Winter Timeshare Rentals

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Disney's Old Key West Resort

Lake Buena Vista, Florida

Jan 16–23, 2027 (7 nights)
Studio/1 bath, sleeps 4
$2,831 ($404/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 16–23, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$2,153 ($308/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Jan 16–23, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,748 ($821/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 17–23, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$892 ($149/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 17–31, 2027 (14 nights)
1 bed/1 bath, sleeps 4
$2,222 ($159/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 17–31, 2027 (14 nights)
1 bed/1 bath, sleeps 4
$3,321 ($237/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Jan 17–24, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,612 ($230/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 17–22, 2027 (5 nights)
3 bed/2 bath, sleeps 10
$1,242 ($248/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Jan 17–24, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$7,654 ($1,093/night)

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Hyatt Windward Pointe Resort

Key West, Florida

Jan 17–21, 2027 (4 nights)
2 bed/2 bath, sleeps 6
$1,834 ($459/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Jan 17–24, 2027 (7 nights)
3 bed/2 bath, sleeps 8
$2,039 ($291/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Jan 17–22, 2027 (5 nights)
Studio/1 bath, sleeps 4
$1,660 ($332/night)

Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Lahaina, Hawaii

Jan 17–24, 2027 (7 nights)
2 bed/3 bath, sleeps 8
$7,110 ($1,016/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 17–22, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$666 ($133/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 17–22, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,488 ($298/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 17–22, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$1,003 ($201/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 17–22, 2027 (5 nights)
2 bed/2 bath, sleeps 6
$1,242 ($248/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 17–21, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$1,194 ($298/night)

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Sheraton Desert Oasis

Scottsdale, Arizona

Jan 17–24, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$2,313 ($330/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 17–20, 2027 (3 nights)
2 bed/2 bath, sleeps 8
$896 ($299/night)

Verified & Protected Voted Top Pick 2026

Marriott's Frenchman's Cove

Southside, St. Thomas (USVI)

Jan 17–24, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$4,303 ($615/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 17–24, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,673 ($239/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 17–24, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$2,153 ($308/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Jan 17–24, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$4,929 ($704/night)

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Marriott's Canyon Villas at Desert Ridge

Phoenix, Arizona

Jan 17–24, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,015 ($859/night)

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Marriott's Waikoloa Ocean Club

Waikoloa Village, Hawaii

Jan 17–24, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$4,166 ($595/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Jan 17–24, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$9,290 ($1,327/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 17–24, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$2,039 ($291/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 17–24, 2027 (7 nights)
3 bed/2 bath, sleeps 10
$2,039 ($291/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 17–24, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,119 ($160/night)

Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

Jan 17–24, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$4,901 ($700/night)

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Club Wyndham Harbour Lights

San Diego, California

Jan 17–21, 2027 (4 nights)
Studio/1 bath, sleeps 4
$639 ($160/night)

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Club Wyndham Harbour Lights

San Diego, California

Jan 17–23, 2027 (6 nights)
Studio/1 bath, sleeps 4
$1,083 ($181/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 17–23, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,251 ($208/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 17–23, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,083 ($181/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 17–23, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$523 ($87/night)

Aspen Mountain Residences

Aspen, Colorado

Jan 17–23, 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 17–23, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$1,339 ($223/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 17–24, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$4,930 ($704/night)

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Sheraton Lakeside Terrace Villas at Mountain Vista

Avon, Colorado

Jan 17–24, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$3,840 ($549/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 17–23, 2027 (6 nights)
2 bed/2 bath, sleeps 6
$1,642 ($274/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 17–23, 2027 (6 nights)
3 bed/2 bath, sleeps 10
$1,642 ($274/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 17–23, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,821 ($304/night)

Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers

Lahaina, Hawaii

Jan 17–24, 2027 (7 nights)
1 bed/2 bath, sleeps 4
$4,276 ($611/night)

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Marriott's Mountain Valley Lodge

Breckenridge, Colorado

Jan 17–24, 2027 (7 nights)
1 bed/2 bath, sleeps 6
$4,041 ($577/night)

Verified & Protected Voted Top Pick 2026

Marriott's MountainSide at Park City

Park City, Utah

Jan 17–24, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$5,692 ($813/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 17–21, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$804 ($201/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 17–25, 2027 (8 nights)
3 bed/2 bath, sleeps 10
$2,283 ($285/night)