Vacation Rentals

Dates Occupancy Weekly Rate High Season 2–6 guests (3 bedroom, main house only) $8,960 7–8 guests (4 bedroom) $9,800 9–10 guests (5 bedroom) $10,640 Low Season 2–6 guests (3 bedroom, main house only) $6,720 7–8 guests (4 bedroom) $7,700 9–10 guests (5 bedroom) $8,680 Thanksgiving 2–10 guests $8,960 Holiday 2–10 guests $12,600 USVI Hotel Tax 12.5% Service Charge 5% Cleaning Fee $500 Prepaid Security Deposit $1000 Special Note: Christmas/New Years: 14 night…

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…

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…

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…

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 $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…

Season Nightly Rate Minimum Stay High Season $1786 per night 7 nights Low Season $1450 per night 7 nights USVI Hotel Tax 12.5% Damage Waiver $250

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)

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…

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.…

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 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

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…

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…

Season Nightly Rate Minimum Stay High Season $600 7 nights Shoulder Season $550 6 nights Low $450 5 nights Holiday $720 7 nights Cleaning Fee $300 Utilities Fee 5% Security Deposit $500 PLEASE NOTE: The nightly rate listed is based on 4 guests, additional guests are $35/night per guest ($50/night during holidays), maximum of 6 guests (4 adults max).

Season Nightly Rate Minimum Stay High Season $1,325 per night 7 nights Low Season $1,225 per night 7 nights Holiday Season $1,825 per night 7 nights After 8 guests, additional $50 per guest per day. USVI Hotel Tax 12.5%

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.

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

View Come True lives up to its name, offering an unforgettable, panoramic view of the breathtaking Caribbean Sea. Step through two sets of French doors from the living area onto the only wraparound balcony at The Hills, and you'll find high-end Tropitone furniture—two high-top tables with seating for four, a comfortable lounge chair with ottoman, and a grill, perfect for sunset barbecues or morning coffee with a view of countless shades of…

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

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…

Season Nightly Rate Minimum Stay High Season $450 7 nights Shoulder Season $400 5 nights Low $350 5 nights Holiday $550 7 nights Cleaning Fee $300 Utilities Fee 5% Security Deposit $500

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 $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

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

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

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…

Pineapple is a serene, welcoming villa that captures the spirit of Caribbean hospitality. Its expansive 1,261-square-foot covered patio—the largest among the two-bedroom units— extends seamlessly from the great room, offering both shaded comfort and sunny spaces for morning coffee or evening relaxation under the stars. A whirlpool spa doubles as a plunge pool on warm days, while plush outdoor furniture, Polywood Adirondack chairs, chaise lounges, and a patio dining set create an…

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

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%