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.
Grand Waikikian by Hilton Grand Vacations
Honolulu, Hawaii- Jan 23–30, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,214 ($602/night)
Maui Lea at Maui Hill
Kihei, Hawaii- Jan 23–30, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,696 ($385/night)
Valdoro Mountain Lodge, a Hilton Grand Vacations Club
Breckenridge, Colorado- Jan 23–30, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,619 ($374/night)
Harborside Resort at Atlantis
Paradise Island, Bahamas- Jan 23–30, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,428 ($347/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Jan 23–30, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,510 ($930/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 23–30, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,311 ($1,187/night)
Divi Village Golf and Beach Resort
Oranjestad, Aruba- Jan 23–30, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,167 ($595/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 23–27, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $940 ($235/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 23–27, 2027 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,150 ($287/night)
The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Jan 23–30, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,650 ($1,093/night)
The Westin St. John - Sunset Bay Villas
Cruz Bay, St. John (USVI)- Jan 23–30, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $4,183 ($598/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 23–27, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $626 ($157/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 23–28, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $759 ($152/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 23–28, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,141 ($228/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 23–28, 2027 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,396 ($279/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 23–30, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,673 ($239/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 23–30, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,039 ($291/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 23–31, 2027 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,004 ($251/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 23–31, 2027 (8 nights)
- 3 bed/2 bath, sleeps 10
- $2,436 ($305/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 23–30, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $13,103 ($1,872/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 23 – Feb 6, 2027 (14 nights)
- 3 bed/2 bath, sleeps 10
- $4,054 ($290/night)
The Grand Mayan at Vidanta Nuevo Vallarta
Nuevo Vallarta, Mexico- Jan 23–30, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $3,680 ($526/night)
The Westin Kierland Villas
Scottsdale, Arizona- Jan 23–30, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,696 ($385/night)
The Westin Kierland Villas
Scottsdale, Arizona- Jan 23–30, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,696 ($385/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Jan 23–30, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 23–30, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,557 ($794/night)
Dawn Beach Club
St. Maarten, Dutch side (Sint Maarten), Sint Maarten & Saint Martin- Jan 23–30, 2027 (7 nights)
- 3 bed/2 bath, sleeps 8
- $4,756 ($679/night)
Club Wyndham Great Smokies Lodge
Sevierville, Tennessee- Jan 23–30, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,282 ($183/night)
Grand Luxxe at Vidanta Riviera Maya
Playa del Carmen, Mexico- Jan 23–30, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,985 ($569/night)
Royal Haciendas
Playa del Carmen, Mexico- Jan 23–30, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,505 ($358/night)
Royal Haciendas
Playa del Carmen, Mexico- Jan 23–30, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,505 ($358/night)
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Jan 23–30, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,344 ($478/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jan 23–30, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,222 ($603/night)
The Royal Sands
Cancun, Mexico- Jan 23–30, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,123 ($303/night)
The Royal Sands
Cancun, Mexico- Jan 23–30, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Jan 23–30, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,154 ($308/night)
The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Jan 23–30, 2027 (7 nights)
- 3 bed/2.5 bath, sleeps 8
- $7,579 ($1,083/night)
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Jan 23–30, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,603 ($658/night)
Royal Cancun (Formerly Club Internacional de Cancun)
Cancun, Mexico- Jan 23–30, 2027 (7 nights)
- 2 bed/1 bath, sleeps 5
- $2,505 ($358/night)
Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Jan 23–30, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $2,505 ($358/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jan 23–30, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,916 ($559/night)
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Jan 23–30, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,932 ($276/night)
Disney's Old Key West Resort
Lake Buena Vista, Florida- Jan 23–30, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,831 ($404/night)
Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Jan 23–30, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $2,968 ($424/night)
Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Jan 23–29, 2027 (6 nights)
- 1 bed/2 bath, sleeps 6
- $1,987 ($331/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)
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Jan 23–30, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,123 ($303/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Jan 23–30, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,655 ($1,094/night)