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 8–13, 2027 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,550 ($310/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 8–13, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,276 ($255/night)
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Marriott's Summit Watch
Park City, Utah- Jan 8–12, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $2,640 ($660/night)
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Kona Coast Resort
Kailua-Kona, Hawaii- Jan 8–22, 2027 (14 nights)
- 1 bed/2 bath, sleeps 4
- $4,058 ($290/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,673 ($239/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,475 ($782/night)
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The Ritz-Carlton Club, Vail
Vail, Colorado- Jan 8–15, 2027 (7 nights)
- 3 bed/3.5 bath, sleeps 8
- $14,140 ($2,020/night)
The Ritz-Carlton Club, Vail
Vail, Colorado- Jan 8–15, 2027 (7 nights)
- 3 bed/3.5 bath, sleeps 8
- $15,285 ($2,184/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Jan 8–15, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,458 ($494/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,110 ($1,016/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 8–15, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,119 ($160/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 8–11, 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 8–13, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,276 ($255/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jan 8–15, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,001 ($429/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Jan 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
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Eagle's Nest Beach Resort
Marco Island, Florida- Jan 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Jan 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,938 ($848/night)
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Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Jan 8–15, 2027 (7 nights)
- 3 bed/4 bath, sleeps 12
- $6,129 ($876/night)
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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- Jan 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,186 ($455/night)
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Westgate Palace
Orlando, Florida- Jan 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 4
- $1,190 ($170/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Jan 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,404 ($486/night)
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Westgate Lakes Resort & Spa
Orlando, Florida- Jan 8–15, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,893 ($270/night)
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Marriott's Canyon Villas at Desert Ridge
Phoenix, Arizona- Jan 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
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Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Jan 8–15, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,750 ($393/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 8–15, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,987 ($284/night)
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Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Jan 8–15, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $3,292 ($470/night)
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Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Jan 8–15, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $1,879 ($268/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 8–15, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,039 ($291/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 8–15, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,673 ($239/night)
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Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Jan 8–15, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $4,704 ($672/night)
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The Innsbruck Aspen
Aspen, Colorado- Jan 8–10, 2027 (2 nights)
- 1 bed/2 bath, sleeps 4
- $3,295 ($1,648/night)
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Club Wyndham Long Wharf
Newport, Rhode Island- Jan 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $839 ($120/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 9–16, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,673 ($239/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 9–16, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,039 ($291/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 9–16, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,039 ($291/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 9–16, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,589 ($227/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 9–23, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $1,365 ($98/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 9–23, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $2,711 ($194/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 9–23, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,199 ($229/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Jan 9–16, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,365 ($766/night)
Voted Top Pick 2026
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Jan 9–16, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,840 ($549/night)
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Voted Top Pick 2026
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Jan 9–16, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,840 ($549/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Jan 9–16, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,404 ($486/night)
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Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Jan 9–16, 2027 (7 nights)
- 1 bed/1 bath, sleeps 6
- $3,294 ($471/night)
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The Estates at Vidanta Nuevo Vallarta
Nuevo Vallarta, Mexico- Jan 9–16, 2027 (7 nights)
- 4 bed/4.5 bath, sleeps 12
- $16,376 ($2,339/night)
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Club Wyndham Austin
Austin, Texas- Jan 9–23, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $3,932 ($281/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jan 9–22, 2027 (13 nights)
- 1 bed/1 bath, sleeps 4
- $8,881 ($683/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 9–23, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $2,701 ($193/night)