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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Disney's Beach Club Villas
Lake Buena Vista, Florida- Jan 6–11, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $3,466 ($693/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 6–12, 2027 (6 nights)
- 3 bed/2 bath, sleeps 10
- $1,795 ($299/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 6–12, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $986 ($164/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 6–12, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,475 ($246/night)
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Marriott's Grand Chateau
Las Vegas, Nevada- Jan 6–10, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $2,205 ($551/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Jan 6–11, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,651 ($530/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Jan 6–11, 2027 (5 nights)
- 2 bed/2 bath, sleeps 9
- $9,276 ($1,855/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Jan 6–11, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $3,060 ($612/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,197 ($1,171/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–11, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $719 ($180/night)
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The Villas at Disney's Grand Californian Hotel & Spa
Anaheim, California- Jan 7–10, 2027 (3 nights)
- Studio/1 bath, sleeps 4
- $1,953 ($651/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–11, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,077 ($269/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–15, 2027 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,251 ($156/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–11, 2027 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,304 ($326/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 7–19, 2027 (12 nights)
- 2 bed/2 bath, sleeps 8
- $2,397 ($200/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 7–14, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $14,849 ($2,121/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 7–19, 2027 (12 nights)
- 1 bed/1 bath, sleeps 4
- $1,647 ($137/night)
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Hilton Grand Vacations Club Whistler
Whistler, British Columbia, Canada- Jan 7–13, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $3,622 ($604/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–11, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,077 ($269/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Jan 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–15, 2027 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,870 ($234/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–15, 2027 (8 nights)
- 3 bed/2 bath, sleeps 10
- $2,283 ($285/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,701 ($957/night)
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Villa La Estancia Cabo San Lucas
Cabo San Lucas, Mexico- Jan 7–10, 2027 (3 nights)
- 2 bed/3 bath, sleeps 6
- $2,096 ($699/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Jan 7–14, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $9,398 ($1,343/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 7–14, 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- Jan 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,091 ($1,156/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 7–14, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,366 ($767/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 7–19, 2027 (12 nights)
- 2 bed/2 bath, sleeps 8
- $3,112 ($259/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 7–14, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,200 ($1,171/night)
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Villas at Disneyland Hotel
Anaheim, California- Jan 7–11, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $2,174 ($544/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Jan 7–16, 2027 (9 nights)
- 2 bed/2 bath, sleeps 6
- $4,341 ($482/night)
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Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Jan 7–12, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,903 ($581/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 7–15, 2027 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,870 ($234/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Jan 8–15, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,458 ($494/night)
The Ritz-Carlton Club, Vail
Vail, Colorado- Jan 8–15, 2027 (7 nights)
- 3 bed/3.5 bath, sleeps 8
- $15,285 ($2,184/night)
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Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Jan 8–17, 2027 (9 nights)
- 3 bed/2 bath, sleeps 8
- $1,926 ($214/night)
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Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Jan 8–18, 2027 (10 nights)
- 1 bed/1 bath, sleeps 4
- $1,172 ($117/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 8–11, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $586 ($195/night)
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Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Jan 8–17, 2027 (9 nights)
- 1 bed/1 bath, sleeps 4
- $1,092 ($121/night)
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Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Jan 8–15, 2027 (7 nights)
- 3 bed/4 bath, sleeps 12
- $6,129 ($876/night)
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The Ritz-Carlton Club, Vail
Vail, Colorado- Jan 8–15, 2027 (7 nights)
- 3 bed/3.5 bath, sleeps 8
- $14,140 ($2,020/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Jan 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,295 ($471/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Jan 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,475 ($782/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 8–15, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,673 ($239/night)
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Kona Coast Resort
Kailua-Kona, Hawaii- Jan 8–22, 2027 (14 nights)
- 1 bed/2 bath, sleeps 4
- $4,058 ($290/night)
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Westgate Lakes Resort & Spa
Orlando, Florida- Jan 8–15, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,893 ($270/night)