combines privacy, comfort, and island charm with modern conveniences like air conditioning, high-speed internet, and a backup generator—perfect for a romantic escape, family getaway, or small group retreat.
OLEANDER
Up to 6 guests | 3 bedrooms | St. John, USVI
Oleander is a beautifully renovated 3-bedroom, 3.5-bath villa perched in the exclusive Klein Bay area of St. John, offering breathtaking turquoise views and a tranquil Caribbean setting. Each of the three master suites features king beds, private baths, and access to decks with stunning vistas, including an enchanting outdoor garden shower in the upper suite. The villa’s modern open living spaces flow effortlessly to a private pool deck with lounge seating and a gas BBQ, perfect for relaxation or entertaining. Guests enjoy central air conditioning, a fully equipped gourmet kitchen, and high-speed WiFi, all just a short walk to a charming pebble beach and a quick drive to Cruz Bay. Oleander combines luxury, privacy, and island charm for an unforgettable Caribbean escape.
SEASIDE BREEZE
Up to 10 guests | 4 bedrooms | St. John, USVI
Seaside Breeze is a stunning beachfront villa in Johnson Bay, Coral Bay, offering 4 bedrooms, 3 baths, and over 5,400 sq. ft. of indoor and outdoor living space. Floor-to-ceiling windows and unique trapezoid windows fill the home with natural light and frame breathtaking views of the Caribbean, while coral stone floors, cedar woodwork, and vaulted ceilings create a bright, airy interior. Guests can relax just steps from a private sandy beach or enjoy swimming, snorkeling, kayaking, and paddleboarding right in their front yard. The villa also features a private pool, multiple dining areas, a modern kitchen, and an 8-speaker Bluetooth sound system, making it perfect for family vacations or gatherings. Its secluded location provides privacy while remaining a short drive to Coral Bay restaurants, bars, and North Shore beaches.
EXOTIC VIEW
Up to 8 guests | 3 bedrooms | St. John, USVI
Exotic View is a stunning hillside villa just above Cruz Bay, offering 3+ bedrooms, 3.5 baths, and over 3,600 sq. ft. of elegant Caribbean living. Designed with cathedral ceilings, arched windows, granite and mahogany finishes, and floor-to-ceiling windows, the villa delivers both style and comfort. The 32-ft private pool and 1,000 sq. ft. sun deck are perfect for soaking up the sun or enjoying breathtaking sunsets over Cruz Bay, Pillsbury Sound, and the Caribbean Sea. Just a 5-minute drive from town yet tucked into lush tropical landscaping for privacy, Exotic View combines convenience with serenity. Ideal for couples, families, or groups, this villa also features air-conditioned bedrooms with ocean views, a gourmet kitchen, multiple indoor and outdoor dining spaces, and a solar-powered battery backup for peace of mind.
LAVENDER HILL – RUMM LIME 7E
Up to 2 guests | 1 bedroom | St. John, USVI
Lavender Hill – Rumm Lime 7E is a beautifully renovated 1-bedroom, 1-bath condo on the ground level of the East Building, offering stunning pool and harbor views, including Cruz Bay and Lovango Cay. Perfect for honeymooners or couples, the condo features a cozy living area, a fully equipped kitchen, a king bedroom with air conditioning, and both indoor and outdoor dining options. Step out to the wrap-around screened balcony to watch boats drift by or relax at the shared pool. Just a short walk to Cruz Bay, with free parking, BBQs, and laundry on-site, this charming retreat combines convenience, comfort, and the quintessential St. John island experience.
CIELLODONNA
Up to 12 guests | 4 bedrooms | St. John, USVI
Ciellodonna is a stunning 4+ bedroom, 4.5-bath villa with a private saltwater pool, perched above Chocolate Hole Harbor. With 2,400 sq.ft. of interior space and 3,400 sq.ft. of decks, the villa seamlessly blends indoor-outdoor living, featuring sweeping harbor views from multiple terraces and a gazebo for al fresco dining. The spacious great room opens to the upper deck, while all bedrooms offer en-suite baths, air conditioning, and water views. Guests can enjoy direct access to the calm cove of Chocolate Hole for swimming, snorkeling, kayaking, or paddleboarding. Perfect for families or groups of up to 12, Ciellodonna combines privacy, sun-drenched decks, and luxurious comfort just 5-6 minutes from Cruz Bay.
