Grandeur Beautiful Cruz Bay Views Preview
  • 3 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 6
  • No pets
From $675 / night
St. John

Grandeur Villa truly lives up to its name, offering a grand and magnificent island escape. Perched at the front of the property, the villa boasts uninterrupted ocean views and exceptional privacy. Inside, you'll find a refreshed coastal interior featuring soft light blue tones and modern design elements that create a calm, breezy atmosphere. Step outside to the expansive covered patio, ideal for al fresco dining with a table for six, four Adirondack…

Stunning St. John villa with a prime location near Cruz Bay and National Park beaches. Enjoy St. John luxury at its finest!

Sea Dream | A Luxury Escape for Adults Preview
  • 3 Bedrooms
  • 4 Bathrooms
  • Sleeps 6
  • No pets
From $1,500 / night
St. John

Season Nightly Rate Minimum Stay Winter Season $1,600 per night 6 nights Summer Season $1,500 per night 6 nights Holiday Season $2,275 per night 7 nights USVI Hotel Tax 12.5% Security Deposit $1000

Guavaberry Villa, a St. John Villa with Three King Suites Near Cruz Bay Preview
  • 3 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 6
  • Pets allowed
From $675 / night
St. John

Guavaberry Villa is a spacious 3 bedroom, 3.5 bathroom villa located at The Hills on St. John, U.S. Virgin Islands — a gated luxury condominium style villa community. Modern luxuries include • Marble and wood finishings • Spacious entertainment area • Oversized windows to enjoy beautiful St. John and its surrounding waters • Modern, spacious, fully equipped kitchen • Floor to ceiling windows in living area • Marble ensuite baths with full…

Stunning St. John villa with prime location near Cruz Bay and beaches, ocean views, modern furniture/appliances and more. Enjoy St. John luxury at it's finest!

Paradiso Villa, a 3-Bedroom Villa at The Hills Preview
  • 3 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 6
  • Pets allowed
From $675 / night
St. John

Paradisio Villa is a spacious 3 bedroom, 3.5 bathroom villa located at The Hills on St. John, U.S. Virgin Islands — a gated luxury condominium style villa community. Modern luxuries include • Marble and wood finishings • Spacious entertainment area • Oversized windows to enjoy beautiful St. John and its surrounding waters • Modern, spacious, fully equipped kitchen • Floor to ceiling windows in living area • Marble ensuite baths with full…

Stunning St. John villa with prime location near Cruz Bay and beaches, ocean views, modern furniture/appliances and more. Enjoy St. John luxury at it's finest!

Villa Sol Mate with Tesla Power Preview
  • 4 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 8
  • No pets
From $1,600 / night
St. John

Season Nightly Rate Minimum Stay High Season $2,400 7 nights Shoulder Season $2,000 7 nights Low $1,600 7 nights Thanksgiving $2,800 7 nights Holiday $3,000 7 nights USVI Hotel Tax 12.5% Hotel Tax Saturday to Saturday reservations required.

Villa Sol Mate is a stunning 4 bedroom, new addition to the vacation rental market. Located oceanfront in Great Cruz Bay, the villa offers convenient access for snorkeling and paddle boarding.

Twilight Breathtaking Sunset Views Preview
  • 3 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 6
  • No pets
From $675 / night
St. John

Twilight, aptly named after the owner's first sailing vessel, Twilight Delight, perfectly embodies its namesake as dusk descends, transforming the space with breathtaking hues as the sun dips below the horizon. Step inside this single-level sanctuary, where an open-concept living, dining, and kitchen area unfolds beneath vaulted wood beam ceilings. Oversized windows throughout the space perfectly frame the mesmerizing, unobstructed Caribbean Ocean views. Every detail in this vacation villa has been meticulously…

Bougainvillea Large 3 Bedroom with Bonus Room Preview
  • 4 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 8
  • Pets allowed
From $675 / night
St. John

Bougainvillea Villa is a spacious 4 bedroom, 3.5 bathroom villa located at The Hills on St. John, U.S. Virgin Islands — a gated luxury condominium style villa community. Modern luxuries include • Marble and wood finishings • Spacious entertainment area • Oversized windows to enjoy beautiful St. John and its surrounding waters • Modern, spacious, fully equipped kitchen • Marble ensuite baths with full body spray showers • Beautifully appointed bedrooms Guest…

Stunning St. John villa with prime location near Cruz Bay and beaches, ocean views, modern furniture/appliances and more. Enjoy St. John luxury at it's finest!

