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 Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 30, 2026 – Jan 2, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $582 ($194/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 30, 2026 – Jan 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,038 ($291/night)
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Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Dec 30, 2026 – Jan 4, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $4,276 ($855/night)
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Club Wyndham Midtown 45
New York City, New York- Dec 30, 2026 – Jan 2, 2027 (3 nights)
- Studio/1 bath, sleeps 2
- $3,295 ($1,098/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 30, 2026 – Jan 2, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $547 ($182/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 30, 2026 – Jan 2, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $790 ($263/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 30, 2026 – Jan 2, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $499 ($166/night)
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Branson's Nantucket
Branson, Missouri- Dec 30, 2026 – Jan 2, 2027 (3 nights)
- 3 bed/3 bath, sleeps 8
- $1,110 ($370/night)
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Club Wyndham Midtown 45
New York City, New York- Dec 30, 2026 – Jan 2, 2027 (3 nights)
- Studio/1 bath, sleeps 2
- $1,110 ($370/night)
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Marriott Vacation Club, New York City
New York City, New York- Dec 30, 2026 – Jan 1, 2027 (2 nights)
- Studio/1 bath, sleeps 4
- $2,205 ($1,102/night)
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Divi Village Golf and Beach Resort
Oranjestad, Aruba- Dec 30, 2026 – Jan 6, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,734 ($391/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 30, 2026 – Jan 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $10,925 ($1,561/night)
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WorldMark Steamboat Springs Resort
Steamboat Springs, Colorado- Dec 30, 2026 – Jan 7, 2027 (8 nights)
- 2 bed/2 bath, sleeps 6
- $5,693 ($712/night)
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Marriott's Lakeshore Reserve
Orlando, Florida- Dec 30, 2026 – Jan 2, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $1,987 ($662/night)
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Elara by Hilton Grand Vacations
Las Vegas, Nevada- Dec 30, 2026 – Jan 2, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $1,824 ($608/night)
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Club Wyndham Midtown 45
New York City, New York- Dec 30, 2026 – Jan 3, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $3,949 ($987/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 30, 2026 – Jan 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,981 ($1,140/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 30, 2026 – Jan 5, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,074 ($179/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 30, 2026 – Jan 4, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $870 ($174/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 30, 2026 – Jan 4, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,088 ($218/night)
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Club Wyndham Nashville
Nashville, Tennessee- Dec 30, 2026 – Jan 3, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $781 ($195/night)
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Club Wyndham Nashville
Nashville, Tennessee- Dec 30, 2026 – Jan 3, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $391 ($98/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 30, 2026 – Jan 3, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $702 ($175/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 30, 2026 – Jan 3, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $773 ($193/night)
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Marriott's Shadow Ridge II - The Enclaves
Palm Desert, California- Dec 30, 2026 – Jan 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Hilton Club The Quin New York
New York City, New York- Dec 30, 2026 – Jan 2, 2027 (3 nights)
- Studio/1 bath, sleeps 2
- $2,804 ($935/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 30, 2026 – Jan 3, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $888 ($222/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 30, 2026 – Jan 5, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,745 ($291/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 30, 2026 – Jan 6, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,802 ($829/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 30, 2026 – Jan 4, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,450 ($290/night)
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Marriott Vacation Club, New York City
New York City, New York- Dec 30, 2026 – Jan 2, 2027 (3 nights)
- Studio/1 bath, sleeps 2
- $3,290 ($1,097/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 30, 2026 – Jan 6, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,207 ($172/night)
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Marriott Vacation Club, New York City
New York City, New York- Dec 30, 2026 – Jan 2, 2027 (3 nights)
- Studio/1 bath, sleeps 2
- $3,294 ($1,098/night)
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Elara by Hilton Grand Vacations
Las Vegas, Nevada- Dec 30, 2026 – Jan 2, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $1,652 ($551/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 31, 2026 – Jan 3, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $915 ($305/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 31, 2026 – Jan 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,334 ($191/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 31, 2026 – Jan 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $808 ($115/night)
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Copper Creek Villas & Cabins at Disney's Wilderness Lodge
Lake Buena Vista, Florida- Dec 31, 2026 – Jan 5, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,965 ($593/night)
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Disney's Animal Kingdom Villas - Kidani Village
Lake Buena Vista, Florida- Dec 31, 2026 – Jan 4, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $2,419 ($605/night)
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Hanalei Bay Resort
Princeville, Hawaii- Dec 31, 2026 – Jan 7, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,696 ($385/night)
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The Point at Poipu
Koloa, Hawaii- Dec 31, 2026 – Jan 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 31, 2026 – Jan 4, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $764 ($191/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 31, 2026 – Jan 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($195/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 31, 2026 – Jan 7, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $5,038 ($720/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 31, 2026 – Jan 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $12,015 ($1,716/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 31, 2026 – Jan 3, 2027 (3 nights)
- 3 bed/2 bath, sleeps 10
- $1,128 ($376/night)
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Maui Bay Villas by Hilton Grand Vacations
Kihei, Hawaii- Dec 31, 2026 – Jan 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $7,110 ($1,016/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 31, 2026 – Jan 5, 2027 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,620 ($324/night)