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 #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 17–24, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,290 ($1,327/night)
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 17–20, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($1,098/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 17–24, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,558 ($508/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 17–24, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,119 ($160/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Jan 17–22, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,385 ($277/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 17–24, 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 17–24, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,039 ($291/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 17–24, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,083 ($1,012/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 17–24, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,673 ($239/night)
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Marriott's Waikoloa Ocean Club
Waikoloa Village, Hawaii- Jan 17–24, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,166 ($595/night)
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Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Jan 18–22, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $2,327 ($582/night)
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Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Jan 18–23, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,903 ($581/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 18–25, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,077 ($440/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 18–25, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,584 ($798/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 18–22, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $1,987 ($497/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 18–25, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,930 ($704/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 18–25, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,655 ($1,094/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 18–25, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,710 ($673/night)
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Disney's Polynesian Villas & Bungalows
Lake Buena Vista, Florida- Jan 18–21, 2027 (3 nights)
- Studio/1 bath, sleeps 2
- $1,442 ($481/night)
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The Ritz-Carlton Club, Lake Tahoe
Truckee, California- Jan 18–25, 2027 (7 nights)
- 3 bed/3 bath, sleeps 8
- $10,707 ($1,530/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 18–25, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,870 ($696/night)
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Vista Encantada Spa Resort & Residences
Cabo San Lucas, Mexico- Jan 18–25, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,750 ($393/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 18–25, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,238 ($891/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 18–21, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $247 ($82/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 18–21, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $343 ($114/night)
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Marriott's Summit Watch
Park City, Utah- Jan 18–25, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,061 ($723/night)
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The Ritz-Carlton Club, Lake Tahoe
Truckee, California- Jan 18–22, 2027 (4 nights)
- 3 bed/3.5 bath, sleeps 8
- $6,129 ($1,532/night)
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WorldMark Kona Resort
Kailua-Kona, Hawaii- Jan 18–29, 2027 (11 nights)
- 2 bed/2 bath, sleeps 6
- $2,965 ($270/night)
WorldMark Steamboat Springs Resort
Steamboat Springs, Colorado- Jan 18–25, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 18–25, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,655 ($1,094/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 18–25, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,456 ($922/night)
Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Jan 18–25, 2027 (7 nights)
- 1 bed/3 bath, sleeps 8
- $4,603 ($658/night)
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Marriott's Summit Watch
Park City, Utah- Jan 18–25, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,946 ($707/night)
Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Jan 18–25, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,015 ($859/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 18–25, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,824 ($689/night)
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Club Wyndham South Shore
Zephyr Cove, Nevada- Jan 18–22, 2027 (4 nights)
- 2 bed/2 bath, sleeps 6
- $995 ($249/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 18–25, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,227 ($1,175/night)
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Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Jan 18–30, 2027 (12 nights)
- 1 bed/1 bath, sleeps 4
- $1,264 ($105/night)
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Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Jan 18–30, 2027 (12 nights)
- 2 bed/2 bath, sleeps 8
- $1,926 ($160/night)
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Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Jan 18–30, 2027 (12 nights)
- 3 bed/2 bath, sleeps 8
- $2,327 ($194/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 18–21, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $487 ($162/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 18–21, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $535 ($178/night)
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Club Wyndham South Shore
Zephyr Cove, Nevada- Jan 18–22, 2027 (4 nights)
- 3 bed/2 bath, sleeps 8
- $1,207 ($302/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 19–26, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,039 ($291/night)
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Divi Village Golf and Beach Resort
Oranjestad, Aruba- Jan 19–30, 2027 (11 nights)
- 1 bed/2 bath, sleeps 4
- $7,818 ($711/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 19–26, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,119 ($160/night)
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Club Wyndham Nashville
Nashville, Tennessee- Jan 19–24, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $826 ($165/night)
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Club Wyndham Nashville
Nashville, Tennessee- Jan 19–24, 2027 (5 nights)
- 2 bed/2 bath, sleeps 6
- $543 ($109/night)