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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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 19–23, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $764 ($191/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $7,655 ($1,094/night)
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Voted Top Pick 2026
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,510 ($930/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Dec 19–23, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $3,670 ($917/night)
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Valdoro Mountain Lodge, a Hilton Grand Vacations Club
Breckenridge, Colorado- Dec 19–26, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $5,748 ($821/night)
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Royal Haciendas
Playa del Carmen, Mexico- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,856 ($408/night)
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Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 19–26, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 10
- $4,440 ($634/night)
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Zoetry Casa del Mar Los Cabos
San Jose del Cabo, Mexico- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,946 ($707/night)
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Marriott's Summit Watch
Park City, Utah- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,458 ($780/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,631 ($1,233/night)
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Sheraton Kauai Resort Villas
Koloa, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,546 ($1,078/night)
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Hanalei Bay Resort
Princeville, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Voted Top Pick 2026
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,475 ($782/night)
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Westgate Smoky Mountain Resort & Water Park
Gatlinburg, Tennessee- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,687 ($527/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,581 ($512/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,647 ($1,092/night)
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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)
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Hyatt Vacation Club at Sirena del Mar
Cabo San Lucas, Mexico- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $9,944 ($1,421/night)
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The Westin St. John - Coral Vista Villas
Cruz Bay, St. John (USVI)- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $11,470 ($1,639/night)
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Grand Luxxe Spa Suites at Vidanta Riviera Maya
Playa del Carmen, Mexico- Dec 19–26, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $9,176 ($1,311/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,981 ($426/night)
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Maui Beach Vacation Club
Kihei, Hawaii- Dec 19, 2026 – Jan 2, 2027 (14 nights)
- 2 bed/2 bath, sleeps 6
- $3,568 ($255/night)
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Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,586 ($370/night)
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Grand Luxxe Spa Suites at Vidanta Nuevo Vallarta
Nuevo Vallarta, Mexico- Dec 19–26, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $7,655 ($1,094/night)
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Maui Bay Villas by Hilton Grand Vacations
Kihei, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,984 ($712/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,892 ($985/night)
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Sunrise Lodge by Hilton Grand Vacations
Park City, Utah- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
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The Westin St. John - Coral Vista Villas
Cruz Bay, St. John (USVI)- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,920 ($1,560/night)
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Grand Waikikian by Hilton Grand Vacations
Honolulu, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $8,410 ($1,201/night)
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Maui Bay Villas by Hilton Grand Vacations
Kihei, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,794 ($685/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $6,266 ($895/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,647 ($1,092/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,740 ($1,249/night)
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Divi Dutch Village Beach Resort
Oranjestad, Aruba- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,886 ($412/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $6,564 ($938/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $4,930 ($704/night)
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Garza Blanca Preserve Resort & Spa
Puerto Vallarta, Mexico- Dec 19–26, 2026 (7 nights)
- 3 bed/4 bath, sleeps 8
- $18,182 ($2,597/night)
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The Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- Dec 19–23, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $2,859 ($715/night)
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The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,920 ($1,560/night)
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Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 19–26, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 10
- $4,565 ($652/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($276/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,379 ($1,483/night)
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The Grand Mayan at Vidanta Los Cabos
San Jose del Cabo, Mexico- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,696 ($385/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,750 ($393/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $8,091 ($1,156/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 19–23, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $523 ($131/night)
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WorldMark Marina Dunes
Marina, California- Dec 19–28, 2026 (9 nights)
- 2 bed/2 bath, sleeps 6
- $3,458 ($384/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,053 ($865/night)