Winter Timeshare Rentals

Verified & Protected Voted Top Pick 2026

Marriott's MountainSide at Park City

Park City, Utah

Jan 2–9, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,020 ($860/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 2–9, 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 2–9, 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 2–9, 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 2–9, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,119 ($160/night)

Verified & Protected Voted Top Pick 2026

Marriott's MountainSide at Park City

Park City, Utah

Jan 2–9, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,068 ($867/night)

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Sheraton Steamboat Resort Villas

Steamboat Springs, Colorado

Jan 2–9, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$9,562 ($1,366/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Jan 2–9, 2027 (7 nights)
Studio/1 bath, sleeps 4
$3,513 ($502/night)

Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

Jan 2–9, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,613 ($802/night)

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Montecristo Estates by Pueblo Bonito

Cabo San Lucas, Mexico

Jan 2–9, 2027 (7 nights)
3 bed/3.5 bath, sleeps 10
$4,271 ($610/night)

Verified & Protected Voted Top Pick 2026

Marriott's MountainSide at Park City

Park City, Utah

Jan 2–9, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,475 ($782/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Jan 2–9, 2027 (7 nights)
Studio/1 bath, sleeps 4
$3,295 ($471/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Jan 2–9, 2027 (7 nights)
Studio/1 bath, sleeps 4
$3,568 ($510/night)

Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

Jan 2–9, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$3,731 ($533/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 2–9, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,673 ($239/night)

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Barcelo Aruba

Palm Beach, Aruba

Jan 2–9, 2027 (7 nights)
1 bed/2 bath, sleeps 4
$4,494 ($642/night)

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Club Wyndham Great Smokies Lodge

Sevierville, Tennessee

Jan 2–5, 2027 (3 nights)
3 bed/2 bath, sleeps 10
$795 ($265/night)

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Club Wyndham Great Smokies Lodge

Sevierville, Tennessee

Jan 2–5, 2027 (3 nights)
2 bed/2 bath, sleeps 8
$547 ($182/night)

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Club Wyndham Great Smokies Lodge

Sevierville, Tennessee

Jan 2–5, 2027 (3 nights)
1 bed/1 bath, sleeps 4
$427 ($142/night)

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Villa del Arco Beach Resort & Spa

Cabo San Lucas, Mexico

Jan 2–9, 2027 (7 nights)
2 bed/3 bath, sleeps 6
$2,750 ($393/night)

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The Westin Lagunamar Ocean Resort Villas & Spa

Cancun, Mexico

Jan 2–9, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$3,894 ($556/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Jan 2–9, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,810 ($973/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Jan 2–9, 2027 (7 nights)
3 bed/2 bath, sleeps 8
$2,105 ($301/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Jan 2–9, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,616 ($231/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Jan 2–9, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,021 ($146/night)

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Marriott's Maui Ocean Club - Napili Tower

Lahaina, Hawaii

Jan 2–9, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$7,110 ($1,016/night)

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

Vail, Colorado

Jan 3–9, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$2,641 ($440/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Jan 3–10, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,020 ($860/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 3–16, 2027 (13 nights)
2 bed/2 bath, sleeps 6
$3,657 ($281/night)

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Marriott's Harbour Lake

Orlando, Florida

Jan 3–10, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,769 ($253/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 3–16, 2027 (13 nights)
1 bed/1 bath, sleeps 4
$2,990 ($230/night)

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Westgate Las Vegas Resort & Casino

Las Vegas, Nevada

Jan 3–10, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$2,696 ($385/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 3–16, 2027 (13 nights)
1 bed/1 bath, sleeps 4
$2,000 ($154/night)

Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

Jan 3–8, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,385 ($277/night)

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The Ritz-Carlton Club, Vail

Vail, Colorado

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

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Disney's Animal Kingdom Villas - Kidani Village

Lake Buena Vista, Florida

Jan 3–9, 2027 (6 nights)
Studio/1 bath, sleeps 4
$2,275 ($379/night)

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Marriott's Mountain Valley Lodge

Breckenridge, Colorado

Jan 3–8, 2027 (5 nights)
1 bed/2 bath, sleeps 6
$2,036 ($407/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Jan 3–10, 2027 (7 nights)
Studio/1 bath, sleeps 2
$2,505 ($358/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 3–16, 2027 (13 nights)
2 bed/2 bath, sleeps 8
$3,949 ($304/night)

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Club Wyndham Orange Tree Golf Resort

Scottsdale, Arizona

Jan 3–17, 2027 (14 nights)
1 bed/1 bath, sleeps 4
$2,667 ($191/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 3–8, 2027 (5 nights)
2 bed/2 bath, sleeps 6
$1,242 ($248/night)

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The Westin St. John - Virgin Grand Villas

Cruz Bay, St. John (USVI)

Jan 3–10, 2027 (7 nights)
3 bed/3 bath, sleeps 8
$10,920 ($1,560/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 3–10, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$559 ($80/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Jan 3–8, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$2,995 ($599/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 3–10, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$808 ($115/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 3–10, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,334 ($191/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Jan 3–10, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,365 ($195/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 3–16, 2027 (13 nights)
3 bed/2 bath, sleeps 10
$3,657 ($281/night)