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 Grand Desert
Las Vegas, Nevada- Jan 3–8, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $577 ($115/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 3–10, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $12,560 ($1,794/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 3–10, 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 3–7, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $804 ($201/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 3–7, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $535 ($134/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 3–8, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,003 ($201/night)
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The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Jan 3–10, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,200 ($1,171/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 3–10, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,513 ($502/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 3–10, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 3–8, 2027 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,242 ($248/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 3–8, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $666 ($133/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- Jan 3–10, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,840 ($549/night)
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Club Wyndham Sea Gardens
Pompano Beach, Florida- Jan 3–9, 2027 (6 nights)
- 2 bed/2 bath, sleeps 6
- $1,982 ($330/night)
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Westgate Park City Resort & Spa
Park City, Utah- Jan 3–10, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,901 ($557/night)
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Maui Lea at Maui Hill
Kihei, Hawaii- Jan 3–10, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,421 ($346/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 3–10, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,001 ($429/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 3–10, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,494 ($642/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jan 3–10, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,906 ($844/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 3–8, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,178 ($436/night)
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Hyatt Vacation Club at Northstar Lodge
Truckee, California- Jan 3–10, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jan 3–10, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,320 ($903/night)
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Hilton Vacation Club Cabo Azul Los Cabos
San Jose del Cabo, Mexico- Jan 3–10, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,268 ($467/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 3–6, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $535 ($178/night)
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Marriott's Grand Chateau
Las Vegas, Nevada- Jan 3–10, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,854 ($408/night)
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Marriott's Grand Chateau
Las Vegas, Nevada- Jan 3–10, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,835 ($548/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jan 3–10, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $6,892 ($985/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Jan 3–9, 2027 (6 nights)
- 1 bed/1 bath, sleeps 5
- $3,077 ($513/night)
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Westgate Las Vegas Resort & Casino
Las Vegas, Nevada- Jan 3–10, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,696 ($385/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 3–10, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,673 ($239/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Jan 3–10, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,824 ($689/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Jan 3–10, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- Jan 3–9, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $2,641 ($440/night)
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Marriott's Phuket Beach Club
Phuket, Thailand- Jan 3–10, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,513 ($502/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jan 3–10, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $6,565 ($938/night)
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Club Wyndham Great Smokies Lodge
Sevierville, Tennessee- Jan 3–6, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $343 ($114/night)
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Garza Blanca Resort & Spa Los Cabos
Cabo San Lucas, Mexico- Jan 3–8, 2027 (5 nights)
- 3 bed/3.5 bath, sleeps 8
- $13,645 ($2,729/night)
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Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Jan 3–6, 2027 (3 nights)
- Studio/1 bath, sleeps 4
- $1,535 ($512/night)
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Club Wyndham Steamboat Springs
Steamboat Springs, Colorado- Jan 3–7, 2027 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,550 ($388/night)
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The Ritz-Carlton Club, Vail
Vail, Colorado- Jan 3–8, 2027 (5 nights)
- 2 bed/2 bath, sleeps 6
- $6,565 ($1,313/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Jan 3–8, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,478 ($496/night)
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Villas at Disneyland Hotel
Anaheim, California- Jan 3–10, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,197 ($457/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jan 3–10, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,750 ($393/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jan 3–10, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,568 ($510/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 3–10, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,513 ($502/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 3–10, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,984 ($712/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 3–6, 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 3–7, 2027 (4 nights)
- 3 bed/2 bath, sleeps 10
- $995 ($249/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 3–10, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,412 ($630/night)