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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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 28 – Mar 6, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,590 ($265/night)
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Marriott's Summit Watch
Park City, Utah- Feb 28 – Mar 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,295 ($471/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- Feb 28 – Mar 6, 2027 (6 nights)
- Studio/1 bath, sleeps 4
- $3,201 ($534/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 28 – Mar 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,832 ($547/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 28 – Mar 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,892 ($985/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 28 – Mar 6, 2027 (6 nights)
- 3 bed/2 bath, sleeps 10
- $2,153 ($359/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 28 – Mar 7, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,458 ($494/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 28 – Mar 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,764 ($538/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 28 – Mar 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,129 ($876/night)
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Marriott's Kauai Beach Club
Lihue, Hawaii- Feb 28 – Mar 4, 2027 (4 nights)
- 1 bed/2 bath, sleeps 4
- $1,987 ($497/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 28 – Mar 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,674 ($953/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 28 – Mar 6, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $733 ($122/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- Feb 28 – Mar 7, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,843 ($549/night)
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The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Feb 28 – Mar 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,474 ($782/night)
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Voted Top Pick 2026
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Feb 28 – Mar 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,696 ($385/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 28 – Mar 6, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,083 ($181/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 28 – Mar 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,635 ($1,234/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 28 – Mar 7, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,711 ($387/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 28 – Mar 7, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $6,503 ($929/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 28 – Mar 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,200 ($1,171/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 28 – Mar 6, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,383 ($230/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 28 – Mar 7, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $2,990 ($427/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Feb 28 – Mar 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- Feb 28 – Mar 2, 2027 (2 nights)
- Studio/1 bath, sleeps 4
- $866 ($433/night)
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The Ritz-Carlton Club, Vail
Vail, Colorado- Feb 28 – Mar 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $21,825 ($3,118/night)
The Galleon Resort
Key West, Florida- Dec 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,603 ($658/night)
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The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Dec 5–12, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,020 ($860/night)
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Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Dec 10–17, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $3,380 ($483/night)
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Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Dec 10–17, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $1,967 ($281/night)
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Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Dec 10–17, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $4,704 ($672/night)
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The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Dec 11–18, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,740 ($1,249/night)
The Galleon Resort
Key West, Florida- Dec 11–18, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,458 ($494/night)
The Galleon Resort
Key West, Florida- Dec 11–18, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $2,314 ($331/night)
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Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Dec 17–24, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $4,382 ($626/night)
Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Dec 17–24, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $3,024 ($432/night)
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Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Dec 17–24, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $7,353 ($1,050/night)
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Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Dec 17–24, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $5,234 ($748/night)
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Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Dec 17–24, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $3,027 ($432/night)
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Ocean Tower by Hilton Grand Vacations Club
Waikoloa Village, Hawaii- Dec 18–25, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $21,825 ($3,118/night)
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Voted Top Pick 2026
The Royal Sands
Cancun, Mexico- Dec 18–25, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,366 ($767/night)
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Voted Top Pick 2026
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Dec 18–25, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,836 ($548/night)
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Hyatt Vacation Club at Northstar Lodge
Truckee, California- Dec 18–25, 2027 (7 nights)
- 3 bed/3 bath, sleeps 8
- $6,892 ($985/night)
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Garza Blanca Resort & Spa Los Cabos
Cabo San Lucas, Mexico- Dec 18–25, 2027 (7 nights)
- 4 bed/4.5 bath, sleeps 12
- $35,451 ($5,064/night)
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Villa La Estancia Cabo San Lucas
Cabo San Lucas, Mexico- Dec 18–25, 2027 (7 nights)
- 2 bed/3 bath, sleeps 6
- $7,617 ($1,088/night)
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Villa del Palmar Cabo San Lucas
Cabo San Lucas, Mexico- Dec 19–26, 2027 (7 nights)
- 2 bed/3 bath, sleeps 6
- $2,205 ($315/night)
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Hyatt Vacation Club at Northstar Lodge
Truckee, California- Dec 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,655 ($1,094/night)
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Garza Blanca Resort & Spa Los Cabos
Cabo San Lucas, Mexico- Dec 19–26, 2027 (7 nights)
- 2 bed/3 bath, sleeps 6
- $11,061 ($1,580/night)
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Villa del Palmar Flamingos
Nuevo Vallarta, Mexico- Dec 19–26, 2027 (7 nights)
- Studio/1 bath, sleeps 3
- $2,096 ($299/night)