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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The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $9,290 ($1,327/night)
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Club Wyndham South Shore
Zephyr Cove, Nevada- Jan 15–18, 2027 (3 nights)
- 3 bed/2 bath, sleeps 8
- $1,453 ($484/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,892 ($985/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 15–18, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $973 ($324/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 15–18, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $876 ($292/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 15–18, 2027 (3 nights)
- 3 bed/2 bath, sleeps 10
- $1,057 ($352/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 15–22, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,119 ($160/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,153 ($308/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 15–22, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,673 ($239/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,039 ($291/night)
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Club Wyndham Long Wharf
Newport, Rhode Island- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,673 ($239/night)
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Copper Creek Villas & Cabins at Disney's Wilderness Lodge
Lake Buena Vista, Florida- Jan 15–17, 2027 (2 nights)
- Studio/1 bath, sleeps 4
- $924 ($462/night)
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Westgate Park City Resort & Spa
Park City, Utah- Jan 15–22, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,696 ($385/night)
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The Villas at Disney's Grand Floridian Resort & Spa
Lake Buena Vista, Florida- Jan 15–18, 2027 (3 nights)
- Studio/1 bath, sleeps 5
- $1,889 ($630/night)
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Club Wyndham Austin
Austin, Texas- Jan 15–18, 2027 (3 nights)
- 2 bed/2 bath, sleeps 6
- $1,839 ($613/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 15–19, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,271 ($318/night)
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Club Wyndham Austin
Austin, Texas- Jan 15–18, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $1,030 ($343/night)
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Villas at Disneyland Hotel
Anaheim, California- Jan 15–17, 2027 (2 nights)
- Studio/1 bath, sleeps 2
- $932 ($466/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 15–19, 2027 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,304 ($326/night)
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Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Jan 15–17, 2027 (2 nights)
- Studio/1 bath, sleeps 4
- $870 ($435/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 15–22, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,404 ($486/night)
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Disney's Animal Kingdom Villas - Kidani Village
Lake Buena Vista, Florida- Jan 15–22, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,903 ($415/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 15–19, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,077 ($269/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 15–19, 2027 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,304 ($326/night)
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Boulder Ridge Villas at Disney's Wilderness Lodge
Lake Buena Vista, Florida- Jan 15–19, 2027 (4 nights)
- Studio/1 bath, sleeps 5
- $2,255 ($564/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 15–22, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,930 ($704/night)
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Club Wyndham Great Smokies Lodge
Sevierville, Tennessee- Jan 15–24, 2027 (9 nights)
- 2 bed/2 bath, sleeps 8
- $1,725 ($192/night)
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Club Wyndham Great Smokies Lodge
Sevierville, Tennessee- Jan 15–24, 2027 (9 nights)
- 1 bed/1 bath, sleeps 4
- $1,330 ($148/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 15–22, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $12,015 ($1,716/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($821/night)
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Club Wyndham Great Smokies Lodge
Sevierville, Tennessee- Jan 15–18, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $639 ($213/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 15–20, 2027 (5 nights)
- 3 bed/3 bath, sleeps 10
- $5,475 ($1,095/night)
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The Ritz-Carlton Club, Vail
Vail, Colorado- Jan 15–22, 2027 (7 nights)
- 3 bed/3.5 bath, sleeps 8
- $16,811 ($2,402/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,911 ($844/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,380 ($1,483/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 15–22, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,930 ($704/night)
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The Westin St. John - Sunset Bay Villas
Cruz Bay, St. John (USVI)- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,200 ($1,171/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- Jan 15–21, 2027 (6 nights)
- Studio/1 bath, sleeps 4
- $2,471 ($412/night)
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Club Wyndham Austin
Austin, Texas- Jan 15–18, 2027 (3 nights)
- 2 bed/2 bath, sleeps 6
- $1,383 ($461/night)
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The Ritz-Carlton Club, Vail
Vail, Colorado- Jan 15–22, 2027 (7 nights)
- 3 bed/3.5 bath, sleeps 8
- $20,735 ($2,962/night)
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Club Wyndham Great Smokies Lodge
Sevierville, Tennessee- Jan 15–18, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $511 ($170/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 15–19, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $719 ($180/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 16–23, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,022 ($432/night)
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The Villas at Disney's Grand Floridian Resort & Spa
Lake Buena Vista, Florida- Jan 16–23, 2027 (7 nights)
- Studio/1 bath, sleeps 5
- $3,840 ($549/night)
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Clock Tower
Whistler, British Columbia, Canada- Jan 16–23, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $2,276 ($325/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Jan 16–23, 2027 (7 nights)
- Studio/1 bath, sleeps 5
- $3,291 ($470/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 16–23, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,930 ($704/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 16–23, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,552 ($936/night)