Winter Timeshare Rentals

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$9,726 ($1,389/night)

Verified & Protected

The Westin St. John - Virgin Grand Villas

Cruz Bay, St. John (USVI)

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/3 bath, sleeps 6
$8,745 ($1,249/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 26, 2026 – Jan 1, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$1,180 ($197/night)

Verified & Protected

Montecristo Estates by Pueblo Bonito

Cabo San Lucas, Mexico

Dec 26, 2026 – Jan 2, 2027 (7 nights)
3 bed/3.5 bath, sleeps 10
$6,456 ($922/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$8,740 ($1,249/night)

Verified & Protected

Villa del Arco Beach Resort & Spa

Cabo San Lucas, Mexico

Dec 26, 2026 – Jan 2, 2027 (7 nights)
1 bed/2 bath, sleeps 4
$2,804 ($401/night)

Verified & Protected

Kings' Land by Hilton Grand Vacations

Waikoloa Village, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$2,749 ($393/night)

Verified & Protected

Kings' Land by Hilton Grand Vacations

Waikoloa Village, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$2,749 ($393/night)

Verified & Protected

Marriott's Timber Lodge Tahoe

South Lake Tahoe, California

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$8,636 ($1,234/night)

Verified & Protected

Westgate Smoky Mountain Resort & Water Park

Gatlinburg, Tennessee

Dec 26, 2026 – Jan 2, 2027 (7 nights)
4 bed/4 bath, sleeps 16
$3,704 ($529/night)

Verified & Protected

Divi Village Golf and Beach Resort

Oranjestad, Aruba

Dec 26, 2026 – Jan 2, 2027 (7 nights)
Studio/1 bath, sleeps 4
$2,123 ($303/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
Studio/1 bath, sleeps 2
$3,721 ($532/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 26–30, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$555 ($139/night)

Verified & Protected

Villa del Palmar Cabo San Lucas

Cabo San Lucas, Mexico

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/3 bath, sleeps 6
$3,568 ($510/night)

Verified & Protected

Grand Luxxe Presidential Punta at Vidanta Nuevo Vallarta

Nuevo Vallarta, Mexico

Dec 26, 2026 – Jan 2, 2027 (7 nights)
3 bed/3.5 bath, sleeps 10
$12,014 ($1,716/night)

Verified & Protected

Marriott's Timber Lodge Tahoe

South Lake Tahoe, California

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$5,474 ($782/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 26–30, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$888 ($222/night)

Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
Studio/1 bath, sleeps 3
$2,750 ($393/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$8,200 ($1,171/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,701 ($957/night)

Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$9,835 ($1,405/night)

Verified & Protected Voted Top Pick 2026

Lagoon Tower by Hilton Grand Vacations

Honolulu, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$3,840 ($549/night)

Verified & Protected

Westgate Smoky Mountain Resort & Water Park

Gatlinburg, Tennessee

Dec 26, 2026 – Jan 2, 2027 (7 nights)
3 bed/5 bath, sleeps 14
$6,510 ($930/night)

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/3 bath, sleeps 8
$11,469 ($1,638/night)

Verified & Protected

The Ritz-Carlton Club, St. Thomas

East End, St. Thomas (USVI)

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2.5 bath, sleeps 6
$17,355 ($2,479/night)

Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$8,740 ($1,249/night)

Verified & Protected

Divi Village Golf and Beach Resort

Oranjestad, Aruba

Dec 26, 2026 – Jan 2, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$3,840 ($549/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$5,470 ($781/night)

Verified & Protected

Divi Village Golf and Beach Resort

Oranjestad, Aruba

Dec 26, 2026 – Jan 2, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$2,696 ($385/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 26, 2026 – Jan 4, 2027 (9 nights)
1 bed/1 bath, sleeps 4
$1,760 ($196/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,565 ($938/night)

Verified & Protected

Marriott's Summit Watch

Park City, Utah

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$11,470 ($1,639/night)

Verified & Protected Voted Top Pick 2026

Marriott's MountainSide at Park City

Park City, Utah

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$9,726 ($1,389/night)

Verified & Protected

Club Casa Dorada Spa and Golf Resort

San Jose del Cabo, Mexico

Dec 26, 2026 – Jan 2, 2027 (7 nights)
1 bed/2 bath, sleeps 4
$7,434 ($1,062/night)

Verified & Protected

The Ritz-Carlton Club, Vail

Vail, Colorado

Dec 26, 2026 – Jan 1, 2027 (6 nights)
2 bed/2 bath, sleeps 6
$15,285 ($2,548/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$9,181 ($1,312/night)

Verified & Protected

The Ritz-Carlton Club, St. Thomas

East End, St. Thomas (USVI)

Dec 26, 2026 – Jan 2, 2027 (7 nights)
3 bed/3.5 bath, sleeps 8
$20,625 ($2,946/night)

Verified & Protected

Hyatt High Sierra Lodge

Incline Village, Nevada

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,129 ($876/night)

Verified & Protected

Valdoro Mountain Lodge, a Hilton Grand Vacations Club

Breckenridge, Colorado

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$4,330 ($619/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$9,181 ($1,312/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 26, 2026 – Jan 2, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$7,922 ($1,132/night)

Voted Top Pick 2026

Harborside Resort at Atlantis

Paradise Island, Bahamas

Dec 26, 2026 – Jan 2, 2027 (7 nights)
3 bed/3 bath, sleeps 10
$11,683 ($1,669/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$9,181 ($1,312/night)

Verified & Protected

Sheraton Vistana Resort

Orlando, Florida

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$2,423 ($346/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$7,056 ($1,008/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$4,739 ($677/night)

Verified & Protected

Villa del Palmar Cabo San Lucas

Cabo San Lucas, Mexico

Dec 26, 2026 – Jan 2, 2027 (7 nights)
Studio/1 bath, sleeps 3
$2,123 ($303/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 26, 2026 – Jan 2, 2027 (7 nights)
3 bed/3 bath, sleeps 10
$8,308 ($1,187/night)