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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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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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,275 ($611/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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Club Wyndham Austin
Austin, Texas- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,600 ($514/night)
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Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 12–19, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $6,565 ($938/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
- $4,167 ($595/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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The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Dec 12–19, 2026 (7 nights)
- 2 bed/3 bath, sleeps 10
- $8,745 ($1,249/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,110 ($1,016/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
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 Villas at Disney's Grand Floridian Resort & Spa
Lake Buena Vista, Florida- Dec 12–18, 2026 (6 nights)
- Studio/1 bath, sleeps 5
- $3,086 ($514/night)
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Pono Kai
Kapaa, Hawaii- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,772 ($253/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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Marriott's Oceana Palms
Riviera Beach, Florida- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/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
- $10,925 ($2,185/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
- $4,380 ($626/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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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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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,385 ($626/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)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Dec 13–18, 2026 (5 nights)
- Studio/1 bath, sleeps 5
- $2,843 ($569/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Dec 13–18, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $1,725 ($345/night)
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Marriott's Summit Watch
Park City, Utah- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,886 ($412/night)
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Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Dec 13–18, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $3,082 ($616/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,948 ($564/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $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
- $4,471 ($639/night)
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Holiday Inn Club Vacations Marco Island - Sunset Cove Resort
Marco Island, Florida- Dec 13–18, 2026 (5 nights)
- 3 bed/2 bath, sleeps 8
- $2,204 ($441/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 13–18, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,605 ($321/night)
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The Villas at Disney's Grand Floridian Resort & Spa
Lake Buena Vista, Florida- Dec 13–18, 2026 (5 nights)
- Studio/1 bath, sleeps 5
- $3,557 ($711/night)
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Club Wyndham Austin
Austin, Texas- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,687 ($527/night)
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Marriott's Phuket Beach Club
Phuket, Thailand- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,676 ($525/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,922 ($560/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
- $3,403 ($486/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
- $6,129 ($876/night)
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Marriott's Phuket Beach Club
Phuket, Thailand- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,374 ($625/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 13–20, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,595 ($656/night)
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Club Wyndham Great Smokies Lodge
Sevierville, Tennessee- Dec 13–19, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,326 ($221/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
- $4,603 ($658/night)
Marriott's Shadow Ridge - The Villages
Palm Desert, California- Dec 13–20, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $777 ($111/night)
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Club Wyndham Austin
Austin, Texas- Dec 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,074 ($296/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
- $3,295 ($471/night)
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Club Wyndham Nashville
Nashville, Tennessee- Dec 13–17, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $604 ($151/night)
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Club Wyndham Nashville
Nashville, Tennessee- Dec 13–17, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $535 ($134/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
- $4,794 ($685/night)
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Club Wyndham Nashville
Nashville, Tennessee- Dec 13–17, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $311 ($78/night)