Vacation Rentals

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…

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 $1929 per night 7 nights Low Season $1500 per night 7 nights

​​​​​​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.

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 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 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…

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 $1,050 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 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 $1250 per night 7 nights Low Season $925 per night 7 nights

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 $1786 per night 7 nights Low Season $1450 per night 7 nights USVI Hotel Tax 12.5% Damage Waiver $250

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 $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

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.

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

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…

Season Nightly Rate Minimum Stay High Season $750 5 nights Shoulder Season $725 5 nights Low $600 5 nights Holiday $800 7 nights Cleaning Fee $400 Security Deposit $500

Season Nightly Rate Minimum Stay High Season $1300 per night 7 nights Low Season $1200 per night 5 nights Festive Season $1500 per night 10 nights USVI Hotel Tax 12.5% Service Fee $300 Security Deposit $500

Season Nightly Rate Minimum Stay High Season $1,149 7 nights Shoulder Season $969 7 nights Low $756 5 nights Holiday $1,194 7 nights Per person fees may apply. Cleanning Fee $550 Pool Heater Fee $75 per day USVI Hotel Tax 12.5% Security Deposit $1000