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 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,726 ($532/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
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
Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Jan 16–23, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $2,200 ($314/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 16–23, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,290 ($470/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 16–23, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,276 ($611/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
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)
Verified & Protected
Royal Cancun (Formerly Club Internacional de Cancun)
Cancun, Mexico- Jan 16–23, 2027 (7 nights)
- 2 bed/1 bath, sleeps 5
- $2,586 ($370/night)
Verified & Protected
Novaispania Residences by Pueblo Bonito
Cabo San Lucas, Mexico- Jan 16–23, 2027 (7 nights)
- 4 bed/4.5 bath, sleeps 12
- $9,071 ($1,296/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 16–23, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,968 ($424/night)
Verified & Protected
Voted Top Pick 2026
The Royal Sands
Cancun, Mexico- Jan 16–23, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,568 ($510/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 16–23, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,260 ($323/night)
Verified & Protected
Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Jan 16–23, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,200 ($314/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)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 17–24, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,058 ($580/night)
Verified & Protected
Novaispania Residences by Pueblo Bonito
Cabo San Lucas, Mexico- Jan 17–31, 2027 (14 nights)
- 4 bed/5 bath, sleeps 12
- $19,100 ($1,364/night)
Verified & Protected
Grand Solmar Land's End Resort
Cabo San Lucas, Mexico- Jan 23–30, 2027 (7 nights)
- 2 bed/3 bath, sleeps 6
- $6,020 ($860/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
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)
Mayan Palace at Vidanta Nuevo Vallarta
Nuevo Vallarta, Mexico- Jan 23–30, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,204 ($315/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
Hacienda del Mar Resort
Cabo San Lucas, Mexico- Jan 25 – Feb 8, 2027 (14 nights)
- Studio/1 bath, sleeps 4
- $2,641 ($189/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 29 – Feb 4, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $2,314 ($386/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
Grand Solmar Land's End Resort
Cabo San Lucas, Mexico- Jan 30 – Feb 6, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,294 ($471/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
- $4,384 ($626/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)
Verified & Protected
Novaispania Residences by Pueblo Bonito
Cabo San Lucas, Mexico- Feb 1–8, 2027 (7 nights)
- 4 bed/4.5 bath, sleeps 12
- $9,290 ($1,327/night)
Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Feb 1–8, 2027 (7 nights)
- 5 bed/6 bath, sleeps 10
- $15,285 ($2,184/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
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
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
- $4,603 ($658/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,949 ($564/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
Voted Top Pick 2026
The Royal Sands
Cancun, Mexico- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,240 ($463/night)
Verified & Protected
Villa del Palmar Flamingos
Nuevo Vallarta, Mexico- Feb 6–20, 2027 (14 nights)
- 2 bed/3 bath, sleeps 6
- $4,603 ($329/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Feb 7–14, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($440/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Feb 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,384 ($626/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/4.5 bath, sleeps 12
- $8,854 ($1,265/night)
Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Feb 8–15, 2027 (7 nights)
- 5 bed/6 bath, sleeps 10
- $15,285 ($2,184/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
The Royal Sands
Cancun, Mexico- Feb 13–19, 2027 (6 nights)
- 2 bed/2 bath, sleeps 6
- $2,641 ($440/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Feb 13–20, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,186 ($455/night)