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 22–29, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,545 ($1,078/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 22–29, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,526 ($1,218/night)
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The Ritz-Carlton Club, Vail
Vail, Colorado- Jan 22–29, 2027 (7 nights)
- 3 bed/3.5 bath, sleeps 8
- $13,105 ($1,872/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jan 22–29, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $4,330 ($619/night)
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Divi Village Golf and Beach Resort
Oranjestad, Aruba- Jan 22–29, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($331/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jan 22–29, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,995 ($428/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
- $8,746 ($1,249/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Jan 22–29, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- Jan 22–29, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,968 ($424/night)
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The Cliffs at Princeville
Princeville, Hawaii- Jan 22–29, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $2,260 ($323/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 22–25, 2027 (3 nights)
- 3 bed/2 bath, sleeps 10
- $1,057 ($352/night)
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Garza Blanca Resort & Spa Los Cabos
Cabo San Lucas, Mexico- Jan 22–29, 2027 (7 nights)
- 2 bed/3 bath, sleeps 6
- $11,198 ($1,600/night)
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Bantry Bay
Bantry Bay, South Africa, Africa- Jan 22–29, 2027 (7 nights)
- 2 bed/2 bath, sleeps 4
- $3,513 ($502/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Jan 22–29, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,824 ($832/night)
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Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Jan 22–29, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $3,380 ($483/night)
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The Westin Riverfront Mountain Villas
Avon, Colorado- Jan 22–29, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 22–25, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $586 ($195/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jan 22–29, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $4,380 ($626/night)
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Westgate Park City Resort & Spa
Park City, Utah- Jan 22–29, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,750 ($393/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 22–25, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $876 ($292/night)
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 22–29, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,537 ($220/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Jan 22–29, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Jan 22–29, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $1,967 ($281/night)
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Marriott's Canyon Villas at Desert Ridge
Phoenix, Arizona- Jan 22–29, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,731 ($533/night)
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Marriott's Summit Watch
Park City, Utah- Jan 22–25, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $1,878 ($626/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 22–29, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,108 ($1,015/night)
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Club Wyndham Long Wharf
Newport, Rhode Island- Jan 22–29, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $839 ($120/night)
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Eagle Aruba Resort
Oranjestad, Aruba- Jan 22–29, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,445 ($349/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 22–29, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,066 ($438/night)
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Eagle's Nest Beach Resort
Marco Island, Florida- Jan 22–29, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,385 ($626/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 22–29, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,963 ($1,280/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 22–25, 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 22–29, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,673 ($239/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 22–29, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,039 ($291/night)
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The Ritz-Carlton Club, Vail
Vail, Colorado- Jan 22–26, 2027 (4 nights)
- 2 bed/2.5 bath, sleeps 8
- $8,091 ($2,023/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)
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The Point at Poipu
Koloa, Hawaii- Jan 22–29, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,513 ($502/night)
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Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Jan 22–26, 2027 (4 nights)
- 2 bed/3 bath, sleeps 8
- $3,073 ($768/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Jan 22–29, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,557 ($794/night)
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Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Jan 22–29, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $4,704 ($672/night)
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The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Jan 22–29, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,200 ($1,171/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 22–29, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,748 ($678/night)
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Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Jan 23–30, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,655 ($1,094/night)
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Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Jan 23–30, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,655 ($1,094/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Jan 23–24, 2027 (1 night)
- Studio/1 bath, sleeps 5
- $639 ($639/night)
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Divi Village Golf and Beach Resort
Oranjestad, Aruba- Jan 23–30, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,167 ($595/night)
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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- Jan 23–30, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,186 ($455/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 23–30, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,431 ($490/night)