Villa Carlota, a 5-Bedroom St. John Villa in Upper Peter Bay Preview
  • 5 Bedrooms
  • 6.5 Bathrooms
  • Sleeps 10
  • No pets
From $2,500 / night
St. John

Season Nightly Rate Minimum Stay High Season $3000 7 nights Low Season $2500 7nights Shoulder $2875 7 nights Holiday $4575 10 nights USVI Hotel Tax 12.5% Service Fee 5% $600 Cleaning Fee Security Deposit $1500

Villa Carlota is a luxurious 5 bedroom villa perched 500 feet on a hillside in the gated enclave of Upper Peter Bay overlooking Cinnamon Bay beach.

A La Mer, a Waterfront Luxury Villa on Great Cruz Bay, St. John Preview
  • 7 Bedrooms
  • 8 Bathrooms
  • Sleeps 16
  • No pets
From $6,413 / night
St. John

Season Nightly Rate Minimum Stay High Season $6,500 per night 7 nights Low Season $6,500 per night 5 nights Festive Season $8,500 per night 14 nights USVI Hotel Tax 12.5% Security Deposit $2500.00 Special Note: 1 to 14 guests using 7 bedrooms, plus 1 to 2 children (who must be children under 16 years only) sleeping on the upstairs alcove's 2-twin trundle beds will have use of the Main Villa ONLY. No…

A La Mer is a magnificent, waterfront 7 bedroom estate located in the Chocolate Hole area of the Great Cruz Bay neighborhood, just a short drive from the restaurants and shops in Cruz Bay.

Seagate Oceanfront Villa in Chocolate Hole Preview
  • 5 Bedrooms
  • 5.5 Bathrooms
  • Sleeps 10
  • No pets
From $1,600 / night
St. John

Season Nightly Rate Minimum Stay High Season $2,200 7 nights Shoulder Season $1,800 7 nights Low $1,600 7 nights Thanksgiving $2,200 7 nights Holiday $3,000 7 nights USVI Hotel Tax 12.5% Saturday to Saturday reservations required.

Escape to paradise at Seagate Villa, an oceanfront retreat in Chocolate Hole. With 5 bedrooms a private pool, and stunning views, this spacious vacation rental offers the ultimate Luxury experience.

Villa Insatiable, a 5-Bedroom St. John Villa with Full Backup Power Preview
  • 5 Bedrooms
  • 7 Bathrooms
  • Sleeps 10
  • No pets
From $3,429 / night
St. John

Season Nightly Rate Minimum Stay Winter Season $3,572 per night 7 nights Summer Season $3,429 7 nights Holiday Season $4,800 per night 7 nights USVI Hotel Tax 12.5% Security Deposit $1000

Angels Envy, a St. John Villa Near Cruz Bay Preview
  • 5 Bedrooms
  • 5.5 Bathrooms
  • Sleeps 11
  • No pets
From $1,214.29 / night
St. John

​​​​​​Angel’s Envy has four king bed suites and one queen bed suite with twin bed. All five bedrooms enjoy ensuite bathrooms and flat-screen TVs. Gourmet kitchen, large heated pool, and an amazing outdoor gathering area complete with BBQ with amply outdoor seating, and chaise lounges. Careful attention to detail including vaulted cypress ceilings, granite counters, modern appliances, full-sized washer & dryer, and much more.

This exceptional and private gated residence is located above Great Cruz Bay on the enchanted island of St. John. Angel’s Envy boasts commanding views of the Caribbean sea and the perfect location for an amazing sunset.

