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 #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,404 ($486/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 14–20, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $4,865 ($811/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,290 ($1,327/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 14–28, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $16,483 ($1,177/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,810 ($687/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,458 ($494/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 14–18, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $343 ($86/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 14–19, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $857 ($171/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 14–21, 2026 (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- Dec 14–19, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $613 ($123/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,204 ($315/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,257 ($751/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,039 ($720/night)
Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Dec 14–21, 2026 (7 nights)
- 1 bed/2 bath, sleeps 6
- $2,696 ($385/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,712 ($673/night)
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Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,094 ($728/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($440/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,275 ($611/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $8,903 ($1,272/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,493 ($642/night)
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Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Dec 14–21, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,268 ($467/night)
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Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 14–21, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 10
- $2,750 ($393/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 14–19, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $857 ($171/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,766 ($681/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 14–19, 2026 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,312 ($262/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 14–19, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,312 ($262/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Dec 14–18, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,660 ($415/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,404 ($486/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 15–22, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,318 ($331/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 15–22, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,468 ($495/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 15–22, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,180 ($169/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 15–22, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,612 ($230/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,564 ($938/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,510 ($930/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 15–23, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $5,039 ($630/night)
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Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 15–20, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $3,469 ($694/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 15–28, 2026 (13 nights)
- 2 bed/2 bath, sleeps 8
- $14,195 ($1,092/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 15–21, 2026 (6 nights)
- 3 bed/3 bath, sleeps 10
- $3,949 ($658/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Dec 15–17, 2026 (2 nights)
- Studio/1 bath, sleeps 5
- $981 ($491/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 15–22, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $6,556 ($937/night)
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Disney's Polynesian Villas & Bungalows
Lake Buena Vista, Florida- Dec 15–17, 2026 (2 nights)
- Studio/1 bath, sleeps 5
- $1,895 ($948/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,612 ($230/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 15–22, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,358 ($908/night)
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Marriott Vacation Club, New York City
New York City, New York- Dec 16–23, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,750 ($393/night)