CINNAMON RIDGE
Up to 12 guests | 5 bedrooms | St. John, USVI
Cinnamon Ridge is an award-winning 5-bedroom, 5.5-bath villa perched 530 feet above the pristine sands of Cinnamon Bay. Renovated in 2019 and named HGTV’s Caribbean House of the Year in 2020, this luxurious retreat features a private saltwater pool, hot tub, expansive sun decks, and stunning 200-degree ocean views from every room. With two primary suites on the main level, three guest bedrooms below, and a Tesla battery backup system, comfort and style are seamlessly combined. Just minutes from Cinnamon Bay Beach and nestled in the National Park, Cinnamon Ridge offers unmatched privacy, breathtaking sunsets, and the ultimate St. John island experience for families, couples, or groups of up to 12.
SURFSIDE
Up to 6 guests | 3 bedrooms | St. John, USVI
Surfside is a Mediterranean-inspired 3-bedroom villa that combines old-world charm with modern comforts. With stone walls, antique brick patios, and sweeping views of Reef Bay, this retreat offers a true island escape. Guests can relax by the private pool and hot tub, or follow a private trail from the villa straight to the secluded sands of Reef Bay Beach. Each air-conditioned bedroom has its own en-suite bath and ocean views, ensuring privacy and comfort. Perfectly tucked beside National Park lands yet just a short drive to Cruz Bay, Surfside is ideal for families, couples, or honeymooners seeking both tranquility and adventure.
PALM VILLA
Up to 6 guests | 3 bedrooms | St. John, USVI
Palm Villa is a newly renovated 3-bedroom retreat perched atop Gifft Hill, offering breathtaking 180° views over Great Cruz Bay and beyond—on clear days, all the way to Puerto Rico. Blending Caribbean elegance with modern design, the villa features soaring cathedral ceilings, coral stone floors, and seamless indoor-outdoor living. Each bedroom is set in its own private pavilion, ensuring space and privacy, while the sun-soaked pool deck and shaded dining areas make the most of the panoramic scenery. With a Tesla battery backup system, romantic sunsets, and tranquil hilltop breezes, Palm Villa is a true Caribbean sanctuary just 10 minutes from Cruz Bay.
SATINWOOD
Up to 6 guests | 3 bedrooms | St. John, USVI
Satinwood Villa is a one-of-a-kind eco-friendly retreat in St. John’s Upper Carolina, designed for guests who want both comfort and sustainability. Completely off-grid, it runs on solar power with a state-of-the-art backup system, plus water-saving composting toilets that minimize environmental impact without sacrificing convenience. With 3 bedrooms, a private pool, and sweeping views over Coral Bay, Bordeaux Mountain, and the British Virgin Islands, this villa blends natural beauty with modern amenities. Just minutes from Coral Bay’s restaurants and the North Shore beaches, Satinwood offers a serene, environmentally conscious island escape.
CARNIVAL BEACH HOUSE
Up to 6 guests | 3 bedrooms | St. John, USVI
Carnival Beach House is a stunning beachfront villa in exclusive Klein Bay, offering elegant island living with exquisite stonework, mahogany finishes, and locally crafted artistic touches. Just steps from the sea, this 3-bedroom retreat features a private saltwater pool, a breezy outdoor lanai, and quiet, sun-drenched decks with sweeping ocean views. With direct access to calm, crystal-clear waters perfect for swimming, snorkeling, and paddleboarding—plus a serene neighborhood setting—you’ll enjoy both luxury and privacy. Solar panels with Tesla backup ensure modern comfort, making this villa an ideal escape for couples, families, or honeymooners.
COCO DE MER
Up to 10 guests | 5 bedrooms | St. John, USVI
Coco De Mer is a luxurious 5-bedroom villa in the exclusive enclave of Peter Bay, offering panoramic views of St. John’s North Shore and the British Virgin Islands. Designed for both elegance and relaxation, it features multiple pavilions for privacy, an oversized pool with a garden-set hot tub, and a unique terraced amphitheater perfect for gatherings. Guests enjoy deeded access to the private Peter Bay Beach—just a short walk away—where calm turquoise waters invite swimming and snorkeling in serene seclusion. With refined interiors, expansive decks, and unbeatable views, Coco De Mer is a one-of-a-kind Caribbean retreat.
