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.
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 3–10, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
Verified & Protected
Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,274 ($1,039/night)
Verified & Protected
Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
Verified & Protected
Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Jan 4–11, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $1,522 ($218/night)
Verified & Protected
Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,404 ($486/night)
Verified & Protected
Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Jan 4–11, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,178 ($311/night)
Verified & Protected
Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,494 ($642/night)
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Pueblo Bonito Resort at Emerald Bay
Mazatlan, Mexico- Jan 4–11, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $2,205 ($315/night)
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Paradise Village Beach Resort & Spa
Nuevo Vallarta, Mexico- Jan 4–12, 2027 (8 nights)
- 2 bed/2 bath, sleeps 6
- $3,513 ($439/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 4–11, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,314 ($331/night)
Verified & Protected
Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Jan 4–11, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $2,314 ($331/night)
Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Jan 4–11, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $2,532 ($362/night)
Verified & Protected
Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Jan 4–11, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $9,290 ($1,327/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 6–20, 2027 (14 nights)
- Studio/1 bath, sleeps 4
- $3,840 ($274/night)
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Villa La Estancia Cabo San Lucas
Cabo San Lucas, Mexico- Jan 7–10, 2027 (3 nights)
- 2 bed/3 bath, sleeps 6
- $2,096 ($699/night)
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Villa del Palmar Flamingos
Nuevo Vallarta, Mexico- Jan 8–15, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,077 ($440/night)
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Villa del Arco Beach Resort & Spa
Cabo San Lucas, Mexico- Jan 9–16, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $1,866 ($267/night)
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Royal Haciendas
Playa del Carmen, Mexico- Jan 9–16, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,186 ($455/night)
Verified & Protected
Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Jan 9–16, 2027 (7 nights)
- 3 bed/3.5 bath, sleeps 10
- $4,276 ($611/night)
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Voted Top Pick 2026
The Royal Sands
Cancun, Mexico- Jan 9–16, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,404 ($486/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 9–16, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,178 ($311/night)
Verified & Protected
Royal Haciendas
Playa del Carmen, Mexico- Jan 9–16, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($471/night)
Verified & Protected
Royal Haciendas
Playa del Carmen, Mexico- Jan 9–16, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,532 ($362/night)
Verified & Protected
Villa La Valencia Beach Resort & Spa
San Jose del Cabo, Mexico- Jan 9–16, 2027 (7 nights)
- 2 bed/3 bath, sleeps 6
- $3,164 ($452/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 9–16, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,301 ($329/night)
Verified & Protected
Royal Haciendas
Playa del Carmen, Mexico- Jan 9–16, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,314 ($331/night)
Verified & Protected
Royal Haciendas
Playa del Carmen, Mexico- Jan 9–16, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $1,110 ($159/night)
Verified & Protected
Hacienda del Mar Resort
Cabo San Lucas, Mexico- Jan 9–16, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,859 ($408/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 9–16, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,150 ($307/night)
Voted Top Pick 2026
The Royal Sands
Cancun, Mexico- Jan 9–16, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
Verified & Protected
The Club at Solaz, Los Cabos
San Jose del Cabo, Mexico- Jan 10–17, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $11,470 ($1,639/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 10–17, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,532 ($362/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 10–17, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,291 ($327/night)
Verified & Protected
Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Jan 13–20, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $2,690 ($384/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 14–22, 2027 (8 nights)
- 1 bed/1 bath, sleeps 4
- $3,238 ($405/night)
Verified & Protected
Villa del Palmar Cancun Luxury Beach Resort & Spa
Cancun, Mexico- Jan 14–21, 2027 (7 nights)
- 2 bed/3 bath, sleeps 6
- $3,186 ($455/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 15–22, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,412 ($202/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 15–22, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,301 ($329/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,726 ($532/night)
Verified & Protected
Grand Luxxe Spa Suites at Vidanta Riviera Maya
Playa del Carmen, Mexico- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,202 ($743/night)
Verified & Protected
Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Jan 16–23, 2027 (7 nights)
- 3 bed/3.5 bath, sleeps 10
- $4,494 ($642/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 16–23, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,150 ($307/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 16–23, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,917 ($417/night)
Verified & Protected
Royal Cancun (Formerly Club Internacional de Cancun)
Cancun, Mexico- Jan 16–23, 2027 (7 nights)
- 2 bed/1 bath, sleeps 5
- $2,423 ($346/night)
Verified & Protected
Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Jan 16–23, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,932 ($276/night)
Voted Top Pick 2026
The Royal Sands
Cancun, Mexico- Jan 16–23, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,298 ($471/night)
Verified & Protected
Villa del Arco Beach Resort & Spa
Cabo San Lucas, Mexico- Jan 16–23, 2027 (7 nights)
- 3 bed/4 bath, sleeps 8
- $7,655 ($1,094/night)
Verified & Protected
Grand Solmar Land's End Resort
Cabo San Lucas, Mexico- Jan 16–23, 2027 (7 nights)
- 2 bed/3 bath, sleeps 6
- $6,020 ($860/night)