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 15–18, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $586 ($195/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
- $2,423 ($346/night)
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Club Wyndham Austin
Austin, Texas- Jan 15–18, 2027 (3 nights)
- Studio/1 bath, sleeps 4
- $876 ($292/night)
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Club Wyndham Long Wharf
Newport, Rhode Island- Jan 15–19, 2027 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,077 ($269/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jan 15–22, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $4,984 ($712/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 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
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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Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Jan 15–22, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $5,802 ($829/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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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 15–22, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,083 ($298/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
- $6,129 ($876/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
- $5,474 ($782/night)
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Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,020 ($860/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
- $4,919 ($703/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
- $7,045 ($1,006/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 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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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 15–23, 2027 (8 nights)
- 2 bed/2 bath, sleeps 6
- $2,436 ($305/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 15–23, 2027 (8 nights)
- 3 bed/2 bath, sleeps 10
- $2,436 ($305/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 15–22, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,412 ($202/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 15–23, 2027 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,484 ($311/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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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 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
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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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 15–23, 2027 (8 nights)
- 1 bed/1 bath, sleeps 4
- $2,004 ($251/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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Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Jan 15–19, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($824/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
- $7,219 ($1,031/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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Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Jan 15–22, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,750 ($393/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 15–29, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $1,119 ($80/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 15–29, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $1,612 ($115/night)
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Plantation Beach Club at South Seas Island Resort
Captiva, Florida- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,112 ($588/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 15–29, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $2,711 ($194/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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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 15–29, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $2,650 ($189/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 Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Jan 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,835 ($1,405/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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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
- $5,748 ($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
- $5,748 ($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
- $5,748 ($821/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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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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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)