Winter Timeshare Rentals

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Maui Bay Villas by Hilton Grand Vacations

Kihei, Hawaii

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$5,748 ($821/night)

Verified & Protected Voted Top Pick 2026

Marriott's Newport Coast Villas

Newport Coast, California

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,825 ($546/night)

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Wyndham Reef Resort

East End, Grand Cayman, Cayman Islands

Dec 19–26, 2026 (7 nights)
Studio/1 bath, sleeps 2
$3,840 ($549/night)

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WorldMark Steamboat Springs Resort

Steamboat Springs, Colorado

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,295 ($471/night)

Verified & Protected Voted Top Pick 2026

Harborside Resort at Atlantis

Paradise Island, Bahamas

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$6,565 ($938/night)

Verified & Protected Voted Top Pick 2026

Divi Aruba Phoenix Beach Resort

Palm Beach, Aruba

Dec 19–26, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$3,186 ($455/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 19–26, 2026 (7 nights)
3 bed/3 bath, sleeps 10
$10,346 ($1,478/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$10,462 ($1,495/night)

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WorldMark Lake Tahoe

Stateline, Nevada

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,110 ($159/night)

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The Westin St. John - Virgin Grand Villas

Cruz Bay, St. John (USVI)

Dec 19–26, 2026 (7 nights)
Studio/1 bath, sleeps 4
$4,053 ($579/night)

Verified & Protected Voted Top Pick 2026

Divi Aruba Phoenix Beach Resort

Palm Beach, Aruba

Dec 19–26, 2026 (7 nights)
Studio/1 bath, sleeps 4
$3,840 ($549/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 19–22, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$875 ($292/night)

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Egret Point by Spinnaker

Hilton Head Island, South Carolina

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,660 ($237/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 19–28, 2026 (9 nights)
2 bed/2 bath, sleeps 8
$3,213 ($357/night)

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El Moro Tower el Cid at Mazatlan

Mazatlan, Mexico

Dec 19–26, 2026 (7 nights)
Studio/1 bath, sleeps 4
$1,932 ($276/night)

Verified & Protected Voted Top Pick 2026

Lagoon Tower by Hilton Grand Vacations

Honolulu, Hawaii

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$5,354 ($765/night)

Verified & Protected Voted Top Pick 2026

Marriott's Frenchman's Cove

Southside, St. Thomas (USVI)

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,946 ($707/night)

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Maui Bay Villas by Hilton Grand Vacations

Kihei, Hawaii

Dec 19–26, 2026 (7 nights)
3 bed/3 bath, sleeps 8
$6,884 ($983/night)

Verified & Protected Voted Top Pick 2026

Divi Aruba Phoenix Beach Resort

Palm Beach, Aruba

Dec 19–26, 2026 (7 nights)
Studio/1 bath, sleeps 4
$3,840 ($549/night)

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Villa del Palmar Cabo San Lucas

Cabo San Lucas, Mexico

Dec 19–26, 2026 (7 nights)
2 bed/3 bath, sleeps 6
$2,696 ($385/night)

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Marriott's Maui Ocean Club - Napili Tower

Lahaina, Hawaii

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$12,886 ($1,841/night)

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Sheraton Steamboat Resort Villas

Steamboat Springs, Colorado

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$6,892 ($985/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,240 ($463/night)

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Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 19–26, 2026 (7 nights)
Studio/1 bath, sleeps 3
$3,295 ($471/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 19–23, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$1,114 ($279/night)

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The Ritz-Carlton Club, St. Thomas

East End, St. Thomas (USVI)

Dec 19–26, 2026 (7 nights)
3 bed/3.5 bath, sleeps 8
$18,555 ($2,651/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$6,020 ($860/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$10,380 ($1,483/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 19–22, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$648 ($216/night)

Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$6,455 ($922/night)

Grand Solmar Land's End Resort

Cabo San Lucas, Mexico

Dec 19–26, 2026 (7 nights)
3 bed/4 bath, sleeps 10
$10,925 ($1,561/night)

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The Westin St. John - Bay Vista Villas

Cruz Bay, St. John (USVI)

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$8,636 ($1,234/night)

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Dec 19–26, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$3,894 ($556/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,983 ($712/night)

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Tahoe Beach & Ski Club

South Lake Tahoe, California

Dec 19–26, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$1,704 ($243/night)

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Sheraton Steamboat Resort Villas

Steamboat Springs, Colorado

Dec 19–26, 2026 (7 nights)
Studio/1 bath, sleeps 4
$4,984 ($712/night)

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The Westin Lagunamar Ocean Resort Villas & Spa

Cancun, Mexico

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,412 ($630/night)

Verified & Protected Voted Top Pick 2026

Marriott's Newport Coast Villas

Newport Coast, California

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,731 ($533/night)

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Kings' Land by Hilton Grand Vacations

Waikoloa Village, Hawaii

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$4,167 ($595/night)

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The Westin Lagunamar Ocean Resort Villas & Spa

Cancun, Mexico

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,478 ($354/night)

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Westin Princeville Ocean Resort Villas

Princeville, Hawaii

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$6,020 ($860/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,712 ($673/night)

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Marriott Vacation Club, Waikiki

Honolulu, Hawaii

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$5,257 ($751/night)

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The Charter Club of Marco Beach

Marco Island, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$4,385 ($626/night)

Verified & Protected Voted Top Pick 2026

Hyatt Vacation Club at Ka’anapali Beach

Lahaina, Hawaii

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$10,816 ($1,545/night)

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Hilton Vacation Club Cabo Azul Los Cabos

San Jose del Cabo, Mexico

Dec 19–26, 2026 (7 nights)
Studio/1 bath, sleeps 4
$3,077 ($440/night)

Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$8,571 ($1,224/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$13,650 ($1,950/night)