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 South Shore
Zephyr Cove, Nevada- Jan 4–8, 2027 (4 nights)
- 3 bed/2 bath, sleeps 8
- $1,207 ($302/night)
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Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Jan 4–7, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $483 ($161/night)
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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)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 4–8, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $710 ($178/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,200 ($1,171/night)
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Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Jan 4–11, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $1,522 ($218/night)
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Marriott's Desert Springs Villas
Palm Desert, California- Jan 4–18, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $4,145 ($296/night)
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Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,274 ($1,039/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 4–10, 2027 (6 nights)
- 2 bed/2 bath, sleeps 6
- $1,795 ($299/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,358 ($623/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,488 ($213/night)
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Club Wyndham Harbour Lights
San Diego, California- Jan 4–8, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $639 ($160/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 4–10, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $986 ($164/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 4–7, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $415 ($138/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 4–7, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $896 ($299/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 4–7, 2027 (3 nights)
- 3 bed/2 bath, sleeps 10
- $746 ($249/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 4–7, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $603 ($201/night)
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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)
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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)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,153 ($308/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 4–8, 2027 (4 nights)
- 2 bed/2 bath, sleeps 6
- $995 ($249/night)
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Pueblo Bonito Resort at Emerald Bay
Mazatlan, Mexico- Jan 4–11, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $2,205 ($315/night)
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Club Wyndham Harbour Lights
San Diego, California- Jan 4–9, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $924 ($185/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 4–7, 2027 (3 nights)
- 2 bed/2 bath, sleeps 6
- $746 ($249/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,655 ($1,094/night)
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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)
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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)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 4–10, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,475 ($246/night)
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Villas at Disneyland Hotel
Anaheim, California- Jan 4–8, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $1,952 ($488/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 4–8, 2027 (4 nights)
- 3 bed/2 bath, sleeps 10
- $995 ($249/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 4–10, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,444 ($241/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 4–11, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $719 ($103/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 4–11, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $968 ($138/night)
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WorldMark Park City
Park City, Utah- Jan 4–11, 2027 (7 nights)
- 3 bed/3 bath, sleeps 8
- $6,129 ($876/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,682 ($240/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,982 ($1,140/night)
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Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Jan 4–11, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,312 ($187/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 4–8, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $535 ($134/night)
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Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Jan 4–11, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $2,314 ($331/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 4–8, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,194 ($298/night)
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Club Wyndham South Shore
Zephyr Cove, Nevada- Jan 4–7, 2027 (3 nights)
- 3 bed/2 bath, sleeps 8
- $906 ($302/night)
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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)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,513 ($502/night)
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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)
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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)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 4–11, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,039 ($291/night)
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WorldMark Park City
Park City, Utah- Jan 4–11, 2027 (7 nights)
- 4 bed/3 bath, sleeps 12
- $7,655 ($1,094/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 5–10, 2027 (5 nights)
- 3 bed/2 bath, sleeps 8
- $1,682 ($336/night)