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 1–5, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $4,385 ($1,096/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 - 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 Beach Club Villas
Lake Buena Vista, Florida- Dec 1–3, 2026 (2 nights)
- Studio/1 bath, sleeps 5
- $1,277 ($639/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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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
- $2,804 ($467/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 Ko Olina Beach Club
Kapolei, Hawaii- Dec 1–6, 2026 (5 nights)
- Studio/1 bath, sleeps 2
- $2,684 ($537/night)
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Voted Top Pick 2026
The Royal Sands
Cancun, Mexico- Dec 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,660 ($237/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 1–8, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,641 ($377/night)
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Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Dec 1–8, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $1,109 ($158/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
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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)
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Garza Blanca Resort & Spa Cancun
Cancun, Mexico- Dec 1–10, 2026 (9 nights)
- 2 bed/2 bath, sleeps 6
- $10,707 ($1,190/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 1–6, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,423 ($485/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Dec 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/night)
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West 57th Street by Hilton Club
New York City, New York- Dec 1–5, 2026 (4 nights)
- Studio/1 bath, sleeps 2
- $1,660 ($415/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,874 ($839/night)
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Marriott's Summit Watch
Park City, Utah- Dec 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/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
- $6,669 ($953/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)
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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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The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 1–6, 2026 (5 nights)
- 4 bed/4 bath, sleeps 10
- $8,690 ($1,738/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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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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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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Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 1–8, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 10
- $3,069 ($438/night)
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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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Marriott Vacation Club, Waikiki
Honolulu, Hawaii- Dec 2–9, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,260 ($323/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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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 2–9, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,802 ($543/night)
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Club Wyndham Royal Sea Cliff
Kailua-Kona, Hawaii- Dec 2–7, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,987 ($397/night)
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Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 2–9, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 10
- $3,404 ($486/night)
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WorldMark Las Vegas - Boulevard
Las Vegas, Nevada- Dec 2–8, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $1,659 ($276/night)
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Voted Top Pick 2026
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Dec 2–9, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,707 ($672/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Dec 2–6, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $2,042 ($510/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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Voted Top Pick 2026
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Dec 2–9, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,568 ($510/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 2–9, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $995 ($142/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 2–6, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $648 ($162/night)
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Imperial Hawaii Vacation Club
Honolulu, Hawaii- Dec 2–9, 2026 (7 nights)
- 1 bed/2 bath, sleeps 6
- $1,649 ($236/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 3–12, 2026 (9 nights)
- 2 bed/2 bath, sleeps 8
- $8,200 ($911/night)
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Voted Top Pick 2026
The Westin Kierland Villas
Scottsdale, Arizona- Dec 3–8, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,204 ($441/night)
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The Westin Riverfront Mountain Villas
Avon, Colorado- Dec 3–8, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($768/night)
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Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Dec 3–7, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $2,188 ($547/night)
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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)
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Marriott's Villas at Doral
Miami, Florida- Dec 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,382 ($626/night)