Winter Timeshare Rentals

Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

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

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

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Dec 5–12, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,622 ($517/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 5–12, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,458 ($494/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,603 ($658/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
$6,020 ($860/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 Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 5–13, 2026 (8 nights)
2 bed/2 bath, sleeps 8
$5,583 ($698/night)

Verified & Protected Voted Top Pick 2026

Divi Aruba Phoenix Beach Resort

Palm Beach, Aruba

Dec 5–12, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$3,786 ($541/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
$3,222 ($460/night)

Verified & Protected

Carlsbad Inn Beach Resort

Carlsbad, California

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

Verified & Protected

Hilton Vacation Club Kaanapali Beach

Lahaina, Hawaii

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$5,039 ($720/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 5–12, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$7,109 ($1,016/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 5–12, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,730 ($533/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

Ocean Tower by Hilton Grand Vacations Club

Waikoloa Village, Hawaii

Dec 5–12, 2026 (7 nights)
Studio/1 bath, sleeps 2
$4,930 ($704/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
$2,368 ($338/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
$2,505 ($358/night)

Verified & Protected

Divi Dutch Village Beach Resort

Oranjestad, Aruba

Dec 5–12, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,022 ($432/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
$5,748 ($821/night)

Verified & Protected

The Westin St. John - Coral Vista Villas

Cruz Bay, St. John (USVI)

Dec 5–12, 2026 (7 nights)
Studio/1 bath, sleeps 4
$2,859 ($408/night)

Verified & Protected

Hyatt Vacation Club at Northstar Lodge

Truckee, California

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

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 5–19, 2026 (14 nights)
1 bed/1 bath, sleeps 4
$7,327 ($523/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

Disney's Old Key West Resort

Lake Buena Vista, Florida

Dec 5–12, 2026 (7 nights)
Studio/1 bath, sleeps 4
$3,600 ($514/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,361 ($766/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
$6,129 ($876/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
$5,557 ($794/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,493 ($642/night)

Verified & Protected

The Ritz-Carlton Club, Vail

Vail, Colorado

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$8,418 ($1,203/night)

Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 5–12, 2026 (7 nights)
Studio/1 bath, sleeps 3
$3,295 ($471/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

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

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 5–14, 2026 (9 nights)
2 bed/2 bath, sleeps 8
$7,088 ($788/night)

Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,660 ($237/night)

Verified & Protected

Grand Waikikian by Hilton Grand Vacations

Honolulu, Hawaii

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

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,930 ($704/night)

Verified & Protected

Grand Beach Resort

Orlando, Florida

Dec 5–12, 2026 (7 nights)
3 bed/3 bath, sleeps 8
$1,660 ($237/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

The Royal Sands

Cancun, Mexico

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$4,537 ($648/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 #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 5–12, 2026 (7 nights)
Studio/1 bath, sleeps 4
$2,843 ($406/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
$4,385 ($626/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
$2,968 ($424/night)

Verified & Protected

Coral Sands Resort

George Town, Grand Cayman, Cayman Islands

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,769 ($253/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)

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

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)