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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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 14–18, 2026 (4 nights)
- 3 bed/2 bath, sleeps 10
- $746 ($186/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 14–18, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $343 ($86/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 14–20, 2026 (6 nights)
- 3 bed/2 bath, sleeps 10
- $1,874 ($312/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,290 ($1,327/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 15–22, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,468 ($495/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,564 ($938/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,612 ($230/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 15–22, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,318 ($331/night)
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Disney's Polynesian Villas & Bungalows
Lake Buena Vista, Florida- Dec 15–17, 2026 (2 nights)
- Studio/1 bath, sleeps 5
- $1,895 ($948/night)
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Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 15–20, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $3,469 ($694/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 15–19, 2026 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,128 ($282/night)
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Sheraton Mountain Vista Villas
Avon, Colorado- Dec 15–19, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $2,204 ($551/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 15–21, 2026 (6 nights)
- 3 bed/3 bath, sleeps 10
- $3,949 ($658/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 15–23, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($616/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,510 ($930/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 15–23, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,847 ($231/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 15–23, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,847 ($231/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 15–23, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,356 ($170/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 15–22, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 15–23, 2026 (8 nights)
- 3 bed/2 bath, sleeps 10
- $2,632 ($329/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 15–22, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,612 ($230/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 15–28, 2026 (13 nights)
- 2 bed/2 bath, sleeps 8
- $14,195 ($1,092/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
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Villas at Disneyland Hotel
Anaheim, California- Dec 15–18, 2026 (3 nights)
- Studio/1 bath, sleeps 4
- $2,101 ($700/night)
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Villas at Disneyland Hotel
Anaheim, California- Dec 15–18, 2026 (3 nights)
- Studio/1 bath, sleeps 4
- $2,085 ($695/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 15–19, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $741 ($185/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Dec 15–17, 2026 (2 nights)
- Studio/1 bath, sleeps 5
- $981 ($491/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 15–19, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $741 ($185/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 15–22, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,180 ($169/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,358 ($908/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 15–19, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $535 ($134/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 16–20, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $479 ($120/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 16–23, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,497 ($500/night)
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Marriott Vacation Club, New York City
New York City, New York- Dec 16–23, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,750 ($393/night)
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Hilton Club The Quin New York
New York City, New York- Dec 16–20, 2026 (4 nights)
- Studio/1 bath, sleeps 2
- $1,987 ($497/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 16–23, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $3,513 ($502/night)
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Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 16–23, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $995 ($142/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 16–23, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,734 ($248/night)
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Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 16, 2026 – Jan 2, 2027 (17 nights)
- 3 bed/3.5 bath, sleeps 10
- $8,734 ($514/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 16–23, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,277 ($182/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 16–21, 2026 (5 nights)
- 2 bed/3 bath, sleeps 8
- $3,568 ($714/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 16–23, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $7,437 ($1,062/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,734 ($248/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 16–22, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,497 ($250/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 16–22, 2026 (6 nights)
- 3 bed/2 bath, sleeps 10
- $2,135 ($356/night)