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 7–15, 2027 (8 nights)
- 3 bed/2 bath, sleeps 10
- $2,283 ($285/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 7–14, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $9,398 ($1,343/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–15, 2027 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,251 ($156/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,020 ($860/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–12, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $852 ($170/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–13, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,860 ($310/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–14, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,673 ($239/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–11, 2027 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,304 ($326/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–11, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $719 ($180/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–11, 2027 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,304 ($326/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–16, 2027 (9 nights)
- 2 bed/2 bath, sleeps 6
- $2,680 ($298/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–16, 2027 (9 nights)
- 1 bed/1 bath, sleeps 4
- $1,475 ($164/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Jan 7–11, 2027 (4 nights)
- 2 bed/2 bath, sleeps 6
- $2,118 ($529/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–17, 2027 (10 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($308/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 7–14, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $11,579 ($1,654/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–14, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,039 ($291/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–17, 2027 (10 nights)
- 1 bed/1 bath, sleeps 4
- $1,699 ($170/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–17, 2027 (10 nights)
- 3 bed/2 bath, sleeps 10
- $3,077 ($308/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,503 ($929/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,091 ($1,156/night)
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Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Jan 7–10, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $683 ($228/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–16, 2027 (9 nights)
- 3 bed/2 bath, sleeps 10
- $2,680 ($298/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–15, 2027 (8 nights)
- 2 bed/2 bath, sleeps 6
- $2,283 ($285/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Jan 7–11, 2027 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,839 ($460/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–17, 2027 (10 nights)
- 1 bed/1 bath, sleeps 4
- $2,533 ($253/night)
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Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Jan 7–11, 2027 (4 nights)
- 1 bed/2 bath, sleeps 6
- $1,550 ($388/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–16, 2027 (9 nights)
- 1 bed/1 bath, sleeps 4
- $2,202 ($245/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–12, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,276 ($255/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–13, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,475 ($246/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–11, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,271 ($318/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–13, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $986 ($164/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–15, 2027 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,446 ($306/night)
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Club Wyndham Harbour Lights
San Diego, California- Jan 7–11, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $888 ($222/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–13, 2027 (6 nights)
- 2 bed/2 bath, sleeps 6
- $1,795 ($299/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–11, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,077 ($269/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 7–14, 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- Jan 7–15, 2027 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,870 ($234/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–17, 2027 (10 nights)
- 2 bed/2 bath, sleeps 8
- $3,109 ($311/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,110 ($1,016/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,437 ($1,062/night)
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Villas at Disneyland Hotel
Anaheim, California- Jan 7–11, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $2,174 ($544/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–12, 2027 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,550 ($310/night)
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The Villas at Disney's Grand Californian Hotel & Spa
Anaheim, California- Jan 7–10, 2027 (3 nights)
- Studio/1 bath, sleeps 4
- $1,953 ($651/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,153 ($308/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–14, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,119 ($160/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,039 ($291/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–13, 2027 (6 nights)
- 3 bed/2 bath, sleeps 10
- $1,795 ($299/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 8–16, 2027 (8 nights)
- 3 bed/2 bath, sleeps 10
- $2,436 ($305/night)