Winter Timeshare Rentals

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
$3,186 ($455/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

Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 28, 2026 – Jan 1, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$746 ($186/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 28, 2026 – Jan 1, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$535 ($134/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

Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 28, 2026 – Jan 2, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,378 ($276/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 28, 2026 – Jan 2, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,030 ($206/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
$4,374 ($625/night)

Verified & Protected

Marriott Vacation Club, New York City

New York City, New York

Dec 28, 2026 – Jan 3, 2027 (6 nights)
Studio/1 bath, sleeps 2
$5,856 ($976/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
$16,375 ($2,339/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 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
$18,010 ($2,573/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

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

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
$2,036 ($407/night)

Verified & Protected

The Club at Solaz, Los Cabos

San Jose del Cabo, Mexico

Dec 28, 2026 – Jan 4, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,565 ($938/night)

Verified & Protected Voted Top Pick 2026

Marriott's Newport Coast Villas

Newport Coast, California

Dec 28, 2026 – Jan 2, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$3,458 ($692/night)

Verified & Protected

Club Wyndham Park City

Park City, Utah

Dec 28, 2026 – Jan 2, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$3,219 ($644/night)

Verified & Protected

The Westin Lagunamar Ocean Resort Villas & Spa

Cancun, Mexico

Dec 28, 2026 – Jan 4, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$4,897 ($700/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

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 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

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

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)

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
$4,766 ($681/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 28, 2026 – Jan 4, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,734 ($248/night)

Verified & Protected

Marriott's Cypress Harbour Villas

Orlando, Florida

Dec 28, 2026 – Jan 4, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$2,150 ($307/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 28, 2026 – Jan 4, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$995 ($142/night)

Verified & Protected Voted Top Pick 2026

Marriott's Newport Coast Villas

Newport Coast, California

Dec 28, 2026 – Jan 1, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$2,859 ($715/night)

Verified & Protected

Club Wyndham SeaWatch Resort

Myrtle Beach, South Carolina

Dec 28, 2026 – Jan 3, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$986 ($164/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
$7,655 ($1,094/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

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)
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 #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

The Club at Solaz, Los Cabos

San Jose del Cabo, Mexico

Dec 28, 2026 – Jan 4, 2027 (7 nights)
3 bed/4 bath, sleeps 12
$15,066 ($2,152/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
$2,749 ($393/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

Sheraton Vistana Resort

Orlando, Florida

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

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

Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 28, 2026 – Jan 2, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$733 ($147/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

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 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 Ocean Walk

Daytona Beach, Florida

Dec 28, 2026 – Jan 4, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$746 ($107/night)