Winter Timeshare Rentals

Hilton Vacation Club Kaanapali Beach

Lahaina, Hawaii

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,532 ($362/night)

Verified & Protected Voted Top Pick 2026

The Royal Sands

Cancun, Mexico

Dec 19–26, 2026 (7 nights)
Studio/1 bath, sleeps 2
$2,096 ($299/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
$4,658 ($665/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
$8,036 ($1,148/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
$7,655 ($1,094/night)

Verified & Protected Voted Top Pick 2026

The Royal Sands

Cancun, Mexico

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$5,366 ($767/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

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

Verified & Protected

Divi Dutch Village Beach Resort

Oranjestad, Aruba

Dec 19–26, 2026 (7 nights)
2 bed/2.5 bath, sleeps 6
$5,257 ($751/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
$7,639 ($1,091/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)

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

The Westin St. John - Coral Vista Villas

Cruz Bay, St. John (USVI)

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$10,707 ($1,530/night)

Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$9,726 ($1,389/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 Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$6,946 ($992/night)

Verified & Protected

Sheraton Steamboat Resort Villas

Steamboat Springs, Colorado

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

Harborside Resort at Atlantis

Paradise Island, Bahamas

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$7,873 ($1,125/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 19–26, 2026 (7 nights)
Studio/1 bath, sleeps 2
$4,167 ($595/night)

Verified & Protected

Marriott's Timber Lodge Tahoe

South Lake Tahoe, California

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,859 ($408/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
$6,783 ($969/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
$7,655 ($1,094/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
$8,745 ($1,249/night)

Verified & Protected

The Ritz-Carlton Club, Vail

Vail, Colorado

Dec 19–23, 2026 (4 nights)
3 bed/3.5 bath, sleeps 8
$10,485 ($2,621/night)

Verified & Protected Voted Top Pick 2026

Hyatt Vacation Club at Ka’anapali Beach

Lahaina, Hawaii

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$5,931 ($847/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

Garza Blanca Preserve Resort & Spa

Puerto Vallarta, Mexico

Dec 19–26, 2026 (7 nights)
2 bed/3 bath, sleeps 6
$6,891 ($984/night)

Verified & Protected

Pono Kai

Kapaa, Hawaii

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,932 ($276/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
$5,587 ($798/night)

Villa del Arco Beach Resort & Spa

Cabo San Lucas, Mexico

Dec 19–26, 2026 (7 nights)
2 bed/3 bath, sleeps 6
$3,458 ($494/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
$8,200 ($1,171/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

Lagoon Tower by Hilton Grand Vacations

Honolulu, Hawaii

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$6,456 ($922/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
$4,821 ($689/night)

Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

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

Verified & Protected Voted Top Pick 2026

Lagoon Tower by Hilton Grand Vacations

Honolulu, Hawaii

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$4,385 ($626/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

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

Verified & Protected

Holiday Inn Club Vacations Cape Canaveral Beach Resort

Cape Canaveral, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,967 ($424/night)

Verified & Protected

Marriott's Waikoloa Ocean Club

Waikoloa Village, Hawaii

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$5,693 ($813/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)

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)

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
$7,654 ($1,093/night)

Verified & Protected

Marriott's Timber Lodge Tahoe

South Lake Tahoe, California

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

Verified & Protected

Parc Soleil by Hilton Grand Vacations

Orlando, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$5,453 ($779/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
$11,361 ($1,623/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
$11,033 ($1,576/night)

Verified & Protected

Sheraton Steamboat Resort Villas

Steamboat Springs, Colorado

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