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 Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,483 ($640/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Dec 13–18, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $1,725 ($345/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 13–18, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $888 ($178/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,612 ($230/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,074 ($868/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Dec 13–18, 2026 (5 nights)
- Studio/1 bath, sleeps 5
- $2,619 ($524/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 13–20, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $2,039 ($291/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,948 ($564/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 13–20, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,314 ($331/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,922 ($560/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Dec 13–19, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $2,074 ($346/night)
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Grand Timber Lodge
Breckenridge, Colorado- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,749 ($393/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 13–19, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $523 ($87/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 13–19, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,251 ($208/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,385 ($626/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 13–18, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,660 ($332/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,403 ($486/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 13–18, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $577 ($115/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 13–18, 2026 (5 nights)
- 3 bed/2 bath, sleeps 10
- $932 ($186/night)
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Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,467 ($352/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 13–20, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,595 ($656/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 13–18, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $932 ($186/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 13–20, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,640 ($377/night)
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Marriott's Phuket Beach Club
Phuket, Thailand- Dec 13–19, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $3,426 ($571/night)
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Grand Solmar Land's End Resort
Cabo San Lucas, Mexico- Dec 13–20, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $6,020 ($860/night)
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Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Dec 13–20, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,748 ($535/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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Club Wyndham Austin
Austin, Texas- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,687 ($527/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,929 ($704/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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Marriott's Phuket Beach Club
Phuket, Thailand- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,112 ($588/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 13–18, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $535 ($107/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,290 ($470/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 13–18, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $799 ($160/night)
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Marriott's Summit Watch
Park City, Utah- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,886 ($412/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 13–18, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $375 ($75/night)
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 13–21, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,603 ($200/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 13–18, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $577 ($115/night)
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Club Wyndham Great Smokies Lodge
Sevierville, Tennessee- Dec 13–19, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,039 ($173/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 13–21, 2026 (8 nights)
- 2 bed/2 bath, sleeps 6
- $2,371 ($296/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,494 ($642/night)
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Marriott's Summit Watch
Park City, Utah- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
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Hyatt Sunset Harbor Resort
Key West, Florida- Dec 13–17, 2026 (4 nights)
- Studio/1 bath, sleeps 2
- $1,110 ($278/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 13–18, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $415 ($83/night)