Vacation Rentals

This exceptional 2 bedroom/ 2 bath villa rental has just been fully upgraded from overall design to small details, it has everything you’re looking for plus extras you will love to experience. With the perfect combination of beauty and function, this property is truly unlike any other. Only a few minutes from the bustling downtown of Cruz Bay it has the perfect location to see all that St. John has to offer.…

Weekly Rate Minimum Stay Season $17,500 7 nights Holiday $20,000 7 nights Pool Heating Fee $500 Air Conditioning Fee $500 USVI Hotel Tax 12.5% Security Deposit $1000

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…

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…

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…

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…

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)

Cocoplum 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 and high vaulted ceilings in living area • Marble…

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…

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…

Season Nightly Rate Minimum Stay High Season $945 per night 7 nights Shoulder Season $725 per night 7 nights Low Season $650 5 nights Holiday Season $1,285 per night 7 nights USVI Hotel Tax 12.5% Service Fee 3% Damage Waiver $100 Designed for seamless indoor-outdoor living, the villa features winding stone walkways surrounded by lush tropical landscaping, leading to expansive covered patios on both levels. Relax with family and friends on comfortable…

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…

Starfruit | Largest 2 Bedroom

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…

Welcome to Agave – Island living with local art, gourmet kitchen and unmatched views Agave is one of the most sought-after villas on the property, thanks to its central location, easy access, and stunning Caribbean views. With just two steps to the front door and a single-level layout, it’s a breeze to settle in and unwind. Step outside to the Sunset Terrace — an extension of your outdoor living space, perfectly positioned…

Dahlia 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…

Padua | Ocean Views from Every Bedroom

Season Nightly Rate Minimum Stay High Season $1800 7 nights Shoulder Season $1750 7 nights Low $1700 7 nights Holiday $2200 7 nights USVI Hotel Tax 12.5% Cleaning Fee $1200 Utilities Fee 5% Pool Heating Fee $500 Security Deposit $1500

Located on an acre of private gardens and grounds, and within walking distance of the famous The Baths, the Villa Mon Repos is a rare find on Virgin Gorda in the British Virgin Islands. A truly estate-like property, it boasts a long list of amenities in addition to its premium setting. This property boasts some of the finest views, and all of them can be enjoyed right from the pool or the…

Season Number of Guests Weekly Rate Winter 1-6 guests $16,500.00 Winter 7-8 guests $17,500.00 Winter 9-10 guests $18,500.00 Winter 11-12 guests $19,500.00 Summer 1-6 guests $14,500.00 Summer 7-8 guests $15,500.00 Summer 9-10 guests $16,500.00 Summer 11-12 guests $17,500.00 Autumn 7-8 guests $15,500.00 Autumn 9-10 guests $16,500.00 Autumn 11-12 guests $17,500.00 Holiday 11-12 guests $18,500.00 Holiday 11-12 guests $26,500.00 USVI Hotel Tax 12.5% Security Deposit $1500

Season Weekly Rate Minimum Stay High Season 2026 $3,150 7 nights Low Season 2026 $2,450 7 nights Thanksgiving 2026 $2,695 7 nights Holiday 2026 $3,500 7 nights High Season 2027 $3,325 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.

Tara has undergone a total refurbishment making this beautifully designed villa an ideal vacation rental. Tara sits at the end of a tranquil road for excellent seclusion. Overlooking magnificent sea views and perfectly sited to capture refreshing trade winds, this four-pavilion property is arranged hillside in a private garden setting. From the parking area, a staircase leads up to Tara's large terrace and to the pool. Tara's first pavilion, on the west…

Season Nightly Rate Minimum Stay High Season $1495 7 nights Low Season $1495 7nights Thanksgiving $1595 10 nights Holiday $1895 10 nights USVI Hotel Tax 12.5% Cleaning Fee $650 Security Deposit $1000

Season Nightly Rate Minimum Stay High Season $2,044 7 nights Shoulder Season $1,725 7 nights Low $1,697 7 nights Holiday $2,070 7 nights USVI Hotel Tax 12.5%

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

Seagrape 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 and high vaulted ceilings in living area • Marble…

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)

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…

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

Season Nightly Rate Minimum Stay High Season $1,700 per night 7 nights Low Season $1,400 per night 5 nights Holiday Season $2,500 per night 7 nights BVI Hotel Tax 10%