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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Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Dec 12–17, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,723 ($545/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
- $4,358 ($623/night)
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Hacienda Encantada Resort & Residences
Cabo San Lucas, Mexico- Dec 12–19, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 8
- $3,404 ($486/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
- $5,366 ($767/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,531 ($362/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,257 ($751/night)
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Royal Haciendas
Playa del Carmen, Mexico- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,368 ($338/night)
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Divi Little Bay Beach & Racquet Club
Little Bay Beach, Dutch side (Sint Maarten), Sint Maarten & Saint Martin- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,597 ($371/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
- $2,914 ($416/night)
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Divi Village Golf and Beach Resort
Oranjestad, Aruba- Dec 12–19, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,532 ($362/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 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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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
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $5,954 ($850/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 12–16, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $427 ($107/night)
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Voted Top Pick 2026
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,603 ($658/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
- $5,475 ($782/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
- $4,930 ($704/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 Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 12–19, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,222 ($603/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 12–16, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $555 ($139/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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Grand Solmar Pacific Dunes Resort Golf & Spa
Cabo San Lucas, Mexico- Dec 12–19, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $4,595 ($656/night)
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Grand Fiesta Americana Los Cabos All Inclusive Golf & Spa
Cabo San Lucas, Mexico- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,749 ($393/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
- $5,202 ($743/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 Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $4,053 ($579/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 12–16, 2026 (4 nights)
- 3 bed/2 bath, sleeps 10
- $870 ($218/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,995 ($428/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
- $2,924 ($418/night)
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The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 12–19, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $7,214 ($1,031/night)
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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,622 ($517/night)
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Marriott's Grand Chateau
Las Vegas, Nevada- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,290 ($470/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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Hacienda del Mar Resort
Cabo San Lucas, Mexico- Dec 12–19, 2026 (7 nights)
- Studio/1.5 bath, sleeps 4
- $1,110 ($159/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
- $3,568 ($510/night)
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Garza Blanca Resort & Spa Cancun
Cancun, Mexico- Dec 12–19, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 8
- $10,925 ($1,561/night)
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Marriott's Shadow Ridge - The Villages
Palm Desert, California- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,696 ($385/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
- $2,204 ($315/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 12–16, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $555 ($139/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,428 ($347/night)
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Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,306 ($329/night)
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Westgate Town Center
Kissimmee, Florida- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,314 ($331/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
- $4,494 ($642/night)
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Voted Top Pick 2026
The Royal Sands
Cancun, Mexico- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($471/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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Marina el Cid Hotel & Yacht Club
Mazatlan, Mexico- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,550 ($221/night)