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 Cypress Palms
Kissimmee, Florida- Dec 7–12, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $499 ($100/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,674 ($668/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 7–11, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $343 ($86/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 7–11, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $604 ($151/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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Club Wyndham South Shore
Zephyr Cove, Nevada- Dec 7–11, 2026 (4 nights)
- 3 bed/2 bath, sleeps 8
- $804 ($201/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,282 ($897/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 7–14, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,423 ($346/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,938 ($848/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,091 ($727/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 7–10, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $1,198 ($399/night)
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Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Dec 7–14, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,048 ($150/night)
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Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,055 ($436/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 7–10, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $367 ($122/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 7–12, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $777 ($155/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 7–14, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,283 ($469/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 7–12, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,216 ($243/night)
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Hilton Grand Vacations on Paradise
Las Vegas, Nevada- Dec 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,314 ($331/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 7–11, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $471 ($118/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,820 ($689/night)
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Marriott's Grand Chateau
Las Vegas, Nevada- Dec 7–11, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $2,096 ($524/night)
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Club Wyndham South Shore
Zephyr Cove, Nevada- Dec 7–11, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $604 ($151/night)
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Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 7–14, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 10
- $2,750 ($393/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 7–14, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $755 ($108/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,619 ($517/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,127 ($161/night)
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Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Dec 7–14, 2026 (7 nights)
- 1 bed/1 bath, sleeps 6
- $1,938 ($277/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 7–12, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $759 ($152/night)
The Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- Dec 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,748 ($821/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 7–14, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,458 ($494/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 7–14, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,205 ($315/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 7–14, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,161 ($309/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 7–11, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $568 ($142/night)
Branson's Nantucket
Branson, Missouri- Dec 8–15, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,987 ($284/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 8–22, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $2,711 ($194/night)
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Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Dec 8–12, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $427 ($107/night)
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Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Dec 8–12, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $626 ($157/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 8–22, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,199 ($229/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 8–22, 2026 (14 nights)
- 1 bed/1 bath, sleeps 4
- $1,365 ($98/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 8–15, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
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Marriott's Summit Watch
Park City, Utah- Dec 8–13, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,568 ($714/night)
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Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 8–15, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 10
- $2,750 ($393/night)
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The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Dec 8–12, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($769/night)
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Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Dec 8–12, 2026 (4 nights)
- 3 bed/2 bath, sleeps 8
- $764 ($191/night)
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Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 8–15, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 10
- $2,750 ($393/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 8–15, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,167 ($595/night)
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Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Dec 8–15, 2026 (7 nights)
- 1 bed/2 bath, sleeps 6
- $1,714 ($245/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 8–15, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,494 ($642/night)