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 Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,565 ($652/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Great Smokies Lodge
Sevierville, Tennessee- Feb 19–26, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $1,978 ($283/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Feb 19–26, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $2,368 ($338/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)
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Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Feb 19–26, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $2,232 ($319/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)
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 19–26, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $4,031 ($576/night)
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Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Feb 19–23, 2027 (4 nights)
- 3 bed/2 bath, sleeps 8
- $1,077 ($269/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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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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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 19–26, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,205 ($315/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,650 ($1,093/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Feb 19–25, 2027 (6 nights)
- Studio/1 bath, sleeps 5
- $3,969 ($661/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 20–27, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,513 ($502/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 20–27, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,474 ($782/night)
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Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Feb 20–27, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $3,840 ($549/night)
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Voted Top Pick 2026
Hyatt Vacation Club at Ka’anapali Beach
Lahaina, Hawaii- Feb 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,129 ($876/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 20–27, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,916 ($559/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,020 ($860/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,218 ($1,031/night)
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Marriott's Summit Watch
Park City, Utah- Feb 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,835 ($548/night)
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The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Feb 20–27, 2027 (7 nights)
- 3 bed/3.5 bath, sleeps 8
- $12,014 ($1,716/night)
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Voted Top Pick 2026
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Feb 20–27, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,513 ($502/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Feb 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,108 ($1,444/night)
Marriott's Oceana Palms
Riviera Beach, Florida- Feb 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,938 ($848/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,110 ($1,016/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,654 ($1,093/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,510 ($930/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Feb 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
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Divi Village Golf and Beach Resort
Oranjestad, Aruba- Feb 20–27, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,337 ($334/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Feb 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
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Marriott's Summit Watch
Park City, Utah- Feb 20–27, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,268 ($467/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,564 ($938/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,105 ($1,015/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Feb 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($471/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
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Sunrise Lodge by Hilton Grand Vacations
Park City, Utah- Feb 20–27, 2027 (7 nights)
- 4 bed/5 bath, sleeps 10
- $8,418 ($1,203/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,856 ($837/night)
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Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Feb 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,658 ($665/night)
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Voted Top Pick 2026
The Royal Sands
Cancun, Mexico- Feb 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,213 ($459/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,399 ($1,343/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Feb 20–27, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,688 ($384/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 20–27, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $2,968 ($424/night)
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Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Feb 20–27, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $14,195 ($2,028/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,745 ($1,249/night)