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
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)
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)
Verified & Protected
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)
Verified & Protected
Villa del Palmar Flamingos
Nuevo Vallarta, Mexico- Jan 8–15, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,077 ($440/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)
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
The Westin Los Cabos Resort Villas & Spa
San Jose del Cabo, Mexico- Jan 9–16, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,052 ($436/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
Royal Haciendas
Playa del Carmen, Mexico- Jan 9–16, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,186 ($455/night)
Verified & Protected
Royal Haciendas
Playa del Carmen, Mexico- Jan 9–16, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,096 ($299/night)
Verified & Protected
Royal Haciendas
Playa del Carmen, Mexico- Jan 9–16, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $999 ($143/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)
Verified & Protected
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)
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)
- 2 bed/2 bath, sleeps 6
- $3,295 ($471/night)
Verified & Protected
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
Royal Haciendas
Playa del Carmen, Mexico- Jan 9–16, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,745 ($392/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 9–16, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,096 ($299/night)
Verified & Protected
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
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 10–17, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,146 ($307/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
Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Jan 11–18, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $1,627 ($232/night)
Verified & Protected
Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Jan 13–20, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $2,200 ($314/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 14–22, 2027 (8 nights)
- 1 bed/1 bath, sleeps 4
- $3,238 ($405/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
Grand Luxxe Spa Suites at Vidanta Riviera Maya
Playa del Carmen, Mexico- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,984 ($712/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
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
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
Villa La Valencia Beach Resort & Spa
San Jose del Cabo, Mexico- Jan 16–23, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,167 ($595/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 16–23, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,537 ($220/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
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
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 16–23, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,058 ($580/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
Royal Haciendas
Playa del Carmen, Mexico- Jan 16–23, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,745 ($392/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
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
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
Garza Blanca Resort & Spa Los Cabos
Cabo San Lucas, Mexico- Jan 17–27, 2027 (10 nights)
- 1 bed/2 bath, sleeps 4
- $4,876 ($488/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
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
Vista Encantada Spa Resort & Residences
Cabo San Lucas, Mexico- Jan 18–25, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,750 ($393/night)
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 22–29, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,537 ($220/night)