Winter Timeshare Rentals

Voted Top Pick 2026

Hyatt Vacation Club at Ka’anapali Beach

Lahaina, Hawaii

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$5,938 ($848/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 12–19, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$4,222 ($603/night)

Verified & Protected Voted Top Pick 2026

Marriott's Frenchman's Cove

Southside, St. Thomas (USVI)

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,930 ($704/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 12–19, 2026 (7 nights)
Studio/1 bath, sleeps 4
$2,968 ($424/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Dec 12–19, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$4,711 ($673/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,622 ($517/night)

Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

Dec 12–19, 2026 (7 nights)
Studio/1 bath, sleeps 4
$3,240 ($463/night)

Verified & Protected

Marriott's Timber Lodge Tahoe

South Lake Tahoe, California

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,295 ($471/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 12–19, 2026 (7 nights)
Studio/1 bath, sleeps 4
$3,260 ($466/night)

Verified & Protected

The Ritz-Carlton Club, Vail

Vail, Colorado

Dec 12–17, 2026 (5 nights)
2 bed/2.5 bath, sleeps 8
$10,925 ($2,185/night)

Verified & Protected

Pueblo Bonito Rose Spa & Resort

Cabo San Lucas, Mexico

Dec 12–19, 2026 (7 nights)
Studio/1 bath, sleeps 2
$1,220 ($174/night)

Verified & Protected

Marriott's Timber Lodge Tahoe

South Lake Tahoe, California

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,240 ($463/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Dec 12–19, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,077 ($440/night)

Verified & Protected Voted Top Pick 2026

Hyatt Vacation Club at Ka’anapali Beach

Lahaina, Hawaii

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$6,456 ($922/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,458 ($494/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 12–19, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,180 ($169/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,180 ($169/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Austin

Austin, Texas

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$2,685 ($384/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Nashville

Nashville, Tennessee

Dec 12–15, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$331 ($110/night)

Verified & Protected

Marriott's Timber Lodge Tahoe

South Lake Tahoe, California

Dec 12–17, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$3,290 ($658/night)

Verified & Protected

The Crane, a Hilton Grand Vacations Club

St. Philip, Barbados

Dec 12–19, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$4,440 ($634/night)

Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,475 ($782/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,077 ($440/night)

Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 12–16, 2026 (4 nights)
1 bed/2 bath, sleeps 4
$1,769 ($442/night)

Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,876 ($696/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,202 ($743/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$11,470 ($1,639/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 12–19, 2026 (7 nights)
Studio/1 bath, sleeps 4
$1,769 ($253/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,358 ($623/night)

Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$4,930 ($704/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Austin

Austin, Texas

Dec 12–19, 2026 (7 nights)
Studio/1 bath, sleeps 4
$1,704 ($243/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$6,243 ($892/night)

Verified & Protected Voted Top Pick 2026

Lagoon Tower by Hilton Grand Vacations

Honolulu, Hawaii

Dec 12–19, 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 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,794 ($685/night)

Verified & Protected

The Ritz-Carlton Club, Vail

Vail, Colorado

Dec 12–18, 2026 (6 nights)
3 bed/3.5 bath, sleeps 8
$11,797 ($1,966/night)

Verified & Protected

The Galleon Resort

Key West, Florida

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$4,603 ($658/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 12–19, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,404 ($486/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,748 ($821/night)

Verified & Protected

Marriott's Lakeshore Reserve

Orlando, Florida

Dec 12–19, 2026 (7 nights)
2 bed/2.5 bath, sleeps 8
$5,475 ($782/night)

Verified & Protected

Corazon Cabo Resort & Spa

Cabo San Lucas, Mexico

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$4,058 ($580/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Dec 12–19, 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

Lahaina, Hawaii

Dec 12–19, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,568 ($510/night)

Verified & Protected

Marriott's Phuket Beach Club

Phuket, Thailand

Dec 13–20, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$4,374 ($625/night)

Verified & Protected Voted Top Pick 2026

Marriott's Frenchman's Cove

Southside, St. Thomas (USVI)

Dec 13–20, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,592 ($656/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 13–19, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,083 ($181/night)

Montecristo Estates by Pueblo Bonito

Cabo San Lucas, Mexico

Dec 13–20, 2026 (7 nights)
3 bed/3.5 bath, sleeps 10
$3,404 ($486/night)

Verified & Protected

Disney's Riviera Resort

Lake Buena Vista, Florida

Dec 13–18, 2026 (5 nights)
Studio/1 bath, sleeps 5
$2,968 ($594/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 13–19, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$733 ($122/night)