Winter Timeshare Rentals

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$8,853 ($1,265/night)

Verified & Protected

West 57th Street by Hilton Club

New York City, New York

Dec 27, 2026 – Jan 3, 2027 (7 nights)
Studio/1 bath, sleeps 2
$4,946 ($707/night)

Verified & Protected

Club Wyndham Park City

Park City, Utah

Dec 27, 2026 – Jan 2, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$3,812 ($635/night)

Verified & Protected

Disney's BoardWalk Villas

Lake Buena Vista, Florida

Dec 27, 2026 – Jan 3, 2027 (7 nights)
Studio/1 bath, sleeps 5
$4,688 ($670/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
$11,546 ($1,649/night)

Verified & Protected

Club Wyndham Atlanta

Atlanta, Georgia

Dec 27, 2026 – Jan 2, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$1,721 ($287/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 27–31, 2026 (4 nights)
Studio/1 bath, sleeps 4
$1,769 ($442/night)

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/3 bath, sleeps 8
$10,379 ($1,483/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 27, 2026 – Jan 1, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,242 ($248/night)

Verified & Protected

WorldMark Avenue Plaza

New Orleans, Louisiana

Dec 27, 2026 – Jan 3, 2027 (7 nights)
Studio/1 bath, sleeps 2
$999 ($143/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 27–31, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$781 ($195/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)
Studio/1 bath, sleeps 4
$2,750 ($393/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 Voted Top Pick 2026

Pueblo Bonito Sunset Beach Resort & Spa

Cabo San Lucas, Mexico

Dec 28, 2026 – Jan 11, 2027 (14 nights)
1 bed/2 bath, sleeps 6
$3,786 ($270/night)

Verified & Protected

The Westin St. John - Sunset Bay Villas

Cruz Bay, St. John (USVI)

Dec 28, 2026 – Jan 2, 2027 (5 nights)
Studio/1 bath, sleeps 4
$5,202 ($1,040/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)
1 bed/2 bath, sleeps 6
$2,859 ($408/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
$3,840 ($549/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
$4,382 ($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
$12,887 ($1,841/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
$14,522 ($2,075/night)

Verified & Protected

Hacienda del Mar Resort

Cabo San Lucas, Mexico

Dec 28, 2026 – Jan 4, 2027 (7 nights)
1 bed/1 bath, sleeps 6
$2,543 ($363/night)

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Club Wyndham Orange Tree Golf Resort

Scottsdale, Arizona

Dec 28, 2026 – Jan 4, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,390 ($199/night)

Verified & Protected

Club Wyndham SeaWatch Resort

Myrtle Beach, South Carolina

Dec 28, 2026 – Jan 3, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$666 ($111/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Dec 28, 2026 – Jan 2, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$866 ($173/night)

Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 28, 2026 – Jan 3, 2027 (6 nights)
2 bed/2 bath, sleeps 6
$7,764 ($1,294/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)
1 bed/2 bath, sleeps 4
$2,750 ($393/night)

Verified & Protected

Westin Desert Willow

Palm Desert, California

Dec 28, 2026 – Jan 2, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$1,660 ($332/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
$3,540 ($506/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 28, 2026 – Jan 4, 2027 (7 nights)
Studio/1 bath, sleeps 4
$6,121 ($874/night)

Verified & Protected

Marriott Vacation Club Pulse, South Beach

Miami Beach, Florida

Dec 28, 2026 – Jan 2, 2027 (5 nights)
Studio/1 bath, sleeps 3
$2,750 ($550/night)

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Dec 28, 2026 – Jan 4, 2027 (7 nights)
1 bed/2 bath, sleeps 4
$7,617 ($1,088/night)

Verified & Protected

Marriott's Cypress Harbour Villas

Orlando, Florida

Dec 28, 2026 – Jan 4, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 28–31, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$586 ($195/night)

Verified & Protected

Elara by Hilton Grand Vacations

Las Vegas, Nevada

Dec 28, 2026 – Jan 2, 2027 (5 nights)
2 bed/2 bath, sleeps 6
$4,112 ($822/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 CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 28–31, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$573 ($191/night)

Verified & Protected

Sheraton Vistana Resort

Orlando, Florida

Dec 28–31, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$1,330 ($443/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 28, 2026 – Jan 4, 2027 (7 nights)
Studio/1 bath, sleeps 4
$7,764 ($1,109/night)

Verified & Protected

Club Wyndham Harbour Lights

San Diego, California

Dec 28, 2026 – Jan 2, 2027 (5 nights)
Studio/1 bath, sleeps 4
$1,136 ($227/night)

Verified & Protected

Club Wyndham Harbour Lights

San Diego, California

Dec 28, 2026 – Jan 1, 2027 (4 nights)
Studio/1 bath, sleeps 4
$852 ($213/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 28, 2026 – Jan 1, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$781 ($195/night)

Verified & Protected

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

Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 28, 2026 – Jan 4, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,039 ($148/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)
Studio/1 bath, sleeps 2
$2,505 ($358/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 28–31, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$271 ($90/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 28, 2026 – Jan 1, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$343 ($86/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
$3,069 ($438/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
$18,337 ($2,620/night)