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, St. Thomas
East End, St. Thomas (USVI)- Dec 1–6, 2026 (5 nights)
- 2 bed/2.5 bath, sleeps 6
- $4,112 ($822/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Dec 1–5, 2026 (4 nights)
- Studio/1 bath, sleeps 5
- $2,650 ($662/night)
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Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 1–8, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 10
- $3,077 ($440/night)
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Disney's Animal Kingdom Villas - Kidani Village
Lake Buena Vista, Florida- Dec 1–7, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $3,213 ($536/night)
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Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Dec 1–5, 2026 (4 nights)
- 1 bed/1 bath, sleeps 5
- $7,010 ($1,752/night)
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Disney's Animal Kingdom Villas - Kidani Village
Lake Buena Vista, Florida- Dec 1–6, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $2,749 ($550/night)
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Marriott's Summit Watch
Park City, Utah- Dec 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,020 ($860/night)
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The Resort at Diamante
Cabo San Lucas, Mexico- Dec 1–10, 2026 (9 nights)
- 1 bed/2 bath, sleeps 4
- $4,930 ($548/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 1–5, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $427 ($107/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Dec 1–6, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $2,880 ($576/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Dec 1–5, 2026 (4 nights)
- Studio/1 bath, sleeps 5
- $2,650 ($662/night)
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The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 1–5, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $4,385 ($1,096/night)
Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 1–8, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $1,550 ($221/night)
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Hyatt Main Street Station, A Hyatt Residence Club
Breckenridge, Colorado- Dec 1–5, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $622 ($155/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Dec 1–5, 2026 (4 nights)
- Studio/1 bath, sleeps 5
- $2,650 ($662/night)
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Novaispania Residences by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 1–8, 2026 (7 nights)
- 4 bed/4.5 bath, sleeps 12
- $10,870 ($1,553/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 1–9, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($480/night)
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Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Dec 1–7, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $2,968 ($495/night)
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The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 1–6, 2026 (5 nights)
- 4 bed/4 bath, sleeps 10
- $12,288 ($2,458/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,671 ($810/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 1–6, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $586 ($117/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 1–8, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,967 ($424/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 1–8, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $10,489 ($1,498/night)
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Disney's Animal Kingdom Villas - Kidani Village
Lake Buena Vista, Florida- Dec 1–5, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $2,147 ($537/night)
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Disney's Animal Kingdom Villas - Kidani Village
Lake Buena Vista, Florida- Dec 1–6, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $2,772 ($554/night)
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Disney's Animal Kingdom Villas - Kidani Village
Lake Buena Vista, Florida- Dec 1–3, 2026 (2 nights)
- Studio/1 bath, sleeps 4
- $1,066 ($533/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Dec 1–6, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $2,880 ($576/night)
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Disney's Animal Kingdom Villas - Kidani Village
Lake Buena Vista, Florida- Dec 1–3, 2026 (2 nights)
- Studio/1 bath, sleeps 4
- $1,048 ($524/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 1–8, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $5,911 ($844/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Dec 1–2, 2026 (1 night)
- Studio/1 bath, sleeps 5
- $622 ($622/night)
Verified & Protected
Disney's Animal Kingdom Villas - Kidani Village
Lake Buena Vista, Florida- Dec 1–6, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $2,680 ($536/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Dec 1–5, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $1,791 ($448/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 1–7, 2026 (6 nights)
- 3 bed/3 bath, sleeps 10
- $7,862 ($1,310/night)
Verified & Protected
Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Dec 1–7, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $2,260 ($377/night)
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Disney's Animal Kingdom Villas - Kidani Village
Lake Buena Vista, Florida- Dec 1–6, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $2,726 ($545/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Dec 1–8, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,614 ($373/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 1–6, 2026 (5 nights)
- 3 bed/3 bath, sleeps 10
- $2,750 ($550/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Dec 1–6, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $1,905 ($381/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 2–6, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $511 ($128/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Dec 2–7, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $860 ($172/night)
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The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 2–7, 2026 (5 nights)
- 3 bed/3.5 bath, sleeps 8
- $9,835 ($1,967/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 2–6, 2026 (4 nights)
- 3 bed/2 bath, sleeps 10
- $995 ($249/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 2–5, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $355 ($118/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 2–5, 2026 (3 nights)
- 3 bed/2 bath, sleeps 10
- $684 ($228/night)
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The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 2–6, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $4,821 ($1,205/night)
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Marriott Vacation Club, Waikiki
Honolulu, Hawaii- Dec 2–9, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,404 ($486/night)
Verified & Protected
The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 3–7, 2026 (4 nights)
- 3 bed/3.5 bath, sleeps 8
- $7,873 ($1,968/night)