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 #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 17–24, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,110 ($1,016/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jan 17–24, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,497 ($500/night)
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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- Jan 17–21, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,506 ($376/night)
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 17–24, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $14,194 ($2,028/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 17–24, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,765 ($252/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jan 17–24, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,492 ($1,070/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Jan 17–22, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,472 ($494/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 17–24, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,494 ($642/night)
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Marriott's Canyon Villas at Desert Ridge
Phoenix, Arizona- Jan 17–24, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,619 ($374/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jan 17–24, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,347 ($907/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Jan 17–22, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,750 ($550/night)
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Club Wyndham Nashville
Nashville, Tennessee- Jan 17–21, 2027 (4 nights)
- 2 bed/2 bath, sleeps 6
- $311 ($78/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 17–29, 2027 (12 nights)
- Studio/1 bath, sleeps 4
- $3,295 ($275/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 17–24, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,110 ($1,016/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Jan 17–21, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $2,859 ($715/night)
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Club Wyndham Long Wharf
Newport, Rhode Island- Jan 17–24, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $839 ($120/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 17–24, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $671 ($96/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jan 17–24, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,492 ($1,070/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 17–24, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,112 ($588/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Jan 17–23, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $4,385 ($731/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jan 17–24, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 17–24, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $920 ($131/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Jan 17–24, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,692 ($813/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 18–25, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,238 ($891/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 18–22, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $1,987 ($497/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 18–25, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $10,913 ($1,559/night)
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WorldMark Kona Resort
Kailua-Kona, Hawaii- Jan 18–29, 2027 (11 nights)
- 2 bed/2 bath, sleeps 6
- $2,965 ($270/night)
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Disney's Polynesian Villas & Bungalows
Lake Buena Vista, Florida- Jan 18–21, 2027 (3 nights)
- Studio/1 bath, sleeps 2
- $1,442 ($481/night)
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Club Wyndham Nashville
Nashville, Tennessee- Jan 18–23, 2027 (5 nights)
- 2 bed/2 bath, sleeps 6
- $459 ($92/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 18–25, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,655 ($1,094/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 18–25, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,802 ($829/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 18–25, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,930 ($704/night)
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Club Wyndham Nashville
Nashville, Tennessee- Jan 18–23, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $351 ($70/night)
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Club Wyndham South Shore
Zephyr Cove, Nevada- Jan 18–22, 2027 (4 nights)
- 3 bed/2 bath, sleeps 8
- $1,207 ($302/night)
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Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Jan 18–22, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $2,327 ($582/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 18–22, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($769/night)
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Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Jan 18–23, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,903 ($581/night)
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Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Jan 18–22, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $2,188 ($547/night)
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Vista Encantada Spa Resort & Residences
Cabo San Lucas, Mexico- Jan 18–25, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,750 ($393/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 18–25, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,655 ($1,094/night)
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Club Wyndham Nashville
Nashville, Tennessee- Jan 18–23, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $702 ($140/night)
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The Ritz-Carlton Club, Lake Tahoe
Truckee, California- Jan 18–25, 2027 (7 nights)
- 3 bed/3 bath, sleeps 8
- $14,195 ($2,028/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 18–25, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,456 ($922/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 18–25, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,745 ($1,249/night)
WorldMark Steamboat Springs Resort
Steamboat Springs, Colorado- Jan 18–25, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
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Club Wyndham South Shore
Zephyr Cove, Nevada- Jan 18–22, 2027 (4 nights)
- 2 bed/2 bath, sleeps 6
- $995 ($249/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 18–25, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,584 ($798/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 19–23, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $523 ($131/night)