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
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $12,559 ($1,794/night)
Verified & Protected
Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Jan 4–11, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,123 ($303/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 4–16, 2027 (12 nights)
- 2 bed/2 bath, sleeps 6
- $3,413 ($284/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 4–9, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $697 ($139/night)
Verified & Protected
Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Jan 4–11, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $9,290 ($1,327/night)
Verified & Protected
Villas at Disneyland Hotel
Anaheim, California- Jan 4–8, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $1,952 ($488/night)
Verified & Protected
Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 4–11, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,584 ($798/night)
CHOOSE YOUR OWN DATES
Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 4–9, 2027 (5 nights)
- 3 bed/2 bath, sleeps 8
- $2,145 ($429/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 4–9, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,079 ($216/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,418 ($1,203/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Great Smokies Lodge
Sevierville, Tennessee- Jan 4–9, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $626 ($125/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 4–9, 2027 (5 nights)
- 3 bed/2 bath, sleeps 8
- $1,462 ($292/night)
Verified & Protected
The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Jan 4–11, 2027 (7 nights)
- 3 bed/2.5 bath, sleeps 8
- $9,780 ($1,397/night)
Verified & Protected
Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,404 ($486/night)
Verified & Protected
Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Jan 4–11, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,932 ($276/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 4–11, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $10,925 ($1,561/night)
Verified & Protected
Club Wyndham Bali Hai Villas
Princeville, Hawaii- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,859 ($408/night)
Verified & Protected
Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,731 ($533/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 4–11, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $11,207 ($1,601/night)
Verified & Protected
Voted Top Pick 2026
The Royal Sands
Cancun, Mexico- Jan 4–7, 2027 (3 nights)
- Studio/1 bath, sleeps 2
- $826 ($275/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 4–11, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,840 ($549/night)
Verified & Protected
Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Jan 4–11, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $2,532 ($362/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Great Smokies Lodge
Sevierville, Tennessee- Jan 4–9, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $848 ($170/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Great Smokies Lodge
Sevierville, Tennessee- Jan 4–9, 2027 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,057 ($211/night)
Verified & Protected
Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,222 ($603/night)
Verified & Protected
Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Jan 4–11, 2027 (7 nights)
- 1 bed/1 bath, sleeps 6
- $2,276 ($325/night)
Verified & Protected
Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Jan 4–8, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $2,640 ($660/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 4–11, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,314 ($331/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 4–11, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,748 ($821/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jan 4–11, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $6,020 ($860/night)
Verified & Protected
Marriott's Desert Springs Villas
Palm Desert, California- Jan 4–18, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $4,145 ($296/night)
Verified & Protected
WorldMark Park City
Park City, Utah- Jan 4–11, 2027 (7 nights)
- 3 bed/3 bath, sleeps 8
- $6,129 ($876/night)
Verified & Protected
Pueblo Bonito Resort at Emerald Bay
Mazatlan, Mexico- Jan 4–11, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $2,205 ($315/night)
Verified & Protected
Paradise Village Beach Resort & Spa
Nuevo Vallarta, Mexico- Jan 4–12, 2027 (8 nights)
- 2 bed/2 bath, sleeps 6
- $3,513 ($439/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 5–10, 2027 (5 nights)
- 3 bed/2 bath, sleeps 8
- $1,682 ($336/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 5–10, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $817 ($163/night)
Verified & Protected
Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Jan 5–10, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $1,935 ($387/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 5–12, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,119 ($160/night)
Verified & Protected
Villas at Disneyland Hotel
Anaheim, California- Jan 5–9, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $2,183 ($546/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,673 ($239/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,110 ($1,016/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 5–10, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $968 ($194/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 5–10, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,268 ($254/night)
Verified & Protected
WorldMark Las Vegas - Boulevard
Las Vegas, Nevada- Jan 5–10, 2027 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,109 ($222/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,984 ($712/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Long Wharf
Newport, Rhode Island- Jan 5–8, 2027 (3 nights)
- 2 bed/2 bath, sleeps 6
- $307 ($102/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 5–12, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,673 ($239/night)