Villas and Vaction Homes in Cruz Bay

3744 Villas and Vacation Homes in Cruz Bay

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Cruz Bay
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Best villa offers in Cruz Bay

Charming 2 Bed 2 Bath Private Villa With Infinity Pool - Cruz Bay
10 4 reviews
Cruz Bay
06/02 – 06/09
$747/nighttotal: $5229 (7 )

Charming 2 Bed 2 Bath Private Villa With Infinity Pool

2 4
house, St. John
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.
Molly's Cottage - Cruz Bay
9.4 21 reviews
Cruz Bay
04/29 – 05/05
$470/nighttotal: $2820 (6 )

Molly's Cottage

2 4
apartment, Cruz Bay
Located in the upscale Chocolate Hole district, Molly's Cottage is a short drive from Cruz Bay town and the National Park beaches, offering a prime location within the desirable Chocolate Hole neighborhood ideal for walking and running.
This 2-bedroom, 2-bathroom villa accommodates up to 5 guests and features a recently renovated, fully equipped kitchen, a spacious deck with Chocolate Hole beach views, and a wide-screen TV for entertainment, making it a perfect holiday home near the coast.
Waterfront - Edgewater Grand-2bd, 2ba, Sleeps 4,\n10 Mins. Walking Into Town - Cruz Bay
10 11 reviews
Cruz Bay
04/29 – 05/05
$695/nighttotal: $4170 (6 )

Waterfront - Edgewater Grand-2bd, 2ba, Sleeps 4,\n10 Mins. Walking Into Town

2 4
house, Cruz Bay, St John
Urban Cruz Bay offers this modern villa, situated just a 10-minute walk from Cruz Bay's restaurants, shops, and the Virgin Islands National Park, with a private balcony overlooking the car ferry harbor and Turner Bay.
This newly built 2-bedroom, 2-bathroom luxury accommodation comfortably sleeps 4 guests and features a fully equipped kitchen, air conditioning, a swimming pool, spa, and high-speed internet, providing a perfect holiday home experience.
Incredible Breezy Views, 4 Beds, 5.5 Baths With Private Pool! Sleeps 9! - Cruz Bay
9.8 80 reviews
Cruz Bay
06/02 – 06/09
$521/nighttotal: $3647 (7 )

Incredible Breezy Views, 4 Beds, 5.5 Baths With Private Pool! Sleeps 9!

2 4
house, St John
Offering panoramic views of Cruz Bay, Hart Bay, and Chocolate Hole from an elevated hillside location, this villa is situated just a 4-minute drive from Cruz Bay's amenities and a 10-minute drive to North Shore beaches in St. John.
This family-friendly holiday home features two full kitchens, two spacious living rooms, two large decks with outdoor dining, and a large swimming pool, providing ample space and convenience for an excellent stay with easy access to Virgin Islands National Park for scuba diving, snorkeling, sailing, and hiking.
Cielo Vista | Pool | Sunsets | Generator - Cruz Bay
10 66 reviews
Cruz Bay
06/02 – 06/09
$862/nighttotal: $6034 (7 )

Cielo Vista | Pool | Sunsets | Generator

3 4
house, Cruz Bay
Offering awe-inspiring panoramic views of the Caribbean Sea and sunsets, this villa is located on Gift Hill, just minutes from Cruz Bay town and the Virgin Islands National Park.
This luxurious holiday home boasts 2200 square feet of living space, accommodating up to 8 guests with 3 bedrooms, 3 bathrooms, a fully-equipped kitchen, and an optional lower-level studio apartment, ensuring a comfortable and amenity-rich stay.
Poolside 2br With Incredible Sunset View - Cruz Bay
9.8 60 reviews
Cruz Bay
08/15 – 08/22
$380/nighttotal: $2660 (7 )

Poolside 2br With Incredible Sunset View

2 4
house, St. John
Located on the South Shore of St. John, Rendezvous is a private rental property situated just 5 miles from Cruz Bay and conveniently close to the Virgin Islands National Park and Cruz Bay Beach.
This villa offers a welcoming retreat with 2 bedrooms and 2 bathrooms, accommodating up to 6 guests, and features a community pool with a hot tub, a lanai-style living room, and a spacious covered outdoor gallery with incredible sunset views over St. Thomas.
The Pink Flamingo At Flamingo Gardens - Cruz Bay
10 5 reviews
Cruz Bay
06/02 – 06/09
$706/nighttotal: $4942 (7 )

