Winter Timeshare Rentals

Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$6,892 ($985/night)

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Dec 20–27, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$5,748 ($821/night)

Verified & Protected Voted Top Pick 2026

The Westin Kierland Villas

Scottsdale, Arizona

Dec 20–27, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,696 ($385/night)

Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$7,464 ($1,066/night)

Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,709 ($816/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$12,559 ($1,794/night)

Verified & Protected Voted Top Pick 2026

Marriott's Frenchman's Cove

Southside, St. Thomas (USVI)

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,366 ($767/night)

Verified & Protected Voted Top Pick 2026

Marriott's Frenchman's Cove

Southside, St. Thomas (USVI)

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,802 ($829/night)

Verified & Protected

Sheraton Steamboat Resort Villas

Steamboat Springs, Colorado

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$5,366 ($767/night)

Verified & Protected

Sheraton Desert Oasis

Scottsdale, Arizona

Dec 20–27, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,987 ($284/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$12,058 ($1,722/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$11,519 ($1,646/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$12,559 ($1,794/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$12,450 ($1,779/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$12,798 ($1,828/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 20–24, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$710 ($178/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 20–24, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$959 ($240/night)

Verified & Protected

Kings' Land by Hilton Grand Vacations

Waikoloa Village, Hawaii

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$5,748 ($821/night)

Verified & Protected

Marriott's Cypress Harbour Villas

Orlando, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,586 ($370/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$6,674 ($953/night)

Verified & Protected Voted Top Pick 2026

Marriott's MountainSide at Park City

Park City, Utah

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$6,892 ($985/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$11,361 ($1,623/night)

Verified & Protected

Marriott's Summit Watch

Park City, Utah

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,412 ($630/night)

Verified & Protected

The Westin St. John - Virgin Grand Villas

Cruz Bay, St. John (USVI)

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$9,562 ($1,366/night)

Verified & Protected

The Westin St. John - Coral Vista Villas

Cruz Bay, St. John (USVI)

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$8,200 ($1,171/night)

Verified & Protected

Marriott's Summit Watch

Park City, Utah

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$6,129 ($876/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Dec 20–27, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$4,603 ($658/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,423 ($346/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 20–27, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$7,502 ($1,072/night)

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Dec 20–27, 2026 (7 nights)
2 bed/3 bath, sleeps 8
$8,036 ($1,148/night)

Verified & Protected

Westgate Smoky Mountain Resort & Water Park

Gatlinburg, Tennessee

Dec 20–27, 2026 (7 nights)
4 bed/4 bath, sleeps 16
$3,704 ($529/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,527 ($647/night)

Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$13,972 ($1,996/night)

Verified & Protected

Club Wyndham Park City

Park City, Utah

Dec 20–23, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$2,694 ($898/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,772 ($396/night)

Verified & Protected

The Westin Mission Hills Villas

Rancho Mirage, California

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,276 ($611/night)

Verified & Protected Voted Top Pick 2026

Marriott's Frenchman's Cove

Southside, St. Thomas (USVI)

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,366 ($767/night)

Verified & Protected

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,750 ($393/night)

Verified & Protected

Westgate Smoky Mountain Resort & Water Park

Gatlinburg, Tennessee

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,840 ($549/night)

Verified & Protected

The Westin Riverfront Mountain Villas

Avon, Colorado

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$8,958 ($1,280/night)

Verified & Protected

Divi Village Golf and Beach Resort

Oranjestad, Aruba

Dec 20–27, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$2,848 ($407/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Grand Desert

Las Vegas, Nevada

Dec 20–24, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$710 ($178/night)

Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$6,783 ($969/night)

Verified & Protected

Massanutten's Mountainside Villas

McGaheysville, Virginia

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,742 ($249/night)

Verified & Protected

The Manhattan Club

New York City, New York

Dec 20–27, 2026 (7 nights)
1 bed/2 bath, sleeps 5
$4,908 ($701/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 20–26, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$901 ($150/night)

Verified & Protected

Westgate Smoky Mountain Resort & Water Park

Gatlinburg, Tennessee

Dec 20–27, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,764 ($252/night)

Verified & Protected Voted Top Pick 2026

Marriott's MountainSide at Park City

Park City, Utah

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$8,745 ($1,249/night)