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 - Sunset Bay Villas
Cruz Bay, St. John (USVI)- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,920 ($1,560/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 12–19, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,892 ($985/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 12–18, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $3,835 ($639/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 6
- $6,020 ($860/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
- $5,148 ($735/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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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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Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,929 ($704/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
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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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Feb 13–20, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $7,763 ($1,109/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
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 13–20, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,930 ($704/night)
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
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Marriott's Summit Watch
Park City, Utah- Feb 13–18, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $4,249 ($850/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
- $10,271 ($1,467/night)
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Renaissance Wind Creek Aruba - Ocean Suites
Oranjestad, Aruba- Feb 13–20, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,930 ($704/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)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 13–20, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $12,015 ($1,716/night)
Voted Top Pick 2026
The Royal Sands
Cancun, Mexico- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $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
- $9,290 ($1,327/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,056 ($1,008/night)
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Sheraton Mountain Vista Villas
Avon, Colorado- Feb 13–18, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,730 ($746/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Feb 13–20, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $10,707 ($1,530/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
- $7,072 ($1,010/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
- $2,696 ($385/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
- $4,821 ($689/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
- $4,194 ($599/night)
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Villas at Disneyland Hotel
Anaheim, California- Feb 13–17, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $2,192 ($548/night)
Grand Solmar Land's End Resort
Cabo San Lucas, Mexico- Feb 13–20, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,750 ($393/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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Villas at Disneyland Hotel
Anaheim, California- Feb 13–15, 2027 (2 nights)
- Studio/1 bath, sleeps 4
- $1,231 ($616/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
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 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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The Cliff Club at Snowbird
Snowbird, Utah- Feb 13–20, 2027 (7 nights)
- 2 bed/3 bath, sleeps 10
- $12,015 ($1,716/night)
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Grand Solmar Land's End Resort
Cabo San Lucas, Mexico- Feb 13–20, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,458 ($494/night)
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
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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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,565 ($938/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 St. Kitts Beach Club
Frigate Bay, St. Kitts- Feb 13–20, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)