The Pink Flamingo At Flamingo Gardens

2 4
apartment, Cruz Bay
Offering incredible ocean views of the Caribbean Sea, St. Thomas, Great St. James, and Little St. James, this upper loft house is located in Gifft Hill, Cruz Bay Quarter, St. John, just a 7-minute drive from the ferry dock and town, and close to Virgin Islands National Park.
This 1250 square foot villa accommodates up to 6 guests with 2 bedrooms and 1 bathroom, featuring a full kitchen, air conditioning, a shared saltwater pool with a propane grill, a terrace, parking, and complimentary use of a Jeep Wrangler Unlimited, making it an ideal holiday home.
Sunset Shanti - Artist's Oasis With Sunset View - Cruz Bay
9.4 3 reviews
Cruz Bay
06/02 – 06/09
$712/nighttotal: $4984 (7 )

Sunset Shanti - Artist's Oasis With Sunset View

2 4
apartment, Cruz Bay
Boasting unparalleled Caribbean Sea views, this St. John apartment is located in Cruz Bay, just a short distance from Virgin Islands National Park and Cruz Bay Beach, offering a prime location for exploring the island.
This welcoming villa provides ample space for up to 6 guests with two air-conditioned bedrooms, an expansive open-air living area, and seamless indoor-outdoor flow, perfect for enjoying refreshing Trade Wind breezes and nearby water activities like kayaking and scuba diving.
L'isle Amour - Aqua Bay Villas - Cruz Bay
9.5 37 reviews
Cruz Bay
04/29 – 05/05
$539/nighttotal: $3234 (6 )

L'isle Amour - Aqua Bay Villas

2 4
house, Cruz Bay
Located in Aqua Bay Villas, this villa is a mere 5-minute walk from Cruz Bay town, offering convenient access to dining and shopping.
This ocean-facing home features private villa suites with a full kitchen, direct pool access, and a generous deck with a gas grill, perfect for a secluded island getaway.
Serenity Villa- Steps From Beach, Family Friendly - Cruz Bay
9.8 29 reviews
Cruz Bay
06/02 – 06/09
$918/nighttotal: $6426 (7 )

Serenity Villa- Steps From Beach, Family Friendly

3 4
house, Cruz Bay
Directly on Chocolate Hole Beach, this St. John villa is situated in the tranquil waterfront district, offering immediate access to turquoise waters and unobstructed ocean views just a short distance from Cruz Bay town.
This luxurious 2800 sq ft beach house accommodates up to 6 guests in 3 King Suites, featuring a fully equipped modern kitchen, spacious indoor and outdoor living areas, and provided snorkel gear for exploring the surrounding marine life.
Lux 3 King Br Pool Villa With Generator Overlooking Cruz Bay With Amazing Views - Cruz Bay
9.9 113 reviews
Cruz Bay
08/15 – 08/22
$804/nighttotal: $5628 (7 )

Lux 3 King Br Pool Villa With Generator Overlooking Cruz Bay With Amazing Views

3 4
house, Cruz Bay
Offering spectacular sunset views of the Caribbean Sea and Pillsbury Sound, this luxury villa is located in Cruz Bay, St. John, just 500 feet from the traffic circle and Dolphin Market, and approximately 0.2 miles from Mongoose Junction and the Virgin Islands National Park beaches.
This 1600 square foot holiday home features 3 ensuite bedrooms and a queen sleeper sofa, accommodating up to 8 guests, with a large private pool, deck, and an additional shaded pool veranda, plus two off-street parking spaces.
100 M² House ∙ 2 Bedrooms ∙ 4 Guests - Cruz Bay
Cruz Bay
06/02 – 06/09
$522/nighttotal: $3654 (7 )

100 M² House ∙ 2 Bedrooms ∙ 4 Guests

3 4
house, Cruz Bay
Located in Cruz Bay, this house offers unbeatable walkability to dining, shopping, and ferry services, with the beach just a 5-minute stroll away.
This pet-friendly villa features 3 bedrooms, 1 bathroom, and accommodates up to 4 guests, boasting a full kitchen, air conditioning, a terrace with ocean views, and a unique outdoor bamboo shower, making it an ideal holiday home.

