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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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 18–25, 2027 (7 nights)
- Studio/1 bath, sleeps 5
- $4,459 ($637/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 18–25, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,938 ($848/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 18–25, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,835 ($1,405/night)
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The Villas at Disney's Grand Californian Hotel & Spa
Anaheim, California- Feb 18–21, 2027 (3 nights)
- Studio/1 bath, sleeps 4
- $2,086 ($695/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 18–25, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,835 ($1,405/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Feb 18–22, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $755 ($189/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Feb 18–21, 2027 (3 nights)
- 3 bed/2 bath, sleeps 8
- $1,224 ($408/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Feb 18–21, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $950 ($317/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Feb 18–21, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $613 ($204/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Feb 18–22, 2027 (4 nights)
- 3 bed/2 bath, sleeps 8
- $1,506 ($376/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 18–25, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $15,393 ($2,199/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,635 ($1,234/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Feb 19–26, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,303 ($329/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,110 ($1,016/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,674 ($953/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,489 ($641/night)
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Club Wyndham Inn on Long Wharf
Newport, Rhode Island- Feb 19–23, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $391 ($98/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 19–26, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,474 ($782/night)
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Copper Creek Villas & Cabins at Disney's Wilderness Lodge
Lake Buena Vista, Florida- Feb 19–23, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $2,065 ($516/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,564 ($938/night)
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Grand Timber Lodge
Breckenridge, Colorado- Feb 19–26, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($331/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,112 ($588/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,830 ($1,404/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $14,303 ($2,043/night)
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 19–26, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,696 ($385/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 19–26, 2027 (7 nights)
- 3 bed/2 bath, sleeps 8
- $11,906 ($1,701/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 19–26, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,564 ($938/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,693 ($813/night)
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The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Feb 19–26, 2027 (7 nights)
- 3 bed/3 bath, sleeps 8
- $7,001 ($1,000/night)
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Hyatt Vacation Club at Northstar Lodge
Truckee, California- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,603 ($658/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 19 – Mar 1, 2027 (10 nights)
- 3 bed/2 bath, sleeps 10
- $4,141 ($414/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)
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Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Feb 19–26, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $3,910 ($559/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 19–26, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,649 ($521/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 19–27, 2027 (8 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($821/night)
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Eagle's Nest Beach Resort
Marco Island, Florida- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,876 ($696/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
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Eagle's Nest Beach Resort
Marco Island, Florida- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,259 ($751/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,892 ($985/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 19–25, 2027 (6 nights)
- Studio/1 bath, sleeps 5
- $3,871 ($645/night)
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Hyatt Vacation Club at Northstar Lodge
Truckee, California- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,603 ($658/night)
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Club Wyndham Inn on Long Wharf
Newport, Rhode Island- Feb 19–22, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $335 ($112/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 19–26, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,053 ($579/night)
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The Westin St. John - Coral Vista Villas
Cruz Bay, St. John (USVI)- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,920 ($1,560/night)
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Marriott's Summit Watch
Park City, Utah- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,984 ($712/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($821/night)
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The Residences at Grand Luxxe Nuevo Vallarta
Nuevo Vallarta, Mexico- Feb 19–26, 2027 (7 nights)
- 4 bed/4.5 bath, sleeps 12
- $8,745 ($1,249/night)