Winter Timeshare Rentals

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Club Wyndham Nashville

Nashville, Tennessee

Dec 27, 2026 – Jan 2, 2027 (6 nights)
2 bed/2 bath, sleeps 6
$830 ($138/night)

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The Westin Los Cabos Resort Villas & Spa

San Jose del Cabo, Mexico

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$4,385 ($626/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 27, 2026 – Jan 3, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$8,526 ($1,218/night)

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WorldMark Anaheim

Anaheim, California

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$2,750 ($393/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 27–31, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$427 ($107/night)

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Club Wyndham Nashville

Nashville, Tennessee

Dec 27, 2026 – Jan 2, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$995 ($166/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 27–31, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$790 ($198/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$16,920 ($2,417/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$16,375 ($2,339/night)

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Dec 27, 2026 – Jan 3, 2027 (7 nights)
1 bed/2 bath, sleeps 4
$5,475 ($782/night)

Grand Solmar Land's End Resort

Cabo San Lucas, Mexico

Dec 27, 2026 – Jan 3, 2027 (7 nights)
Studio/1 bath, sleeps 4
$2,914 ($416/night)

Verified & Protected Voted Top Pick 2026

Pueblo Bonito Sunset Beach Resort & Spa

Cabo San Lucas, Mexico

Dec 27, 2026 – Jan 3, 2027 (7 nights)
Studio/1 bath, sleeps 4
$2,749 ($393/night)

Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$2,696 ($385/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 27, 2026 – Jan 2, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$487 ($81/night)

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Grand Timber Lodge

Breckenridge, Colorado

Dec 27, 2026 – Jan 3, 2027 (7 nights)
Studio/1 bath, sleeps 4
$2,314 ($331/night)

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Westgate Park City Resort & Spa

Park City, Utah

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,366 ($767/night)

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Westgate Lakes Resort & Spa

Orlando, Florida

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$1,529 ($218/night)

Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$12,560 ($1,794/night)

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Westgate Smoky Mountain Resort & Water Park

Gatlinburg, Tennessee

Dec 27, 2026 – Jan 3, 2027 (7 nights)
3 bed/5 bath, sleeps 14
$5,748 ($821/night)

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Marriott's Harbour Lake

Orlando, Florida

Dec 27, 2026 – Jan 1, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,932 ($386/night)

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Club Wyndham Park City

Park City, Utah

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,129 ($876/night)

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Westgate Park City Resort & Spa

Park City, Utah

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,565 ($938/night)

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Grand Luxxe Spa Suites at Vidanta Nuevo Vallarta

Nuevo Vallarta, Mexico

Dec 27, 2026 – Jan 3, 2027 (7 nights)
3 bed/3 bath, sleeps 8
$9,834 ($1,405/night)

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Vacation Village in the Berkshires

Hancock, Massachusetts

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,660 ($237/night)

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Disney's BoardWalk Villas

Lake Buena Vista, Florida

Dec 27–31, 2026 (4 nights)
Studio/1 bath, sleeps 5
$3,478 ($870/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 27, 2026 – Jan 3, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$6,121 ($874/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 27, 2026 – Jan 2, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$4,603 ($767/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Dec 27, 2026 – Jan 2, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,427 ($238/night)

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Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$6,456 ($922/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$7,764 ($1,109/night)

Verified & Protected Voted Top Pick 2026

Marriott's Newport Coast Villas

Newport Coast, California

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$4,031 ($576/night)

Verified & Protected Voted Top Pick 2026

Marriott's Newport Coast Villas

Newport Coast, California

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$4,058 ($580/night)

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Garza Blanca Resort & Spa Cancun

Cancun, Mexico

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/3 bath, sleeps 6
$7,655 ($1,094/night)

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/3 bath, sleeps 8
$10,707 ($1,530/night)

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Garza Blanca Resort & Spa Los Cabos

Cabo San Lucas, Mexico

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/3 bath, sleeps 6
$7,655 ($1,094/night)

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Hilton Vacation Club Lake Tahoe Resort

South Lake Tahoe, California

Dec 27, 2026 – Jan 3, 2027 (7 nights)
Studio/1 bath, sleeps 4
$1,769 ($253/night)

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Club Wyndham Sea Gardens

Pompano Beach, Florida

Dec 27, 2026 – Jan 2, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$1,439 ($240/night)

Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$7,083 ($1,012/night)

Verified & Protected Voted Top Pick 2026

Marriott's Desert Springs Villas II

Palm Desert, California

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$3,730 ($533/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 27, 2026 – Jan 4, 2027 (8 nights)
1 bed/1 bath, sleeps 4
$639 ($80/night)

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Southern California Beach Club

Oceanside, California

Dec 27, 2026 – Jan 3, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$2,505 ($358/night)

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Grand Solmar Land's End Resort

Cabo San Lucas, Mexico

Dec 27, 2026 – Jan 3, 2027 (7 nights)
3 bed/4 bath, sleeps 10
$14,740 ($2,106/night)

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Marriott's Lakeshore Reserve

Orlando, Florida

Dec 27, 2026 – Jan 1, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$3,622 ($724/night)

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Windjammer Landing Villa Beach Resort

Castries, St. Lucia

Dec 27, 2026 – Jan 3, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$3,295 ($471/night)

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The Ritz-Carlton Club, Vail

Vail, Colorado

Dec 28, 2026 – Jan 4, 2027 (7 nights)
3 bed/3.5 bath, sleeps 8
$32,180 ($4,597/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 28, 2026 – Jan 4, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$14,468 ($2,067/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 28, 2026 – Jan 4, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$8,500 ($1,214/night)

Verified & Protected Voted Top Pick 2026

Marriott's Newport Coast Villas

Newport Coast, California

Dec 28, 2026 – Jan 1, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$2,859 ($715/night)