Winter Timeshare Rentals

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Hyatt Windward Pointe Resort

Key West, Florida

Dec 20–24, 2026 (4 nights)
2 bed/2 bath, sleeps 6
$1,878 ($470/night)

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Aulani, a Disney Resort & Spa

Kapolei, Hawaii

Dec 20–26, 2026 (6 nights)
Studio/1 bath, sleeps 4
$5,420 ($903/night)

Verified & Protected Voted Top Pick 2026

Marriott's Newport Coast Villas

Newport Coast, California

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,726 ($532/night)

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The Westin Lagunamar Ocean Resort Villas & Spa

Cancun, Mexico

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,385 ($626/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 20, 2026 – Jan 3, 2027 (14 nights)
2 bed/2 bath, sleeps 8
$2,990 ($214/night)

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Wyndham Grand Rio Mar, a Margaritaville Vacation Club Resort

Rio Grande, Puerto Rico

Dec 20–27, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,617 ($517/night)

Verified & Protected Voted Top Pick 2026

Marriott's Newport Coast Villas

Newport Coast, California

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,385 ($626/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$7,382 ($1,055/night)

Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$6,565 ($938/night)

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Hyatt Vacation Club At Coconut Cove

Bonita Springs, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,384 ($626/night)

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Marriott's Summit Watch

Park City, Utah

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$6,997 ($1,000/night)

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Hyatt Sunset Harbor Resort

Key West, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2.5 bath, sleeps 6
$4,711 ($673/night)

Verified & Protected Voted Top Pick 2026

Marriott's Newport Coast Villas

Newport Coast, California

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,222 ($603/night)

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Dec 20–27, 2026 (7 nights)
2 bed/3 bath, sleeps 8
$8,745 ($1,249/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$9,181 ($1,312/night)

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The Point at Poipu

Koloa, Hawaii

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,622 ($517/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 20, 2026 – Jan 3, 2027 (14 nights)
1 bed/1 bath, sleeps 4
$1,752 ($125/night)

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Hyatt Vacation Club at Northstar Lodge

Truckee, California

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$7,655 ($1,094/night)

Hilton Vacation Club Cabo Azul Los Cabos

San Jose del Cabo, Mexico

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$4,603 ($658/night)

Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$7,110 ($1,016/night)

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Hilton Vacation Club Lake Tahoe Resort

South Lake Tahoe, California

Dec 20–27, 2026 (7 nights)
Studio/1 bath, sleeps 4
$1,660 ($237/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$9,508 ($1,358/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$8,526 ($1,218/night)

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Marriott's Cypress Harbour Villas

Orlando, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,586 ($370/night)

Verified & Protected Voted Top Pick 2026

Harborside Resort at Atlantis

Paradise Island, Bahamas

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$6,020 ($860/night)

Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$6,892 ($985/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 20–27, 2026 (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

Dec 20–26, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,590 ($265/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$6,237 ($891/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$12,559 ($1,794/night)

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Westgate Smoky Mountain Resort & Water Park

Gatlinburg, Tennessee

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,423 ($346/night)

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Grand Solmar Pacific Dunes Resort Golf & Spa

Cabo San Lucas, Mexico

Dec 20–27, 2026 (7 nights)
2 bed/3 bath, sleeps 6
$5,366 ($767/night)

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Villa del Arco Beach Resort & Spa

Cabo San Lucas, Mexico

Dec 20–27, 2026 (7 nights)
2 bed/3 bath, sleeps 6
$2,314 ($331/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 20–27, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$20,298 ($2,900/night)

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Marriott's Desert Springs Villas

Palm Desert, California

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,750 ($393/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$10,652 ($1,522/night)

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The Westin Mission Hills Villas

Rancho Mirage, California

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,276 ($611/night)

Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$7,464 ($1,066/night)

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Disney's Animal Kingdom Villas - Kidani Village

Lake Buena Vista, Florida

Dec 20–26, 2026 (6 nights)
Studio/1 bath, sleeps 4
$2,955 ($492/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 20–25, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$535 ($107/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 20, 2026 – Jan 3, 2027 (14 nights)
2 bed/2 bath, sleeps 8
$2,397 ($171/night)

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Marriott's Summit Watch

Park City, Utah

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$8,199 ($1,171/night)

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Wyndham Kauai Coast Resort at the Beachboy

Kapaa, Hawaii

Dec 20–27, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,886 ($412/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$13,105 ($1,872/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,042 ($292/night)

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Westin Princeville Ocean Resort Villas

Princeville, Hawaii

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,930 ($704/night)

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Garza Blanca Resort & Spa Los Cabos

Cabo San Lucas, Mexico

Dec 20–27, 2026 (7 nights)
2 bed/3 bath, sleeps 6
$6,129 ($876/night)

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Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 20–27, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$4,222 ($603/night)