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.
Voted Top Pick 2026
The Royal Sands
Cancun, Mexico- Jan 23–30, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,039 ($434/night)
Verified & Protected
Voted Top Pick 2026
The Royal Sands
Cancun, Mexico- Jan 23–30, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,405 ($486/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 23–30, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,513 ($502/night)
Verified & Protected
Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Jan 23–30, 2027 (7 nights)
- 3 bed/3.5 bath, sleeps 10
- $4,494 ($642/night)
Verified & Protected
Royal Haciendas
Playa del Carmen, Mexico- Jan 23–30, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,657 ($380/night)
Verified & Protected
Playa Grande Resort & Grand Spa
Cabo San Lucas, Mexico- Jan 24–31, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $1,769 ($253/night)
Verified & Protected
Casa Dorada at Medano Beach
Cabo San Lucas, Mexico- Jan 29 – Feb 5, 2027 (7 nights)
- 1 bed/2 bath, sleeps 2
- $7,437 ($1,062/night)
Verified & Protected
The Westin Los Cabos Resort Villas & Spa
San Jose del Cabo, Mexico- Jan 30 – Feb 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,222 ($603/night)
Verified & Protected
Hilton Vacation Club Cabo Azul Los Cabos
San Jose del Cabo, Mexico- Jan 30 – Feb 6, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,390 ($341/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 30 – Feb 6, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,314 ($331/night)
Verified & Protected
Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Jan 30 – Feb 6, 2027 (7 nights)
- 3 bed/3.5 bath, sleeps 10
- $4,603 ($658/night)
Verified & Protected
Grand Solmar Land's End Resort
Cabo San Lucas, Mexico- Jan 30 – Feb 6, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,621 ($517/night)
Verified & Protected
Grand Solmar Land's End Resort
Cabo San Lucas, Mexico- Jan 30 – Feb 6, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,749 ($393/night)
Verified & Protected
Villa del Arco Beach Resort & Spa
Cabo San Lucas, Mexico- Jan 31 – Feb 7, 2027 (7 nights)
- 2 bed/3 bath, sleeps 6
- $3,077 ($440/night)
Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Feb 1–8, 2027 (7 nights)
- 5 bed/6 bath, sleeps 10
- $10,925 ($1,561/night)
Verified & Protected
Hacienda del Mar Resort
Cabo San Lucas, Mexico- Feb 1–8, 2027 (7 nights)
- 1 bed/1 bath, sleeps 6
- $1,330 ($190/night)
Verified & Protected
Novaispania Residences by Pueblo Bonito
Cabo San Lucas, Mexico- Feb 1–8, 2027 (7 nights)
- 4 bed/5 bath, sleeps 12
- $9,290 ($1,327/night)
Verified & Protected
Novaispania Residences by Pueblo Bonito
Cabo San Lucas, Mexico- Feb 1–8, 2027 (7 nights)
- 4 bed/4.5 bath, sleeps 12
- $8,636 ($1,234/night)
Verified & Protected
The Residences at Grand Luxxe Nuevo Vallarta
Nuevo Vallarta, Mexico- Feb 5–12, 2027 (7 nights)
- 4 bed/4.5 bath, sleeps 12
- $8,745 ($1,249/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Feb 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,222 ($603/night)
Verified & Protected
Villa La Valencia Beach Resort & Spa
San Jose del Cabo, Mexico- Feb 5–19, 2027 (14 nights)
- 1 bed/1.5 bath, sleeps 4
- $6,565 ($469/night)
Verified & Protected
Royal Cancun (Formerly Club Internacional de Cancun)
Cancun, Mexico- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,314 ($331/night)
Verified & Protected
Villa del Palmar Flamingos
Nuevo Vallarta, Mexico- Feb 6–20, 2027 (14 nights)
- 2 bed/3 bath, sleeps 6
- $3,840 ($274/night)
Verified & Protected
Grand Solmar Pacific Dunes Resort Golf & Spa
Cabo San Lucas, Mexico- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,696 ($385/night)
Verified & Protected
The Westin Los Cabos Resort Villas & Spa
San Jose del Cabo, Mexico- Feb 8–15, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,745 ($392/night)
Verified & Protected
Novaispania Residences by Pueblo Bonito
Cabo San Lucas, Mexico- Feb 8–15, 2027 (7 nights)
- 4 bed/5 bath, sleeps 12
- $9,295 ($1,328/night)
Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Feb 8–15, 2027 (7 nights)
- 5 bed/6 bath, sleeps 10
- $10,925 ($1,561/night)
Verified & Protected
Novaispania Residences by Pueblo Bonito
Cabo San Lucas, Mexico- Feb 8–15, 2027 (7 nights)
- 4 bed/4.5 bath, sleeps 12
- $7,464 ($1,066/night)
Verified & Protected
Villa La Valencia Beach Resort & Spa
San Jose del Cabo, Mexico- Feb 12–15, 2027 (3 nights)
- 1 bed/2 bath, sleeps 4
- $1,054 ($352/night)
Verified & Protected
Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Feb 12–19, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,714 ($245/night)
Verified & Protected
Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,306 ($329/night)
Verified & Protected
Voted Top Pick 2026
The Royal Sands
Cancun, Mexico- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,186 ($455/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,374 ($625/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Feb 13–20, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,505 ($358/night)
Verified & Protected
Voted Top Pick 2026
The Royal Sands
Cancun, Mexico- Feb 13–19, 2027 (6 nights)
- 2 bed/2 bath, sleeps 6
- $2,641 ($440/night)
Verified & Protected
Grand Solmar Land's End Resort
Cabo San Lucas, Mexico- Feb 13–20, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,914 ($416/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,222 ($603/night)
Verified & Protected
Garza Blanca Resort & Spa Los Cabos
Cabo San Lucas, Mexico- Feb 13–20, 2027 (7 nights)
- 2 bed/3 bath, sleeps 6
- $13,652 ($1,950/night)
Verified & Protected
Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Feb 13–20, 2027 (7 nights)
- 3 bed/3.5 bath, sleeps 10
- $4,712 ($673/night)
Verified & Protected
Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Feb 13–20, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $1,542 ($220/night)
Verified & Protected
AAA 5-Diamond Award
Grand Luxxe at Vidanta Nuevo Vallarta
Nuevo Vallarta, Mexico- Feb 13–20, 2027 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $7,655 ($1,094/night)
Verified & Protected
Voted Top Pick 2026
The Royal Sands
Cancun, Mexico- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,240 ($463/night)
Verified & Protected
Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,306 ($329/night)
Verified & Protected
Los Cabos Golf Resort
Cabo San Lucas, Mexico- Feb 13–20, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $7,110 ($1,016/night)
Verified & Protected
Villa del Palmar Cabo San Lucas
Cabo San Lucas, Mexico- Feb 13–20, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,197 ($314/night)
Villa del Arco Beach Resort & Spa
Cabo San Lucas, Mexico- Feb 13–20, 2027 (7 nights)
- 2 bed/3 bath, sleeps 6
- $5,938 ($848/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,494 ($642/night)
Verified & Protected
The Estates at Vidanta Nuevo Vallarta
Nuevo Vallarta, Mexico- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $9,290 ($1,327/night)