Winter Timeshare Rentals

Verified & Protected

Hilton Vacation Club Kaanapali Beach

Lahaina, Hawaii

Dec 5–12, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,423 ($346/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Dec 5–12, 2026 (7 nights)
Studio/1 bath, sleeps 4
$3,840 ($549/night)

Verified & Protected Voted Top Pick 2026

Marriott's Newport Coast Villas

Newport Coast, California

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,306 ($329/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 5–12, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$4,374 ($625/night)

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Dec 5–12, 2026 (7 nights)
2 bed/3 bath, sleeps 8
$6,107 ($872/night)

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Club Wyndham Sedona

Sedona, Arizona

Dec 5–10, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$670 ($134/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,222 ($603/night)

Voted Top Pick 2026

Hyatt Vacation Club at Ka’anapali Beach

Lahaina, Hawaii

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$5,800 ($829/night)

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Grand Solmar Land's End Resort

Cabo San Lucas, Mexico

Dec 5–12, 2026 (7 nights)
2 bed/3 bath, sleeps 8
$4,794 ($685/night)

Verified & Protected Voted Top Pick 2026

Marriott's Frenchman's Cove

Southside, St. Thomas (USVI)

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,385 ($626/night)

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Westgate Las Vegas Resort & Casino

Las Vegas, Nevada

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$4,794 ($685/night)

Verified & Protected

Lighthouse Resort & Club

Sanibel Island, Florida

Dec 5–12, 2026 (7 nights)
3 bed/2 bath, sleeps 6
$2,077 ($297/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 5–12, 2026 (7 nights)
Studio/1 bath, sleeps 4
$2,314 ($331/night)

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Club Wyndham Smoky Mountains

Sevierville, Tennessee

Dec 5–10, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$459 ($92/night)

Verified & Protected

Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen

Vail, Colorado

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,603 ($658/night)

Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$6,129 ($876/night)

Verified & Protected Voted Top Pick 2026

The Royal Sands

Cancun, Mexico

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$2,750 ($393/night)

Verified & Protected Voted Top Pick 2026

Divi Aruba Phoenix Beach Resort

Palm Beach, Aruba

Dec 5–12, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,696 ($385/night)

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Dec 5–12, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$4,330 ($619/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,404 ($486/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Dec 5–12, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,306 ($472/night)

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Dec 5–12, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$3,240 ($463/night)

Verified & Protected

The Westin St. John - Virgin Grand Villas

Cruz Bay, St. John (USVI)

Dec 5–12, 2026 (7 nights)
3 bed/3 bath, sleeps 8
$9,835 ($1,405/night)

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Parc Soleil by Hilton Grand Vacations

Orlando, Florida

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$2,314 ($331/night)

Verified & Protected Voted Top Pick 2026

Hyatt Vacation Club at Ka’anapali Beach

Lahaina, Hawaii

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$4,527 ($647/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Dec 5–12, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$4,167 ($595/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,911 ($844/night)

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Grand Waikikian by Hilton Grand Vacations

Honolulu, Hawaii

Dec 5–12, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,676 ($525/night)

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Marriott's Maui Ocean Club - Napili Tower

Lahaina, Hawaii

Dec 5–12, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$4,565 ($652/night)

Verified & Protected Voted Top Pick 2026

Divi Aruba Phoenix Beach Resort

Palm Beach, Aruba

Dec 5–12, 2026 (7 nights)
Studio/1 bath, sleeps 4
$2,207 ($315/night)

Verified & Protected

Lifestyle Holidays Vacation Resort - Puerto Plata

Puerto Plata, Dominican Republic

Dec 5–12, 2026 (7 nights)
Studio/1 bath, sleeps 4
$832 ($119/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 5–12, 2026 (7 nights)
3 bed/3 bath, sleeps 10
$10,925 ($1,561/night)

Verified & Protected

The Westin Mission Hills Villas

Rancho Mirage, California

Dec 5–12, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,358 ($194/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,252 ($750/night)

Verified & Protected

Club Wyndham Smoky Mountains

Sevierville, Tennessee

Dec 5–12, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$684 ($98/night)

Verified & Protected

One Napili Way

Lahaina, Hawaii

Dec 5–12, 2026 (7 nights)
3 bed/2 bath, sleeps 6
$2,423 ($346/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,222 ($603/night)

Verified & Protected Voted Top Pick 2026

Divi Aruba Phoenix Beach Resort

Palm Beach, Aruba

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,840 ($549/night)

Verified & Protected

Maui Bay Villas by Hilton Grand Vacations

Kihei, Hawaii

Dec 5–12, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$8,745 ($1,249/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,475 ($782/night)

Verified & Protected

Marriott's Phuket Beach Club

Phuket, Thailand

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$2,532 ($362/night)

Verified & Protected Voted Top Pick 2026

The Royal Sands

Cancun, Mexico

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$4,537 ($648/night)

Verified & Protected

Club Wyndham Smoky Mountains

Sevierville, Tennessee

Dec 5–9, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$395 ($99/night)

Verified & Protected

Club Wyndham Smoky Mountains

Sevierville, Tennessee

Dec 5–8, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$331 ($110/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,206 ($744/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 5–19, 2026 (14 nights)
2 bed/2 bath, sleeps 8
$8,635 ($617/night)

Verified & Protected Voted Top Pick 2026

Hyatt Vacation Club at Ka’anapali Beach

Lahaina, Hawaii

Dec 5–12, 2026 (7 nights)
3 bed/3 bath, sleeps 10
$11,466 ($1,638/night)

Verified & Protected Voted Top Pick 2026

Marriott's MountainSide at Park City

Park City, Utah

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,167 ($595/night)