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 Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,726 ($532/night)
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The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,236 ($1,319/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 15–22, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,301 ($329/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 6
- $1,057 ($352/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
- $6,565 ($938/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
- $5,611 ($802/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
- $5,474 ($782/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 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 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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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,824 ($832/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($821/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
- $8,745 ($1,249/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
- $6,838 ($977/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 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)
- 2 bed/2 bath, sleeps 6
- $1,839 ($613/night)
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Westgate Park City Resort & Spa
Park City, Utah- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/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 Austin
Austin, Texas- Jan 15–18, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $1,030 ($343/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
- $7,110 ($1,016/night)
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Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Jan 15–18, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $764 ($255/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
- $6,783 ($969/night)
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Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Jan 15–22, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $2,183 ($312/night)
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Grand Luxxe Spa Suites at Vidanta Riviera Maya
Playa del Carmen, Mexico- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,984 ($712/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 15–23, 2027 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,343 ($168/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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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 15–22, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,039 ($291/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jan 15–22, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,385 ($626/night)
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Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Jan 15–19, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $3,949 ($987/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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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,611 ($802/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,745 ($1,249/night)
Verified & Protected
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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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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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 15–20, 2027 (5 nights)
- 3 bed/3 bath, sleeps 10
- $5,475 ($1,095/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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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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The Ridge Tahoe
Stateline, Nevada- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,750 ($393/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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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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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 15–22, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $11,742 ($1,678/night)
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Bluegreen's StreamSide at Vail
Vail, Colorado- Jan 15–18, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $2,260 ($753/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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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jan 15–22, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,368 ($338/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)