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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Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Jan 10–15, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $3,082 ($616/night)
Verified & Protected
Sheraton Mountain Vista Villas
Avon, Colorado- Jan 10–16, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($640/night)
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The Ritz-Carlton Club, Vail
Vail, Colorado- Jan 10–15, 2027 (5 nights)
- 3 bed/3.5 bath, sleeps 8
- $10,925 ($2,185/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 10–17, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,365 ($766/night)
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Club Wyndham Riverside Suites
San Antonio, Texas- Jan 10–21, 2027 (11 nights)
- 1 bed/1 bath, sleeps 4
- $1,066 ($97/night)
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Disney's Beach Club Villas
Lake Buena Vista, Florida- Jan 10–17, 2027 (7 nights)
- Studio/1 bath, sleeps 5
- $4,224 ($603/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 10–17, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 10–17, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,320 ($903/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 10–17, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,474 ($782/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 10–17, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,112 ($588/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 10–15, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,003 ($201/night)
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Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Jan 10–15, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $1,213 ($243/night)
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The Club at Solaz, Los Cabos
San Jose del Cabo, Mexico- Jan 10–17, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $11,470 ($1,639/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 10–17, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,840 ($549/night)
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Marriott's Summit Watch
Park City, Utah- Jan 10–17, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,412 ($630/night)
Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Jan 10–17, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,821 ($689/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 10–17, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,020 ($860/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 10–17, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,911 ($844/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Jan 10–16, 2027 (6 nights)
- Studio/1 bath, sleeps 4
- $1,987 ($331/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 11–18, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,020 ($860/night)
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Disney's Old Key West Resort
Lake Buena Vista, Florida- Jan 11–15, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $1,021 ($255/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Jan 11–14, 2027 (3 nights)
- 2 bed/2 bath, sleeps 6
- $1,039 ($346/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 11–18, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,077 ($440/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 11–18, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,404 ($486/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 11–18, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,328 ($1,047/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 11–15, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $1,987 ($497/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Jan 11–14, 2027 (3 nights)
- 2 bed/2 bath, sleeps 6
- $1,198 ($399/night)
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Disney's Polynesian Villas & Bungalows
Lake Buena Vista, Florida- Jan 11–16, 2027 (5 nights)
- Studio/1 bath, sleeps 2
- $2,458 ($492/night)
Verified & Protected
Marriott's Summit Watch
Park City, Utah- Jan 11–15, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $2,042 ($510/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Jan 11–16, 2027 (5 nights)
- 3 bed/3 bath, sleeps 10
- $4,385 ($877/night)
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Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Jan 11–16, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,375 ($475/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 11–18, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,802 ($829/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 11–18, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,944 ($1,421/night)
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The Ritz-Carlton Club, Vail
Vail, Colorado- Jan 11–15, 2027 (4 nights)
- 3 bed/3.5 bath, sleeps 8
- $8,745 ($2,186/night)
Verified & Protected
Club Wyndham Riverside Suites
San Antonio, Texas- Jan 11–14, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $271 ($90/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 11–18, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,109 ($1,016/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 11–18, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $11,470 ($1,639/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 11–18, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,968 ($424/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Desert Springs Villas II
Palm Desert, California- Jan 11–18, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 11–15, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $804 ($201/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 11–15, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $2,772 ($693/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Long Wharf
Newport, Rhode Island- Jan 11–14, 2027 (3 nights)
- 2 bed/2 bath, sleeps 6
- $307 ($102/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 11–18, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,456 ($922/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 11–18, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 11–15, 2027 (4 nights)
- 3 bed/2 bath, sleeps 10
- $995 ($249/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Jan 11–18, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,914 ($416/night)
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CHOOSE YOUR OWN DATES
Club Wyndham South Shore
Zephyr Cove, Nevada- Jan 11–14, 2027 (3 nights)
- 2 bed/2 bath, sleeps 6
- $746 ($249/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 11–18, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,020 ($860/night)