Winter Timeshare Rentals

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
$4,222 ($603/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
$6,402 ($914/night)

Verified & Protected

Wyndham Reef Resort

East End, Grand Cayman, Cayman Islands

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

Marriott's St. Kitts Beach Club

Frigate Bay, St. Kitts

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,143 ($735/night)

Verified & Protected

Marriott's Grand Chateau

Las Vegas, Nevada

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,290 ($470/night)

Verified & Protected

La Cabana Beach Resort

Oranjestad, Aruba

Dec 19–26, 2026 (7 nights)
Studio/1 bath, sleeps 4
$2,478 ($354/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
$9,181 ($1,312/night)

Verified & Protected

Marriott's Grand Chateau

Las Vegas, Nevada

Dec 19–26, 2026 (7 nights)
Studio/1 bath, sleeps 4
$1,660 ($237/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
$8,091 ($1,156/night)

Verified & Protected

Maui Bay Villas by Hilton Grand Vacations

Kihei, Hawaii

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$14,195 ($2,028/night)

Verified & Protected

Marriott's Maui Ocean Club - Napili Tower

Lahaina, Hawaii

Dec 19, 2026 – Jan 2, 2027 (14 nights)
2 bed/2 bath, sleeps 8
$13,650 ($975/night)

Verified & Protected

Sunrise Lodge by Hilton Grand Vacations

Park City, Utah

Dec 19–26, 2026 (7 nights)
2 bed/3 bath, sleeps 8
$3,295 ($471/night)

Voted Top Pick 2026

Lagoon Tower by Hilton Grand Vacations

Honolulu, Hawaii

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$6,129 ($876/night)

Verified & Protected

The Westin St. John - Sunset Bay Villas

Cruz Bay, St. John (USVI)

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$11,143 ($1,592/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
$7,274 ($1,039/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
$12,777 ($1,825/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$13,104 ($1,872/night)

Verified & Protected Voted Top Pick 2026

The Royal Sands

Cancun, Mexico

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

Divi Village Golf and Beach Resort

Oranjestad, Aruba

Dec 19–26, 2026 (7 nights)
Studio/1 bath, sleeps 4
$1,742 ($249/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$8,200 ($1,171/night)

Verified & Protected

La Cabana Beach Resort

Oranjestad, Aruba

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

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$11,198 ($1,600/night)

Divi Village Golf and Beach Resort

Oranjestad, Aruba

Dec 19–26, 2026 (7 nights)
Studio/1 bath, sleeps 4
$1,742 ($249/night)

Verified & Protected

Grand Lodge on Peak 7

Breckenridge, Colorado

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$8,407 ($1,201/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$10,920 ($1,560/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)

La Cabana Beach Resort

Oranjestad, Aruba

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,804 ($401/night)

Verified & Protected

Hilton Vacation Club Lake Tahoe Resort

South Lake Tahoe, California

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,750 ($393/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$7,628 ($1,090/night)

Verified & Protected

The Ritz-Carlton Club, St. Thomas

East End, St. Thomas (USVI)

Dec 19–26, 2026 (7 nights)
2 bed/2.5 bath, sleeps 6
$16,920 ($2,417/night)

Verified & Protected

Divi Dutch Village Beach Resort

Oranjestad, Aruba

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,622 ($517/night)

Verified & Protected

The Ritz-Carlton Club, St. Thomas

East End, St. Thomas (USVI)

Dec 19–26, 2026 (7 nights)
2 bed/2.5 bath, sleeps 6
$16,920 ($2,417/night)

Hanalei Bay Resort

Princeville, Hawaii

Dec 19, 2026 – Jan 2, 2027 (14 nights)
2 bed/2 bath, sleeps 8
$7,110 ($508/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
$6,347 ($907/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
$6,565 ($938/night)

Verified & Protected

The Westin Lagunamar Ocean Resort Villas & Spa

Cancun, Mexico

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,839 ($548/night)

Verified & Protected

Tahoe Beach & Ski Club

South Lake Tahoe, California

Dec 19–26, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$1,987 ($284/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$7,982 ($1,140/night)

Verified & Protected

The Ritz-Carlton Club, St. Thomas

East End, St. Thomas (USVI)

Dec 19–26, 2026 (7 nights)
3 bed/3.5 bath, sleeps 8
$15,285 ($2,184/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
$16,375 ($2,339/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
$13,105 ($1,872/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$7,219 ($1,031/night)

Verified & Protected Voted Top Pick 2026

Marriott's MountainSide at Park City

Park City, Utah

Dec 19–26, 2026 (7 nights)
Studio/1 bath, sleeps 4
$3,949 ($564/night)

Verified & Protected

The Ritz-Carlton Club, St. Thomas

East End, St. Thomas (USVI)

Dec 19–26, 2026 (7 nights)
2 bed/2.5 bath, sleeps 6
$16,920 ($2,417/night)

Verified & Protected

Marriott's BeachPlace Towers

Fort Lauderdale, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,186 ($455/night)

Verified & Protected

WorldMark Cascade Lodge

Whistler, British Columbia, Canada

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

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$8,963 ($1,280/night)

Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$10,379 ($1,483/night)