Winter Timeshare Rentals

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Jan 24–31, 2027 (7 nights)
Studio/1 bath, sleeps 2
$2,859 ($408/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Jan 24–31, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$4,167 ($595/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Jan 24–31, 2027 (7 nights)
Studio/1 bath, sleeps 4
$3,295 ($471/night)

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Club Wyndham Nashville

Nashville, Tennessee

Jan 24–29, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$295 ($59/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 24–29, 2027 (5 nights)
2 bed/2 bath, sleeps 6
$1,242 ($248/night)

Verified & Protected Voted Top Pick 2026

Marriott's Frenchman's Cove

Southside, St. Thomas (USVI)

Jan 24–31, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,129 ($876/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 24–29, 2027 (5 nights)
3 bed/3 bath, sleeps 10
$7,655 ($1,531/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 24 – Feb 3, 2027 (10 nights)
1 bed/1 bath, sleeps 4
$1,515 ($151/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 24–31, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$2,039 ($291/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Jan 24–31, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,674 ($953/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 24 – Feb 3, 2027 (10 nights)
2 bed/2 bath, sleeps 6
$2,772 ($277/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 24 – Feb 3, 2027 (10 nights)
3 bed/2 bath, sleeps 10
$2,772 ($277/night)

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Club Wyndham Orange Tree Golf Resort

Scottsdale, Arizona

Jan 24–31, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,471 ($210/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 24–30, 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 24–30, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$892 ($149/night)

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Club Wyndham Nashville

Nashville, Tennessee

Jan 24–29, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$577 ($115/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 24–30, 2027 (6 nights)
3 bed/2 bath, sleeps 10
$1,642 ($274/night)

Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

Jan 24–31, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$7,001 ($1,000/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 24–30, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$1,339 ($223/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 24–29, 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 24–29, 2027 (5 nights)
3 bed/2 bath, sleeps 10
$1,242 ($248/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 24–31, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$2,153 ($308/night)

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Jan 24–31, 2027 (7 nights)
2 bed/3 bath, sleeps 8
$5,366 ($767/night)

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Club Wyndham Nashville

Nashville, Tennessee

Jan 24–29, 2027 (5 nights)
2 bed/2 bath, sleeps 6
$375 ($75/night)

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Hyatt Beach House Resort

Key West, Florida

Jan 24–31, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$3,185 ($455/night)

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Holiday Inn Club Vacations Marco Island - Sunset Cove Resort

Marco Island, Florida

Jan 24 – Feb 7, 2027 (14 nights)
3 bed/2 bath, sleeps 8
$6,565 ($469/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Jan 24–31, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$4,276 ($611/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Jan 24–31, 2027 (7 nights)
3 bed/3 bath, sleeps 12
$9,944 ($1,421/night)

Verified & Protected Voted Top Pick 2026

Marriott's MountainSide at Park City

Park City, Utah

Jan 24–31, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,202 ($743/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 24 – Feb 3, 2027 (10 nights)
2 bed/2 bath, sleeps 8
$3,032 ($303/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 24 – Feb 3, 2027 (10 nights)
1 bed/1 bath, sleeps 4
$2,265 ($226/night)

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Disney's BoardWalk Villas

Lake Buena Vista, Florida

Jan 24–30, 2027 (6 nights)
Studio/1 bath, sleeps 5
$2,604 ($434/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Jan 24–31, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,565 ($938/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 25–31, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$487 ($81/night)

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Hacienda del Mar Resort

Cabo San Lucas, Mexico

Jan 25 – Feb 8, 2027 (14 nights)
Studio/1 bath, sleeps 4
$2,641 ($189/night)

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Disney's BoardWalk Villas

Lake Buena Vista, Florida

Jan 25–29, 2027 (4 nights)
Studio/1 bath, sleeps 5
$2,118 ($529/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 25–31, 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 25–31, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$1,475 ($246/night)

WorldMark Steamboat Springs Resort

Steamboat Springs, Colorado

Jan 25 – Feb 1, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$3,077 ($440/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 25–30, 2027 (5 nights)
3 bed/2 bath, sleeps 10
$1,396 ($279/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 25–31, 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 25–29, 2027 (4 nights)
2 bed/2 bath, sleeps 6
$995 ($249/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 25–30, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,528 ($306/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 25–29, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$804 ($201/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Jan 25 – Feb 2, 2027 (8 nights)
Studio/1 bath, sleeps 4
$2,750 ($344/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 25–29, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$1,194 ($298/night)

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Club Wyndham Orange Tree Golf Resort

Scottsdale, Arizona

Jan 25–31, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$1,295 ($216/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 25–29, 2027 (4 nights)
3 bed/2 bath, sleeps 10
$995 ($249/night)