Vacation Rentals

The villa's gourmet kitchen is perfectly equipped to allow for family meals or the more rigorous demands of a gathering of up to 100 guests. Adjacent to the kitchen, is a formal dining area; 10 may be seated comfortably, and the dining table affords a delightful ocean view. The living room provides comfy accommodations for relaxing and conversation; indirect and recessed lighting fixtures bathe the environment in just the right amount of…

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 $1,000 per night 7 nights Low Season $919 per night 5 nights 4th of July $1,428 per night 7 nights Thanksgiving 2026 $1,540 per night 7 nights Thanksgiving 2027-2028 $1,400 per night 7 nights Holiday Season $1,786 per night 7 nights USVI Hotel Tax 12.5% Processing Fee 3% Welcome to South Shore Villa, a sophisticated Caribbean retreat designed for guests seeking luxury, privacy, and unforgettable…

Season Nightly Rate Minimum Stay High Season $850 per night 5 nights Mid Season $825 per night 5 nights Low Season $700 per night 4 nights Thanksgiving $900 per night 7 nights Holiday Season $1,100 per night 7 nights USVI Hotel Tax 12.5% Processing Fee 3% Cleaning Fee $400 Security Deposit $500 MODERN, RENOVATED, UPSCALE tropical condo. Awesome location about as close to the beach as you can get in Cowpet Bay…

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)

Season Nightly Rate Minimum Stay High Season $1,200 per night 7 nights Low Season $960 per night 5 nights Thanksgiving $1,200 per night 7 nights Holiday Season $1,440 per night 7 nights USVI Hotel Tax 12.5% Processing Fee 3% The Villa Michelle is a private Caribbean retreat on the lush Northside of St. Thomas, U.S. Virgin Islands. Set 500 feet above sea level, it pairs a three-bedroom main residence with an intimate…

The moment you drive into the gated grounds , you will be enchanted by its glorious gardens set on 10 acres, creating a private, park-like setting. The estate home contains three air conditioned bedroom/bathroom suites and a choice of several outdoor living spaces enhanced by lush landscaping. A staircase descends through gardens from the parking area to the main pavilion. The two-storied main pavilion offers on its main level a gourmet kitchen,…

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 $275 per night 7 nights Low Season $275 per night 5 nights Holiday Season $325 per night 7 nights USVI Hotel Tax 12.5% Processing Fee 3% Happy Place is a private, intimate one bedroom retreat designed for couples. Perched high above Great Cruz Bay and less than a mile from Cruz Bay, it pairs comfort and privacy with sweeping panoramic views. Highlights - Covered private…

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 $750 per night 7 nights Low Season $650 per night 5 nights 4th of July $750 per night 7 nights Thanksgiving $900 per night 7 nights Holiday Season $1,100 per night 7 nights USVI Hotel Tax 12.5% Processing Fee 3% Perched above the turquoise waters of Rendezvous Bay, Looking Glass Villa is a stunning luxury retreat that perfectly captures the beauty of St. John. Designed…

Season Nightly Rate Minimum Stay High Season $475 per night 5 nights Mid Season $450 per night 5 nights Low Season $350 per night 4 nights Holiday Season $600 per night 7 nights USVI Hotel Tax 12.5% Processing Fee 3% Cleaning Fee $400 Security Deposit $500 Aqua Oasis is a gorgeous two bedroom two bath with incredible views of the aqua hues of Cowpet Bay, along with cooling breezes! New rental at…

Season Nightly Rate Minimum Stay High Season $1,570 per night 7 nights Low Season $1,428 per night 5 nights Thanksgiving $1,570 per night 7 nights Holiday Season $1,786 per night 7 nights USVI Hotel Tax 12.5% Processing Fee 3% Perched above the turquoise waters of Devers Bay, Sea View Terrace is a spectacular island retreat designed for guests seeking comfort, privacy, and unforgettable Caribbean views. This beautifully appointed five-bedroom villa combines spacious…

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 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…

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…

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 $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

Jasmine, with the highest elevation on the property, offers breathtaking, sweeping views of the Caribbean Ocean, truly making you feel as though you're in the clouds. Upon entering the villa, you are immediately greeted by this panoramic view through floor-to-ceiling windows, complemented by vaulted ceilings and elegant wood beams. The open-concept floor plan and abundant natural light create a bright and airy atmosphere, ensuring all your worries simply melt away. Step outside…

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…

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

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%

Season Nightly Rate Minimum Stay High Season $1,465 per night 7 nights Low Season $1,293 per night 7 nights Thanksgiving $1,465 per night 7 nights Holiday Season $1,786 per night 7 nights USVI Hotel Tax 12.5% Processing Fee 3% Casa Mare is a striking modern villa near Hart Bay and Chocolate Hole on St. John, just minutes from Cruz Bay, with ocean views across Hart Bay to St. Thomas through floor-to-ceiling hurricane-rated…

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 $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 $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%

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…

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 $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.

Season Nightly Rate Minimum Stay High Season $1,800 per night 7 nights Mid Season $1,750 per night 5 nights Low Season $1,700 per night 5 nights Thanksgiving $1,850 per night 7 nights Holiday Season $2,200 per night 7 nights USVI Hotel Tax 12.5% Processing Fee 3% Cleaning Fee $1,200 Utilities Fee 5% Pool Heating Fee $500 (optional) Security Deposit $1,500