LAKOHELY
Up to 4 guests | 2 bedrooms | St. John, USVI
Lakohely is a charming, solar-powered villa designed for comfort, privacy, and stunning views. With two bedrooms, one bath, and a private pool, it’s perfect for families or couples seeking a cozy island retreat. The home is 95% solar powered, ensuring peace of mind during power outages, while still offering air-conditioned bedrooms for restful nights. Perched on a hillside, it boasts sweeping vistas of Coral Bay, Bordeaux Mountain, and the British Virgin Islands, all enjoyed from its spacious wraparound deck. Centrally located, you’re just minutes from Coral Bay’s dining, Cruz Bay’s shops, and the white-sand beaches of the National Park.
MANGO SERENITY
Up to 6 guests | 2 bedrooms | St. John, USVI
Mango Serenity is a luxury penthouse condo that combines elevated comfort with the charm of island living. Part of an intimate six-unit complex, it offers a peaceful, private retreat just minutes from Cruz Bay’s dining, shopping, and nightlife. The spacious open layout flows seamlessly onto a large covered balcony with stunning Caribbean Sea views—perfect for morning coffee, sunset dinners, or lounging in the breeze. Guests enjoy high-end touches like Brooklinen and Boll & Branch linens, Bee Kind eco-conscious bath products, and cloud-soft Dosaze towels. With a shared saltwater pool, private parking, solar-backed generator, and thoughtfully curated beach gear, Mango Serenity delivers a boutique resort feel in a quiet, exclusive setting.
GRANDE BAY-ISLAND THERAPY 2BR
Up to 8 guests | 2 bedrooms | St. John, USVI
Island Therapy at Grande Bay Resort blends comfort, convenience, and stunning views of Cruz Bay. This flexible condo can be rented as a two-bedroom, or divided into a one-bedroom and studio, making it ideal for couples, families, or friends. From its private balconies and spacious living areas, guests can enjoy sweeping harbor and Caribbean Sea views, while being just steps from Cruz Bay’s shops, restaurants, and beaches. With resort amenities like a rooftop pool, whirlpool spa, and fitness center, plus easy access to ferries and island adventures, Island Therapy offers the perfect balance of relaxation and island excitement.
TENNIS VILLA
Up to 8 guests | 4 bedrooms | St. John, USVI
Tennis Villa in Great Cruz Bay is a rare St. John retreat that combines luxury, space, and recreation in one private estate. With its own resurfaced regulation tennis court (also lined for pickleball), a 43-foot pool, and a spacious single-level layout, this 4-bedroom, 4-bath villa is perfect for families and groups. The design offers ultimate privacy—three bedrooms in the main house and a detached pool house suite—all opening to a sun-soaked courtyard with sweeping harbor and sunset views. Just 5 minutes from Cruz Bay, guests enjoy both tranquility and convenience, with the option to expand into the neighboring Tennis Cottage for a 7-bedroom island getaway.
VILLA PANACHE
Up to 12 guests | 6 bedrooms | St. John, USVI
Villa Panache is a 6-bedroom, 7-bath luxury retreat in St. John’s prestigious Rendezvous Bay, offering a rare blend of space, elegance, and breathtaking panoramas. Its expansive sun deck and 30-foot heated pool showcase sweeping 180° views of Ram’s Head, Ditleff Point, and Great Cruz Bay Harbor. With a beautifully renovated design, full A/C, solar-powered backup, and inviting indoor-outdoor living spaces, the villa is perfect for gathering with family and friends. Just 10 minutes from Cruz Bay’s dining and shops, Villa Panache delivers the ultimate private island experience—where comfort, style, and unforgettable vistas come together.
MANDAVILLA – ENTIRE COMPLEX
Up to 12 guests | 4 bedrooms | St. John, USVI
Mandavilla is a peaceful hillside retreat above Cruz Bay, offering 4 bedrooms, 4 baths, and sweeping ocean views. Perfect for families or groups, it combines modern comforts with laid-back Caribbean charm. Relax on the private porches, enjoy the shared pool surrounded by tropical gardens, and watch unforgettable sunsets over turquoise waters. Just a 10-minute walk (or quick drive) to Cruz Bay’s shops, dining, and nightlife, the villa also features a fully equipped kitchen, backup generator, and Starlink internet at Mandavilla Rose for seamless streaming or remote work. A serene, spacious getaway with easy access to St. John’s pristine beaches and National Park adventures.
