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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The Ritz-Carlton Club, Vail
Vail, Colorado- Jan 17–22, 2027 (5 nights)
- 3 bed/3.5 bath, sleeps 8
- $9,835 ($1,967/night)
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 17–24, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,775 ($1,111/night)
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 17–24, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,020 ($860/night)
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 17–24, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Jan 17–23, 2027 (6 nights)
- Studio/1 bath, sleeps 4
- $1,987 ($331/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 17–24, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $2,859 ($408/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 17–24, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,167 ($595/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jan 17–24, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,492 ($1,070/night)
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Disney's Polynesian Villas & Bungalows
Lake Buena Vista, Florida- Jan 17–20, 2027 (3 nights)
- Studio/1 bath, sleeps 5
- $1,581 ($527/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
- $9,290 ($1,327/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
- $3,622 ($517/night)
Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- Jan 17–24, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 17–24, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $2,532 ($362/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jan 17–24, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,492 ($1,070/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 17–24, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 17–24, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($821/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
- $5,802 ($829/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Jan 17–21, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $2,859 ($715/night)
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Marriott's Canyon Villas at Desert Ridge
Phoenix, Arizona- Jan 17–24, 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 17–22, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $3,458 ($692/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jan 17–24, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,731 ($533/night)
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Marriott's Canyon Villas at Desert Ridge
Phoenix, Arizona- Jan 17–24, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,619 ($374/night)
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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- Jan 17–21, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,506 ($376/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
- $3,077 ($440/night)
Divi Village Golf and Beach Resort
Oranjestad, Aruba- Jan 17–24, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,510 ($359/night)
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The Ritz-Carlton Club, Vail
Vail, Colorado- Jan 17–22, 2027 (5 nights)
- 2 bed/2 bath, sleeps 6
- $4,760 ($952/night)
Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Jan 17–24, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,113 ($1,016/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 17–24, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,077 ($440/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 17–24, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,802 ($829/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 #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 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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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)
- 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
- $4,382 ($626/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 Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 18–25, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,368 ($624/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)
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
- $8,745 ($1,249/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
- $5,748 ($821/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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Marriott's Kauai Lagoons - Kalanipu'u
Lihue, Hawaii- Jan 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,984 ($712/night)
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Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Jan 20–24, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $2,100 ($525/night)
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Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Jan 21–25, 2027 (4 nights)
- 1 bed/2 bath, sleeps 6
- $1,550 ($388/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
- $7,652 ($1,093/night)
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The Westin St. John - Sunset Bay Villas
Cruz Bay, St. John (USVI)- Jan 22–29, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,200 ($1,171/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 22–29, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,295 ($471/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 22–29, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $10,380 ($1,483/night)