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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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
- $7,327 ($1,047/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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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Feb 28 – Mar 7, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,786 ($541/night)
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Palm Beach Shores Resort and Vacation Villas
Palm Beach Shores, Florida- Feb 28 – Mar 5, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,042 ($408/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 #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 28 – Mar 7, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,055 ($436/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 28 – Mar 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,320 ($903/night)
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Voted Top Pick 2026
Marriott's Desert Springs Villas II
Palm Desert, California- Feb 28 – Mar 7, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,306 ($329/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 28 – Mar 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,949 ($564/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)
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
- $6,238 ($891/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
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)
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
- $8,745 ($1,249/night)
Verified & Protected
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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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)
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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
- $13,710 ($1,959/night)
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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)
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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)
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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
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)
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)