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.
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,036 ($1,148/night)
The Royal Sands
Cancun, Mexico- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,183 ($740/night)
The Royal Sands
Cancun, Mexico- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,222 ($603/night)
The Royal Sands
Cancun, Mexico- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,923 ($703/night)
The Manhattan Club
New York City, New York- Dec 26–30, 2026 (4 nights)
- 1 bed/2 bath, sleeps 4
- $2,859 ($715/night)
Marriott's Oceana Palms
Riviera Beach, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,884 ($983/night)
Sheraton Vistana Resort
Orlando, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,734 ($248/night)
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,257 ($751/night)
Westgate Lakes Resort & Spa
Orlando, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,978 ($283/night)
Sheraton Vistana Resort
Orlando, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,742 ($249/night)
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $3,787 ($541/night)
The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $4,603 ($658/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,921 ($1,560/night)
Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 3 bed/3.5 bath, sleeps 10
- $6,091 ($870/night)
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($331/night)
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,276 ($325/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $3,817 ($545/night)
Divi Village Golf and Beach Resort
Oranjestad, Aruba- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($331/night)
Divi Village Golf and Beach Resort
Oranjestad, Aruba- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,001 ($429/night)
Club Wyndham Avenue Plaza
New Orleans, Louisiana- Dec 26–31, 2026 (5 nights)
- Studio/1 bath, sleeps 2
- $759 ($152/night)
Club Wyndham Avenue Plaza
New Orleans, Louisiana- Dec 26–30, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $697 ($174/night)
Club Wyndham Avenue Plaza
New Orleans, Louisiana- Dec 26–30, 2026 (4 nights)
- Studio/1 bath, sleeps 2
- $626 ($157/night)
Grand Timber Lodge
Breckenridge, Colorado- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,519 ($788/night)
Divi Village Golf and Beach Resort
Oranjestad, Aruba- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,154 ($308/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,426 ($1,061/night)
Marriott's Imperial Palm Villas
Orlando, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,917 ($417/night)
The Westin Mission Hills Villas
Rancho Mirage, California- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,794 ($685/night)
Holiday Inn Club Vacations at South Beach Resort
Myrtle Beach, South Carolina- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 3 bed/3 bath, sleeps 8
- $1,925 ($275/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,099 ($728/night)
The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $7,380 ($1,054/night)
Westgate Lakes Resort & Spa
Orlando, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $3,077 ($440/night)
Divi Village Golf and Beach Resort
Oranjestad, Aruba- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,535 ($362/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $16,483 ($2,355/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $9,834 ($1,405/night)
Westgate Lakes Resort & Spa
Orlando, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,390 ($341/night)
Marriott's Sabal Palms
Orlando, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,696 ($385/night)
Sheraton Vistana Resort
Orlando, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,742 ($249/night)
Sheraton Vistana Resort
Orlando, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,742 ($249/night)
Sheraton Vistana Resort
Orlando, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($331/night)
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,183 ($312/night)
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,565 ($652/night)
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
Marriott's Summit Watch
Park City, Utah- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,854 ($979/night)
Divi Village Golf and Beach Resort
Oranjestad, Aruba- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,001 ($429/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,274 ($1,039/night)
Marriott's Canyon Villas at Desert Ridge
Phoenix, Arizona- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,222 ($603/night)
Marriott's Canyon Villas at Desert Ridge
Phoenix, Arizona- Dec 26, 2026 – Jan 2, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)