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.
Verified & Protected
Marriott's Oceana Palms
Riviera Beach, Florida- Feb 28 – Mar 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,493 ($642/night)
Verified & Protected
Marriott's Shadow Ridge - The Villages
Palm Desert, California- Feb 28 – Mar 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
Verified & Protected
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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Marriott's Kauai Beach Club
Lihue, Hawaii- Feb 28 – Mar 4, 2027 (4 nights)
- 1 bed/2 bath, sleeps 4
- $2,096 ($524/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 28 – Mar 7, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,978 ($283/night)
Verified & Protected
CHOOSE YOUR OWN DATES
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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Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Feb 28 – Mar 7, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $3,949 ($564/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 28 – Mar 7, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $5,748 ($821/night)
Verified & Protected
Disney's Riviera Resort
Lake Buena Vista, Florida- Feb 28 – Mar 6, 2027 (6 nights)
- Studio/1 bath, sleeps 5
- $3,709 ($618/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 28 – Mar 7, 2027 (7 nights)
- Studio/1 bath, sleeps 5
- $4,459 ($637/night)
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Marriott's St. Kitts Beach Club
Frigate Bay, St. Kitts- Feb 28 – Mar 6, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($549/night)
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Villas at Disneyland Hotel
Anaheim, California- Feb 28 – Mar 4, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $2,249 ($562/night)
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The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Dec 5–12, 2027 (7 nights)
- 3 bed/3.5 bath, sleeps 8
- $10,380 ($1,483/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
- $4,167 ($595/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
- $2,423 ($346/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
- $5,802 ($829/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
- $3,731 ($533/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
- $9,072 ($1,296/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
- $6,456 ($922/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
- $6,020 ($860/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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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)
Verified & Protected
The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Dec 19–26, 2027 (7 nights)
- 3 bed/3.5 bath, sleeps 8
- $18,555 ($2,651/night)
Verified & Protected
Garza Blanca Resort & Spa Los Cabos
Cabo San Lucas, Mexico- Dec 19–26, 2027 (7 nights)
- 2 bed/3 bath, sleeps 6
- $13,710 ($1,959/night)
Verified & Protected
Lifestyle Holidays Vacation Resort - Puerto Plata
Puerto Plata, Dominican Republic- Dec 23–30, 2027 (7 nights)
- 6 bed/6 bath, sleeps 12
- $5,475 ($782/night)
Verified & Protected
Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Dec 24–31, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $9,072 ($1,296/night)
Verified & Protected
Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Dec 24–31, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $6,456 ($922/night)
Verified & Protected
Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Dec 24–31, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $3,731 ($533/night)
Verified & Protected
Tamarack Beach Resort
Carlsbad, California- Dec 24–31, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,750 ($393/night)
Verified & Protected
Ocean Tower by Hilton Grand Vacations Club
Waikoloa Village, Hawaii- Dec 25, 2027 – Jan 1, 2028 (7 nights)
- Studio/1 bath, sleeps 4
- $6,565 ($938/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 25, 2027 – Jan 1, 2028 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,660 ($237/night)
Verified & Protected
Villa del Palmar Cancun Luxury Beach Resort & Spa
Cancun, Mexico- Dec 25, 2027 – Jan 1, 2028 (7 nights)
- 2 bed/3 bath, sleeps 6
- $10,380 ($1,483/night)
Verified & Protected
Grand Pacific Palisades Resort
Carlsbad, California- Dec 26, 2027 – Jan 2, 2028 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,769 ($253/night)
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 26, 2027 – Jan 2, 2028 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,835 ($1,405/night)