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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Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Jan 10–15, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($768/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jan 10–17, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,295 ($471/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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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 10–14, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $1,987 ($497/night)
Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Jan 10–17, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,821 ($689/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
- $6,564 ($938/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 10–17, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,205 ($315/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
- $5,802 ($829/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 10–15, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $666 ($133/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
- $7,600 ($1,086/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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WorldMark Bend - Seventh Mountain Resort
Bend, Oregon- Jan 10–16, 2027 (6 nights)
- 1 bed/2 bath, sleeps 4
- $999 ($166/night)
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Hyatt Sunset Harbor Resort
Key West, Florida- Jan 10–17, 2027 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $5,693 ($813/night)
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Club Wyndham Inn on Long Wharf
Newport, Rhode Island- Jan 10–16, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $399 ($66/night)
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The Club at Solaz, Los Cabos
San Jose del Cabo, Mexico- Jan 10–17, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $11,470 ($1,639/night)
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Hyatt Windward Pointe Resort
Key West, Florida- Jan 10–17, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/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 #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 10–17, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,240 ($463/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 10–15, 2027 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,242 ($248/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Jan 10–17, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,458 ($494/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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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Jan 10–17, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,183 ($312/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
- $6,456 ($922/night)
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Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Jan 10–14, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $2,204 ($551/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
- $6,129 ($876/night)
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Hyatt Beach House Resort
Key West, Florida- Jan 10–17, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,513 ($502/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 10–15, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,003 ($201/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
- $3,240 ($463/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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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 10–15, 2027 (5 nights)
- 3 bed/3 bath, sleeps 10
- $7,107 ($1,421/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 10–17, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,146 ($307/night)
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Sheraton Mountain Vista Villas
Avon, Colorado- Jan 10–16, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($640/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
- $6,565 ($938/night)
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Club Wyndham Mauna Loa Village
Kailua-Kona, Hawaii- Jan 10–17, 2027 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $2,749 ($393/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 10–17, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,744 ($1,249/night)
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Wyndham St. Thomas, a Margaritaville Vacation Club Resort
East End, St. Thomas (USVI)- Jan 10–16, 2027 (6 nights)
- 3 bed/3 bath, sleeps 8
- $3,949 ($658/night)
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Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Jan 10–13, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $271 ($90/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Jan 10–13, 2027 (3 nights)
- Studio/1 bath, sleeps 4
- $959 ($320/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 Great Smokies Lodge
Sevierville, Tennessee- Jan 10–17, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $1,550 ($221/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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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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Marriott's Oceana Palms
Riviera Beach, Florida- Jan 10–15, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,568 ($714/night)
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Marriott's Summit Watch
Park City, Utah- Jan 10–15, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $3,621 ($724/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Jan 10–16, 2027 (6 nights)
- Studio/1 bath, sleeps 4
- $1,987 ($331/night)
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Copper Creek Villas & Cabins at Disney's Wilderness Lodge
Lake Buena Vista, Florida- Jan 10–13, 2027 (3 nights)
- Studio/1 bath, sleeps 4
- $1,346 ($449/night)
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The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Jan 10–17, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $5,230 ($747/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 10–14, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $1,769 ($442/night)