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 4–11, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,404 ($486/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 4–15, 2027 (11 nights)
- 1 bed/1 bath, sleeps 4
- $1,356 ($123/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 4–11, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $4,058 ($580/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,982 ($1,140/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,966 ($852/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,655 ($1,094/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,513 ($502/night)
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Pueblo Bonito Resort at Emerald Bay
Mazatlan, Mexico- Jan 4–11, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $2,532 ($362/night)
Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,404 ($486/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,200 ($1,171/night)
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Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Jan 4–11, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $9,290 ($1,327/night)
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WorldMark Park City
Park City, Utah- Jan 4–11, 2027 (7 nights)
- 4 bed/3 bath, sleeps 12
- $7,655 ($1,094/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 4–15, 2027 (11 nights)
- 1 bed/1 bath, sleeps 4
- $968 ($88/night)
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WorldMark Park City
Park City, Utah- Jan 4–11, 2027 (7 nights)
- 3 bed/3 bath, sleeps 8
- $6,129 ($876/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,564 ($938/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 4–11, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,314 ($331/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 4–11, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,584 ($798/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,654 ($1,093/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 4–11, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $11,207 ($1,601/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 5–10, 2027 (5 nights)
- 3 bed/2 bath, sleeps 8
- $1,682 ($336/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,034 ($719/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jan 5–12, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $7,083 ($1,012/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- Jan 5–11, 2027 (6 nights)
- Studio/1 bath, sleeps 4
- $2,026 ($338/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 5–12, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $2,640 ($377/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 5–10, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $817 ($163/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 5–10, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,268 ($254/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Jan 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,093 ($1,156/night)
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Hyatt Windward Pointe Resort
Key West, Florida- Jan 5–9, 2027 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,824 ($456/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Jan 5–11, 2027 (6 nights)
- Studio/1 bath, sleeps 4
- $1,895 ($316/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Jan 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,854 ($979/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 6–13, 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 6–12, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $986 ($164/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Jan 6–11, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $1,967 ($393/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 6–11, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $924 ($185/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 6–17, 2027 (11 nights)
- 2 bed/2 bath, sleeps 8
- $2,118 ($193/night)
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Disney's Beach Club Villas
Lake Buena Vista, Florida- Jan 6–11, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $3,466 ($693/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 6–11, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $459 ($92/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 6–11, 2027 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,550 ($310/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 6–11, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,074 ($215/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 6–13, 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 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,153 ($308/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 6–11, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $626 ($125/night)
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Club Wyndham National Harbor
National Harbor, Maryland- Jan 6–10, 2027 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,778 ($444/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 6–11, 2027 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,550 ($310/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 6–17, 2027 (11 nights)
- 1 bed/1 bath, sleeps 4
- $1,061 ($96/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 6–13, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,039 ($291/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Jan 6–11, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $2,996 ($599/night)