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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Westgate Lakes Resort & Spa
Orlando, Florida- Jan 8–15, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,893 ($270/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
- $6,456 ($922/night)
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Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Jan 8–12, 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 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,873 ($1,125/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
- $1,673 ($239/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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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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Villa del Palmar Flamingos
Nuevo Vallarta, Mexico- Jan 8–15, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,077 ($440/night)
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Kona Coast Resort
Kailua-Kona, Hawaii- Jan 8–22, 2027 (14 nights)
- 1 bed/2 bath, sleeps 4
- $4,058 ($290/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
- $3,077 ($440/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 8–15, 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 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,039 ($291/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 #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,838 ($977/night)
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Club Wyndham Inn on Long Wharf
Newport, Rhode Island- Jan 8–15, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $503 ($72/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 8–22, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $2,222 ($159/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 8–22, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,321 ($237/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 8–22, 2027 (14 nights)
- 3 bed/2 bath, sleeps 10
- $4,054 ($290/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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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 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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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 8–22, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $3,321 ($237/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 8–22, 2027 (14 nights)
- 2 bed/2 bath, sleeps 6
- $4,054 ($290/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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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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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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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)
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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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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,019 ($860/night)
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The Cliff Club at Snowbird
Snowbird, Utah- Jan 9–16, 2027 (7 nights)
- 2 bed/3 bath, sleeps 10
- $10,924 ($1,561/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 9–23, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $1,849 ($132/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Jan 9–16, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $7,655 ($1,094/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Jan 9–16, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,631 ($1,233/night)
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Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Jan 9–16, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,219 ($1,031/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- Jan 9–16, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,831 ($404/night)
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Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Jan 9–13, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $2,327 ($582/night)
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Royal Haciendas
Playa del Carmen, Mexico- Jan 9–16, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $999 ($143/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 9–16, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,222 ($603/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 9–16, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,119 ($160/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 9–16, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $2,641 ($377/night)
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Voted Top Pick 2026
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Jan 9–16, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,817 ($688/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jan 9–16, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,783 ($398/night)
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Voted Top Pick 2026
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Jan 9–16, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,513 ($502/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jan 9–16, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,497 ($500/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 9–16, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,085 ($869/night)
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Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Jan 9–16, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 9–12, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $331 ($110/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 9–12, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $719 ($240/night)