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
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 4–12, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $919 ($115/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,804 ($401/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 4–12, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,202 ($150/night)
Verified & Protected
Pono Kai
Kapaa, Hawaii- Dec 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 6
- $1,769 ($253/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 4–9, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $586 ($117/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Austin
Austin, Texas- Dec 4–8, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $1,077 ($269/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Great Smokies Lodge
Sevierville, Tennessee- Dec 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 4–9, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $764 ($153/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Austin
Austin, Texas- Dec 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,641 ($377/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Great Smokies Lodge
Sevierville, Tennessee- Dec 4–11, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,345 ($335/night)
Verified & Protected
Tahiti Village
Las Vegas, Nevada- Dec 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,314 ($331/night)
Verified & Protected
Marriott's St. Kitts Beach Club
Frigate Bay, St. Kitts- Dec 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 4–9, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $897 ($179/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 4–11, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $6,121 ($874/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,440 ($634/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Austin
Austin, Texas- Dec 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,978 ($283/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Austin
Austin, Texas- Dec 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,513 ($502/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 4–7, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $439 ($146/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 4–8, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $648 ($162/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $746 ($107/night)
Verified & Protected
Makai Club Resort
Princeville, Hawaii- Dec 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,749 ($393/night)
Verified & Protected
Marriott's Shadow Ridge - The Villages
Palm Desert, California- Dec 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,848 ($407/night)
Verified & Protected
Tahiti Village
Las Vegas, Nevada- Dec 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,123 ($303/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 4–9, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,374 ($275/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 4–12, 2026 (8 nights)
- 3 bed/2 bath, sleeps 10
- $1,856 ($232/night)
Verified & Protected
The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 4–9, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $8,745 ($1,749/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 4–8, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $888 ($222/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,621 ($517/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,404 ($486/night)
Verified & Protected
Big Cedar Wilderness Club
Ridgedale, Missouri- Dec 4–6, 2026 (2 nights)
- 2 bed/2 bath, sleeps 6
- $1,165 ($582/night)
Verified & Protected
Villa La Valencia Beach Resort & Spa
San Jose del Cabo, Mexico- Dec 4–11, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $3,022 ($432/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,548 ($650/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,022 ($432/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 4–7, 2026 (3 nights)
- 3 bed/2 bath, sleeps 10
- $808 ($269/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 4–8, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $479 ($120/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 4–11, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $3,295 ($471/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 4–8, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,083 ($271/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 4–8, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $613 ($153/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Austin
Austin, Texas- Dec 4–8, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,699 ($425/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Dec 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,022 ($432/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 4–9, 2026 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,180 ($236/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $995 ($142/night)
Verified & Protected
Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Dec 4–5, 2026 (1 night)
- Studio/1 bath, sleeps 4
- $511 ($511/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 4–8, 2026 (4 nights)
- 3 bed/2 bath, sleeps 10
- $951 ($238/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,295 ($471/night)
Verified & Protected
Hilton Grand Vacations at the Flamingo
Las Vegas, Nevada- Dec 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,434 ($205/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,649 ($521/night)
Voted Top Pick 2026
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Dec 4–11, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,458 ($494/night)