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 11–15, 2027 (4 nights)
- 3 bed/2 bath, sleeps 10
- $995 ($249/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
- $9,399 ($1,343/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
- $5,475 ($782/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 11–18, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $10,924 ($1,561/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)
Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Jan 11–18, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $4,794 ($685/night)
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Voted Top Pick 2026
Marriott's Desert Springs Villas II
Palm Desert, California- Jan 11–18, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/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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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 11–18, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $11,470 ($1,639/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 11–21, 2027 (10 nights)
- 3 bed/2 bath, sleeps 10
- $2,772 ($277/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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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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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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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 Riverside Suites
San Antonio, Texas- Jan 11–14, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $271 ($90/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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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 11–18, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,968 ($424/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 11–18, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,930 ($704/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 11–21, 2027 (10 nights)
- 2 bed/2 bath, sleeps 8
- $2,265 ($226/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 12–19, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,119 ($160/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jan 12–19, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Jan 12–17, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $2,743 ($549/night)
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Club Wyndham Nashville
Nashville, Tennessee- Jan 12–17, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $407 ($81/night)
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Club Wyndham Nashville
Nashville, Tennessee- Jan 12–17, 2027 (5 nights)
- 2 bed/2 bath, sleeps 6
- $543 ($109/night)
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WorldMark Steamboat Springs Resort
Steamboat Springs, Colorado- Jan 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,603 ($658/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Jan 12–17, 2027 (5 nights)
- 1 bed/2 bath, sleeps 6
- $2,096 ($419/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 12–16, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,003 ($251/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,039 ($291/night)
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Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Jan 12–15, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $415 ($138/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,612 ($230/night)
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Club Wyndham Avenue Plaza
New Orleans, Louisiana- Jan 12–16, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $626 ($157/night)
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The Ritz-Carlton Club, Vail
Vail, Colorado- Jan 12–16, 2027 (4 nights)
- 3 bed/3.5 bath, sleeps 8
- $8,309 ($2,077/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 12–19, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,673 ($239/night)
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Club Wyndham Avenue Plaza
New Orleans, Louisiana- Jan 12–16, 2027 (4 nights)
- Studio/1 bath, sleeps 2
- $555 ($139/night)
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WorldMark Palm Springs
Palm Springs, California- Jan 12–15, 2027 (3 nights)
- 2 bed/2 bath, sleeps 6
- $982 ($327/night)
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Club Wyndham Long Wharf
Newport, Rhode Island- Jan 12–17, 2027 (5 nights)
- 2 bed/2 bath, sleeps 6
- $653 ($131/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,673 ($239/night)
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Club Wyndham Riverside Suites
San Antonio, Texas- Jan 12–15, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $271 ($90/night)
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Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Jan 12–15, 2027 (3 nights)
- 3 bed/2 bath, sleeps 8
- $487 ($162/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 12–19, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,039 ($291/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 12–19, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $684 ($98/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($195/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 12–16, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $635 ($159/night)
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Club Wyndham Nashville
Nashville, Tennessee- Jan 12–17, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $826 ($165/night)
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Voted Top Pick 2026
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Jan 12–16, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,765 ($441/night)
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Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Jan 12–15, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $271 ($90/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 12–16, 2027 (4 nights)
- 3 bed/2 bath, sleeps 8
- $1,255 ($314/night)