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 Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,655 ($1,094/night)
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Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Feb 12–15, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $1,578 ($526/night)
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Sheraton Kauai Resort Villas
Koloa, Hawaii- Feb 12–19, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,108 ($444/night)
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Peacock Suites
Anaheim, California- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,650 ($1,093/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 12–19, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,374 ($625/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Feb 12–19, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,606 ($515/night)
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Wyndham St. Thomas, a Margaritaville Vacation Club Resort
East End, St. Thomas (USVI)- Feb 12–19, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $2,205 ($315/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 12–19, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,448 ($493/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,475 ($782/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $19,753 ($2,822/night)
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Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,802 ($829/night)
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Club Wyndham National Harbor
National Harbor, Maryland- Feb 12–15, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $1,030 ($343/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 12–19, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,384 ($626/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,470 ($781/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,020 ($860/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($821/night)
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Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Feb 12–19, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,385 ($626/night)
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Villa La Valencia Beach Resort & Spa
San Jose del Cabo, Mexico- Feb 12–15, 2027 (3 nights)
- 1 bed/2 bath, sleeps 4
- $1,054 ($352/night)
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Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Feb 12–18, 2027 (6 nights)
- 2 bed/3 bath, sleeps 6
- $3,840 ($640/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,756 ($679/night)
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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,984 ($712/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,072 ($1,296/night)
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Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- Feb 12–19, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,532 ($362/night)
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Grand Timber Lodge
Breckenridge, Colorado- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
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Marriott's Summit Watch
Park City, Utah- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,175 ($739/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,668 ($1,381/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Feb 12–19, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,412 ($630/night)
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Marriott's St. Kitts Beach Club
Frigate Bay, St. Kitts- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,546 ($1,078/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $8,088 ($1,155/night)
Marriott's Kauai Beach Club
Lihue, Hawaii- Feb 12–19, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,840 ($549/night)
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $14,140 ($2,020/night)
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The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $9,290 ($1,327/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 12–19, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $3,213 ($459/night)
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $14,522 ($2,075/night)
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The Westin St. John - Sunset Bay Villas
Cruz Bay, St. John (USVI)- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,928 ($1,132/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $13,105 ($1,872/night)
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Marriott's Summit Watch
Park City, Utah- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,202 ($743/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,911 ($844/night)
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Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Feb 12–16, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $3,230 ($807/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $16,430 ($2,347/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,112 ($588/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 12–18, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,003 ($167/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 12–19, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,077 ($440/night)
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WorldMark Lake Tahoe
Stateline, Nevada- Feb 12–19, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,161 ($309/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,888 ($984/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,602 ($657/night)