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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Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 16, 2026 – Jan 2, 2027 (17 nights)
- 3 bed/3.5 bath, sleeps 10
- $8,745 ($514/night)
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Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,696 ($385/night)
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Novaispania Residences by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 16–26, 2026 (10 nights)
- 4 bed/4.5 bath, sleeps 12
- $13,650 ($1,365/night)
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Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
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Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 16, 2026 – Jan 2, 2027 (17 nights)
- 3 bed/3.5 bath, sleeps 10
- $11,124 ($654/night)
Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 16, 2026 – Jan 2, 2027 (17 nights)
- 3 bed/3.5 bath, sleeps 10
- $10,216 ($601/night)
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Novaispania Residences by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 16, 2026 – Jan 2, 2027 (17 nights)
- 4 bed/4.5 bath, sleeps 12
- $28,910 ($1,701/night)
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Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 16–24, 2026 (8 nights)
- 3 bed/3.5 bath, sleeps 10
- $7,001 ($875/night)
Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 16, 2026 – Jan 2, 2027 (17 nights)
- 3 bed/3.5 bath, sleeps 10
- $9,846 ($579/night)
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Club Ocho Cascadas
Puerto Vallarta, Mexico- Dec 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,859 ($408/night)
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Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 17–24, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $1,550 ($221/night)
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The Westin Los Cabos Resort Villas & Spa
San Jose del Cabo, Mexico- Dec 18–23, 2026 (5 nights)
- 3 bed/3 bath, sleeps 10
- $5,148 ($1,030/night)
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Casa Dorada at Medano Beach
Cabo San Lucas, Mexico- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,949 ($564/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,568 ($510/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,535 ($505/night)
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Casa Dorada at Medano Beach
Cabo San Lucas, Mexico- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,222 ($603/night)
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Villa del Palmar at the Islands of Loreto
Loreto, Mexico- Dec 18, 2026 – Jan 2, 2027 (15 nights)
- Studio/1 bath, sleeps 3
- $3,295 ($220/night)
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Club Casa Dorada Spa and Golf Resort
San Jose del Cabo, Mexico- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,184 ($455/night)
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Villa del Arco Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $3,535 ($505/night)
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Villa del Arco Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 19–26, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $1,550 ($221/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
- $9,176 ($1,311/night)
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Corazon Cabo Resort & Spa
Cabo San Lucas, Mexico- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($440/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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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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Villa del Arco Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 19–26, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,200 ($314/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
- $2,312 ($330/night)
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Mayan Palace at Vidanta Nuevo Vallarta
Nuevo Vallarta, Mexico- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($471/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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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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Garza Blanca Resort & Spa Los Cabos
Cabo San Lucas, Mexico- Dec 19–26, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $7,083 ($1,012/night)
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Villa del Arco Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 19–26, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $3,687 ($527/night)
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Voted Top Pick 2026
The Royal Sands
Cancun, Mexico- Dec 19, 2026 – Jan 2, 2027 (14 nights)
- 2 bed/2 bath, sleeps 6
- $8,309 ($594/night)
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Grand Solmar Pacific Dunes Resort Golf & Spa
Cabo San Lucas, Mexico- Dec 19–26, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,879 ($411/night)
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Garza Blanca Resort & Spa Cancun
Cancun, Mexico- Dec 19–26, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $6,129 ($876/night)
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Grand Solmar Land's End Resort
Cabo San Lucas, Mexico- Dec 19–26, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $5,366 ($767/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,412 ($630/night)
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Hilton Vacation Club Cabo Azul Los Cabos
San Jose del Cabo, Mexico- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,836 ($548/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
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Grand Residences by Royal Resorts
Puerto Morelos, Mexico- Dec 19–26, 2026 (7 nights)
- 1 bed/1.5 bath, sleeps 5
- $3,840 ($549/night)
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The Club at Solaz, Los Cabos
San Jose del Cabo, Mexico- Dec 19–26, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $10,707 ($1,530/night)
Verified & Protected
AAA 5-Diamond Award
Grand Luxxe at Vidanta Nuevo Vallarta
Nuevo Vallarta, Mexico- Dec 19–26, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $9,503 ($1,358/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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Villa del Palmar Flamingos
Nuevo Vallarta, Mexico- Dec 19–26, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $9,181 ($1,312/night)
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Villa del Palmar Flamingos
Nuevo Vallarta, Mexico- Dec 19–26, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,423 ($346/night)
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Grand Solmar Pacific Dunes Resort Golf & Spa
Cabo San Lucas, Mexico- Dec 19–26, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $9,290 ($1,327/night)
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Vista Encantada Spa Resort & Residences
Cabo San Lucas, Mexico- Dec 19–26, 2026 (7 nights)
- 4 bed/4.5 bath, sleeps 12
- $13,105 ($1,872/night)