Villas and Vaction Homes in Cruz Bay

Offering stunning ocean views of Chocolate Hole and Hart Bay, this 2760 sq ft villa is centrally located in St. John, just minutes from Cruz Bay and St. Thomas.
This family-friendly holiday home features a recently renovated, fully air-conditioned interior, a large private swimming pool, and accommodations for up to 10 guests, with parking for 3+ vehicles and Tesla Power Walls for backup power.

Experience breathtaking, unobstructed views of Cruz Bay from this exclusive villa, conveniently located just 0.4 miles from Cruz Bay town and its ferry dock, offering easy access to St. John's vibrant heart.
This 1600 square foot holiday home boasts two king-size bedrooms, two full bathrooms, and a guest capacity of six, featuring a gourmet kitchen, a splash pool, a covered veranda with a gas grill, and high-speed Starlink Wi-Fi for a comfortable stay.

Searenity Villa, a luxury beach house, is located in St. John, just two miles from Cruz Bay town center and offers stunning Caribbean blue water and cays views from its prime location on a quiet hill, within easy reach of Virgin Islands National Park and Cruz Bay Beach.
This 1700 square foot villa boasts two bedrooms and two bathrooms, accommodating up to six guests with a private pool, covered patio with a Weber BBQ grill, and four chaise lounges on the sun deck, all while providing reliable power via a Generac generator and opportunities for wildlife observation.

Located in the Chocolate Hole district, this cottage is a 10-minute drive from the National Park beaches and a short distance from Cruz Bay's dining and shopping.
This 1-bedroom, 1-bathroom cottage accommodates 2 guests and features a private deck with Caribbean sea and hill views, a well-equipped kitchen with full-sized appliances, and island-wide WIFI, making it a perfect holiday home for your St. John getaway.

Fisher's Perch, a secluded cottage in St. John's peaceful Fish Bay area, is a mere 12-minute drive from the restaurants and shops of Cruz Bay and offers stunning views of Fish Bay from its decks.
This expansive 2000 sq ft villa provides two private living spaces, each with its own kitchen, bedroom, and bathroom, accommodating up to 6 guests and featuring an outdoor movie setup for unique entertainment.

Experience ocean views from this secluded 1-acre villa, powered by solar panels and located just 3 miles from Cruz Bay and adjacent to the Virgin Islands National Park.
This welcoming holiday home offers 1360 square feet of living space with 3 king bedrooms, 2 bathrooms, and accommodates up to 6 guests, featuring a full kitchen, Starlink internet, and multiple decks for enjoying Caribbean Sea, Pillsbury Sound, and Atlantic Ocean vistas.

Located in the upscale Chocolate Hole neighborhood of St. John, Molly's Cottage offers a prime setting in a district ideal for walking and running, just a ten-minute drive from the stunning beaches of the National Park and a few minutes from Cruz Bay's shops and restaurants.
This welcoming cottage, a perfect holiday home for up to 6 guests, features 2 bedrooms and 1 bathroom, a recently renovated upstairs kitchen, and a spacious deck with views overlooking Chocolate Hole beach, providing an affordable and private retreat.

Located on St. John, this cottage offers serene ocean views and is situated just 0.5 miles from Virgin Islands National Park and Cruz Bay Beach.
This welcoming villa provides first-class amenities, including a kitchen with a fridge and microwave, air conditioning, a terrace, garden, spa, and parking, accommodating up to four guests for an ideal holiday home experience.

Located in the secluded Fish Bay on St. John, Wild Ginger at Casa Tre Fiori is approximately 4 miles from Cruz Bay, offering convenient access to Reef Bay beach and waterfalls.
This welcoming villa boasts 3 bedrooms accommodating up to 5 guests, featuring air conditioning in all rooms, a fully equipped kitchen, a shared swimming pool and hot tub, and an outdoor dining area on a spacious covered deck, making it an ideal beach house for your holiday home needs.

Offering breathtaking, panoramic views of Great Cruz Bay, Chocolate Hole, and Hart Bay, this villa is located in St. John, a mere 4-minute drive from Cruz Bay's shops and restaurants, and approximately 1.5 miles to Virgin Islands National Park and Cruz Bay Beach.
This welcoming holiday home spans 1000 square feet with 2 bedrooms and 3 bathrooms, comfortably accommodating up to 5 guests with an extra twin bed, and features a private swimming pool, a fully stocked kitchen, and provided beach essentials for effortless enjoyment.