CliffHouse with Views of Tortola and Cinnamon Bay Preview
  • 4 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 8
  • No pets
From $2,428.57 / night
St. John

Season Weekly Rate Minimum Stay January 2 – April 30 $25,000 per week 7 nights May 1 – December 18 $18,000 per week 5 nights December 19 – January 1 $33,000 per week 7 nights (Dec 19–26 or Dec 26–Jan 2) USVI Hotel Tax 12.5% Cleaning Fee $600

CliffHouse is a 4 bedroom luxury villa located in lower Peter Bay, a gated neighborhood on the North shore of St. John. It is 12,000 SF & sits on 3 acres directly next to the National Park for ultimate privacy.

Mimosa Villa, a St. John Villa with a Private Saltwater Pool & Generator Preview
  • 2 Bedrooms
  • 2.5 Bathrooms
  • Sleeps 6
  • No pets
From $675 / night
St. John

BRAND NEW SALT WATER POOL! Mimosa Villa is a spacious 2 bedroom, 2.5 bathroom villa with office located at The Hills on St. John, U.S. Virgin Islands — a gated luxury condominium style villa community. Modern Luxuries Include: - Pool Dimensions 37 x 14  - Greatest Pool Depth 6 ft.   - Tanning Ledge  - Generator  - 3 Smart TVs  - Sonos Sound Bar  - Office with Monitor and Printer  - Spacious…

Stunning St. John villa with prime location near Cruz Bay and beaches, ocean views, modern furniture/appliances and more. Enjoy St. John luxury at it's finest.

Padua Villa, Newly Refurbished Luxury Villa, New Photos Coming Soon Preview
  • 3 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 6
  • No pets
From $675 / night
St. John

Padua | Ocean Views from Every Bedroom

Grande Bay, a 3-Bedroom St. John Condo Preview
  • 3 Bedrooms
  • 2 Bathrooms
  • Sleeps 6
  • No pets
From $800 / night
St. John

Season Nightly Rate Minimum Stay High Season $1,050 per night 7 nights Low Season $900 per night 5 nights Holiday Season $1,600 per night 7 nights USVI Hotel Tax 12.5% Service Charge 10% Cleaning Fee $350

Grande Bay 3 Bedroom is a renovated condo located hillside on Cruz Bay beach overlooking the pristine aqua blue water of Cruz Bay on St. John.

Villa Royce, a 4-Bedroom St. John Villa with Tesla Backup Power Preview
  • 4 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 8
  • No pets
From $1,615 / night
St. John

Season Nightly Rate Minimum Stay High Season $1,865 7 nights Shoulder Season $1,615 7 nights Low $1,365 7 nights Thanksgiving $1,449 7 nights Holiday $3,150 7 nights USVI Hotel Tax 12.5% Saturday to Saturday reservations required.

Villa Royce is a luxurious 4 bedroom, 4.5 bathroom perched above the sparkling waters of Great Cruz Bay on St. John's south shore.

Villa Panache Beautiful 6 Bedroom Overlooking Rendezvous Bay Preview
  • 6 Bedrooms
  • 7 Bathrooms
  • Sleeps 12
  • No pets
From $2,350 / night
St. John

Season Nightly Rate Minimum Stay High Season $2,875 per night 7 nights Low Season $2,375 per night 7 nights Thanksgiving $2,850 7 nights Holiday Season $3,500 per night 7 nights After 12 guests, additional $50 per guest per day. USVI Hotel Tax 12.5%

Villa Panache sits high above the stunning clear water of Rendezvous Bay in the elegant Estate Rendezvous neighborhood.

Rotunda, a 6-Bedroom St. John Villa in Upper Peter Bay Preview
  • 6 Bedrooms
  • 6.5 Bathrooms
  • Sleeps 14
  • No pets
From $2,100 / night
St. John

Season Nightly Rate Minimum Stay High Season $3,350 7 nights Shoulder Season $3,350 7 nights Low $2,100 7 nights Thanksgiving $2,750 7 nights Holiday $4,950 7 nights USVI Hotel Tax 12.5% Saturday to Saturday reservations required.

