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- Jan 15–20, 2027 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,550 ($310/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 15–20, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,276 ($255/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 15–20, 2027 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,550 ($310/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 15–20, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,276 ($255/night)
Eagle's Nest Beach Resort
Marco Island, Florida- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,886 ($412/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 15–20, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $852 ($170/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
- $4,794 ($685/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
- $7,655 ($1,094/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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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 15–22, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,153 ($450/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,366 ($767/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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Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 15–19, 2027 (4 nights)
- 3 bed/2 bath, sleeps 8
- $1,304 ($326/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 15–19, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,083 ($271/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 15–19, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $648 ($162/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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Marriott's Canyon Villas at Desert Ridge
Phoenix, Arizona- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
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Marriott's Desert Springs Villas
Palm Desert, California- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,573 ($510/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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Eagle's Nest Beach Resort
Marco Island, Florida- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/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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Eagle's Nest Beach Resort
Marco Island, Florida- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,058 ($580/night)
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Hyatt Vacation Club at Northstar Lodge
Truckee, California- Jan 15–18, 2027 (3 nights)
- 2 bed/2 bath, sleeps 6
- $2,723 ($908/night)
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WorldMark Midway
Midway, Utah- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,932 ($276/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
- $4,145 ($592/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
- $13,759 ($1,966/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,859 ($408/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
- $4,276 ($611/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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Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Jan 15–20, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($768/night)
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Lifestyle Holidays Vacation Resort - Puerto Plata
Puerto Plata, Dominican Republic- Jan 15–22, 2027 (7 nights)
- 4 bed/4.5 bath, sleeps 8
- $3,077 ($440/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
- $9,181 ($1,312/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Jan 15–22, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,096 ($299/night)
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Grand Waikikian by Hilton Grand Vacations
Honolulu, Hawaii- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,649 ($521/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 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 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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Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Jan 15–19, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $3,186 ($796/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
- $7,274 ($1,039/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
- $5,692 ($813/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 15–29, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,159 ($226/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 15–29, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $2,706 ($193/night)
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Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,290 ($756/night)
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Voted Top Pick 2026
Marriott's Desert Springs Villas II
Palm Desert, California- Jan 15–17, 2027 (2 nights)
- Studio/1 bath, sleeps 4
- $430 ($215/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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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jan 15–22, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,077 ($440/night)
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Club Wyndham Austin
Austin, Texas- Jan 15–19, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $1,077 ($269/night)
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Club Wyndham Austin
Austin, Texas- Jan 15–19, 2027 (4 nights)
- 2 bed/2 bath, sleeps 6
- $2,257 ($564/night)