Winter Timeshare Rentals

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Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen

Vail, Colorado

Jan 17–22, 2027 (5 nights)
Studio/1 bath, sleeps 4
$1,220 ($244/night)

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The Westin St. John - Virgin Grand Villas

Cruz Bay, St. John (USVI)

Jan 17–23, 2027 (6 nights)
2 bed/3 bath, sleeps 6
$6,565 ($1,094/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Jan 17–24, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,475 ($782/night)

Verified & Protected Voted Top Pick 2026

Marriott's MountainSide at Park City

Park City, Utah

Jan 17–21, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$2,859 ($715/night)

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Hyatt Beach House Resort

Key West, Florida

Jan 17–24, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$3,295 ($471/night)

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Sheraton Steamboat Resort Villas

Steamboat Springs, Colorado

Jan 17–24, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$7,274 ($1,039/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
$7,159 ($1,023/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Jan 17–24, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,892 ($985/night)

Verified & Protected Voted Top Pick 2026

The Westin Kierland Villas

Scottsdale, Arizona

Jan 17–24, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$3,240 ($463/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Jan 17–24, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$7,106 ($1,015/night)

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Olympic Village Inn

Olympic Valley, California

Jan 17–24, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$2,505 ($358/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
$7,110 ($1,016/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
$7,510 ($1,073/night)

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Jan 17–24, 2027 (7 nights)
Studio/1 bath, sleeps 4
$3,733 ($533/night)

Verified & Protected Voted Top Pick 2026

Marriott's MountainSide at Park City

Park City, Utah

Jan 17–24, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,129 ($876/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
$4,031 ($576/night)

Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Jan 17–20, 2027 (3 nights)
2 bed/2 bath, sleeps 8
$3,295 ($1,098/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Jan 17–24, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,802 ($829/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)

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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
$1,673 ($239/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 17–31, 2027 (14 nights)
1 bed/1 bath, sleeps 4
$1,856 ($133/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 17–31, 2027 (14 nights)
2 bed/2 bath, sleeps 8
$2,711 ($194/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Jan 17–24, 2027 (7 nights)
3 bed/3 bath, sleeps 12
$12,015 ($1,716/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 17–31, 2027 (14 nights)
2 bed/2 bath, sleeps 8
$3,504 ($250/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
$5,358 ($765/night)

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Marriott's Mountain Valley Lodge

Breckenridge, Colorado

Jan 17–24, 2027 (7 nights)
1 bed/2 bath, sleeps 6
$3,840 ($549/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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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)

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)

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)

Verified & Protected Voted Top Pick 2026

The Westin Kierland Villas

Scottsdale, Arizona

Jan 17–23, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$2,314 ($386/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
$4,412 ($630/night)

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The Westin St. John - Bay Vista Villas

Cruz Bay, St. John (USVI)

Jan 17–24, 2027 (7 nights)
3 bed/3 bath, sleeps 10
$8,197 ($1,171/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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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 17–27, 2027 (10 nights)
2 bed/2 bath, sleeps 8
$1,839 ($184/night)

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The Ritz-Carlton Club, Vail

Vail, Colorado

Jan 17–22, 2027 (5 nights)
3 bed/3.5 bath, sleeps 8
$8,745 ($1,749/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)

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
$4,031 ($576/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 17–27, 2027 (10 nights)
1 bed/1 bath, sleeps 4
$897 ($90/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 17–27, 2027 (10 nights)
2 bed/2 bath, sleeps 8
$2,135 ($214/night)

Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Jan 17–24, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,778 ($968/night)

Voted Top Pick 2026

Harborside Resort at Atlantis

Paradise Island, Bahamas

Jan 17–24, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$4,603 ($658/night)

Voted Top Pick 2026

Marriott's MountainSide at Park City

Park City, Utah

Jan 17–22, 2027 (5 nights)
Studio/1 bath, sleeps 4
$1,932 ($386/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 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 17–23, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,339 ($223/night)