Buena Vida at Grande Bay, a 1-Bedroom St. John Condo Preview
  • 1 Bedroom
  • 1 Bathroom
  • Sleeps 2
  • No pets
From $375 / night
St. John

Season Weekly Rate Minimum Stay High Season $3500 7 nights Low Season $2625 5 nights Thanksgiving $3500 7 nights Holiday $4900 7 nights USVI Hotel Tax 12.5% hotel tax + $125 cleaning fee Cleaning Fee $125 Refundable Damage Deposit $500 Surcharge for stays of 5 nights or less $250 In addition to having unobstructed views, this Penthouse has a Caribbean influenced design that incorporates airy vaulted ceilings and interior living areas that…

Buena Vida is a one bedroom, one bath 1,212 sq ft Penthouse unit on the top level of the first row of Grande Bay located in downtown Cruz Bay.

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.

Cruz On Inn a 5 Bedroom Luxury St. John Villa Preview
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 12
  • No pets
From $2,643 / night
St. John

Season Nightly Rate Minimum Stay High Season $3,250 per night 7 nights Low Season $2,643 per night 5 nights USVI Hotel Tax 12.5% Damage Waiver $250

Cruz On Inn is a brand new luxury beach front, 5 bedroom gated estate in Great Cruz Bay, just minutes from Cruz Bay and the world famous North Shore beaches.

Isla Vista, a 5-Bedroom St. John Villa with a 35-Foot Pool Preview
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 10
  • No pets
From $2,250 / night
St. John

Season Nightly Rate Minimum Stay High Season $2,500 per night 7 nights Low Season $2,250 per night 5 nights USVI Hotel Tax 12.5% Damage Waiver $250

Isla Vista is a luxury 5 bedroom villa overlooking the town of Cruz Bay and centered around a spectacular 35 foot swimming pool with richly landscaped grounds.

Blue Rock Luxurious 4 Bedroom in Downtown Cruz Bay Preview
  • 4 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 8
  • No pets
From $4,250 / night
St. John

Season Nightly Rate Minimum Stay High Season $5,000 per night 5 nights Low Season $4,250 per night 5 nights Holiday Season $9,000 per night 7 nights USVI Hotel Tax 12.5% Cleaning Fee $500 Refundable Security Deposit 10% of total booking (refunded 48 hours after checkout)

Just completed, this luxurious, modern 4 bedroom villa is perfectly situated in the heart of downtown Cruz Bay, offering effortless walkability and spectacular views. Thoughtfully designed for elevated island living, the home blends sophisticated int

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…

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.

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.

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.

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.

Salty Alibi Villa, a St. John Villa Near Cruz Bay Preview
  • 5 Bedrooms
  • 4.5 Bathrooms
  • Sleeps 11
  • No pets
From $1,750 / night
St. John

Season Nightly Rate Minimum Stay High Season $2,000 per night 5 nights Low Season $1,750 per night 5 nights Holiday Season $2,500 per night 7 nights Hotel Tax 12.5% Service Charge 5% Cleaning Fee $675 Refundable Damage Deposit $2,000 (refunded 30 days after departure if no damage)

Salty Alibi is a spacious 5 bedroom villa located in Cruz Bay. The villa provides a tranquil sanctuary for relaxation and rejuvenation. Each room is equipped with plush bedding and tasteful decor.

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.

Tennis Villa + Cottage, a 7-Bedroom Compound in Great Cruz Bay, St. John Preview
  • 7 Bedrooms
  • 7 Bathrooms
  • Sleeps 14
  • No pets
From $1,156 / night
St. John

Season Weekly Rate Minimum Stay High Season $12,789 7 nights Low Season $8,470 7 nights Thanksgiving $9,751 7 nights Holiday $16,170 7 nights USVI Hotel Tax 12.5% Service Charge 5% Damage Waiver $59 non-refundable Holiday Note: If arriving Dec. 23, 24, or 25, a minimum number of nights may apply. Tennis Villa sits on a large lot on the peninsula that separates Great Cruz Bay Harbor from Chocolate Hole Harbor, with picturesque…

Experience the ultimate in relaxation at the exceptional Tennis Villa and Cottage, a 7 bedroom property offering 4 bedrooms in the main house and a charming 3-bedroom cottage located in Great Cruz Bay.

Cinnamon Ridge, a Spacious 5-Bedroom Villa with Private Pool in St. John Preview
  • 5 Bedrooms
  • 5 Bathrooms
  • Sleeps 10
  • No pets
From $1,320 / night
St. John

Cinnamon Ridge is a 5 bedroom luxury villa overlooking Cinnamon Bay. This villa boasts an expanded design that extends more than 150 feet from the house to the pool deck. All the living areas and bedrooms are under one roof, with the large pool and sundeck on the west (sunny) side of the villa in an ultra private location. Season Year Weekly Rate Minimum Stay High Season 2026 $15,435 7 nights Low…

Enjoy St. John luxury at it's finest!

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.

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

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.

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.

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.

Window to the Sea | Peaceful East End Retreat Preview
  • 3 Bedrooms
  • 4 Bathrooms
  • Sleeps 6
  • No pets
From $1,125 / night
St. John

Season Nightly Rate Minimum Stay Winter Season $1,325 per night 6 nights Summer Season $1,125 per night 6 nights Holiday Season $1,525 per night 7 nights USVI Hotel Tax 12.5% Security Deposit $1000

Indo House Waterfront with Infinity Pool Preview
  • 4 Bedrooms
  • 5 Bathrooms
  • Sleeps 8
  • No pets
From $4,000 / night
St. John

Season Nightly Rate Minimum Stay High Season $4,250 per night 5 nights Low Season $4,000 per night 5 nights Festive Season $6,000 per night 7 nights Cleaning Fee $650 USVI Hotel Tax 12.5% Refundable Damage Deposit $5000 Payment Terms: 50% due at booking, 50% due 60 days prior to arrival Cancellation Policy: Initial Payment is non-refundable Cherish this elevated oasis, where unspoiled luxury meets soothing simplicity in a newly built waterfront haven…

Indo House is a 4 bedroom waterfront, luxury villa located in Great Cruz Bay, St. John, U.S. Virgin Islands. Designed with a modern tropical sensibility, the property blends Balinese inspired craftsmanship with relaxed Caribbean living.

Tre Vista Estate Generator on Property! Preview
  • 5 Bedrooms
  • 5.5 Bathrooms
  • Sleeps 10
  • No pets
From $995 / night
St. John

Season Nightly Rate Minimum Stay High Season $1,795 per night 7 nights President's Week $2,000 per night 7 nights Low Season $1,295 per night 5 nights Holiday Season $2,750 per night 7 nights USVI Hotel Tax 12.5% Service Fee 3% Damage Waiver $100 Tre Vista Estate offers breathtaking views of Great Cruz Bay, Chocolate Hole Bay, and Hart Bay from the double infinity-edge pool—an unforgettable highlight of this luxurious estate. Recent upgrades…

This five bedroom villa is perfect for large families or couples. Backup Generator on property!!!!

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.

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.

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