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 Ko Olina Beach Club
Kapolei, Hawaii- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,564 ($938/night)
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Kings' Land by Hilton Grand Vacations
Waikoloa Village, Hawaii- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,298 ($471/night)
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Club Wyndham Sedona
Sedona, Arizona- Dec 15–18, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $307 ($102/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 15–19, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $555 ($139/night)
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Club Wyndham Sedona
Sedona, Arizona- Dec 15–18, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $523 ($174/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
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Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
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Novaispania Residences by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 16–26, 2026 (10 nights)
- 4 bed/4.5 bath, sleeps 12
- $13,650 ($1,365/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 16–21, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,260 ($252/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 16–21, 2026 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,821 ($364/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 16–21, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $924 ($185/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 16–22, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,436 ($239/night)
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Marriott Vacation Club, New York City
New York City, New York- Dec 16–23, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,750 ($393/night)
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Club Wyndham Kona Hawaiian Resort
Kailua-Kona, Hawaii- Dec 16–27, 2026 (11 nights)
- 2 bed/2 bath, sleeps 6
- $4,276 ($389/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 16–20, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $746 ($186/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 16–20, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,021 ($255/night)
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Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 16–24, 2026 (8 nights)
- 3 bed/3.5 bath, sleeps 10
- $7,001 ($875/night)
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Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 16, 2026 – Jan 2, 2027 (17 nights)
- 3 bed/3.5 bath, sleeps 10
- $8,745 ($514/night)
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Novaispania Residences by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 16, 2026 – Jan 2, 2027 (17 nights)
- 4 bed/4.5 bath, sleeps 12
- $28,910 ($1,701/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 16–22, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,207 ($201/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 16–22, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $613 ($102/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 16–23, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,760 ($394/night)
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Club Wyndham Atlanta
Atlanta, Georgia- Dec 16–20, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,365 ($341/night)
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Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 16, 2026 – Jan 2, 2027 (17 nights)
- 3 bed/3.5 bath, sleeps 10
- $11,124 ($654/night)
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Hilton Club The Quin New York
New York City, New York- Dec 16–20, 2026 (4 nights)
- Studio/1 bath, sleeps 2
- $1,987 ($497/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 16–21, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $852 ($170/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 16–21, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,260 ($252/night)
Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 16, 2026 – Jan 2, 2027 (17 nights)
- 3 bed/3.5 bath, sleeps 10
- $10,216 ($601/night)
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Club Wyndham Atlanta
Atlanta, Georgia- Dec 16–20, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $1,139 ($285/night)
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Imperial Hawaii Vacation Club
Honolulu, Hawaii- Dec 16–23, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $1,660 ($237/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 16–23, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $8,413 ($1,202/night)
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Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,696 ($385/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 16–21, 2026 (5 nights)
- 2 bed/3 bath, sleeps 8
- $3,568 ($714/night)
Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 16, 2026 – Jan 2, 2027 (17 nights)
- 3 bed/3.5 bath, sleeps 10
- $9,846 ($579/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 16–22, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $826 ($138/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 16–21, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $764 ($153/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 16–21, 2026 (5 nights)
- 3 bed/2 bath, sleeps 8
- $1,550 ($310/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,859 ($408/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 16–23, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $3,513 ($502/night)
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Holiday Inn Club Vacations at Smoky Mountain Resort
Gatlinburg, Tennessee- Dec 16–22, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,660 ($277/night)
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Marriott's Manor Club at Ford's Colony
Williamsburg, Virginia- Dec 17–22, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $2,745 ($549/night)
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Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Dec 17–23, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $4,112 ($685/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 17–20, 2026 (3 nights)
- 3 bed/2 bath, sleeps 10
- $1,321 ($440/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–23, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,312 ($219/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–23, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,778 ($296/night)
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Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 17–24, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $1,550 ($221/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 17–22, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $764 ($153/night)