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 Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 21–27, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,475 ($246/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 21–25, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,077 ($269/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 21–26, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $852 ($170/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 21–29, 2027 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,870 ($234/night)
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Club Wyndham Harbour Lights
San Diego, California- Jan 21–26, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $1,048 ($210/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 21–28, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $2,963 ($423/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 21–29, 2027 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,251 ($156/night)
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The Ridge Tahoe
Stateline, Nevada- Jan 21–25, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,987 ($497/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 21–25, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,077 ($269/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Jan 21–28, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,096 ($299/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 21–24, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $876 ($292/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 21–26, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,260 ($252/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 21–27, 2027 (6 nights)
- 3 bed/2 bath, sleeps 10
- $1,795 ($299/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 21–24, 2027 (3 nights)
- 3 bed/2 bath, sleeps 8
- $1,057 ($352/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 21–24, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $876 ($292/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 21–24, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $535 ($178/night)
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Westgate Park City Resort & Spa
Park City, Utah- Jan 21–25, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $2,336 ($584/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,655 ($1,094/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 21–24, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $586 ($195/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 21–26, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,276 ($255/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 21–24, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $586 ($195/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 21–26, 2027 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,550 ($310/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 21–26, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $543 ($109/night)
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,418 ($1,203/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 21–26, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,276 ($255/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 21–25, 2027 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,304 ($326/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 21–27, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $986 ($164/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Jan 21–28, 2027 (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- Jan 21–27, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,475 ($246/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 21–24, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $906 ($302/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 21–24, 2027 (3 nights)
- 3 bed/2 bath, sleeps 10
- $1,057 ($352/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Jan 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,712 ($673/night)
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The Cliff Club at Snowbird
Snowbird, Utah- Jan 22–29, 2027 (7 nights)
- 2 bed/3 bath, sleeps 10
- $7,655 ($1,094/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 22–29, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,696 ($385/night)
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Bluegreen Club 36
Las Vegas, Nevada- Jan 22–26, 2027 (4 nights)
- 2 bed/2 bath, sleeps 6
- $4,385 ($1,096/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 22–25, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $876 ($292/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 22–25, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $586 ($195/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jan 22–29, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $4,380 ($626/night)
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Hilton Grand Vacations at the Flamingo
Las Vegas, Nevada- Jan 22–29, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,772 ($253/night)
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The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Jan 22–29, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $9,067 ($1,295/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 22–29, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,526 ($1,218/night)
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WorldMark Estes Park
Estes Park, Colorado- Jan 22–29, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,696 ($385/night)
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The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Jan 22–29, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,200 ($1,171/night)
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Garza Blanca Resort & Spa Los Cabos
Cabo San Lucas, Mexico- Jan 22–29, 2027 (7 nights)
- 2 bed/3 bath, sleeps 6
- $11,198 ($1,600/night)
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Grand Timber Lodge
Breckenridge, Colorado- Jan 22–29, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($440/night)
Westgate Park City Resort & Spa
Park City, Utah- Jan 22–29, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,824 ($689/night)
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Eagle's Nest Beach Resort
Marco Island, Florida- Jan 22–29, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,385 ($626/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 22–27, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,276 ($255/night)