Villas and Vacation Homes with Pool in Cruz Bay

Among the 3744 villas in Cruz Bay here are the 8 best villas with pool

Poi Pu St John  - Great Views, Total Privacy & Tesla Solar Backup System - Cruz Bay
9.5 108 reviews
Cruz Bay
08/15 – 08/22
$554/nighttotal: $3878 (7 )

Poi Pu St John - Great Views, Total Privacy & Tesla Solar Backup System

3 4
apartment, Chocolate Hole
Secluded in Chocolate Hole, St. John, this manor house villa offers stunning Southern Caribbean Sea views, just 5 miles from Cruz Bay's shopping and dining and 10 to 15 miles from North Shore beaches.
This welcoming family-friendly holiday home features 1600 square feet with three air-conditioned bedrooms and two bathrooms, accommodating up to six guests with amenities including a swimming pool, full kitchen, and a Tesla Solar Backup system for uninterrupted comfort.
Villa Guava: Pool, Ac, 2 King Br, Near Beaches - Cruz Bay
Cruz Bay
04/29 – 05/05
$652/nighttotal: $3912 (6 )

Villa Guava: Pool, Ac, 2 King Br, Near Beaches

2 4
house, Cruz Bay
Centrally located on Gifft Hill, this villa offers stunning views of the Virgin Islands National Park and the Caribbean Sea, with Cruz Bay just an 8-10 minute drive away, providing convenient access to hikes and beaches.
This 1500 square foot holiday home accommodates up to 7 guests with 2 bedrooms and 2 bathrooms, featuring a fully equipped kitchen, air conditioning, a shared swimming pool, and private parking for 2 vehicles.
Cielo Vista | Pool | Sunsets | Generator - Cruz Bay
10 3 reviews
Cruz Bay
06/02 – 06/09
$757/nighttotal: $5299 (7 )

Cielo Vista | Pool | Sunsets | Generator

3 4
house, Cruz Bay
Perched on a hilltop above Cruz Bay, this villa offers breathtaking panoramic Caribbean Sea views and is conveniently located within 2 miles of the town's amenities.
This luxurious holiday home features 3 bedrooms, accommodates up to 8 guests, and boasts a private pool, a fully-equipped kitchen, and a screened-in veranda perfect for enjoying the stunning sunset vistas.
Edgewater Modern 2bd/2ba-villas, King Beds - Cruz Bay
10 14 reviews
Cruz Bay
05/04 – 05/08
$575/nighttotal: $2300 (4 )

Edgewater Modern 2bd/2ba-villas, King Beds

2 2
house, Cruz Bay
Enjoy an exclusive waterfront villa in Cruz Bay, just a 10-minute walk from restaurants, grocery stores, and ferry terminals, and a mere 3-minute walk to the Pickleball & Tennis Multisport Courts.
This modern, soundproofed holiday home offers 2 bedrooms, 2 bathrooms, sleeps 4 guests, and features a shared swimming pool, high-speed WiFi, and complimentary parking.
Aqua Bay Villa #4~azul La Mer~1 Br~ocean View~pool - Cruz Bay
9.6 31 reviews
Cruz Bay
04/29 – 05/05
$477/nighttotal: $2862 (6 )

Aqua Bay Villa #4~azul La Mer~1 Br~ocean View~pool

1 4
house, Cruz Bay
Just a 5-minute walk from Cruz Bay, Aqua Bay Villas offers an ocean-facing retreat in the heart of Cruz Bay.
This luxury villa features a spacious one-bedroom suite with a private dining deck and easy pool access, ideal for a holiday home experience with amenities like air conditioning, a kitchen, and parking for up to 4 guests.
Exclusive Sunset Villa Beautiful Private Caribbean Estate Home On Great Cruz Bay - Cruz Bay
10 5 reviews
Cruz Bay
06/02 – 06/09
$4894/nighttotal: $34258 (7 )

