Winter Timeshare Rentals

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)

Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$9,290 ($1,327/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

Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,211 ($173/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
$3,840 ($549/night)

Royal Haciendas

Playa del Carmen, Mexico

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,205 ($315/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 Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

Dec 19, 2026 – Jan 2, 2027 (14 nights)
2 bed/2 bath, sleeps 8
$21,847 ($1,560/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 Voted Top Pick 2026

Divi Aruba Phoenix Beach Resort

Palm Beach, Aruba

Dec 19–26, 2026 (7 nights)
3 bed/3 bath, sleeps 8
$13,650 ($1,950/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
$5,354 ($765/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

Sunrise Lodge by Hilton Grand Vacations

Park City, Utah

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,840 ($549/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 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

Villa del Palmar Flamingos

Nuevo Vallarta, Mexico

Dec 19–26, 2026 (7 nights)
2 bed/3 bath, sleeps 6
$7,001 ($1,000/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

Harborside Resort at Atlantis

Paradise Island, Bahamas

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$8,036 ($1,148/night)

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
$3,186 ($455/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
$5,366 ($767/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

Marriott's Waiohai Beach Club

Koloa, Hawaii

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$6,565 ($938/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 Voted Top Pick 2026

Marriott's MountainSide at Park City

Park City, Utah

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$7,110 ($1,016/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
$7,000 ($1,000/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Dec 19–26, 2026 (7 nights)
Studio/1 bath, sleeps 4
$3,268 ($467/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
$6,020 ($860/night)

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Dec 19–26, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$8,091 ($1,156/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
$8,200 ($1,171/night)

Royal Haciendas

Playa del Carmen, Mexico

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,404 ($486/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
$5,039 ($720/night)

Verified & Protected Voted Top Pick 2026

Divi Aruba Phoenix Beach Resort

Palm Beach, Aruba

Dec 19–26, 2026 (7 nights)
Studio/1 bath, sleeps 4
$3,840 ($549/night)

Verified & Protected

Marriott's Imperial Palm Villas

Orlando, Florida

Dec 19–26, 2026 (7 nights)
3 bed/2 bath, sleeps 10
$3,294 ($471/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 Frenchman's Cove

Southside, St. Thomas (USVI)

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,094 ($728/night)

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Dec 19–26, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$4,330 ($619/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
$10,625 ($1,518/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)

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
$5,358 ($765/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

The Westin St. John - Bay Vista Villas

Cruz Bay, St. John (USVI)

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

Marriott's Summit Watch

Park City, Utah

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$7,274 ($1,039/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)

Marriott's St. Kitts Beach Club

Frigate Bay, St. Kitts

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,930 ($704/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
$10,271 ($1,467/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 Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 19–26, 2026 (7 nights)
3 bed/3 bath, sleeps 10
$11,143 ($1,592/night)