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
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,647 ($1,092/night)
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AAA 5-Diamond Award
Grand Luxxe at Vidanta Nuevo Vallarta
Nuevo Vallarta, Mexico- Dec 20–27, 2026 (7 nights)
- 1 bed/1.5 bath, sleeps 4
- $4,385 ($626/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 20–24, 2026 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,277 ($319/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,603 ($658/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $12,225 ($1,746/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,565 ($938/night)
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Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,911 ($844/night)
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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,474 ($782/night)
Westgate Smoky Mountain Resort & Water Park
Gatlinburg, Tennessee- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 10
- $1,769 ($253/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,039 ($720/night)
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Villa La Valencia Beach Resort & Spa
San Jose del Cabo, Mexico- Dec 20–27, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $3,949 ($564/night)
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Disney's Animal Kingdom Villas - Kidani Village
Lake Buena Vista, Florida- Dec 20–24, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $2,397 ($599/night)
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Westgate Smoky Mountain Resort & Water Park
Gatlinburg, Tennessee- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,423 ($346/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
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Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $3,840 ($549/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $3,949 ($564/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,508 ($1,358/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $13,105 ($1,872/night)
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Voted Top Pick 2026
The Westin Kierland Villas
Scottsdale, Arizona- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,275 ($468/night)
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Villa La Valencia Beach Resort & Spa
San Jose del Cabo, Mexico- Dec 20–27, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $3,916 ($559/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,494 ($642/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $24,005 ($3,429/night)
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The Westin Los Cabos Resort Villas & Spa
San Jose del Cabo, Mexico- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,385 ($626/night)
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Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,476 ($211/night)
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Hilton Vacation Club Lake Tahoe Resort
South Lake Tahoe, California- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,404 ($486/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,471 ($210/night)
Westgate Smoky Mountain Resort & Water Park
Gatlinburg, Tennessee- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,987 ($284/night)
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Hanalei Bay Resort
Princeville, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,053 ($579/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 20–23, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $535 ($178/night)
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Villa del Arco Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 20–27, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $2,314 ($331/night)
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Grand Solmar Land's End Resort
Cabo San Lucas, Mexico- Dec 20–27, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,712 ($673/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,420 ($774/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 20, 2026 – Jan 1, 2027 (12 nights)
- 1 bed/1 bath, sleeps 4
- $2,345 ($195/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,886 ($412/night)
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Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Dec 20–26, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($549/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 20–26, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,255 ($209/night)
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Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,984 ($712/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,587 ($941/night)
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Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Dec 20–31, 2026 (11 nights)
- 1 bed/1 bath, sleeps 4
- $2,074 ($189/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
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Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $2,586 ($370/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,745 ($1,249/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,437 ($1,062/night)
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Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,557 ($794/night)
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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Hilton Vacation Club Cabo Azul Los Cabos
San Jose del Cabo, Mexico- Dec 20–26, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $3,945 ($657/night)