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 Ocean Walk
Daytona Beach, Florida- Dec 7–14, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $932 ($133/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 7–10, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $639 ($213/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 7–14, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $684 ($98/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
- $3,786 ($541/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,752 ($250/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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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 7–14, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,513 ($502/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 Grand Desert
Las Vegas, Nevada- Dec 7–11, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $852 ($213/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 7–12, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $924 ($185/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
- $3,284 ($469/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 7–13, 2026 (6 nights)
- 3 bed/2 bath, sleeps 10
- $1,365 ($228/night)
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The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 7–14, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 8
- $12,233 ($1,748/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 7–10, 2026 (3 nights)
- 3 bed/2 bath, sleeps 8
- $852 ($284/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 7–12, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $459 ($92/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 7–12, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,074 ($215/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 7–12, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $626 ($125/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 Ocean Walk
Daytona Beach, Florida- Dec 7–11, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $710 ($178/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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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 7–11, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $639 ($160/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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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 7–11, 2026 (4 nights)
- 3 bed/2 bath, sleeps 10
- $746 ($186/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 7–11, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $343 ($86/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 7–14, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $746 ($107/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 7–11, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $311 ($78/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 7–11, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $439 ($110/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 7–12, 2026 (5 nights)
- 3 bed/3 bath, sleeps 10
- $2,750 ($550/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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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 7–14, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $1,550 ($221/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 7–10, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $439 ($146/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,612 ($230/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 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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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 Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 7–19, 2026 (12 nights)
- 2 bed/2 bath, sleeps 8
- $9,181 ($765/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $995 ($142/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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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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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($195/night)
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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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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 8–13, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $586 ($117/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
- $3,295 ($824/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 8–13, 2026 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,180 ($236/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 8–13, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $764 ($153/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 8–15, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,257 ($751/night)