Winter Timeshare Rentals

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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)

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Imperial Hawaii Vacation Club

Honolulu, Hawaii

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$2,810 ($401/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 27, 2026 – Jan 1, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,198 ($240/night)

Verified & Protected Voted Top Pick 2026

Harborside Resort at Atlantis

Paradise Island, Bahamas

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$8,146 ($1,164/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

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
$12,337 ($1,762/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)

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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Marriott's Harbour Lake

Orlando, Florida

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

Verified & Protected 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
$15,225 ($2,175/night)

The Westin Lagunamar Ocean Resort Villas & Spa

Cancun, Mexico

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$4,930 ($704/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 27, 2026 – Jan 4, 2027 (8 nights)
1 bed/1 bath, sleeps 4
$1,471 ($184/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
$4,183 ($598/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 Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 27, 2026 – Jan 2, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,532 ($255/night)

The Westin Lagunamar Ocean Resort Villas & Spa

Cancun, Mexico

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$4,930 ($704/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 27, 2026 – Jan 2, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,172 ($195/night)

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WorldMark Pismo Beach Resort

Pismo Beach, California

Dec 27, 2026 – Jan 3, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,696 ($242/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)

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The Westin St. John - Virgin Grand Villas

Cruz Bay, St. John (USVI)

Dec 27, 2026 – Jan 3, 2027 (7 nights)
1 bed/2 bath, sleeps 4
$7,492 ($1,070/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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Crane Beach Resort

St. Philip, Barbados

Dec 27–31, 2026 (4 nights)
1 bed/2 bath, sleeps 4
$3,077 ($769/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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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,865 ($266/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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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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Aulani, a Disney Resort & Spa

Kapolei, Hawaii

Dec 27, 2026 – Jan 3, 2027 (7 nights)
1 bed/1 bath, sleeps 5
$13,103 ($1,872/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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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 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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Marriott's Shadow Ridge - The Villages

Palm Desert, California

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$3,829 ($547/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
$8,527 ($1,218/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$9,617 ($1,374/night)

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Grand Luxxe Spa Suites at Vidanta Riviera Maya

Playa del Carmen, Mexico

Dec 27, 2026 – Jan 3, 2027 (7 nights)
3 bed/3 bath, sleeps 10
$9,834 ($1,405/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Dec 27, 2026 – Jan 3, 2027 (7 nights)
Studio/1 bath, sleeps 4
$4,658 ($665/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
$6,781 ($969/night)

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Grand Luxxe at Vidanta Nuevo Vallarta

Nuevo Vallarta, Mexico

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2.5 bath, sleeps 6
$8,744 ($1,249/night)

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Disney's Saratoga Springs Resort & Spa

Lake Buena Vista, Florida

Dec 27, 2026 – Jan 3, 2027 (7 nights)
Studio/1 bath, sleeps 4
$3,262 ($466/night)

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The Westin Lagunamar Ocean Resort Villas & Spa

Cancun, Mexico

Dec 27–30, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$2,232 ($744/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
$6,565 ($938/night)

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Hilton Vacation Club Kaanapali Beach

Lahaina, Hawaii

Dec 27, 2026 – Jan 8, 2027 (12 nights)
1 bed/1 bath, sleeps 4
$5,768 ($481/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 Ko Olina Beach Club

Kapolei, Hawaii

Dec 27, 2026 – Jan 1, 2027 (5 nights)
Studio/1 bath, sleeps 2
$3,185 ($637/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
$4,603 ($658/night)

Westgate Smoky Mountain Resort & Water Park

Gatlinburg, Tennessee

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$3,840 ($549/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$10,920 ($1,560/night)

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Marriott's Marbella Beach Resort

Marbella, Spain

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

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 27, 2026 – Jan 6, 2027 (10 nights)
2 bed/2 bath, sleeps 8
$12,560 ($1,256/night)