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 2–6, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $4,821 ($1,205/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 2–5, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $355 ($118/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 2–6, 2026 (4 nights)
- 3 bed/2 bath, sleeps 10
- $995 ($249/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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Marriott's Villas at Doral
Miami, Florida- Dec 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,382 ($626/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 3–7, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $728 ($182/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 3–12, 2026 (9 nights)
- 2 bed/2 bath, sleeps 8
- $2,327 ($259/night)
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 Grand Desert
Las Vegas, Nevada- Dec 3–7, 2026 (4 nights)
- 3 bed/2 bath, sleeps 8
- $1,471 ($368/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 3–12, 2026 (9 nights)
- 1 bed/1 bath, sleeps 4
- $1,502 ($167/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 3–12, 2026 (9 nights)
- 3 bed/2 bath, sleeps 8
- $2,985 ($332/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 3–7, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,128 ($282/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 3–8, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $586 ($117/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 3–8, 2026 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,180 ($236/night)
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Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Dec 3–10, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,080 ($154/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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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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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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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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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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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,984 ($712/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 3–7, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $861 ($215/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)
- 1 bed/1 bath, sleeps 4
- $746 ($107/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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Marriott's Shadow Ridge - The Villages
Palm Desert, California- Dec 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/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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Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Dec 4–10, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $922 ($154/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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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 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 #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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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Dec 4–10, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $2,438 ($406/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 #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 4–11, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,077 ($440/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Dec 4–11, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,987 ($284/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
- $3,840 ($549/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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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
- $3,295 ($471/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 4–11, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $1,550 ($221/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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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
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 4–11, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,995 ($428/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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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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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)
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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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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)