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 Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 6–9, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $367 ($122/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,306 ($329/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 6–9, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $271 ($90/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 6–9, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $355 ($118/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,840 ($549/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Dec 6–11, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $944 ($189/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 6–11, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,605 ($321/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 6–19, 2026 (13 nights)
- 2 bed/2 bath, sleeps 8
- $2,432 ($187/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,020 ($860/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,557 ($794/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 6–12, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $573 ($95/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,336 ($619/night)
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WorldMark Las Vegas - Boulevard
Las Vegas, Nevada- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,968 ($424/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,423 ($346/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 6–11, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $415 ($83/night)
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Villa del Palmar Cabo San Lucas
Cabo San Lucas, Mexico- Dec 6–13, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $2,314 ($331/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Dec 6–11, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,110 ($222/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,906 ($844/night)
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Divi Village Golf and Beach Resort
Oranjestad, Aruba- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,096 ($299/night)
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Disney's Beach Club Villas
Lake Buena Vista, Florida- Dec 6–11, 2026 (5 nights)
- Studio/1 bath, sleeps 5
- $3,339 ($668/night)
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Club Wyndham Great Smokies Lodge
Sevierville, Tennessee- Dec 6–12, 2026 (6 nights)
- 3 bed/2 bath, sleeps 10
- $1,882 ($314/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($190/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,458 ($494/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 6–19, 2026 (13 nights)
- 2 bed/2 bath, sleeps 8
- $1,956 ($150/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,603 ($658/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 6–19, 2026 (13 nights)
- 1 bed/1 bath, sleeps 4
- $1,436 ($110/night)
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The Berkley, Las Vegas
Las Vegas, Nevada- Dec 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $660 ($94/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,361 ($766/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,022 ($432/night)
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Club Wyndham Austin
Austin, Texas- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,641 ($377/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 6–20, 2026 (14 nights)
- 1 bed/1 bath, sleeps 4
- $1,725 ($123/night)
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Club Wyndham Austin
Austin, Texas- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,673 ($239/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,112 ($588/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,295 ($471/night)
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Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Dec 6–10, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $2,327 ($582/night)
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Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Dec 6–12, 2026 (6 nights)
- 1 bed/2 bath, sleeps 6
- $1,549 ($258/night)
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Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Dec 6–12, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $839 ($140/night)
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Grand Timber Lodge
Breckenridge, Colorado- Dec 6–13, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $3,294 ($471/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 6–11, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,531 ($506/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,204 ($315/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 6–9, 2026 (3 nights)
- 3 bed/2 bath, sleeps 10
- $559 ($186/night)
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Grand Timber Lodge
Breckenridge, Colorado- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,150 ($307/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,358 ($623/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,249 ($607/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 6–19, 2026 (13 nights)
- 1 bed/1 bath, sleeps 4
- $1,660 ($128/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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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 Ocean Walk
Daytona Beach, Florida- Dec 7–14, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $684 ($98/night)