ISLAND GIRL
Up to 8 guests | 4 bedrooms | St. John, USVI
Island Girl is a stunning 4-bedroom, 4.5-bath villa in Coral Bay, designed by the award-winning Barefoot Architect to capture panoramic views of Johnson Bay, the East End of St. John, Tortola, and beyond. Every detail, from lush tropical landscaping with fruit trees to elegant interiors and spacious decks, creates a serene retreat. Each en suite master bedroom has ocean views and private outdoor seating, while the multi-level design with an interior staircase ensures comfort and flow. Relax by the private pool and poolside bar, stargaze at night, or enjoy the gourmet kitchen with top-end appliances. Blending luxury with Caribbean charm, Island Girl offers both elegance and a true “home away from home” feel.
LAVENDER HILL – WINDCATCHER 5W
Up to 2 guests | 1 bedroom | St. John, USVI
Lavender Hill – Windcatcher 5W is a charming 1-bedroom condo overlooking Cruz Bay and Lovango Cay, perfect for couples and honeymooners. Located on the main level with no stairs to climb, this unit offers effortless access and a private balcony with harbor views. Inside, you’ll find a colorful, inviting space with a full kitchen, air-conditioned living room, and a king bedroom that opens to its own balcony. The complex features a shared pool, BBQ grills, and a new on-site generator for peace of mind. Best of all, you’re just a short stroll from Cruz Bay’s lively restaurants, bars, and shops, blending island convenience with romantic Caribbean charm.
GRANDE BAY-LATITUDE ADJUSTMENT
Up to 4 guests | 1 bedrooms | St. John, USVI
Latitude Adjustment at Grande Bay Resort is a stylish 1-bedroom condo offering modern luxury with stunning harbor views of Cruz Bay. Perfectly located within walking distance to shops, dining, and ferries, this retreat features an open living space with floor-to-ceiling sliders, a well-equipped kitchen, and a private balcony ideal for sunsets over the bay. Guests enjoy resort-style amenities including a rooftop pool, whirlpool spa, and gym, along with the convenience of on-site parking and a backup generator. With its prime location and contemporary comfort, Latitude Adjustment is the perfect blend of island ease and upscale living.
KALORAMA
Up to 10 guests | 5 bedrooms | St. John, USVI
Kalorama is a bold yet elegant luxury villa in Virgin Grand Estates, blending dramatic design with Caribbean beauty. Its soaring 50-foot great room opens seamlessly to the outdoors with massive glass doors, creating a lanai-style living space framed by marble floors, exotic wood finishes, and sweeping 180° ocean views. With five spacious bedrooms split between the main house and pool house, multiple sun decks, and a sleek chef’s kitchen, the villa is both stylish and inviting. Perched over 600 feet above Cruz Bay, Kalorama offers dazzling sunsets, sparkling views of neighboring islands, and rare privacy in one of St. John’s most exclusive neighborhoods.
CLIFFHOUSE
Up to 8 guests | 4 bedrooms | St. John, USVI
CliffHouse is an elegant 4-bedroom estate perched 100 feet above the turquoise waters of Peter Bay, offering front-row views of St. John’s pristine north shore. With deeded access to the private white-sand beach at Peter Bay, a stunning infinity-edge pool, and spacious indoor-outdoor living areas, it’s the perfect blend of seclusion and luxury. The villa’s beautifully appointed suites, outdoor lanai, and on-site gym create a serene retreat just minutes from the National Park’s world-class beaches and the charming town of Cruz Bay.
PARAISO AZUL
Up to 12 guests | 5 bedrooms | St. John, USVI
Paraiso Azul is a classic Caribbean-style villa perched on Boatman’s Point, offering sweeping, unobstructed views of Rendezvous Bay and St. John’s untouched south coast. With five spacious king suites, a private pool set between the great house and upper bedrooms, and expansive coral stone decks for lounging or dining, this estate is designed for relaxed island living. Its quiet, private 2.5-acre setting just 10 minutes from Cruz Bay makes it a perfect retreat for families or groups seeking both seclusion and convenience.
