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 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
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,292 ($899/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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The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 12–19, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 8
- $15,269 ($2,181/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
- $2,750 ($393/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 12–19, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,750 ($393/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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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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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,110 ($1,016/night)
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Club Wyndham Dolphin's Cove
Anaheim, California- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,165 ($166/night)
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Peacock Suites
Anaheim, California- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 6
- $971 ($139/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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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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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Dec 12–18, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $5,250 ($875/night)
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Club Wyndham Park City
Park City, Utah- Dec 12–17, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,022 ($604/night)
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Voted Top Pick 2026
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,641 ($377/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 13–19, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $3,840 ($640/night)
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Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 13–19, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $972 ($162/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,456 ($922/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 13–19, 2026 (6 nights)
- 3 bed/2 bath, sleeps 10
- $1,497 ($250/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,295 ($471/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,647 ($664/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,020 ($860/night)
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The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 13–21, 2026 (8 nights)
- Studio/1 bath, sleeps 4
- $3,295 ($412/night)
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The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Dec 13–18, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $4,930 ($986/night)
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The Manhattan Club
New York City, New York- Dec 13–20, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,840 ($549/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 13–19, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $693 ($115/night)
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Hyatt Windward Pointe Resort
Key West, Florida- Dec 13–17, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,878 ($470/night)
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Holiday Inn Club Vacations Holiday Hills Resort
Branson, Missouri- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $999 ($143/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
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Hilton Vacation Club Flamingo Beach St. Maarten
Simpson Bay, Dutch side (Sint Maarten), Sint Maarten & Saint Martin- Dec 13–20, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,987 ($284/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,513 ($502/night)
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The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 13–20, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $7,159 ($1,023/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,966 ($852/night)
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Villa del Arco Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 13–19, 2026 (6 nights)
- 1 bed/2 bath, sleeps 4
- $2,314 ($386/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Dec 13–19, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $2,903 ($484/night)
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The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 13–19, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $8,200 ($1,367/night)
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,276 ($611/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,565 ($652/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,795 ($685/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,420 ($774/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,471 ($639/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,330 ($619/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,276 ($611/night)
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The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 13–18, 2026 (5 nights)
- 3 bed/3.5 bath, sleeps 8
- $13,594 ($2,719/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)