Villa Rotunda is an elegant 6 bedroom, private estate located in the prestigious Upper Peter Bay enclave on St. John’s breathtaking north shore.

Villa Delfina, a 5-Bedroom St. John Villa Preview
  • 5 Bedrooms
  • 6 Bathrooms
  • Sleeps 14
  • No pets
From $2,600 / night
St. John

Season Weekly Rate Minimum Stay High Season $27,000 7 nights Low Season $18,200 7 nights Thanksgiving $28,000 7 nights Holiday $35,000 7 nights USVI Hotel Tax 12.5% Administrative Fee 5% Cleaning Fee $600 Cancellation Policy: Deposit is refunded less 5% if cancellation is made by email or letter at least 60 days prior to arrival. No refunds for early departures. This Caribbean villa is one of the few exclusive homes with private…

Delfina is an ultra-luxury 5 bedroom estate located in the exclusive Peter Bay gated community of St. John, United States Virgin Islands. Enjoy the stunning panoramic turquoise blue ocean views and views of the British Virgin Islands.

Casa Mare Villa in Chocolate Hole Preview
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
  • No pets
From $1,399 / night
St. John

Season Nightly Rate Minimum Stay High Season $1550 per night 7 nights Low Season $1200 per night 7 nights Holiday Season $1697 per night 7 nights USVI Hotel Tax 12.5% Cleaning Fee $475 Damage Deposit $1000

Casa Mare is a wonderful 5 bedroom villa located in Chocolate Hole on St. John. A striking modern design with a beautiful view into Hart Bay.

Papaya Private Pool and Tesla Backup! Preview
  • 3 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 6
  • No pets
From $750 / night
St. John

Papaya is your own tropical oasis, a fun-filled escape perfect for everything from your morning coffee to unforgettable sunset swims. Step onto your spacious patio and emerge yourself in your private pool. The spacious deck with lush landscaping is complete with new Tropitone furniture, featuring three comfortable lounge chairs, a high-top table with four captain’s chairs and a high-end outdoor grill, perfect for both tranquil relaxation and lively entertaining. For al fresco…

Marea, a 5-Bedroom St. John Villa on Ditleff Point Preview
  • 5 Bedrooms
  • 5.5 Bathrooms
  • Sleeps 10
  • No pets
From $3,571.43 / night
St. John

Season Nightly Rate Minimum Stay High Season $5,000 per night 7 nights Low Season $3,572 per night 7 nights Holiday Season $8,572 per night 10 nights USVI Hotel Tax 12.5% Security Deposit $2500 Marea is the premier luxury vacation rental in America's Caribbean - St. John, USVI. Outdoors • Expansive outdoor living area surrounds the main house • Relaxing pool w/ views • “Tiki” bar • Rooftop “star-gazing” terrace • Jacuzzi w/…

Marea is a five bedroom luxury estate that sits on over 7 acres and is nestled at the very end of Ditleff Point on the island of St. John, one of the most private and secluded luxury villas in the Caribbean.

Frangipani Private Pool and Tesla Backup! Preview
  • 3 Bedrooms
  • 3.5 Bathrooms
  • Sleeps 10
  • No pets
From $750 / night
St. John

Frangipani Villa is a spacious 3 bedroom, 3.5 bathroom villa located at The Hills on St. John, U.S. Virgin Islands — a gated luxury condominium style villa community. Modern luxuries include • Marble and wood finishings • Spacious entertainment area • Oversized windows to enjoy beautiful St. John and its surrounding waters • Modern, spacious, fully equipped kitchen • Floor to ceiling windows in living area • Marble ensuite baths with full…

PRIVATE POOL! Stunning St. John villa with prime location near Cruz Bay. **Newly installed Tesla Powerwall for power outages.**

Cay Syrah, a 4-Bedroom St. John Villa with Sunset Views Preview
  • 4 Bedrooms
  • 4 Bathrooms
  • Sleeps 8
  • No pets
From $839 / night
St. John

