Winter Timeshare Rentals

Verified & Protected

The Bay Club at Waikoloa Beach

Waikoloa Village, Hawaii

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$4,930 ($704/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

The Westin St. John - Virgin Grand Villas

Cruz Bay, St. John (USVI)

Dec 19–26, 2026 (7 nights)
Studio/1 bath, sleeps 4
$4,053 ($579/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
$7,109 ($1,016/night)

Verified & Protected

Grand Waikikian by Hilton Grand Vacations

Honolulu, Hawaii

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$9,398 ($1,343/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Dec 19–26, 2026 (7 nights)
Studio/1 bath, sleeps 4
$4,603 ($658/night)

Verified & Protected

Marriott's Cypress Harbour Villas

Orlando, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,641 ($377/night)

Verified & Protected

Grand Solmar Pacific Dunes Resort Golf & Spa

Cabo San Lucas, Mexico

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,930 ($704/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

Hilton Vacation Club Cabo Azul Los Cabos

San Jose del Cabo, Mexico

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

Verified & Protected

Zoetry Casa del Mar Los Cabos

San Jose del Cabo, Mexico

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,475 ($782/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
$10,380 ($1,483/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
$8,690 ($1,242/night)

Verified & Protected

The Westin St. John - Coral Vista Villas

Cruz Bay, St. John (USVI)

Dec 19–27, 2026 (8 nights)
2 bed/2 bath, sleeps 8
$12,560 ($1,570/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
$5,775 ($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
$10,924 ($1,561/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
$3,993 ($570/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 Voted Top Pick 2026

Divi Aruba Phoenix Beach Resort

Palm Beach, Aruba

Dec 19–26, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$3,835 ($548/night)

Verified & Protected

Marriott's Oceana Palms

Riviera Beach, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,910 ($844/night)

Verified & Protected

Marriott's Waikoloa Ocean Club

Waikoloa Village, Hawaii

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$5,540 ($791/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
$10,053 ($1,436/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
$6,865 ($981/night)

Verified & Protected

Villa del Arco Beach Resort & Spa

Cabo San Lucas, Mexico

Dec 19–26, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$2,200 ($314/night)

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,968 ($424/night)

Verified & Protected

WorldMark Steamboat Springs Resort

Steamboat Springs, Colorado

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,295 ($471/night)

Verified & Protected

The Westin Lagunamar Ocean Resort Villas & Spa

Cancun, Mexico

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,312 ($330/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 CHOOSE YOUR OWN DATES

Club Wyndham Grand Desert

Las Vegas, Nevada

Dec 19–22, 2026 (3 nights)
3 bed/2 bath, sleeps 8
$901 ($300/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 19, 2026 – Jan 2, 2027 (14 nights)
1 bed/1 bath, sleeps 4
$1,343 ($96/night)

Verified & Protected

Wyndham St. Thomas, a Margaritaville Vacation Club Resort

East End, St. Thomas (USVI)

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$4,147 ($592/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,440 ($206/night)

Verified & Protected Voted Top Pick 2026

Harborside Resort at Atlantis

Paradise Island, Bahamas

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,894 ($556/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
$6,020 ($860/night)

Verified & Protected

Club Wyndham Royal Sea Cliff

Kailua-Kona, Hawaii

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,295 ($471/night)

Verified & Protected

Grand Solmar Land's End Resort

Cabo San Lucas, Mexico

Dec 19–26, 2026 (7 nights)
Studio/1 bath, sleeps 4
$2,914 ($416/night)

Verified & Protected Voted Top Pick 2026

The Royal Sands

Cancun, Mexico

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,404 ($486/night)

Verified & Protected

Disney's Saratoga Springs Resort & Spa

Lake Buena Vista, Florida

Dec 19–24, 2026 (5 nights)
Studio/1 bath, sleeps 4
$1,705 ($341/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 19–23, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$1,114 ($279/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
$3,731 ($533/night)

Verified & Protected

Hilton Grand Vacations Club Whistler

Whistler, British Columbia, Canada

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$4,930 ($704/night)

Verified & Protected

Divi Little Bay Beach & Racquet Club

Little Bay Beach, Dutch side (Sint Maarten), Sint Maarten & Saint Martin

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,295 ($471/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
$9,018 ($1,288/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

Westgate Smoky Mountain Resort & Water Park

Gatlinburg, Tennessee

Dec 19–26, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,550 ($221/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
$13,650 ($1,950/night)

Verified & Protected

El Moro Tower el Cid at Mazatlan

Mazatlan, Mexico

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

Verified & Protected

The Westin Lagunamar Ocean Resort Villas & Spa

Cancun, Mexico

Dec 19–26, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,202 ($743/night)