Sugarapple at Kapok Villas is located in St. John, USVI, a 12-minute drive from Cruz Bay Beach and adjacent to the Virgin Islands National Park, offering majestic views of the Caribbean Sea from a covered outdoor balcony.
This welcoming 1400 sq ft villa accommodates up to 6 guests with 2 air-conditioned bedrooms, 4 bathrooms, a full kitchen, and access to an expansive pool deck featuring a full-size pool and tiki bar, making it an ideal holiday home for exploring the island.

Ocean Pearl, a luxurious villa, is precisely located above the Westin Resort in Great Cruz Bay, St. John, offering stunning harbor views and less than a 5-minute drive to Cruz Bay town amenities.
This exclusive holiday home boasts a private 700 sq ft pool deck with a 20x12 foot pool, direct access from both king bedrooms with en-suite baths, a well-equipped kitchen, and is conveniently situated for exploring Virgin Islands National Park and Cruz Bay Beach.

Located in St. John, this non-smoking villa is a 5-minute walk to Rendezvous Bay and a 9-minute walk to Chocolate Hole, offering convenient access to Virgin Islands National Park and Cruz Bay Beach.
This welcoming holiday home features 2 bedrooms, 2 bathrooms, and accommodates up to 6 guests with a private swimming pool, spa, air conditioning, and a fully equipped kitchen, plus on-site parking and free Wi-Fi.

Directly on the waterfront in Cruz Bay, St. John, Lily Villa is situated above Starfish Market, offering convenient access to the island's renowned north shore beaches, just minutes away.
This exceptional 2-bedroom, 2-bathroom villa accommodates up to 6 guests, boasting a professional chef's kitchen, a private swimming pool, a garden, and a stunning patio perfect for sunset appreciation, with access to a gated community fitness center and opportunities for kayaking, snorkeling, and hiking in the Virgin Islands National Park.

Located in the Chocolate Hole area of St. John, this private casita offers stunning ocean views and is within walking distance to Hart Bay and Chocolate Hole beach, providing an ideal setting for exploring the coastline.
This welcoming 1-bedroom villa is perfect for up to 4 guests, featuring a full kitchen, living room, air conditioning, complimentary WiFi, and access to a shared swimming pool, making it a fantastic holiday home for exploring the Virgin Islands National Park and Cruz Bay.

Sugarapple at Kapok Villas in St. John, USVI, offers majestic views of the VI National Park and Caribbean Sea, with beaches a 12-minute drive away.
This welcoming villa boasts 2 bedrooms and 2 bathrooms, accommodating up to 6 guests with a fully equipped kitchen, spacious living areas, a full-size pool with a tiki bar, and complimentary beach essentials.

Located in Great Cruz Bay, this villa offers spectacular evening sunsets over Great Cruz Bay and views of St. Thomas, just a 5-minute walk to beaches at Great Cruz Bay and Chocolate Hole.
This two-bedroom holiday home comfortably accommodates up to 4 guests and features two master suites with en-suite bathrooms, beautiful quarry stone floors, a well-appointed great room with expansive views, a screened outdoor living area, outdoor dining, and a 20 x 35 pool veranda.

Perched in the hills above Chocolate Hole Bay on St. John, this exclusive villa offers breathtaking panoramic views and is a convenient 7-10 minute drive to the shops and restaurants of Cruz Bay and the island's most beautiful beaches.
This welcoming 2690 sq ft holiday home features 4 bedrooms, 3 bathrooms, a top-floor swimming pool adjacent to the well-equipped kitchen, vaulted ceilings, and a spacious deck perfect for enjoying the Caribbean ambiance.

Offering uninterrupted ocean views of St. John’s south shore, this newly built Greek-inspired villa is conveniently located a short drive to Cruz Bay’s dining and shopping, and just miles from the National Park entrance.
This family-friendly holiday home features three en-suite king bedrooms, a fully equipped kitchen, a spacious living room, and a veranda with a swimming pool, accommodating up to six guests.

Perelandra Villa is located on St. John, offering exceptional views of Cruz Bay and the surrounding azure seas, just 0.5 miles from Virgin Islands National Park and Cruz Bay Beach.
This luxury villa features an infinity pool with ocean vistas, a 2-bedroom, 2-bathroom layout accommodating up to 4 guests, and professional property management services including 24-hour on-call assistance.