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
The Westin Kierland Villas
Scottsdale, Arizona- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,109 ($1,016/night)
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Voted Top Pick 2026
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Feb 13–20, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,513 ($502/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,977 ($711/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,099 ($1,014/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,109 ($1,016/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,712 ($673/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,328 ($1,047/night)
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Holiday Inn Club Vacations Cape Canaveral Beach Resort
Cape Canaveral, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,603 ($658/night)
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Marriott's St. Kitts Beach Club
Frigate Bay, St. Kitts- Feb 13–20, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $6,674 ($953/night)
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Marriott's Shadow Ridge - The Villages
Palm Desert, California- Feb 13–16, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $1,082 ($361/night)
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The Westin St. John - Sunset Bay Villas
Cruz Bay, St. John (USVI)- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,745 ($1,249/night)
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Valdoro Mountain Lodge, a Hilton Grand Vacations Club
Breckenridge, Colorado- Feb 13–20, 2027 (7 nights)
- 3 bed/2 bath, sleeps 8
- $6,510 ($930/night)
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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,996 ($428/night)
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Voted Top Pick 2026
The Westin Kierland Villas
Scottsdale, Arizona- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
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Valdoro Mountain Lodge, a Hilton Grand Vacations Club
Breckenridge, Colorado- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($471/night)
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Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Feb 13–20, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $3,132 ($447/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,963 ($1,280/night)
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Voted Top Pick 2026
Marriott's Desert Springs Villas II
Palm Desert, California- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,039 ($434/night)
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Voted Top Pick 2026
Marriott's Desert Springs Villas II
Palm Desert, California- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,132 ($447/night)
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Voted Top Pick 2026
Marriott's Desert Springs Villas II
Palm Desert, California- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,513 ($502/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 13–20, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $10,925 ($1,561/night)
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Garza Blanca Resort & Spa Cancun
Cancun, Mexico- Feb 13–20, 2027 (7 nights)
- 3 bed/3.5 bath, sleeps 8
- $11,579 ($1,654/night)
Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,475 ($782/night)
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WorldMark Big Bear
Big Bear Lake, California- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,042 ($292/night)
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Sunrise Lodge by Hilton Grand Vacations
Park City, Utah- Feb 13–20, 2027 (7 nights)
- 3 bed/3 bath, sleeps 8
- $6,238 ($891/night)
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 13–20, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,696 ($385/night)
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Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Feb 13–20, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $1,769 ($253/night)
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Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- Feb 13–20, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,856 ($408/night)
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The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Feb 13–20, 2027 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $10,870 ($1,553/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 13–20, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,128 ($875/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 13–20, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $7,045 ($1,006/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 13–20, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,282 ($897/night)
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Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 13–20, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,039 ($434/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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Marriott's Canyon Villas at Desert Ridge
Phoenix, Arizona- Feb 13–20, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,047 ($292/night)
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Marriott's Villas at Doral
Miami, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,022 ($432/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,764 ($1,109/night)
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Westin Desert Willow
Palm Desert, California- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,404 ($486/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,892 ($985/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 13–20, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,202 ($743/night)
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The Westin St. John - Sunset Bay Villas
Cruz Bay, St. John (USVI)- Feb 13–20, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $4,603 ($658/night)
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The Westin St. John - Sunset Bay Villas
Cruz Bay, St. John (USVI)- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,830 ($1,404/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 13–20, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,222 ($603/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Feb 13–20, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $9,181 ($1,312/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)