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 Crystal Shores
Marco Island, Florida- Jan 10–16, 2027 (6 nights)
- 3 bed/3 bath, sleeps 10
- $6,892 ($1,149/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jan 10–17, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,110 ($1,016/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 10–17, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,140 ($591/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 10–17, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,638 ($806/night)
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Copper Creek Villas & Cabins at Disney's Wilderness Lodge
Lake Buena Vista, Florida- Jan 10–16, 2027 (6 nights)
- Studio/1 bath, sleeps 4
- $3,298 ($550/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Jan 10–15, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,385 ($277/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Jan 10–17, 2027 (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- Jan 10–17, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,840 ($549/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 10–17, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,153 ($308/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 10–15, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $1,987 ($397/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 10–17, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,412 ($630/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 10–17, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 10–17, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,474 ($782/night)
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The Ritz-Carlton Club, Vail
Vail, Colorado- Jan 10–15, 2027 (5 nights)
- 3 bed/3.5 bath, sleeps 8
- $10,925 ($2,185/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 10–16, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,821 ($304/night)
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The Ritz-Carlton Club, Vail
Vail, Colorado- Jan 10–15, 2027 (5 nights)
- 2 bed/2 bath, sleeps 6
- $6,565 ($1,313/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 10–15, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $1,987 ($397/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 10–17, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,783 ($969/night)
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Marriott's Summit Watch
Park City, Utah- Jan 10–17, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,412 ($630/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 10–17, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 11–18, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,039 ($291/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 11–18, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,948 ($564/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 11–14, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $603 ($201/night)
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The Ritz-Carlton Club, Vail
Vail, Colorado- Jan 11–15, 2027 (4 nights)
- 3 bed/3.5 bath, sleeps 8
- $8,745 ($2,186/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 11–18, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,129 ($876/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jan 11–18, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,914 ($416/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 11–18, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Jan 11–16, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,375 ($475/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 11–14, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $415 ($138/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 11–14, 2027 (3 nights)
- 3 bed/2 bath, sleeps 10
- $746 ($249/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 11–14, 2027 (3 nights)
- 2 bed/2 bath, sleeps 6
- $746 ($249/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 11–18, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,077 ($440/night)
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Club Wyndham Nashville
Nashville, Tennessee- Jan 11–15, 2027 (4 nights)
- 2 bed/2 bath, sleeps 6
- $311 ($78/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 11–15, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $535 ($134/night)
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Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Jan 11–18, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $1,627 ($232/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 11–25, 2027 (14 nights)
- 2 bed/2 bath, sleeps 6
- $4,054 ($290/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 11–15, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,194 ($298/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 11–18, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,404 ($486/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 11–15, 2027 (4 nights)
- 3 bed/2 bath, sleeps 10
- $995 ($249/night)
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Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Jan 11–17, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,218 ($203/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 11–18, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,802 ($829/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 11–18, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,153 ($308/night)
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Club Wyndham Austin
Austin, Texas- Jan 11–14, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $719 ($240/night)
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Club Wyndham Nashville
Nashville, Tennessee- Jan 11–15, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $247 ($62/night)
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Club Wyndham Nashville
Nashville, Tennessee- Jan 11–15, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $471 ($118/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 11–15, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $804 ($201/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 11–18, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,944 ($1,421/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 11–25, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $2,222 ($159/night)