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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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jan 8–15, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,344 ($478/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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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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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jan 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,385 ($198/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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The Manhattan Club
New York City, New York- Jan 8–15, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $1,856 ($265/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Jan 8–14, 2027 (6 nights)
- 2 bed/2 bath, sleeps 6
- $2,903 ($484/night)
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WorldMark Canmore - Banff
Canmore, Alberta, Canada- Jan 8–15, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,042 ($292/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Jan 8–14, 2027 (6 nights)
- 2 bed/2 bath, sleeps 6
- $2,519 ($420/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 8–14, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,568 ($261/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 8–14, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,207 ($201/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 8–14, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $826 ($138/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 #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,739 ($963/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 8–13, 2027 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,550 ($310/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
- $6,053 ($865/night)
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The Cliffs at Princeville
Princeville, Hawaii- Jan 8–15, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $1,660 ($237/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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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 8–15, 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 8–13, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,276 ($255/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 SeaWatch Resort
Myrtle Beach, South Carolina- Jan 8–18, 2027 (10 nights)
- 2 bed/2 bath, sleeps 8
- $1,699 ($170/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 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)
- Studio/1 bath, sleeps 2
- $1,879 ($268/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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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jan 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,083 ($1,012/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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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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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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Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Jan 8–17, 2027 (9 nights)
- 2 bed/2 bath, sleeps 8
- $1,568 ($174/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
- $6,282 ($897/night)
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Sheraton Mountain Vista Villas
Avon, Colorado- Jan 8–12, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $2,205 ($551/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
- $852 ($170/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jan 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,110 ($1,016/night)
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Club Wyndham South Shore
Zephyr Cove, Nevada- Jan 8–11, 2027 (3 nights)
- 3 bed/2 bath, sleeps 8
- $1,453 ($484/night)
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Club Wyndham South Shore
Zephyr Cove, Nevada- Jan 8–11, 2027 (3 nights)
- 2 bed/2 bath, sleeps 6
- $1,119 ($373/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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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,456 ($922/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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Marriott's Summit Watch
Park City, Utah- Jan 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,908 ($701/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 8–11, 2027 (3 nights)
- 3 bed/3 bath, sleeps 10
- $3,622 ($1,207/night)
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The Ritz-Carlton Club, Vail
Vail, Colorado- Jan 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $12,996 ($1,857/night)
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Marriott's Summit Watch
Park City, Utah- Jan 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
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WorldMark South Shore
Zephyr Cove, Nevada- Jan 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,665 ($238/night)