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)
- 2 bed/2 bath, sleeps 8
- $4,494 ($642/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
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($440/night)
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The Cliffs at Peace Canyon
Las Vegas, Nevada- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $660 ($94/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
- $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)
- Studio/1 bath, sleeps 4
- $2,204 ($315/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 St. Kitts Beach Club
Frigate Bay, St. Kitts- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,949 ($564/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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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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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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Hacienda del Mar Resort
Cabo San Lucas, Mexico- Dec 12–19, 2026 (7 nights)
- 3 bed/4 bath, sleeps 12
- $3,730 ($533/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
- $3,813 ($545/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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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)
- 1 bed/2 bath, sleeps 4
- $5,954 ($850/night)
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Sands of Kahana Vacation Club
Lahaina, Hawaii- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,772 ($396/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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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,794 ($685/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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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,031 ($576/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 #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,487 ($355/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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Club Wyndham Austin
Austin, Texas- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,026 ($289/night)
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Kings' Land by Hilton Grand Vacations
Waikoloa Village, Hawaii- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,745 ($392/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 Velas Vallarta
Puerto Vallarta, Mexico- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 2
- $2,663 ($380/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
- $4,167 ($595/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
- $4,548 ($650/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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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 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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Corazon Cabo Resort & Spa
Cabo San Lucas, Mexico- Dec 12–19, 2026 (7 nights)
- 3 bed/4 bath, sleeps 12
- $6,838 ($977/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
- $4,603 ($658/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 #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,175 ($739/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/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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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
- $4,058 ($580/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $8,091 ($1,156/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)
- 2 bed/2 bath, sleeps 8
- $555 ($139/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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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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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,502 ($1,072/night)
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Voted Top Pick 2026
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,358 ($765/night)