Winter Timeshare Rentals

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,891 ($984/night)

Voted Top Pick 2026

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

Lahaina, Hawaii

Dec 27, 2026 – Jan 3, 2027 (7 nights)
1 bed/2 bath, sleeps 4
$6,565 ($938/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$8,527 ($1,218/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$11,470 ($1,639/night)

Verified & Protected

Garza Blanca Resort & Spa Los Cabos

Cabo San Lucas, Mexico

Dec 27, 2026 – Jan 3, 2027 (7 nights)
4 bed/4 bath, sleeps 12
$27,275 ($3,896/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 27, 2026 – Jan 3, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$6,129 ($876/night)

Hyatt Sunset Harbor Resort

Key West, Florida

Dec 27, 2026 – Jan 3, 2027 (7 nights)
Studio/1 bath, sleeps 2
$3,295 ($471/night)

Verified & Protected Voted Top Pick 2026

Marriott's Desert Springs Villas II

Palm Desert, California

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$3,730 ($533/night)

Verified & Protected

Marriott's Waikoloa Ocean Club

Waikoloa Village, Hawaii

Dec 27, 2026 – Jan 2, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$3,948 ($658/night)

Verified & Protected

The Westin Los Cabos Resort Villas & Spa

San Jose del Cabo, Mexico

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$4,222 ($603/night)

Verified & Protected Voted Top Pick 2026

Harborside Resort at Atlantis

Paradise Island, Bahamas

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$7,001 ($1,000/night)

Verified & Protected

Hyatt Vacation Club At Coconut Cove

Bonita Springs, Florida

Dec 27, 2026 – Jan 3, 2027 (7 nights)
Studio/1 bath, sleeps 4
$2,260 ($323/night)

Divi Village Golf and Beach Resort

Oranjestad, Aruba

Dec 27, 2026 – Jan 3, 2027 (7 nights)
Studio/1 bath, sleeps 4
$3,132 ($447/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,019 ($860/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$8,635 ($1,234/night)

Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$6,472 ($925/night)

Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$6,456 ($922/night)

Verified & Protected

Grand Luxxe Spa Suites at Vidanta Riviera Maya

Playa del Carmen, Mexico

Dec 27, 2026 – Jan 3, 2027 (7 nights)
3 bed/3 bath, sleeps 10
$9,834 ($1,405/night)

AAA 5-Diamond Award

Grand Luxxe at Vidanta Nuevo Vallarta

Nuevo Vallarta, Mexico

Dec 27, 2026 – Jan 3, 2027 (7 nights)
1 bed/1.5 bath, sleeps 4
$5,257 ($751/night)

Verified & Protected

The Ritz-Carlton Club, Vail

Vail, Colorado

Dec 28, 2026 – Jan 4, 2027 (7 nights)
3 bed/3.5 bath, sleeps 8
$32,180 ($4,597/night)

Verified & Protected

Marriott's Grande Vista

Orlando, Florida

Dec 28, 2026 – Jan 4, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$2,314 ($331/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 28, 2026 – Jan 4, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$8,308 ($1,187/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 28, 2026 – Jan 4, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$13,867 ($1,981/night)

Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 28, 2026 – Jan 4, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$8,611 ($1,230/night)

Verified & Protected

The Club at Solaz, Los Cabos

San Jose del Cabo, Mexico

Dec 28, 2026 – Jan 4, 2027 (7 nights)
1 bed/2 bath, sleeps 4
$4,384 ($626/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 28, 2026 – Jan 4, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$9,018 ($1,288/night)

Verified & Protected

The Ritz-Carlton Club, Vail

Vail, Colorado

Dec 28, 2026 – Jan 1, 2027 (4 nights)
2 bed/2.5 bath, sleeps 8
$10,925 ($2,731/night)

Verified & Protected

Lifestyle Holidays Vacation Resort - Puerto Plata

Puerto Plata, Dominican Republic

Dec 28, 2026 – Jan 4, 2027 (7 nights)
6 bed/6 bath, sleeps 12
$4,984 ($712/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 28, 2026 – Jan 4, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$16,920 ($2,417/night)

Voted Top Pick 2026

Pueblo Bonito Sunset Beach Resort & Spa

Cabo San Lucas, Mexico

Dec 28, 2026 – Jan 4, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$3,840 ($549/night)

Verified & Protected

Pueblo Bonito Rose Spa & Resort

Cabo San Lucas, Mexico

Dec 28, 2026 – Jan 4, 2027 (7 nights)
3 bed/3 bath, sleeps 10
$9,290 ($1,327/night)

Verified & Protected Voted Top Pick 2026

Pueblo Bonito Sunset Beach Resort & Spa

Cabo San Lucas, Mexico

Dec 28, 2026 – Jan 4, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$4,385 ($626/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 28, 2026 – Jan 2, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,295 ($259/night)

Marriott Grand Residence Club - Lake Tahoe

South Lake Tahoe, California

Dec 28, 2026 – Jan 2, 2027 (5 nights)
Studio/1 bath, sleeps 2
$1,932 ($386/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 28, 2026 – Jan 3, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,145 ($191/night)

Verified & Protected

Aulani, a Disney Resort & Spa

Kapolei, Hawaii

Dec 28, 2026 – Jan 1, 2027 (4 nights)
Studio/1 bath, sleeps 4
$4,559 ($1,140/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 28, 2026 – Jan 3, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$487 ($81/night)

Verified & Protected

Pueblo Bonito Resort at Emerald Bay

Mazatlan, Mexico

Dec 28, 2026 – Jan 4, 2027 (7 nights)
2 bed/3 bath, sleeps 8
$2,314 ($331/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 28, 2026 – Jan 3, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,172 ($195/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 28, 2026 – Jan 3, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$693 ($115/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 28, 2026 – Jan 4, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$8,500 ($1,214/night)

Hilton Vacation Club Cabo Azul Los Cabos

San Jose del Cabo, Mexico

Dec 28, 2026 – Jan 2, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$2,091 ($418/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 28, 2026 – Jan 4, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$14,468 ($2,067/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 28, 2026 – Jan 4, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$15,285 ($2,184/night)

Voted Top Pick 2026

Pueblo Bonito Sunset Beach Resort & Spa

Cabo San Lucas, Mexico

Dec 28, 2026 – Jan 4, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$4,929 ($704/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 28, 2026 – Jan 4, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$7,464 ($1,066/night)

Verified & Protected

Sheraton Steamboat Resort Villas

Steamboat Springs, Colorado

Dec 28, 2026 – Jan 2, 2027 (5 nights)
2 bed/2 bath, sleeps 6
$4,630 ($926/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 28, 2026 – Jan 2, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$937 ($187/night)