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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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 4–11, 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
- $2,641 ($377/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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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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The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 4–9, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $8,745 ($1,749/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 Grand Desert
Las Vegas, Nevada- Dec 4–9, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,374 ($275/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
- $6,121 ($874/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 4–12, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $919 ($115/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 Ko Olina Beach Club
Kapolei, Hawaii- Dec 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,440 ($634/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 Orange Tree Golf Resort
Scottsdale, Arizona- Dec 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,048 ($150/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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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)
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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
- $3,295 ($471/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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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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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 4–8, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,083 ($271/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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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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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- Dec 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,132 ($447/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 Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 4–9, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $764 ($153/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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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 4–11, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,914 ($416/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 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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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)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 4–18, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,199 ($229/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/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 #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,876 ($696/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 4–18, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $2,406 ($172/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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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($440/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
- $2,914 ($416/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 4–11, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $839 ($120/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
- $2,696 ($385/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,211 ($173/night)
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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)
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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)
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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)
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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)
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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)