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 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,404 ($486/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
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The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 12–18, 2026 (6 nights)
- 3 bed/3.5 bath, sleeps 8
- $11,797 ($1,966/night)
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Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $1,220 ($174/night)
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The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 12–17, 2026 (5 nights)
- 2 bed/2.5 bath, sleeps 8
- $12,288 ($2,458/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,820 ($689/night)
Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,984 ($712/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,560 ($937/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,919 ($703/night)
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The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 12–19, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,984 ($712/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,769 ($253/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
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Marriott's Grand Chateau
Las Vegas, Nevada- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,660 ($237/night)
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Marriott's Grand Chateau
Las Vegas, Nevada- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,423 ($346/night)
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Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,347 ($907/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,832 ($547/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($821/night)
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Marriott's Grand Chateau
Las Vegas, Nevada- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
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Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,494 ($642/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 12–19, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $4,380 ($626/night)
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Disney's Beach Club Villas
Lake Buena Vista, Florida- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 5
- $4,498 ($643/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,222 ($603/night)
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Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Dec 12–19, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $9,181 ($1,312/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,876 ($696/night)
Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,658 ($665/night)
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Voted Top Pick 2026
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($440/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,801 ($829/night)
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The Villas at Disney's Grand Floridian Resort & Spa
Lake Buena Vista, Florida- Dec 12–18, 2026 (6 nights)
- Studio/1 bath, sleeps 5
- $4,381 ($730/night)
Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,290 ($1,327/night)
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The Villas at Disney's Grand Floridian Resort & Spa
Lake Buena Vista, Florida- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 5
- $5,205 ($744/night)
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Club Regina Puerto Vallarta
Puerto Vallarta, Mexico- Dec 12–19, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $1,550 ($221/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,275 ($611/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,676 ($525/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,358 ($623/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,903 ($415/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,794 ($685/night)
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Marriott's Grand Chateau
Las Vegas, Nevada- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,200 ($314/night)
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Marriott Vacation Club Pulse, South Beach
Miami Beach, Florida- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 3
- $3,069 ($438/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,622 ($517/night)
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Marriott's Lakeshore Reserve
Orlando, Florida- Dec 12–19, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 8
- $5,475 ($782/night)
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The Point at Poipu
Koloa, Hawaii- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,660 ($237/night)
Royal Haciendas
Playa del Carmen, Mexico- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,368 ($338/night)