Season Nightly Rate Minimum Stay High Season $1,504 7 nights Shoulder Season $1,504 7 nights Low $974 7 nights Thanksgiving $1,460 7 nights Holiday $2,088 7 nights USVI Hotel Tax 12.5% Saturday to Saturday reservations required. The sample rates shown are intended as a general pricing guide only. Rates are subject to change without notice and may vary based on availability, seasonality, holidays, and demand. Please inquire for a personalized quote based…

Cay Syrah is a newly constructed four bedroom luxury villa located just three minutes from Cruz Bay on the west side of St. John, the villa captures breathtaking views of the Pillsbury Sound and spectacular sunsets over St. Thomas.

The Last Resort, a St. John Villa Near Cruz Bay Preview
  • 6 Bedrooms
  • 6.5 Bathrooms
  • Sleeps 19
  • No pets
From $3,500 / night
St. John

Season Nightly Rate Minimum Stay High Season $3,843 per night USVI Hotel Tax 12.5% Damage Waiver $250 7 nights Low Season $3,500 per night 7 nights USVI Hotel Tax 12.5% Damage Waiver $250 What sets The Last Resort apart is its unforgettable, music-themed rooms — each named after a classic song and designed with its own personality. From the master “Here Comes the Sun” suite with sunrise views to the “She’s a…

The Last Resort is nested in the serene neighborhood of Chocolate Hole, this stunning 6 bedroom estate comfortably sleeps up to 19 guests across six thoughtfully designed suites — each with a private balcony, private bathroom, and outdoor shower.

Driftwood Villa, a 3-Bedroom St. John Villa with an Infinity Pool Preview
  • 3 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 6
  • No pets
From $1,900 / night
St. John

Season Nightly Rate Minimum Stay High Season $2,300 per night 7 nights Low Season $1,900 per night 7 nights Holiday Season $3,500 per night 7 nights USVI Hotel Tax 12.5%

Driftwood Villa is a 3 bedroom perched on an exclusive peninsula with both sunrise and sunset views, completely surrounded by the clear blue sea, this luxury villa exemplifies modern simplicity, clean lines and lots of open spaces, both in and out.

Rhapsody, a 5-Bedroom St. John Villa with Stunning Views of Cruz Bay Preview
  • 5 Bedrooms
  • 5.5 Bathrooms
  • Sleeps 10
  • No pets
From $1,071.43 / night
St. John

Season Nightly Rate Minimum Stay High Season $1929 per night 7 nights Low Season $1500 per night 7 nights

Villa Rhapsody St. John is a beautiful and very special 5 -bedroom luxury vacation villa located on the western shores of St. John, U.S. Virgin Islands.

Gardenia Newly Renovated with Tesla Power Walls! Preview
  • 4 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 8
  • No pets
From $775 / night
St. John

Gardenia is a newly renovated villa boasting privacy with expansive views. Entering the villa, you are greeted by floor-to-ceiling windows that frame breathtaking views of Cruz Bay, the Pillsbury Sound, and the distant lights of St. Thomas, resembling a sparkling crystal ball after dark. The renovations are extensive in this villa with new kitchen cabinets, floors and quartzite countertops. The new appliances include an oven with stovetop, convection microwave, refrigerator, dishwasher, a…

Bethel Vista – Family-Friendly, Newly Updated, Amazing Views! Preview
  • 4 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 8
  • No pets
From $775 / night
St. John

Bethel Vista is an exceptional St. John villa for families traveling with young children, combining thoughtful family friendly amenities with beautiful island living. Newly added Starlink internet and backup power provide added peace of mind, helping to keep the villa comfortable and connected throughout your stay. Family friendly amenities include a crib, two toddler beds, and a high chair, allowing families to travel a little lighter and settle in more easily upon…

Stunning St. John villa with prime location near Cruz Bay and beaches, ocean views, modern furniture/appliances and more. Enjoy St. John luxury at it's finest!

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