Vacation Rentals

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…

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 Nightly Rate Minimum Stay High Season $950 per night 7 nights Low Season $750 per night 5 nights Holiday Season $1350 per night 10 nights BVI Hotel Tax 10% Service Charge 12% Security Deposit $1000

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…

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…

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 $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 $5500 per night 4 nights Low Season $4000 per night 3 nights Holiday Season $6900 per night 7 nights BVI Hotel Tax 10% Security Deposit $1000 Special Note: Not inclusive of 15% staff service fee for food and beverage costs.

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 Nightly Rate Minimum Stay High Season $975 per night 5 nights Low Season $850 per night 4 nights Holiday Season $1600 per night 10 nights BVI Hotel Tax 10% Security Deposit $300

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…

The newly renovated Bigger Splash Villa is now available for guests. An island getaway awaits on beautiful, unspoiled Virgin Gorda. The ideal vacation with spectacular beaches and fewer crowds. Your own private living, dining, and sleeping space, complete with beautiful private pool and on-island concierge to help make your stay enjoyable. Bigger Splash Villa is a multi-level property, a short walk to THE famous Baths, Spring Bay and Devil's Bay beaches on…

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 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

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

Stay Length Starting From 5-night stay $4,975 6-night stay $5,970 7-night stay $6,965 8-night stay $7,960 9-night stay $8,955 10-night stay $9,950 11-night stay $10,945 12-night stay $11,940 13-night stay $12,935 14-night stay $13,930 USVI Hotel Tax 12.5% Prices vary throughout the year. 10-night booking minimum for December 18–January 5, 2026.

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%

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…

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 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.

Season Nightly Rate Minimum Stay High Season $1250 per night 7 nights Low Season $925 per night 7 nights

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…

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

Dates Occupancy Weekly Rate High Season 2–4 guests $6,083 5 guests $6,433 6 guests $6,783 7 guests $7,133 8 guests $7,483 Low Season 2–4 guests $3,955 5 guests $4,305 6 guests $4,655 7 guests $5,005 8 guests $5,355 Thanksgiving 2–4 guests (2 bedrooms) $4,305 5 guests (3 bedrooms) $4,655 6 guests (3 bedrooms) $5,005 7 guests (4 bedrooms) $5,355 8 guests (4 bedrooms) $5,705 Holiday 2–8 guests $9,072 USVI Hotel Tax 12.5%…

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.

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 $5250 7 nights Shoulder Season $4950 5 nights Low $3950 5 nights Holiday $6500 10 nights BVI Hotel Tax 10% Service Charge 10% Security Deposit $1000 Special Note: Saturday to Saturday reservations required with 7 night minimum stay.

Season Occupancy Weekly Rate Low Season 2026 1–12 guests $22,500 1–18 guests $26,500 1–22 guests $30,500 High Season 2027 1–18 guests $29,500 1–22 guests $33,500 Shoulder Season 2027 1–18 guests $27,000 1–22 guests $31,000 Low Season 2027 1–12 guests $23,000 1–18 guests $27,000 1–22 guests $31,000 Thanksgiving 2027 1–22 guests $32,500 Holiday 2027 1–22 guests $36,000 Allows: 23-30 guests, add $100 per person per night 7 night minimum stay Saturday to Saturday…

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…

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…