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.
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The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 3–7, 2026 (4 nights)
- 3 bed/3.5 bath, sleeps 8
- $7,873 ($1,968/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 3–10, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,423 ($346/night)
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The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 3–8, 2026 (5 nights)
- 2 bed/2.5 bath, sleeps 8
- $9,154 ($1,831/night)
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Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Dec 3–9, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $955 ($159/night)
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The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 3–8, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $8,091 ($1,618/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 3–10, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $1,550 ($221/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 3–10, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,451 ($493/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 3–8, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $764 ($153/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 3–12, 2026 (9 nights)
- 2 bed/2 bath, sleeps 8
- $8,200 ($911/night)
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Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Dec 3–6, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $576 ($192/night)
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Villa del Palmar Flamingos
Nuevo Vallarta, Mexico- Dec 3–10, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,314 ($331/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $995 ($142/night)
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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)
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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)
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Club Wyndham Great Smokies Lodge
Sevierville, Tennessee- Dec 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 4–8, 2026 (4 nights)
- 3 bed/2 bath, sleeps 10
- $951 ($238/night)
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Club Wyndham Austin
Austin, Texas- Dec 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,641 ($377/night)
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Club Wyndham Austin
Austin, Texas- Dec 4–8, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $1,077 ($269/night)
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Club Wyndham Great Smokies Lodge
Sevierville, Tennessee- Dec 4–11, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,345 ($335/night)
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Tahiti Village
Las Vegas, Nevada- Dec 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,314 ($331/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 4–7, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $439 ($146/night)
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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
- $6,888 ($984/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 4–8, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $511 ($128/night)
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Makai Club Resort
Princeville, Hawaii- Dec 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,749 ($393/night)
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Tahiti Village
Las Vegas, Nevada- Dec 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,123 ($303/night)
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Club Wyndham Austin
Austin, Texas- Dec 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,978 ($283/night)
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Club Wyndham Austin
Austin, Texas- Dec 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,513 ($502/night)
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Club Wyndham Austin
Austin, Texas- Dec 4–8, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $2,257 ($564/night)
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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)
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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)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 4–11, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,840 ($549/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 4–7, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $535 ($178/night)
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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)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 4–8, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $648 ($162/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 4–8, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $479 ($120/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 4–11, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,696 ($385/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 4–7, 2026 (3 nights)
- 3 bed/2 bath, sleeps 10
- $808 ($269/night)
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Club Wyndham Austin
Austin, Texas- Dec 4–11, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,673 ($239/night)
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Marriott Vacation Club, Waikiki
Honolulu, Hawaii- Dec 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 6
- $2,696 ($385/night)
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Club Wyndham Austin
Austin, Texas- Dec 4–8, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,268 ($317/night)
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Big Cedar Wilderness Club
Ridgedale, Missouri- Dec 4–6, 2026 (2 nights)
- 2 bed/2 bath, sleeps 6
- $1,165 ($582/night)
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Club Wyndham Austin
Austin, Texas- Dec 4–8, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,699 ($425/night)
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Marriott Vacation Club at Los Sueños
Playa Jaco, Costa Rica- Dec 4–12, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $5,312 ($664/night)
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Westgate Town Center
Kissimmee, Florida- Dec 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,022 ($432/night)
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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)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 4–8, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $613 ($153/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $746 ($107/night)
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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)