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 Summit Watch
Park City, Utah- Feb 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,159 ($737/night)
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Marriott's Marbella Beach Resort
Marbella, Spain- Feb 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,467 ($352/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Feb 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,802 ($829/night)
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The Westin St. John - Coral Vista Villas
Cruz Bay, St. John (USVI)- Feb 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,121 ($1,017/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Feb 5–13, 2027 (8 nights)
- 1 bed/1 bath, sleeps 4
- $946 ($118/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Feb 5–13, 2027 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,943 ($243/night)
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Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Feb 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,894 ($556/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,984 ($712/night)
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Marriott's Summit Watch
Park City, Utah- Feb 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,039 ($720/night)
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Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Feb 5–12, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $2,750 ($393/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,766 ($681/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 5–19, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $3,626 ($259/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,617 ($517/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,072 ($1,296/night)
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Voted Top Pick 2026
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,733 ($533/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,655 ($1,094/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,418 ($1,203/night)
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Voted Top Pick 2026
The Westin Kierland Villas
Scottsdale, Arizona- Feb 6–13, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,167 ($595/night)
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The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Feb 6–13, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $8,200 ($1,171/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,295 ($471/night)
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Marriott's St. Kitts Beach Club
Frigate Bay, St. Kitts- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,579 ($797/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,154 ($451/night)
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Villa del Palmar Flamingos
Nuevo Vallarta, Mexico- Feb 6–20, 2027 (14 nights)
- 2 bed/3 bath, sleeps 6
- $3,840 ($274/night)
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Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,004 ($572/night)
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Marriott's Summit Watch
Park City, Utah- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–10, 2027 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,150 ($287/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,554 ($936/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,554 ($936/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,564 ($938/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,892 ($985/night)
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Sands of Kahana Vacation Club
Lahaina, Hawaii- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,840 ($406/night)
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Windjammer Landing Villa Beach Resort
Castries, St. Lucia- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,802 ($543/night)
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Divi Village Golf and Beach Resort
Oranjestad, Aruba- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,205 ($315/night)
Royal Haciendas
Playa del Carmen, Mexico- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $1,257 ($180/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,306 ($329/night)
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Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,704 ($243/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 5
- $3,913 ($559/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,505 ($358/night)
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Westgate Park City Resort & Spa
Park City, Utah- Feb 6–13, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,532 ($362/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
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Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Feb 6–13, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,932 ($276/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–12, 2027 (6 nights)
- 3 bed/2 bath, sleeps 10
- $1,642 ($274/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–12, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $892 ($149/night)
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WorldMark Steamboat Springs Resort
Steamboat Springs, Colorado- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,672 ($667/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 6–18, 2027 (12 nights)
- 3 bed/2 bath, sleeps 10
- $4,014 ($335/night)
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Club Wyndham Nashville
Nashville, Tennessee- Feb 6–20, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $2,100 ($150/night)
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Club Wyndham Nashville
Nashville, Tennessee- Feb 6–20, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $995 ($71/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 6–13, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)