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
- $7,110 ($1,016/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jan 17–24, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Jan 17–24, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,471 ($210/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Jan 17–23, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $4,385 ($731/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
- $3,404 ($486/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 17–24, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $10,925 ($1,561/night)
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Disney's Polynesian Villas & Bungalows
Lake Buena Vista, Florida- Jan 17–23, 2027 (6 nights)
- Studio/1 bath, sleeps 5
- $3,230 ($538/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 17–31, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $1,612 ($115/night)
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The Villas at Disney's Grand Floridian Resort & Spa
Lake Buena Vista, Florida- Jan 17–20, 2027 (3 nights)
- Studio/1 bath, sleeps 5
- $1,637 ($546/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 17–20, 2027 (3 nights)
- 2 bed/2 bath, sleeps 6
- $746 ($249/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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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 17–24, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,583 ($798/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 17–20, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $415 ($138/night)
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Club Wyndham South Shore
Zephyr Cove, Nevada- Jan 17–25, 2027 (8 nights)
- 3 bed/2 bath, sleeps 8
- $2,937 ($367/night)
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Club Wyndham South Shore
Zephyr Cove, Nevada- Jan 17–23, 2027 (6 nights)
- 3 bed/2 bath, sleeps 8
- $2,074 ($346/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jan 17–24, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,276 ($611/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 18–22, 2027 (4 nights)
- 2 bed/2 bath, sleeps 6
- $995 ($249/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 18–22, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,194 ($298/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 18–22, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $1,987 ($497/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 18–22, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $804 ($201/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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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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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 18–25, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,673 ($239/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
- $7,219 ($1,031/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 18–22, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($769/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
- $8,745 ($1,249/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 18–25, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,039 ($291/night)
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 18–25, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $9,833 ($1,405/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
- $5,802 ($829/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 18–22, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $535 ($134/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
- $6,020 ($860/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 18–25, 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 18–25, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,153 ($308/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
- $4,874 ($696/night)
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Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Jan 18–22, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $2,188 ($547/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
- $6,456 ($922/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
- $2,963 ($423/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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The Ritz-Carlton Club, Lake Tahoe
Truckee, California- Jan 18–25, 2027 (7 nights)
- 3 bed/3 bath, sleeps 8
- $14,195 ($2,028/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 18–25, 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 18–22, 2027 (4 nights)
- 3 bed/2 bath, sleeps 10
- $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)
- Studio/1 bath, sleeps 4
- $3,513 ($502/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
- $7,873 ($716/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Jan 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Jan 19–25, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $6,020 ($1,003/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Jan 20–24, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $2,423 ($606/night)
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Marriott's Kauai Lagoons - Kalanipu'u
Lihue, Hawaii- Jan 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,984 ($712/night)