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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Royal Islander Club la Plage
St. Maarten, Dutch side (Sint Maarten), Sint Maarten & Saint Martin- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,110 ($1,016/night)
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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
- $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)
- Studio/1 bath, sleeps 4
- $3,260 ($466/night)
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Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Dec 12–14, 2026 (2 nights)
- Studio/1 bath, sleeps 4
- $981 ($491/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
- $3,240 ($463/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 Waiohai Beach Club
Koloa, Hawaii- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,876 ($696/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
- $3,731 ($533/night)
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Marriott's Summit Watch
Park City, Utah- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,185 ($455/night)
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El Moro Tower el Cid at Mazatlan
Mazatlan, Mexico- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,550 ($221/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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Marina el Cid Hotel & Yacht Club
Mazatlan, Mexico- Dec 12–19, 2026 (7 nights)
- Studio/1 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
- $9,290 ($1,327/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
- $11,470 ($1,639/night)
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Corazon Cabo Resort & Spa
Cabo San Lucas, Mexico- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,058 ($580/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
- $4,603 ($658/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)
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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
- $4,494 ($642/night)
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Coral Sands Resort
George Town, Grand Cayman, Cayman Islands- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,769 ($253/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
- $6,456 ($922/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 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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CHOOSE YOUR OWN DATES
Club Wyndham Nashville
Nashville, Tennessee- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,119 ($160/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,986 ($284/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,240 ($463/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
- $4,602 ($657/night)
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The Point at Poipu
Koloa, Hawaii- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,475 ($782/night)
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Disney's Polynesian Villas & Bungalows
Lake Buena Vista, Florida- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 5
- $4,267 ($610/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $9,944 ($1,421/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)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 12–19, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $1,804 ($258/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
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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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CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $866 ($124/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,711 ($673/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 12–18, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $2,696 ($449/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
- $3,458 ($494/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
- $4,712 ($673/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
- $5,475 ($782/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/2 bath, sleeps 4
- $3,295 ($471/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
- $4,330 ($619/night)
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Marriott's Summit Watch
Park City, Utah- Dec 12–18, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $2,750 ($458/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 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 Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($821/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
- $5,801 ($829/night)