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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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 14–21, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,222 ($603/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Dec 14–18, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,660 ($415/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,385 ($626/night)
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Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Dec 14–21, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,268 ($467/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 14–20, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $4,440 ($740/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,531 ($362/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $11,142 ($1,592/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,612 ($230/night)
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Club Wyndham Long Wharf
Newport, Rhode Island- Dec 14–17, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $307 ($102/night)
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The Point at Poipu
Koloa, Hawaii- Dec 14–20, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $2,641 ($440/night)
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Club Wyndham Smoky Mountains
Sevierville, Tennessee- Dec 14–18, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $311 ($78/night)
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Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,055 ($436/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,434 ($919/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,672 ($525/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 14–19, 2026 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,312 ($262/night)
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Club Wyndham Smoky Mountains
Sevierville, Tennessee- Dec 14–18, 2026 (4 nights)
- 3 bed/2 bath, sleeps 10
- $746 ($186/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,598 ($657/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 14–19, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,952 ($390/night)
Villa del Arco Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 14–19, 2026 (5 nights)
- 1 bed/2 bath, sleeps 4
- $1,987 ($397/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,290 ($1,327/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- Dec 14–21, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,339 ($477/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Dec 14–21, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $5,094 ($728/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 14–19, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $2,249 ($450/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,265 ($609/night)
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Villa del Arco Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 14–18, 2026 (4 nights)
- 2 bed/3 bath, sleeps 6
- $3,077 ($769/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 14–21, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $995 ($142/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 14–21, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $2,039 ($291/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 14–20, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $1,220 ($203/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 14–19, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $857 ($171/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,766 ($681/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,290 ($1,327/night)
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The Westin Riverfront Mountain Villas
Avon, Colorado- Dec 14–20, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($386/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 14–19, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $613 ($123/night)
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Club Wyndham National Harbor
National Harbor, Maryland- Dec 14–18, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $746 ($186/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,173 ($1,310/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,810 ($687/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,404 ($486/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($821/night)
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Holiday Inn Club Vacations at Smoky Mountain Resort
Gatlinburg, Tennessee- Dec 14–20, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($222/night)
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Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,350 ($907/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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Holiday Inn Club Vacations at Smoky Mountain Resort
Gatlinburg, Tennessee- Dec 14–20, 2026 (6 nights)
- 3 bed/2 bath, sleeps 12
- $1,660 ($277/night)
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Club Wyndham National Harbor
National Harbor, Maryland- Dec 14–18, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $804 ($201/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 14–20, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $1,220 ($203/night)
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Ocean Tower by Hilton Grand Vacations Club
Waikoloa Village, Hawaii- Dec 14–18, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $8,745 ($2,186/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 14–18, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $710 ($178/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,494 ($642/night)