Winter Timeshare Rentals

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

Hyatt Sunset Harbor Resort

Key West, Florida

Jan 17–24, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$4,995 ($714/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 #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Jan 17–24, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$7,763 ($1,109/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 18–24, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,145 ($191/night)

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Club Wyndham Orange Tree Golf Resort

Scottsdale, Arizona

Jan 18–31, 2027 (13 nights)
1 bed/1 bath, sleeps 4
$2,746 ($211/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Jan 18–22, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$3,077 ($769/night)

Verified & Protected

Aulani, a Disney Resort & Spa

Kapolei, Hawaii

Jan 18–22, 2027 (4 nights)
Studio/1 bath, sleeps 4
$2,188 ($547/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Jan 18–25, 2027 (7 nights)
Studio/1 bath, sleeps 4
$2,963 ($423/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Jan 18–25, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,456 ($922/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 18–22, 2027 (4 nights)
2 bed/2 bath, sleeps 6
$995 ($249/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Jan 18–25, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$4,874 ($696/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Jan 18–25, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$5,802 ($829/night)

Verified & Protected

Aulani, a Disney Resort & Spa

Kapolei, Hawaii

Jan 18–22, 2027 (4 nights)
Studio/1 bath, sleeps 4
$2,327 ($582/night)

Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Jan 18–25, 2027 (7 nights)
3 bed/3 bath, sleeps 12
$9,833 ($1,405/night)

WorldMark Steamboat Springs Resort

Steamboat Springs, Colorado

Jan 18–25, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$3,077 ($440/night)

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The Ritz-Carlton Club, Lake Tahoe

Truckee, California

Jan 18–25, 2027 (7 nights)
3 bed/3 bath, sleeps 8
$14,195 ($2,028/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 18–24, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$487 ($81/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Jan 18–22, 2027 (4 nights)
Studio/1 bath, sleeps 4
$1,987 ($497/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 18–22, 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 18–25, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,673 ($239/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Jan 18–25, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$7,655 ($1,094/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 18–25, 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 18–22, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$535 ($134/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 18–22, 2027 (4 nights)
3 bed/2 bath, sleeps 10
$995 ($249/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 18–25, 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 18–22, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$1,194 ($298/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Jan 18–25, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$7,655 ($1,094/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Jan 18–25, 2027 (7 nights)
Studio/1 bath, sleeps 4
$3,513 ($502/night)

Verified & Protected

Aulani, a Disney Resort & Spa

Kapolei, Hawaii

Jan 18–23, 2027 (5 nights)
Studio/1 bath, sleeps 4
$2,903 ($581/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Jan 18–25, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$6,020 ($860/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Jan 18–25, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$8,745 ($1,249/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 18–24, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$693 ($115/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 18–24, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,172 ($195/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 18–25, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$2,153 ($308/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 18–25, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$2,039 ($291/night)

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Divi Village Golf and Beach Resort

Oranjestad, Aruba

Jan 19–30, 2027 (11 nights)
1 bed/2 bath, sleeps 4
$6,565 ($597/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Jan 19–23, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$2,205 ($551/night)

Verified & Protected Voted Top Pick 2026

Marriott's MountainSide at Park City

Park City, Utah

Jan 19–26, 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 19–25, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$6,020 ($1,003/night)

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Tahiti Village

Las Vegas, Nevada

Jan 20–27, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$3,568 ($510/night)

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Club Wyndham Orange Tree Golf Resort

Scottsdale, Arizona

Jan 20–31, 2027 (11 nights)
1 bed/1 bath, sleeps 4
$2,397 ($218/night)

Verified & Protected Voted Top Pick 2026

Marriott's MountainSide at Park City

Park City, Utah

Jan 20–24, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$2,423 ($606/night)

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Club Wyndham Orange Tree Golf Resort

Scottsdale, Arizona

Jan 20–27, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,471 ($210/night)

Verified & Protected

Marriott's Kauai Lagoons - Kalanipu'u

Lihue, Hawaii

Jan 20–27, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$4,984 ($712/night)

Verified & Protected Voted Top Pick 2026

Marriott's Desert Springs Villas II

Palm Desert, California

Jan 20–25, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$3,268 ($654/night)

Verified & Protected

Marriott's Waikoloa Ocean Club

Waikoloa Village, Hawaii

Jan 20–29, 2027 (9 nights)
1 bed/1 bath, sleeps 4
$5,420 ($602/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 21–24, 2027 (3 nights)
1 bed/1 bath, sleeps 4
$586 ($195/night)