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 18–21, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $1,453 ($484/night)
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Costa Linda Beach Resort
Oranjestad, Aruba- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,707 ($1,530/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 18–25, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,750 ($393/night)
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Eagle's Nest Beach Resort
Marco Island, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,731 ($533/night)
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Renaissance Wind Creek Aruba - Ocean Suites
Oranjestad, Aruba- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,938 ($563/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–22, 2026 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,769 ($442/night)
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Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,312 ($187/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–22, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $941 ($235/night)
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Club Wyndham Austin
Austin, Texas- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,859 ($408/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,039 ($720/night)
Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $11,252 ($1,607/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–27, 2026 (9 nights)
- 1 bed/1 bath, sleeps 4
- $2,754 ($306/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–27, 2026 (9 nights)
- 2 bed/2 bath, sleeps 8
- $2,754 ($306/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 18–25, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,821 ($689/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,470 ($781/night)
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Club Wyndham Austin
Austin, Texas- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,949 ($564/night)
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Club Wyndham Austin
Austin, Texas- Dec 18–25, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,795 ($256/night)
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Club Wyndham Austin
Austin, Texas- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,205 ($315/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,380 ($1,483/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $7,350 ($1,050/night)
The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 18–25, 2026 (7 nights)
- 4 bed/4 bath, sleeps 10
- $18,550 ($2,650/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–23, 2026 (5 nights)
- 3 bed/2 bath, sleeps 10
- $2,083 ($417/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 18–25, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $8,740 ($1,249/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 18–25, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $4,162 ($595/night)
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The Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,655 ($1,094/night)
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The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 18–25, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $8,740 ($1,249/night)
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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,532 ($362/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–23, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,506 ($301/night)
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Lawai Beach Resort
Koloa, Hawaii- Dec 18, 2026 – Jan 1, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $7,328 ($523/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 18–25, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $5,361 ($766/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,816 ($1,545/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,612 ($230/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,801 ($829/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 18–25, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $4,493 ($642/night)
Costa Linda Beach Resort
Oranjestad, Aruba- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,584 ($798/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,290 ($1,327/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $932 ($133/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($195/night)
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Falcon Point
Avon, Colorado- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,696 ($385/night)
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Elara by Hilton Grand Vacations
Las Vegas, Nevada- Dec 18–25, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,750 ($393/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,911 ($844/night)
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Marriott Vacation Club Pulse at Custom House, Boston
Boston, Massachusetts- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,859 ($408/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 18–27, 2026 (9 nights)
- 1 bed/1 bath, sleeps 4
- $2,048 ($228/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $684 ($98/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,053 ($722/night)
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Marriott Vacation Club at Los Sueños
Playa Jaco, Costa Rica- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,456 ($922/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Dec 18–25, 2026 (7 nights)
- Studio/1 bath, sleeps 5
- $3,871 ($553/night)