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)
- 2 bed/2 bath, sleeps 8
- $4,592 ($656/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
- $5,474 ($782/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
- $3,404 ($486/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 #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 14–21, 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)
- 2 bed/2 bath, sleeps 8
- $9,290 ($1,327/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
- $4,930 ($704/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 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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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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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
- $4,712 ($673/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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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,384 ($626/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
- $7,813 ($1,116/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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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
- $3,295 ($471/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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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)
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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
- $6,129 ($876/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 #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $4,385 ($626/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 14–18, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $746 ($186/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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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)
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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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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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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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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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 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 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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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 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
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 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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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,318 ($331/night)
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Sheraton Mountain Vista Villas
Avon, Colorado- Dec 15–19, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,330 ($332/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)
- 2 bed/3 bath, sleeps 8
- $6,556 ($937/night)
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The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,650 ($1,093/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 16–20, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $511 ($128/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 16–20, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $719 ($180/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 16–20, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $977 ($244/night)