Winter Timeshare Rentals

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Marriott's Grande Vista

Orlando, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,314 ($331/night)

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Marriott's Summit Watch

Park City, Utah

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$7,995 ($1,142/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
$14,303 ($2,043/night)

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Hyatt Windward Pointe Resort

Key West, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$4,222 ($603/night)

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Club Regina Los Cabos

San Jose del Cabo, Mexico

Dec 20–27, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$2,276 ($325/night)

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The Westin St. John - Bay Vista Villas

Cruz Bay, St. John (USVI)

Dec 20–27, 2026 (7 nights)
3 bed/3 bath, sleeps 10
$11,470 ($1,639/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
$7,110 ($1,016/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
$6,265 ($895/night)

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Hilton Vacation Club Kaanapali Beach

Lahaina, Hawaii

Dec 20–27, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,295 ($471/night)

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Imperial Hawaii Vacation Club

Honolulu, Hawaii

Dec 20–27, 2026 (7 nights)
Studio/1 bath, sleeps 4
$1,385 ($198/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 20–27, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$2,586 ($370/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 20–27, 2026 (7 nights)
3 bed/3 bath, sleeps 10
$13,650 ($1,950/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,458 ($494/night)

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Westin Princeville Ocean Resort Villas

Princeville, Hawaii

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$9,290 ($1,327/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
$8,745 ($1,249/night)

Verified & Protected Voted Top Pick 2026

Marriott's Frenchman's Cove

Southside, St. Thomas (USVI)

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,475 ($782/night)

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Marriott's Harbour Lake

Orlando, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,750 ($393/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
$8,745 ($1,249/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
$6,347 ($907/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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Westgate Smoky Mountain Resort & Water Park

Gatlinburg, Tennessee

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,833 ($262/night)

Verified & Protected Voted Top Pick 2026

Marriott's MountainSide at Park City

Park City, Utah

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$6,211 ($887/night)

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Marriott's Oceana Palms

Riviera Beach, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,475 ($782/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)

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
$8,746 ($1,249/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 Top Pick 2026

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

Lahaina, Hawaii

Dec 20–27, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$6,963 ($995/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 20, 2026 – Jan 3, 2027 (14 nights)
2 bed/2 bath, sleeps 8
$26,293 ($1,878/night)

Voted Top Pick 2026

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

Lahaina, Hawaii

Dec 20–23, 2026 (3 nights)
1 bed/2 bath, sleeps 4
$1,987 ($662/night)

Hilton Vacation Club Cabo Azul Los Cabos

San Jose del Cabo, Mexico

Dec 20–26, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$3,945 ($657/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)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 20–26, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$1,590 ($265/night)

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Holiday Inn Club Vacations Cape Canaveral Beach Resort

Cape Canaveral, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,858 ($408/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
$7,546 ($1,078/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 20–26, 2026 (6 nights)
3 bed/2 bath, sleeps 10
$2,153 ($359/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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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)

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Club Wyndham Park City

Park City, Utah

Dec 20–23, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$1,315 ($438/night)

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Aulani, a Disney Resort & Spa

Kapolei, Hawaii

Dec 20–27, 2026 (7 nights)
1 bed/1 bath, sleeps 5
$14,307 ($2,044/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
$9,562 ($1,366/night)

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Marriott's Maui Ocean Club - Napili Tower

Lahaina, Hawaii

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$15,830 ($2,261/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 20–27, 2026 (7 nights)
3 bed/3 bath, sleeps 10
$12,451 ($1,779/night)

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Westgate Lakes Resort & Spa

Orlando, Florida

Dec 20–27, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$1,866 ($267/night)

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Marriott Vacation Club, Waikiki

Honolulu, Hawaii

Dec 20–27, 2026 (7 nights)
1 bed/1 bath, sleeps 6
$5,470 ($781/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
$6,783 ($969/night)

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Windjammer Landing Villa Beach Resort

Castries, St. Lucia

Dec 20–27, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,205 ($315/night)

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Divi Village Golf and Beach Resort

Oranjestad, Aruba

Dec 20–27, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,077 ($440/night)

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Sheraton Steamboat Resort Villas

Steamboat Springs, Colorado

Dec 20–27, 2026 (7 nights)
3 bed/3 bath, sleeps 10
$7,235 ($1,034/night)