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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The Westin St. John - Coral Vista Villas
Cruz Bay, St. John (USVI)- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,920 ($1,560/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,112 ($588/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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The Westin St. John - Sunset Bay Villas
Cruz Bay, St. John (USVI)- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,835 ($1,405/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
- $9,290 ($1,327/night)
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Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Feb 13–20, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,802 ($543/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
- $6,292 ($899/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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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,110 ($1,016/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 13–20, 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
Lahaina, Hawaii- Feb 13–20, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,202 ($743/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 13–20, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,576 ($654/night)
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Divi Village Golf and Beach Resort
Oranjestad, Aruba- Feb 13–21, 2027 (8 nights)
- Studio/1 bath, sleeps 4
- $2,641 ($330/night)
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Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $8,200 ($1,171/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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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,611 ($944/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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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 13–20, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $7,655 ($1,094/night)
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Sheraton Desert Oasis
Scottsdale, Arizona- Feb 13–20, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,660 ($237/night)
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The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Feb 13–20, 2027 (7 nights)
- 3 bed/2.5 bath, sleeps 8
- $15,067 ($2,152/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,673 ($953/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
- $4,167 ($595/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $8,387 ($1,198/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $8,387 ($1,198/night)
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Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Feb 13–20, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $3,940 ($563/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)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,346 ($907/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,015 ($859/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
- $8,800 ($1,257/night)
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The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Feb 13–20, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $9,617 ($1,374/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
- $5,148 ($735/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
- $3,840 ($549/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
- $4,603 ($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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Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- Feb 13–20, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,295 ($471/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
- $9,501 ($1,357/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
- $5,474 ($782/night)
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Marriott's Shadow Ridge - The Villages
Palm Desert, California- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,859 ($408/night)
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Marriott's Shadow Ridge - The Villages
Palm Desert, California- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,294 ($471/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,124 ($875/night)
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Marriott's Shadow Ridge - The Villages
Palm Desert, California- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,696 ($385/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
- $9,290 ($1,327/night)
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Royal Cancun (Formerly Club Internacional de Cancun)
Cancun, Mexico- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,314 ($331/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,611 ($944/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
- $10,380 ($1,483/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,782 ($969/night)