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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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($821/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Feb 14–16, 2027 (2 nights)
- Studio/1 bath, sleeps 4
- $1,244 ($622/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 14–21, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,471 ($210/night)
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Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Feb 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,542 ($220/night)
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Marriott's Summit Watch
Park City, Utah- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,474 ($782/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 14–21, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,711 ($387/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 14–21, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $7,655 ($1,094/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,794 ($685/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,816 ($1,545/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Feb 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $4,984 ($712/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,398 ($1,343/night)
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Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Feb 14–18, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $2,423 ($606/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 14–27, 2027 (13 nights)
- 1 bed/1 bath, sleeps 4
- $2,632 ($202/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 14–21, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,412 ($630/night)
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Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Feb 14–19, 2027 (5 nights)
- 1 bed/1 bath, sleeps 6
- $1,330 ($266/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 14–21, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,978 ($283/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,978 ($283/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Feb 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $4,412 ($630/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,783 ($969/night)
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Marriott's Grande Vista
Orlando, Florida- Feb 14–21, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $3,240 ($463/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,963 ($1,280/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,200 ($1,171/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 15–20, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $3,458 ($692/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,398 ($1,343/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,834 ($1,405/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- Feb 15–22, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,384 ($626/night)
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Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Feb 15–19, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $710 ($178/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,181 ($1,312/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 15–19, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $959 ($240/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 15–22, 2027 (7 nights)
- Studio/1 bath, sleeps 5
- $4,302 ($615/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,128 ($875/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 15–20, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,859 ($572/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,488 ($1,498/night)
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Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Feb 15–22, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,471 ($210/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,418 ($1,203/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 15–19, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $959 ($240/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,488 ($1,498/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,948 ($564/night)
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Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Feb 15–19, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $3,055 ($764/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,398 ($1,343/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,508 ($1,358/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,943 ($1,420/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $4,384 ($626/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,943 ($1,420/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,398 ($1,343/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,200 ($1,171/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 15–19, 2027 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,277 ($319/night)