VILLA DEL SOL
Up to 6 guests | 3 bedrooms | St. John, USVI
Villa Del Sol blends luxury resort style with private villa comfort in the prestigious Virgin Grand Estates. Designed by the developer of the Westin Resort, this three-bedroom home features soaring cathedral ceilings, a designer interior, and a 23’ saltwater pool with sweeping sunset views over Great Cruz Bay. With Tesla solar power backup, spacious indoor-outdoor living, and close proximity to Cruz Bay’s dining and beaches, Villa Del Sol offers a tranquil yet convenient Caribbean escape.
CASA DEL SOL
Up to 8 guests | 4 bedrooms | St. John, USVI
Casa Del Sol is a classic Caribbean estate in Klein Bay, blending timeless plantation-style design with breathtaking views of Rendezvous Bay. With two-bedroom towers flanking a grand central great room, every space opens to sweeping turquoise panoramas. Native stonework, mahogany finishes, and soaring beamed ceilings create elegance throughout, while the private pool, spa, and multiple verandas invite relaxation. Just minutes from Cruz Bay yet steps from serene Klein Bay beaches, Casa Del Sol offers refined island living with the perfect mix of privacy, charm, and comfort.
GRANDE BAY-ISLAND THERAPY 1BR
Up to 4 guests | 1 bedroom | St. John, USVI
Island Therapy at Grande Bay Resort is a stylish 1-bedroom condo overlooking Cruz Bay Harbor, just steps from restaurants, shops, and beaches. With a private balcony for sunset views, a full kitchen, comfortable living space with a sleeper sofa, and access to the resort’s rooftop pool, spa, and gym, it blends convenience with island charm. Perfect for couples, honeymooners, or small families, this condo offers the ultimate Cruz Bay getaway—walk everywhere, relax in comfort, and soak in the vibrant St. John lifestyle.
RHAPSODY
Up to 10 guests | 5 bedrooms | St. John, USVI
Rhapsody is a luxurious 5-bedroom villa in the exclusive Contant Point neighborhood, just minutes from Cruz Bay yet tucked away in total privacy. Perched 70 feet above the sea, it boasts an infinity-edge pool, sun-drenched decks, and breathtaking 180° views of St. Thomas, St. James, and beyond. Designed in classic Caribbean style with native stone, travertine floors, and mahogany finishes, the villa offers spacious suites with private balconies, a gourmet kitchen, and elegant indoor-outdoor living spaces. Perfect for families or groups, Rhapsody combines refined style, sweeping ocean vistas, and unforgettable sunsets for the ultimate St. John escape.
GRANDE BAY-CRUZ BAY BREEZE
Up to 2 guests | 1 bedroom | St. John, USVI
Cruz Bay Breeze at Grande Bay Resort is a stylish one-bedroom condo with some of the best unobstructed harbor and sunset views in Cruz Bay. Just steps from the ferry dock, shops, and restaurants, it combines unbeatable convenience with comfort and Caribbean charm. Enjoy a private balcony for morning coffee or evening cocktails, a fully equipped kitchen, and access to resort amenities including a heated pool, hot tub, sundeck, and fitness center—all with the turquoise waters of Cruz Bay right at your doorstep.
REEF BREAK VISTA
Up to 10 guests | 4 bedrooms | St. John, USVI
Reef Break Vista is a serene Caribbean retreat tucked beside St. John’s National Park, overlooking pristine Reef Bay and its untouched shoreline. This 4-bedroom villa features two private cabana-style master suites with outdoor garden showers, plus family-friendly lower-level bedrooms. Multiple dining decks, a private saltwater pool, and sweeping sunrise-to-sea views make it perfect for families or couples seeking peace and natural beauty. With hiking trails, secluded beaches, and the sounds of nature at your doorstep, this villa offers a rare blend of comfort, privacy, and authentic island charm.
SOLARE
Up to 10 guests | 5 bedrooms | St. John, USVI
Solare is a spacious 5-bedroom villa in Great Cruz Bay designed for comfort, style, and relaxation. Featuring a private saltwater pool with all-day sun, expansive decks for outdoor dining, and vibrant harbor-to-sunset views, it’s the perfect blend of luxury and island charm. Guests enjoy modern updates including air-conditioning throughout, Starlink high-speed internet, and a Tesla solar backup system for peace of mind. With lush courtyards, private garden showers, and a quick drive to Cruz Bay’s shops, dining, and National Park beaches, Solare offers an inviting Caribbean retreat for families and friends.
