Christmas Timeshare Rentals
Celebrated each year on December 25, Christmas is the time for family traditions and festive travel. With schools and many businesses closed between Christmas Eve and New Year’s Day, the holiday season is perfect for a getaway - whether you’re dreaming of a snowy winter wonderland at a ski resort or a sunny beach Christmas with your loved ones!
The Westin St. John - Sunset Bay Villas
Cruz Bay, St. John (USVI)- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,944 ($1,421/night)
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,510 ($930/night)
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,946 ($707/night)
The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Dec 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $12,042 ($1,720/night)
The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,984 ($712/night)
The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $13,950 ($1,993/night)
The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Dec 19–26, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 8
- $15,558 ($2,222/night)
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,213 ($745/night)
The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $4,450 ($636/night)
The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $4,450 ($636/night)
The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $4,450 ($636/night)
The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 19–26, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $5,259 ($751/night)
The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $11,470 ($1,639/night)
The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Dec 23, 2026 – Jan 1, 2027 (9 nights)
- 2 bed/2 bath, sleeps 8
- $14,936 ($1,660/night)
The Westin St. John - Sunset Bay Villas
Cruz Bay, St. John (USVI)- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $11,470 ($1,639/night)
The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Dec 19–26, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $14,140 ($2,020/night)
The Westin St. John - Coral Vista Villas
Cruz Bay, St. John (USVI)- Dec 19–27, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $10,916 ($1,365/night)
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,977 ($711/night)
The Westin St. John - Sunset Bay Villas
Cruz Bay, St. John (USVI)- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,396 ($914/night)
The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Dec 19–26, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $14,331 ($2,047/night)
The Westin St. John - Sunset Bay Villas
Cruz Bay, St. John (USVI)- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,837 ($1,405/night)
The Westin St. John - Sunset Bay Villas
Cruz Bay, St. John (USVI)- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $13,650 ($1,950/night)
The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Dec 19, 2026 – Jan 2, 2027 (14 nights)
- 2 bed/2.5 bath, sleeps 6
- $30,545 ($2,182/night)
The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Dec 19–26, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $15,830 ($2,261/night)
The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Dec 19–26, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $12,136 ($1,734/night)
The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Dec 18, 2026 – Jan 1, 2027 (14 nights)
- 2 bed/2 bath, sleeps 6
- $33,815 ($2,415/night)
The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $9,219 ($1,317/night)
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,595 ($656/night)
The Westin St. John - Coral Vista Villas
Cruz Bay, St. John (USVI)- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,189 ($1,170/night)
The Westin St. John - Coral Vista Villas
Cruz Bay, St. John (USVI)- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,200 ($1,171/night)
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,692 ($813/night)
The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 20–27, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $7,056 ($1,008/night)
The Westin St. John - Coral Vista Villas
Cruz Bay, St. John (USVI)- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $12,560 ($1,794/night)
The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Dec 19–26, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $11,852 ($1,693/night)
The Westin St. John - Sunset Bay Villas
Cruz Bay, St. John (USVI)- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,892 ($985/night)
The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 18–26, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $3,731 ($466/night)
The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,062 ($437/night)
The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,306 ($329/night)
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,564 ($938/night)
The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 21, 2026 – Jan 1, 2027 (11 nights)
- 1 bed/2 bath, sleeps 4
- $6,620 ($602/night)
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Dec 19–26, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $16,593 ($2,370/night)
The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Dec 19–26, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $13,650 ($1,950/night)
The Westin St. John - Coral Vista Villas
Cruz Bay, St. John (USVI)- Dec 19–27, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $11,470 ($1,434/night)
Wyndham St. Thomas, a Margaritaville Vacation Club Resort
East End, St. Thomas (USVI)- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,603 ($515/night)
Wyndham St. Thomas, a Margaritaville Vacation Club Resort
East End, St. Thomas (USVI)- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,147 ($592/night)
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,946 ($707/night)
The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $13,650 ($1,950/night)