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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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,891 ($984/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 21–26, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $3,562 ($712/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,545 ($1,078/night)
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Marriott's Summit Watch
Park City, Utah- Feb 21–26, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,423 ($485/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,655 ($1,094/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 21–25, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $959 ($240/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 21–28, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,676 ($525/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,151 ($879/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 21 – Mar 1, 2027 (8 nights)
- 3 bed/2 bath, sleeps 10
- $3,025 ($378/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 21–27, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,590 ($265/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 21–26, 2027 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,594 ($319/night)
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Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Feb 21–26, 2027 (5 nights)
- 1 bed/2 bath, sleeps 6
- $1,440 ($288/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,128 ($875/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 21–26, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,198 ($240/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 21–28, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $11,470 ($1,639/night)
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The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Feb 21–28, 2027 (7 nights)
- 3 bed/3 bath, sleeps 8
- $7,650 ($1,093/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Feb 21–26, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,510 ($502/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 21–28, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,366 ($767/night)
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Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Feb 21–26, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,914 ($583/night)
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Carlsbad Inn Beach Resort
Carlsbad, California- Feb 21–28, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,925 ($275/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 21–28, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,330 ($619/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 21–25, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $710 ($178/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,801 ($829/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 21–28, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,077 ($440/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 21–25, 2027 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,277 ($319/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 21–24, 2027 (3 nights)
- 2 bed/2 bath, sleeps 6
- $959 ($320/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 22 – Mar 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,655 ($1,094/night)
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Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Feb 22–27, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,403 ($681/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 22 – Mar 4, 2027 (10 nights)
- 2 bed/2 bath, sleeps 8
- $7,850 ($785/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 22 – Mar 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,745 ($1,249/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Feb 22–28, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $487 ($81/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 22 – Mar 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,199 ($1,171/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 22 – Mar 1, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,693 ($813/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 22 – Mar 1, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,471 ($210/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Feb 22–26, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $781 ($195/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Feb 22–26, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $764 ($191/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 22 – Mar 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,978 ($283/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 22 – Mar 1, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,711 ($387/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 22 – Mar 1, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,978 ($283/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 22 – Mar 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,711 ($387/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 22 – Mar 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,763 ($1,109/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 22 – Mar 1, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,186 ($455/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 22 – Mar 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,347 ($907/night)
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Novaispania Residences by Pueblo Bonito
Cabo San Lucas, Mexico- Feb 22 – Mar 1, 2027 (7 nights)
- 4 bed/4 bath, sleeps 12
- $8,962 ($1,280/night)
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Marriott's Summit Watch
Park City, Utah- Feb 22–27, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $4,494 ($899/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 22 – Mar 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,200 ($1,171/night)
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Marriott's Summit Watch
Park City, Utah- Feb 22–27, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $4,493 ($899/night)