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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Club Wyndham Great Smokies Lodge
Sevierville, Tennessee- Dec 6–12, 2026 (6 nights)
- 3 bed/2 bath, sleeps 10
- $1,882 ($314/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 6–13, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $1,550 ($221/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 6–20, 2026 (14 nights)
- 3 bed/2 bath, sleeps 10
- $3,583 ($256/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $4,112 ($588/night)
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The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 6–13, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $7,219 ($1,031/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 6–9, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $367 ($122/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,423 ($346/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,096 ($299/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 6–9, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $271 ($90/night)
Playa Grande Resort & Grand Spa
Cabo San Lucas, Mexico- Dec 6–13, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $1,769 ($253/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 6–12, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $573 ($95/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,423 ($346/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Dec 6–11, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $944 ($189/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,295 ($471/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,358 ($623/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,022 ($432/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,036 ($291/night)
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Tamarack Beach Resort
Carlsbad, California- Dec 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,660 ($237/night)
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Grand Timber Lodge
Breckenridge, Colorado- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,150 ($307/night)
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Club Wyndham Great Smokies Lodge
Sevierville, Tennessee- Dec 6–12, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,242 ($207/night)
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Club Wyndham Austin
Austin, Texas- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,513 ($502/night)
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Marriott's Phuket Beach Club
Phuket, Thailand- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,894 ($556/night)
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Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Dec 6–11, 2026 (5 nights)
- 1 bed/2 bath, sleeps 6
- $1,439 ($288/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,384 ($626/night)
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Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Dec 6–12, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $839 ($140/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 6–9, 2026 (3 nights)
- 3 bed/2 bath, sleeps 8
- $852 ($284/night)
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Club Wyndham Austin
Austin, Texas- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,673 ($239/night)
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Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Dec 6–11, 2026 (5 nights)
- 1 bed/2 bath, sleeps 6
- $1,439 ($288/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 6–11, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,531 ($506/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 6–11, 2026 (5 nights)
- 3 bed/2 bath, sleeps 10
- $932 ($186/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 6–9, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $439 ($146/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 6–9, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $639 ($213/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 6–11, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,605 ($321/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 6–11, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $577 ($115/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,249 ($607/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Dec 6–10, 2026 (4 nights)
- Studio/1 bath, sleeps 2
- $1,330 ($332/night)
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Marriott's Phuket Beach Club
Phuket, Thailand- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
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Disney's Beach Club Villas
Lake Buena Vista, Florida- Dec 6–11, 2026 (5 nights)
- Studio/1 bath, sleeps 5
- $3,077 ($615/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,929 ($704/night)
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WorldMark Las Vegas - Boulevard
Las Vegas, Nevada- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,968 ($424/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 6–11, 2026 (5 nights)
- 3 bed/3 bath, sleeps 10
- $5,475 ($1,095/night)
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Villa del Palmar Cabo San Lucas
Cabo San Lucas, Mexico- Dec 6–13, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $2,505 ($358/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,568 ($510/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
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Club Wyndham Austin
Austin, Texas- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,641 ($377/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Dec 6–11, 2026 (5 nights)
- Studio/1 bath, sleeps 5
- $3,022 ($604/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Dec 6–11, 2026 (5 nights)
- Studio/1 bath, sleeps 5
- $3,022 ($604/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- Dec 6–9, 2026 (3 nights)
- Studio/1 bath, sleeps 4
- $1,363 ($454/night)