Winter Timeshare Rentals

Verified & Protected Voted Top Pick 2026

Lagoon Tower by Hilton Grand Vacations

Honolulu, Hawaii

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$5,358 ($765/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,658 ($665/night)

Verified & Protected Voted Top Pick 2026

Marriott's MountainSide at Park City

Park City, Utah

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,260 ($609/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$7,110 ($1,016/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Dec 12–19, 2026 (7 nights)
Studio/1 bath, sleeps 4
$2,421 ($346/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 12–19, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,513 ($502/night)

Verified & Protected Voted Top Pick 2026

Divi Aruba Phoenix Beach Resort

Palm Beach, Aruba

Dec 12–19, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,513 ($502/night)

Verified & Protected

Marriott's Lakeshore Reserve

Orlando, Florida

Dec 12–19, 2026 (7 nights)
2 bed/2.5 bath, sleeps 8
$5,475 ($782/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 12–19, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,428 ($347/night)

Verified & Protected

Westin Princeville Ocean Resort Villas

Princeville, Hawaii

Dec 12–19, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,294 ($471/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Dec 12–19, 2026 (7 nights)
Studio/1 bath, sleeps 4
$3,294 ($471/night)

Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 12–16, 2026 (4 nights)
1 bed/2 bath, sleeps 4
$1,769 ($442/night)

Verified & Protected

Marriott's Oceana Palms

Riviera Beach, Florida

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,366 ($767/night)

Verified & Protected

The Westin St. John - Bay Vista Villas

Cruz Bay, St. John (USVI)

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,312 ($759/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,276 ($611/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,264 ($609/night)

Verified & Protected

Divi Little Bay Beach & Racquet Club

Little Bay Beach, Dutch side (Sint Maarten), Sint Maarten & Saint Martin

Dec 12–19, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,597 ($371/night)

Verified & Protected

Club Wyndham Royal Sea Cliff

Kailua-Kona, Hawaii

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$2,886 ($412/night)

Verified & Protected

Royal Haciendas

Playa del Carmen, Mexico

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$2,368 ($338/night)

Verified & Protected Voted Top Pick 2026

The Royal Sands

Cancun, Mexico

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$2,641 ($377/night)

Verified & Protected

Marriott's Grand Chateau

Las Vegas, Nevada

Dec 12–19, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,423 ($346/night)

Verified & Protected

The Point at Poipu

Koloa, Hawaii

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,077 ($440/night)

Verified & Protected

The Westin St. John - Virgin Grand Villas

Cruz Bay, St. John (USVI)

Dec 12–19, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$3,731 ($533/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,579 ($797/night)

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Dec 12–19, 2026 (7 nights)
2 bed/3 bath, sleeps 8
$6,124 ($875/night)

Verified & Protected

Villa del Palmar Flamingos

Nuevo Vallarta, Mexico

Dec 12–19, 2026 (7 nights)
2 bed/2.5 bath, sleeps 6
$6,129 ($876/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,458 ($494/night)

Verified & Protected

The Ritz-Carlton Club, Vail

Vail, Colorado

Dec 12–18, 2026 (6 nights)
3 bed/3.5 bath, sleeps 8
$12,668 ($2,111/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 12–19, 2026 (7 nights)
Studio/1 bath, sleeps 4
$2,204 ($315/night)

Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

Dec 12–19, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$9,176 ($1,311/night)

Verified & Protected Voted Top Pick 2026

The Royal Sands

Cancun, Mexico

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$2,750 ($393/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,202 ($743/night)

Verified & Protected

Marriott's Summit Watch

Park City, Utah

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,185 ($455/night)

Verified & Protected

Marriott's Grand Chateau

Las Vegas, Nevada

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,840 ($549/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,202 ($743/night)

Verified & Protected

Marriott's Timber Lodge Tahoe

South Lake Tahoe, California

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,295 ($471/night)

Verified & Protected

Aulani, a Disney Resort & Spa

Kapolei, Hawaii

Dec 12–15, 2026 (3 nights)
Studio/1 bath, sleeps 4
$1,752 ($584/night)

Verified & Protected

The Point at Poipu

Koloa, Hawaii

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$4,385 ($626/night)

Verified & Protected Voted Top Pick 2026

Hyatt Vacation Club at Ka’anapali Beach

Lahaina, Hawaii

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$6,292 ($899/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$6,565 ($938/night)

Verified & Protected

Hacienda del Mar Resort

Cabo San Lucas, Mexico

Dec 12–19, 2026 (7 nights)
Studio/1.5 bath, sleeps 4
$1,110 ($159/night)

Verified & Protected

Club Regina Puerto Vallarta

Puerto Vallarta, Mexico

Dec 12–19, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$1,165 ($166/night)

Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,366 ($767/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 12–19, 2026 (7 nights)
Studio/1 bath, sleeps 4
$2,204 ($315/night)

Verified & Protected

Carlsbad Inn Beach Resort

Carlsbad, California

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$2,314 ($331/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,385 ($626/night)

Verified & Protected

El Moro Tower el Cid at Mazatlan

Mazatlan, Mexico

Dec 12–19, 2026 (7 nights)
Studio/1 bath, sleeps 4
$1,550 ($221/night)

Verified & Protected

The Ritz-Carlton Club, Vail

Vail, Colorado

Dec 12–19, 2026 (7 nights)
3 bed/3.5 bath, sleeps 8
$15,277 ($2,182/night)