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 Ocean Walk
Daytona Beach, Florida- Dec 21–29, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,074 ($134/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 21–24, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $535 ($178/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 21–24, 2026 (3 nights)
- 3 bed/2 bath, sleeps 10
- $959 ($320/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $11,409 ($1,630/night)
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The Hilton Club New York
New York City, New York- Dec 21–27, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $4,930 ($822/night)
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Hilton Vacation Club Cabo Azul Los Cabos
San Jose del Cabo, Mexico- Dec 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,031 ($576/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,664 ($238/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $16,375 ($2,339/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,475 ($782/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 21–28, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $6,669 ($953/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,978 ($283/night)
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West 57th Street by Hilton Club
New York City, New York- Dec 21–26, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $4,358 ($872/night)
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Marriott's Grande Vista
Orlando, Florida- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,423 ($346/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,471 ($210/night)
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Marriott's Grande Vista
Orlando, Florida- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,924 ($418/night)
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Club Wyndham Austin
Austin, Texas- Dec 21–24, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $799 ($266/night)
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Marriott's Grande Vista
Orlando, Florida- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,404 ($486/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $959 ($137/night)
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WorldMark Indio
Indio, California- Dec 21–31, 2026 (10 nights)
- 2 bed/2 bath, sleeps 6
- $2,423 ($242/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 21–26, 2026 (5 nights)
- 4 bed/4 bath, sleeps 12
- $9,290 ($1,858/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 21–26, 2026 (5 nights)
- 3 bed/2 bath, sleeps 8
- $1,462 ($292/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 21–26, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $697 ($139/night)
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Elara by Hilton Grand Vacations
Las Vegas, Nevada- Dec 21–26, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $10,925 ($2,185/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $12,777 ($1,825/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 21–29, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,856 ($232/night)
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The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 21–25, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $2,963 ($741/night)
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The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 21–28, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $12,560 ($1,794/night)
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Hacienda del Mar Resort
Cabo San Lucas, Mexico- Dec 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 6
- $2,531 ($362/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 21–26, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,478 ($496/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $7,595 ($1,085/night)
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Club Wyndham South Shore
Zephyr Cove, Nevada- Dec 21–26, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,948 ($390/night)
Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Dec 21–28, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $5,312 ($759/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,366 ($767/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 21–24, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $719 ($240/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 21–29, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,214 ($277/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 21–31, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $2,685 ($268/night)
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Grand Luxxe Spa Suites at Vidanta Nuevo Vallarta
Nuevo Vallarta, Mexico- Dec 21–28, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $7,655 ($1,094/night)
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Club Wyndham Austin
Austin, Texas- Dec 21–24, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $1,039 ($346/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 21–24, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $719 ($240/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 21–28, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $21,824 ($3,118/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 21–27, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,743 ($290/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 21–25, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $710 ($178/night)
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Club Wyndham Austin
Austin, Texas- Dec 21–24, 2026 (3 nights)
- Studio/1 bath, sleeps 4
- $639 ($213/night)
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Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,750 ($393/night)
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Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $10,380 ($1,483/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 21–26, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $4,276 ($855/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $12,995 ($1,856/night)