Exclusive Sunset Villa Beautiful Private Caribbean Estate Home On Great Cruz Bay

4 4
house, St John
Located in Great Cruz Bay, Sunset Villa offers a prime St. John location, just steps from the Westin Resort and Great Cruz Bay, and minutes from downtown St. John's restaurants, shopping, and beaches.
This luxurious 6500 sq ft villa, accommodating 10+ guests, boasts 4 bedrooms, 4 bathrooms, a chef's kitchen, 5G WiFi, a private pool, spa, tennis court, and abundant amenities including paddle boards and snorkel gear, making it an ideal beach house for exploring the Virgin Islands National Park.
Cactus Flower Cottage - A Charming Quiet Retreat With Ocean View - Cruz Bay
9.8 245 reviews
Cruz Bay
05/04 – 05/08
$557/nighttotal: $2228 (4 )

Cactus Flower Cottage - A Charming Quiet Retreat With Ocean View

1 2
cottage, St. John
Located in the tranquil Fish Bay neighborhood of St. John, Cactus Flower Cottage is situated amidst 200-year-old ruins and offers water views of Fish Bay and the Caribbean Sea, just a 10-minute drive from Cruz Bay and within walking distance of South Shore Beaches and National Park Trails.
This 900 sq ft cottage offers a private oasis for two, featuring air conditioning, a full kitchen, a swimming pool, jacuzzi, and a garden with fruit trees, making it an ideal holiday home close to island attractions.
Villa Amerigo Luxury 2 King Br Villa With Generator Discounted 100/nt In May - Cruz Bay
9.9 82 reviews
Cruz Bay
08/15 – 08/22
$671/nighttotal: $4697 (7 )

Villa Amerigo Luxury 2 King Br Villa With Generator Discounted 100/nt In May

2 4
house, Cruz Bay
Spectacular, unobstructed sunset views of the Caribbean Sea, Pillsbury Sound, and St. Thomas are offered from this luxury villa, located in Cruz Bay, just 500 feet from Dolphin Market and 1000 feet from Mongoose Junction, providing convenient access to US National Park beaches.
This exclusive 2-bedroom, 2.5-bathroom villa boasts 2000 square feet of living space, a large private pool and deck, a whole house generator, and individual air conditioning in each room, accommodating up to 6 guests for an unforgettable holiday home experience.

Frequently Asked Questions about Cruz Bay

  • What are the must-see attractions that I should visit in Cruz Bay, U.S. Virgin Islands?

    When visiting Cruz Bay, U.S. Virgin Islands, Trunk Bay is a top attraction, known for its underwater snorkeling trail. Nearby, the Annaberg Sugar Plantation offers a glimpse into the island's history. For stunning views, a drive or hike to the highest point on St. John provides panoramic vistas of the surrounding bays and islands.
  • Which district of Cruz Bay, U.S. Virgin Islands is best known for its villas?

    The eastern and southern hillsides surrounding Cruz Bay, U.S. Virgin Islands are where many of the villas are located. Areas like Estate Carolina and Fish Bay offer a good concentration of villa rentals with ocean views.
  • What are the advantages of staying in a villa in Cruz Bay, U.S. Virgin Islands?

    Staying in a villa in Cruz Bay, U.S. Virgin Islands provides more space and privacy compared to a hotel. Many villas come with private pools and fully equipped kitchens, offering a more relaxed and self-sufficient vacation experience. It's also common for villas to have expansive decks or patios with impressive views of the Caribbean Sea.
  • How much does it cost to rent a villa in Cruz Bay, U.S. Virgin Islands on average?

    The average cost to rent a villa in Cruz Bay, U.S. Virgin Islands can range significantly, typically from $500 to $3,000 per night, depending on the size, amenities, and location. Peak season, usually from December to April, will generally see higher rates.
  • Are there villas near the city center in Cruz Bay, U.S. Virgin Islands?

    While most villas are situated on the hillsides for views, some smaller villas or guesthouses can be found within walking distance or a short drive of the main town center in Cruz Bay, U.S. Virgin Islands. These offer convenient access to shops and restaurants.
  • How far in advance should I book a villa in Cruz Bay, U.S. Virgin Islands?

    It's advisable to book a villa in Cruz Bay, U.S. Virgin Islands at least 6 to 12 months in advance, especially if planning a trip during the popular winter season or for larger villas. Popular properties tend to get reserved quickly.
  • Are there wineries or food tours near villas in Cruz Bay, U.S. Virgin Islands?

    There are no wineries on St. John. However, various culinary experiences and food tours are available in and around Cruz Bay, U.S. Virgin Islands, often focusing on local Caribbean cuisine. Some villas may offer private chef services for an in-villa dining experience.

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