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 Waiohai Beach Club
Koloa, Hawaii- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/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 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,374 ($625/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
- $4,658 ($665/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 13–16, 2026 (3 nights)
- 3 bed/2 bath, sleeps 10
- $559 ($186/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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Marriott's Grande Vista
Orlando, Florida- Dec 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($276/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
- $5,039 ($720/night)
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Disney's Animal Kingdom Villas - Kidani Village
Lake Buena Vista, Florida- Dec 13–16, 2026 (3 nights)
- Studio/1 bath, sleeps 4
- $1,640 ($547/night)
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Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Dec 13–19, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $892 ($149/night)
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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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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,513 ($502/night)
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The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 13–19, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $9,835 ($1,639/night)
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Marriott's Shadow Ridge - The Villages
Palm Desert, California- Dec 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,205 ($315/night)
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Club Wyndham Austin
Austin, Texas- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,728 ($390/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 13–17, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $343 ($86/night)
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Marriott's Shadow Ridge - The Villages
Palm Desert, California- Dec 13–20, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $777 ($111/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 13–20, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,531 ($362/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
- $4,412 ($630/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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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 13–18, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $415 ($83/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
- $3,458 ($494/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
- $5,474 ($782/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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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
- $3,295 ($471/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
- $4,222 ($603/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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Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,478 ($354/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 13–19, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $972 ($162/night)
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Club Wyndham Great Smokies Lodge
Sevierville, Tennessee- Dec 13–18, 2026 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,418 ($284/night)
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Marriott's Summit Watch
Park City, Utah- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,294 ($471/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
- $8,309 ($1,187/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Dec 13–18, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,040 ($208/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Dec 13–18, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $2,510 ($502/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
- $2,204 ($315/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
- $4,930 ($704/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
- $4,701 ($672/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
- $4,493 ($642/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
- $10,925 ($2,731/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
- $4,865 ($811/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
- $4,384 ($626/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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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,592 ($656/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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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,458 ($494/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
- $5,257 ($751/night)
Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Dec 14–21, 2026 (7 nights)
- 1 bed/2 bath, sleeps 6
- $2,696 ($385/night)