GRANDE BAY-ISLAND THERAPY STUDIO
Up to 4 guests | 1 bedroom | St. John, USVI
Island Therapy at Grande Bay Resort is a stylish studio condo perfectly located in the heart of Cruz Bay. With modern furnishings, a private balcony overlooking turquoise waters, and a queen Four Seasons mattress for restful nights, it’s designed for both comfort and convenience. Guests enjoy easy walking access to shops, restaurants, and ferries, plus resort amenities like a rooftop pool, hot tub, and gym. Complete with a kitchenette, washer/dryer, and beach gear, Island Therapy is the ideal home base for a relaxed St. John getaway.
TENNIS VILLA PLUS COTTAGE
Up to 14 guests | 7 bedrooms | St. John, USVI
Tennis Villa & Cottage is a rare Caribbean retreat that blends luxury, privacy, and play. With 7 bedrooms across two villas—each with its own pool, kitchen, and private entrance—it’s perfect for families or groups who want to stay together but enjoy space to spread out. The star feature is the regulation-size tennis/pickleball court, resurfaced in 2023, paired with a 43-foot pool at the main villa and a lap pool at the cottage. Add in solar power with Tesla backup, a gourmet chef’s kitchen, and panoramic views of Great Cruz Bay and Chocolate Hole, and you have the ultimate setting for both relaxation and recreation—just 5 minutes from Cruz Bay’s shops and dining.
LE LAPIN
Up to 8 guests | 4 bedrooms | St. John, USVI
Le Lapin is a hillside gem that combines comfort, style, and breathtaking natural beauty. Perched high above Hart Bay and Chocolate Hole, this 4-bedroom villa offers sweeping 300° views—from fiery sunsets over St. Thomas to the soothing surf of Hart Bay below. Its solar-heated pool, spacious decks, and wraparound porches create the perfect setting for both sunrise coffee and sunset cocktails. With an open-concept great room, dual master suites, and serene ocean views from every bedroom, Le Lapin is a rare retreat that balances privacy with togetherness—just minutes from Cruz Bay’s dining and shopping.
DRIFTWOOD
Up to 6 guests | 3 bedrooms | St. John, USVI
Driftwood Villa is a sleek, modern retreat set on the exclusive Ditleff Point peninsula, offering unmatched privacy and 270° panoramic views of the Caribbean. With three luxurious master suites, an infinity-edge heated pool, and expansive indoor-outdoor living spaces, this villa is designed for both style and comfort. Highlights include a chef’s kitchen with breathtaking ocean views, outdoor stone showers, and a media room with extra space for children. Guests also enjoy access to Ditleff’s secluded white-sand beach for swimming and snorkeling—making Driftwood Villa the perfect blend of elegance, family-friendly design, and world-class location.
RAINBOW BEACH HOUSE
Up to 8 guests | 4 bedrooms | St. John, USVI
Rainbow Beach House is a rare beachfront villa on Johnson Bay, offering direct access to sand and sea just steps from your door. With four newly renovated bedrooms, a pool, spa, and expansive decks overlooking Coral Bay and the British Virgin Islands, it’s perfect for families or couples traveling together. The home’s open design brings in refreshing breezes and panoramic views, while the quiet, reef-protected beach invites swimming, snorkeling, kayaking, or simply relaxing to the sound of the surf. Combining modern comfort with an unbeatable beachfront setting, Rainbow Beach House delivers the ultimate island escape.
TRADEWINDS OF HART BAY
Up to 8 guests | 4 bedrooms | St. John, USVI
Tradewinds of Hart Bay is a serene hillside retreat offering 260° panoramic views of the Caribbean, from sunrise to sunset. With four air-conditioned bedrooms, wraparound decks on both levels, and a west-facing saltwater pool set in tropical gardens, it’s designed for relaxation and breathtaking scenery at every turn. Just minutes from Cruz Bay yet tucked into the peaceful Bovocoap Peninsula, this villa combines privacy, comfort, and spectacular ocean views—making it ideal for families, couples, or friends seeking a true St. John escape.