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 Great Smokies Lodge
Sevierville, Tennessee- Feb 12–16, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $888 ($222/night)
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Boulder Ridge Villas at Disney's Wilderness Lodge
Lake Buena Vista, Florida- Feb 12–18, 2027 (6 nights)
- Studio/1 bath, sleeps 5
- $3,838 ($640/night)
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Club Wyndham Great Smokies Lodge
Sevierville, Tennessee- Feb 12–16, 2027 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,268 ($317/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,418 ($1,203/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,420 ($774/night)
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Sweetwater Lift Lodge Resort
Park City, Utah- Feb 12–19, 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- Feb 12–20, 2027 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,366 ($296/night)
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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- Feb 12–15, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $2,069 ($690/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 12–18, 2027 (6 nights)
- 3 bed/2 bath, sleeps 10
- $2,397 ($399/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 12–18, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,743 ($290/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,892 ($985/night)
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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,984 ($712/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,110 ($1,016/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Feb 12–19, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,548 ($650/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 12–15, 2027 (3 nights)
- 3 bed/2 bath, sleeps 10
- $1,453 ($484/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 12–15, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $1,030 ($343/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 12–18, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,295 ($216/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 12–18, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,743 ($290/night)
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Marriott's Summit Watch
Park City, Utah- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,175 ($739/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,911 ($844/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 12–15, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $1,030 ($343/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 12–15, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $764 ($255/night)
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Marriott's Summit Watch
Park City, Utah- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,202 ($743/night)
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Marriott Vacation Club, New York City
New York City, New York- Feb 12–19, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $4,385 ($626/night)
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Wyndham St. Thomas, a Margaritaville Vacation Club Resort
East End, St. Thomas (USVI)- Feb 12–19, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $2,205 ($315/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,943 ($1,420/night)
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The Westin St. John - Sunset Bay Villas
Cruz Bay, St. John (USVI)- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,920 ($1,560/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Feb 12–19, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,731 ($533/night)
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Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Feb 12–19, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,714 ($245/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 12–19, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,840 ($549/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,655 ($1,094/night)
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Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Feb 12–18, 2027 (6 nights)
- 2 bed/3 bath, sleeps 6
- $4,385 ($731/night)
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Marriott's Canyon Villas at Desert Ridge
Phoenix, Arizona- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 12–19, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,053 ($579/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,208 ($1,458/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 12–20, 2027 (8 nights)
- 3 bed/2 bath, sleeps 10
- $3,269 ($409/night)
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Marriott's Canyon Villas at Desert Ridge
Phoenix, Arizona- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 12–19, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,658 ($665/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,214 ($1,031/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,835 ($1,405/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,963 ($1,280/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 12–19, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $7,873 ($1,125/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 12–19, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,077 ($440/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $15,285 ($2,184/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 12–19, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,839 ($548/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 12–18, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $3,835 ($639/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,020 ($860/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,039 ($720/night)