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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Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Feb 13–20, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $2,696 ($385/night)
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Sheraton Kauai Resort Villas
Koloa, Hawaii- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,992 ($999/night)
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($821/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,297 ($1,042/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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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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Marriott's Canyon Villas at Desert Ridge
Phoenix, Arizona- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,508 ($501/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
- $6,020 ($860/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
Harborside Resort at Atlantis
Paradise Island, Bahamas- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,366 ($767/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
- $7,110 ($1,016/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
- $13,105 ($1,872/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
- $8,364 ($1,195/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 13–20, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,380 ($626/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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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
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,039 ($720/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 Crystal Shores
Marco Island, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,600 ($1,086/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
- $3,237 ($462/night)
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Voted Top Pick 2026
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,276 ($611/night)
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Grand Waikikian by Hilton Grand Vacations
Honolulu, Hawaii- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/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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Divi Dutch Village Beach Resort
Oranjestad, Aruba- Feb 13–20, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,886 ($412/night)
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Voted Top Pick 2026
The Westin Kierland Villas
Scottsdale, Arizona- Feb 13–20, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,217 ($602/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Feb 13–17, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $1,660 ($415/night)
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Sheraton Mountain Vista Villas
Avon, Colorado- Feb 13–20, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,750 ($393/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
- $7,083 ($1,012/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
- $7,846 ($1,121/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 6
- $5,474 ($782/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
- $5,420 ($774/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
- $9,835 ($1,405/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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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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The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Feb 13–20, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $9,612 ($1,373/night)
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The Westin Riverfront Mountain Villas
Avon, Colorado- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,009 ($858/night)
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Wyndham St. Thomas, a Margaritaville Vacation Club Resort
East End, St. Thomas (USVI)- Feb 13–20, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $7,274 ($1,039/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- Feb 13–20, 2027 (7 nights)
- Studio/1 bath, sleeps 3
- $2,422 ($346/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Feb 13–20, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,423 ($346/night)
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Marriott's St. Kitts Beach Club
Frigate Bay, St. Kitts- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,384 ($626/night)
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Divi Village Golf and Beach Resort
Oranjestad, Aruba- Feb 13–20, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,469 ($353/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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Marriott's Desert Springs Villas
Palm Desert, California- Feb 13–20, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,076 ($439/night)
Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,658 ($665/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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The Westin Riverfront Mountain Villas
Avon, Colorado- Feb 13–20, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,766 ($681/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,129 ($876/night)