Winter Timeshare Rentals

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
$4,592 ($656/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 12–19, 2026 (7 nights)
1 bed/1 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)

Sands of Kahana Vacation Club

Lahaina, Hawaii

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,835 ($548/night)

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Club Wyndham Austin

Austin, Texas

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,600 ($514/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 12–19, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$4,358 ($623/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
$6,456 ($922/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 12–16, 2026 (4 nights)
3 bed/2 bath, sleeps 10
$870 ($218/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 Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, 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)
2 bed/2 bath, sleeps 8
$4,587 ($655/night)

Verified & Protected

The Ritz-Carlton Club, Vail

Vail, Colorado

Dec 12–17, 2026 (5 nights)
2 bed/2.5 bath, sleeps 8
$10,925 ($2,185/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

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

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Dec 12–19, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,350 ($478/night)

Verified & Protected

Hacienda Encantada Resort & Residences

Cabo San Lucas, Mexico

Dec 12–19, 2026 (7 nights)
2 bed/2.5 bath, sleeps 8
$3,404 ($486/night)

Verified & Protected

Pueblo Bonito Rose Spa & Resort

Cabo San Lucas, Mexico

Dec 12–19, 2026 (7 nights)
Studio/1 bath, sleeps 2
$1,220 ($174/night)

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Club Wyndham Austin

Austin, Texas

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$2,685 ($384/night)

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Club Wyndham Austin

Austin, Texas

Dec 12–19, 2026 (7 nights)
Studio/1 bath, sleeps 4
$1,704 ($243/night)

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Royal Islander Club la Plage

St. Maarten, Dutch side (Sint Maarten), Sint Maarten & Saint Martin

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$2,641 ($377/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
$4,794 ($685/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
$6,565 ($938/night)

Verified & Protected

The Westin Lagunamar Ocean Resort Villas & Spa

Cancun, Mexico

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,513 ($502/night)

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)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 12–19, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$866 ($124/night)

Club Wyndham Park City

Park City, Utah

Dec 12–17, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$3,022 ($604/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

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 Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,876 ($696/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)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 12–16, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$555 ($139/night)

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The Ritz-Carlton Club, Vail

Vail, Colorado

Dec 12–18, 2026 (6 nights)
3 bed/3.5 bath, sleeps 8
$11,797 ($1,966/night)

Verified & Protected

Westgate Town Center

Kissimmee, Florida

Dec 12–19, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,314 ($331/night)

Verified & Protected

Marriott's Timber Lodge Tahoe

South Lake Tahoe, California

Dec 12–17, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$3,290 ($658/night)

Verified & Protected

Marriott's Timber Lodge Tahoe

South Lake Tahoe, California

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,240 ($463/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
$2,531 ($362/night)

Verified & Protected

Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$4,930 ($704/night)

Verified & Protected Voted Top Pick 2026

Marriott's Frenchman's Cove

Southside, St. Thomas (USVI)

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,167 ($595/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
$10,925 ($1,561/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 Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Dec 12–19, 2026 (7 nights)
Studio/1 bath, sleeps 4
$2,995 ($428/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

Coral Sands Resort

George Town, Grand Cayman, Cayman Islands

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,769 ($253/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

Sands of Kahana Vacation Club

Lahaina, Hawaii

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$2,772 ($396/night)

Verified & Protected Voted Top Pick 2026

Marriott's Frenchman's Cove

Southside, St. Thomas (USVI)

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,712 ($673/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Dec 12–19, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$4,494 ($642/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)

Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$7,502 ($1,072/night)