Winter Timeshare Rentals
Winter getaways are always popular, making now the perfect time to secure exclusive timeshare deals for your seasonal escape! Whether you're dreaming of a snowy mountain retreat or a warm-weather getaway, these timeshare rentals offer the perfect setting to make your winter vacation unforgettable.
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Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Dec 24–31, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $7,353 ($1,050/night)
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Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Dec 24–31, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $5,234 ($748/night)
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Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 24–31, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,200 ($1,171/night)
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Tamarack Beach Resort
Carlsbad, California- Dec 24–31, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,387 ($341/night)
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The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Dec 25, 2027 – Jan 1, 2028 (7 nights)
- 3 bed/3 bath, sleeps 10
- $13,105 ($1,872/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Dec 25, 2027 – Jan 1, 2028 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,257 ($751/night)
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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 25, 2027 – Jan 1, 2028 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,660 ($237/night)
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Ocean Tower by Hilton Grand Vacations Club
Waikoloa Village, Hawaii- Dec 25, 2027 – Jan 1, 2028 (7 nights)
- Studio/1 bath, sleeps 4
- $6,565 ($938/night)
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Villa del Palmar Cancun Luxury Beach Resort & Spa
Cancun, Mexico- Dec 25, 2027 – Jan 1, 2028 (7 nights)
- 2 bed/3 bath, sleeps 6
- $10,380 ($1,483/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 26, 2027 – Jan 2, 2028 (7 nights)
- Studio/1 bath, sleeps 4
- $3,077 ($440/night)
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 26, 2027 – Jan 2, 2028 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,835 ($1,405/night)
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Villa del Arco Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 26, 2027 – Jan 2, 2028 (7 nights)
- 2 bed/3 bath, sleeps 6
- $4,385 ($626/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 26, 2027 – Jan 2, 2028 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,546 ($1,078/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 26, 2027 – Jan 2, 2028 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,930 ($704/night)
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Grand Pacific Palisades Resort
Carlsbad, California- Dec 26, 2027 – Jan 2, 2028 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,769 ($253/night)
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The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 26, 2027 – Jan 2, 2028 (7 nights)
- Studio/1 bath, sleeps 4
- $5,470 ($781/night)
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The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 28, 2027 – Jan 1, 2028 (4 nights)
- 3 bed/2.5 bath, sleeps 8
- $9,181 ($2,295/night)
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The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Jan 1–4, 2028 (3 nights)
- 3 bed/2.5 bath, sleeps 8
- $6,402 ($2,134/night)
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The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Jan 18–21, 2028 (3 nights)
- 3 bed/2.5 bath, sleeps 8
- $5,470 ($1,823/night)