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 3–17, 2027 (14 nights)
- 2 bed/2 bath, sleeps 6
- $4,054 ($290/night)
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The Villas at Disney's Grand Floridian Resort & Spa
Lake Buena Vista, Florida- Jan 3–6, 2027 (3 nights)
- Studio/1 bath, sleeps 5
- $1,581 ($527/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 3–17, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $3,321 ($237/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 3–17, 2027 (14 nights)
- 3 bed/2 bath, sleeps 10
- $4,054 ($290/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 3–17, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,321 ($237/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 3–17, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $2,222 ($159/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 3–10, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $12,765 ($1,824/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
- $7,110 ($1,016/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- Jan 3–10, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,321 ($332/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 3–11, 2027 (8 nights)
- 2 bed/2 bath, sleeps 8
- $5,248 ($656/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Jan 3–6, 2027 (3 nights)
- Studio/1 bath, sleeps 5
- $1,909 ($636/night)
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Grand Timber Lodge
Breckenridge, Colorado- Jan 3–10, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($440/night)
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Grand Timber Lodge
Breckenridge, Colorado- Jan 3–10, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,421 ($346/night)
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Aspen Mountain Residences
Aspen, Colorado- Jan 3–9, 2027 (6 nights)
- 2 bed/2 bath, sleeps 6
- $7,873 ($1,312/night)
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Club Wyndham Park City
Park City, Utah- Jan 3–8, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,595 ($719/night)
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WorldMark Park City
Park City, Utah- Jan 3–10, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,696 ($385/night)
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Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Jan 3–8, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $1,594 ($319/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 3–10, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,526 ($1,218/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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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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Disney's Beach Club Villas
Lake Buena Vista, Florida- Jan 3–6, 2027 (3 nights)
- Studio/1 bath, sleeps 5
- $1,396 ($465/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
- $4,032 ($576/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Jan 3–9, 2027 (6 nights)
- Studio/1 bath, sleeps 4
- $1,932 ($322/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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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 3–10, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,240 ($463/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 3–10, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,347 ($907/night)
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Disney's Polynesian Villas & Bungalows
Lake Buena Vista, Florida- Jan 3–6, 2027 (3 nights)
- Studio/1 bath, sleeps 4
- $1,748 ($583/night)
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The Villas at Disney's Grand Floridian Resort & Spa
Lake Buena Vista, Florida- Jan 3–6, 2027 (3 nights)
- Studio/1 bath, sleeps 5
- $1,859 ($620/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Jan 3–10, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,884 ($983/night)
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Disney's Polynesian Villas & Bungalows
Lake Buena Vista, Florida- Jan 3–9, 2027 (6 nights)
- Studio/1 bath, sleeps 4
- $4,734 ($789/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
- $6,564 ($938/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Jan 3–4, 2027 (1 night)
- Studio/1 bath, sleeps 4
- $541 ($541/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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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Jan 3–5, 2027 (2 nights)
- Studio/1 bath, sleeps 4
- $879 ($440/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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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 3–10, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,519 ($646/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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Disney's Old Key West Resort
Lake Buena Vista, Florida- Jan 3–4, 2027 (1 night)
- Studio/1 bath, sleeps 4
- $285 ($285/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 3–6, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $415 ($138/night)
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Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Jan 3–10, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,295 ($471/night)
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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- Jan 3–10, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,186 ($455/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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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 MountainSide at Park City
Park City, Utah- Jan 3–10, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,510 ($930/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 #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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Hyatt Vacation Club at Northstar Lodge
Truckee, California- Jan 3–10, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)