Winter Timeshare Rentals

Verified & Protected

The Galleon Resort

Key West, Florida

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,840 ($549/night)

Verified & Protected

The Villas at Disney's Grand Floridian Resort & Spa

Lake Buena Vista, Florida

Dec 12–19, 2026 (7 nights)
Studio/1 bath, sleeps 5
$5,205 ($744/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,180 ($169/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
$3,622 ($517/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
$4,330 ($619/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
$4,820 ($689/night)

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Disney's Beach Club Villas

Lake Buena Vista, Florida

Dec 12–16, 2026 (4 nights)
Studio/1 bath, sleeps 5
$2,576 ($644/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
$4,167 ($595/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
$5,801 ($829/night)

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Marriott Vacation Club Pulse, South Beach

Miami Beach, Florida

Dec 12–19, 2026 (7 nights)
Studio/1 bath, sleeps 3
$3,069 ($438/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)

Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,748 ($821/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
$3,486 ($498/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
$5,475 ($782/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
$4,548 ($650/night)

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Disney's Animal Kingdom Villas - Kidani Village

Lake Buena Vista, Florida

Dec 12–19, 2026 (7 nights)
Studio/1 bath, sleeps 4
$2,510 ($359/night)

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Club Wyndham Austin

Austin, Texas

Dec 12–19, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,026 ($289/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
$5,038 ($720/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 12–19, 2026 (7 nights)
Studio/1 bath, sleeps 2
$3,240 ($463/night)

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Marriott's Summit Watch

Park City, Utah

Dec 12–19, 2026 (7 nights)
Studio/1 bath, sleeps 4
$1,660 ($237/night)

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Marriott's Summit Watch

Park City, Utah

Dec 12–19, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,200 ($314/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
$3,676 ($525/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 12–19, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$7,412 ($1,059/night)

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Disney's Old Key West Resort

Lake Buena Vista, Florida

Dec 12–19, 2026 (7 nights)
Studio/1 bath, sleeps 4
$2,903 ($415/night)

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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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Pueblo Bonito Rose Spa & Resort

Cabo San Lucas, Mexico

Dec 12–19, 2026 (7 nights)
Studio/1 bath, sleeps 2
$1,220 ($174/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
$3,404 ($486/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
$4,930 ($704/night)

Verified & Protected Voted Top Pick 2026

Pueblo Bonito Sunset Beach Resort & Spa

Cabo San Lucas, Mexico

Dec 12–19, 2026 (7 nights)
Studio/1 bath, sleeps 4
$1,660 ($237/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 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
$4,384 ($626/night)

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Aulani, a Disney Resort & Spa

Kapolei, Hawaii

Dec 12–15, 2026 (3 nights)
Studio/1 bath, sleeps 4
$1,752 ($584/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
$4,602 ($657/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
$2,390 ($341/night)

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Villa del Palmar Flamingos

Nuevo Vallarta, Mexico

Dec 12–19, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$2,314 ($331/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
$4,977 ($711/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

Divi Aruba Phoenix Beach Resort

Palm Beach, Aruba

Dec 12–19, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$5,954 ($850/night)

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Sheraton Kauai Resort Villas

Koloa, Hawaii

Dec 12–19, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$7,110 ($1,016/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)

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The Westin St. John - Bay Vista Villas

Cruz Bay, St. John (USVI)

Dec 12–19, 2026 (7 nights)
2 bed/3 bath, sleeps 10
$8,745 ($1,249/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

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)

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
$2,968 ($424/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 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
$4,794 ($685/night)

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Marriott's Lakeshore Reserve

Orlando, Florida

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