Winter Timeshare Rentals

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The Residences at Grand Luxxe Nuevo Vallarta

Nuevo Vallarta, Mexico

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/3 bath, sleeps 6
$8,632 ($1,233/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
$10,652 ($1,522/night)

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Disney's BoardWalk Villas

Lake Buena Vista, Florida

Dec 27, 2026 – Jan 3, 2027 (7 nights)
Studio/1 bath, sleeps 5
$5,440 ($777/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 Ocean Pointe

Palm Beach Shores, Florida

Dec 27, 2026 – Jan 3, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$3,513 ($502/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 27, 2026 – Jan 3, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$3,622 ($517/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 27, 2026 – Jan 3, 2027 (7 nights)
Studio/1 bath, sleeps 4
$1,987 ($284/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 27, 2026 – Jan 3, 2027 (7 nights)
Studio/1 bath, sleeps 4
$2,096 ($299/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
$5,748 ($821/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
$6,129 ($876/night)

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Aulani, a Disney Resort & Spa

Kapolei, Hawaii

Dec 27, 2026 – Jan 1, 2027 (5 nights)
Studio/1 bath, sleeps 4
$5,693 ($1,139/night)

Verified & Protected AAA 5-Diamond Award

Grand Luxxe at Vidanta Nuevo Vallarta

Nuevo Vallarta, Mexico

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2.5 bath, sleeps 6
$7,186 ($1,027/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)

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
$8,635 ($1,234/night)

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Sheraton Mountain Vista Villas

Avon, Colorado

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$7,110 ($1,016/night)

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Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 27, 2026 – Jan 3, 2027 (7 nights)
Studio/1 bath, sleeps 3
$3,949 ($564/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$7,382 ($1,055/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 27, 2026 – Jan 3, 2027 (7 nights)
3 bed/3 bath, sleeps 10
$15,939 ($2,277/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)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 27–31, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$710 ($178/night)

Verified & Protected Voted Top Pick 2026

Marriott's OceanWatch Villas at Grande Dunes

Myrtle Beach, South Carolina

Dec 27, 2026 – Jan 2, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,932 ($322/night)

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Marriott's Summit Watch

Park City, Utah

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$7,274 ($1,039/night)

Hilton Vacation Club Cabo Azul Los Cabos

San Jose del Cabo, Mexico

Dec 27, 2026 – Jan 3, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$4,222 ($603/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
$8,200 ($1,171/night)

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Garza Blanca Resort & Spa Los Cabos

Cabo San Lucas, Mexico

Dec 27, 2026 – Jan 3, 2027 (7 nights)
4 bed/4 bath, sleeps 12
$27,275 ($3,896/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 27–31, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$959 ($240/night)

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)

Verified & Protected Voted Top Pick 2026

Marriott's OceanWatch Villas at Grande Dunes

Myrtle Beach, South Carolina

Dec 27, 2026 – Jan 1, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,330 ($266/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
$8,635 ($1,234/night)

Hyatt Sunset Harbor Resort

Key West, Florida

Dec 27, 2026 – Jan 3, 2027 (7 nights)
Studio/1 bath, sleeps 2
$3,295 ($471/night)

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The Westin St. John - Bay Vista Villas

Cruz Bay, St. John (USVI)

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$9,562 ($1,366/night)

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Disney's BoardWalk Villas

Lake Buena Vista, Florida

Dec 27, 2026 – Jan 3, 2027 (7 nights)
Studio/1 bath, sleeps 5
$5,440 ($777/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
$7,464 ($1,066/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 27, 2026 – Jan 2, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$7,099 ($1,183/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 27, 2026 – Jan 3, 2027 (7 nights)
3 bed/3 bath, sleeps 12
$4,112 ($588/night)

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The Villas at Disney's Grand Floridian Resort & Spa

Lake Buena Vista, Florida

Dec 27, 2026 – Jan 3, 2027 (7 nights)
Studio/1 bath, sleeps 5
$5,473 ($782/night)

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Disney's Old Key West Resort

Lake Buena Vista, Florida

Dec 27, 2026 – Jan 3, 2027 (7 nights)
Studio/1 bath, sleeps 4
$4,688 ($670/night)

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Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 27, 2026 – Jan 3, 2027 (7 nights)
1 bed/2 bath, sleeps 4
$4,925 ($704/night)

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Disney's Old Key West Resort

Lake Buena Vista, Florida

Dec 27, 2026 – Jan 3, 2027 (7 nights)
Studio/1 bath, sleeps 4
$4,688 ($670/night)

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Disney's Old Key West Resort

Lake Buena Vista, Florida

Dec 27, 2026 – Jan 3, 2027 (7 nights)
Studio/1 bath, sleeps 4
$4,688 ($670/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
$4,276 ($611/night)

Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$13,105 ($1,872/night)

Divi Village Golf and Beach Resort

Oranjestad, Aruba

Dec 27, 2026 – Jan 3, 2027 (7 nights)
Studio/1 bath, sleeps 4
$3,132 ($447/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$9,616 ($1,374/night)

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
$11,470 ($1,639/night)

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Grand Solmar Land's End Resort

Cabo San Lucas, Mexico

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/3 bath, sleeps 8
$11,470 ($1,639/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

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

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

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