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 Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Jan 1–8, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $7,109 ($1,016/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 1–4, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $535 ($178/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Jan 1–6, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $5,693 ($1,139/night)
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Gold Point Resort
Breckenridge, Colorado- Jan 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,470 ($781/night)
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Eagle's Nest Beach Resort
Marco Island, Florida- Jan 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,622 ($517/night)
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Club Wyndham Resort at Avon
Avon, Colorado- Jan 1–5, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($688/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 1–8, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,314 ($331/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,456 ($922/night)
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Hyatt Pinon Pointe
Sedona, Arizona- Jan 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($471/night)
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Hyatt Vacation Club at Northstar Lodge
Truckee, California- Jan 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,655 ($1,094/night)
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The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Jan 1–8, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $6,560 ($937/night)
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Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Jan 1–8, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $3,909 ($558/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,153 ($308/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 1–8, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,922 ($275/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 1–8, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,119 ($160/night)
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Club Wyndham Nashville
Nashville, Tennessee- Jan 1–5, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $359 ($90/night)
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Club Wyndham Nashville
Nashville, Tennessee- Jan 1–5, 2027 (4 nights)
- 2 bed/2 bath, sleeps 6
- $479 ($120/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 1–9, 2027 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,229 ($154/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Jan 1–9, 2027 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,974 ($247/night)
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Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Jan 1–8, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $2,750 ($393/night)
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Club Wyndham Nashville
Nashville, Tennessee- Jan 1–5, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $710 ($178/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 1–8, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $4,057 ($580/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Jan 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,121 ($874/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Jan 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,838 ($977/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 1–8, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,679 ($668/night)
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The Villas at Disney's Grand Californian Hotel & Spa
Anaheim, California- Jan 1–4, 2027 (3 nights)
- Studio/1 bath, sleeps 4
- $3,458 ($1,153/night)
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WorldMark Midway
Midway, Utah- Jan 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,932 ($276/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,744 ($1,249/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 1–8, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,603 ($658/night)
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Marriott's St. Kitts Beach Club
Frigate Bay, St. Kitts- Jan 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,892 ($985/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Jan 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,944 ($563/night)
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Eagle's Nest Beach Resort
Marco Island, Florida- Jan 1–8, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,423 ($346/night)
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Marriott's Grand Chateau
Las Vegas, Nevada- Jan 1–8, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $2,750 ($393/night)
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Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Jan 1–8, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,312 ($187/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Jan 1–8, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,649 ($521/night)
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The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Jan 1–8, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $4,330 ($619/night)
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Marriott's Summit Watch
Park City, Utah- Jan 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,420 ($774/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,382 ($1,055/night)
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The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Jan 2–9, 2027 (7 nights)
- 2 bed/3 bath, sleeps 6
- $7,382 ($1,055/night)
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Voted Top Pick 2026
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Jan 2–9, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
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Hyatt Main Street Station, A Hyatt Residence Club
Breckenridge, Colorado- Jan 2–9, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $4,712 ($673/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Jan 2–9, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,946 ($707/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Jan 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,693 ($813/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 2–6, 2027 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,150 ($287/night)
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The Westin Los Cabos Resort Villas & Spa
San Jose del Cabo, Mexico- Jan 2–9, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,924 ($561/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 2–9, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $3,115 ($445/night)
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The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Jan 2–9, 2027 (7 nights)
- 3 bed/3 bath, sleeps 8
- $12,996 ($1,857/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 2–6, 2027 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,150 ($287/night)