Winter Timeshare Rentals

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 4–11, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,765 ($252/night)

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Marriott's Desert Springs Villas

Palm Desert, California

Jan 4–18, 2027 (14 nights)
1 bed/1 bath, sleeps 4
$4,145 ($296/night)

Verified & Protected Voted Top Pick 2026

Pueblo Bonito Sunset Beach Resort & Spa

Cabo San Lucas, Mexico

Jan 4–11, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$3,404 ($486/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Jan 4–9, 2027 (5 nights)
3 bed/2 bath, sleeps 8
$2,145 ($429/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Jan 4–11, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$5,748 ($821/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 4–11, 2027 (7 nights)
3 bed/2 bath, sleeps 10
$2,039 ($291/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Jan 4–9, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$697 ($139/night)

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Pueblo Bonito Rose Spa & Resort

Cabo San Lucas, Mexico

Jan 4–11, 2027 (7 nights)
3 bed/3 bath, sleeps 10
$9,290 ($1,327/night)

Verified & Protected Voted Top Pick 2026

Pueblo Bonito Sunset Beach Resort & Spa

Cabo San Lucas, Mexico

Jan 4–11, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$3,731 ($533/night)

Verified & Protected Voted Top Pick 2026

Pueblo Bonito Sunset Beach Resort & Spa

Cabo San Lucas, Mexico

Jan 4–11, 2027 (7 nights)
Studio/1 bath, sleeps 4
$1,932 ($276/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Jan 4–11, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$12,778 ($1,825/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Jan 4–11, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$7,982 ($1,140/night)

Verified & Protected Voted Top Pick 2026

Pueblo Bonito Sunset Beach Resort & Spa

Cabo San Lucas, Mexico

Jan 4–11, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$3,497 ($500/night)

Verified & Protected Voted Top Pick 2026

The Royal Sands

Cancun, Mexico

Jan 4–7, 2027 (3 nights)
Studio/1 bath, sleeps 2
$826 ($275/night)

Verified & Protected Voted Top Pick 2026

Pueblo Bonito Sunset Beach Resort & Spa

Cabo San Lucas, Mexico

Jan 4–11, 2027 (7 nights)
Studio/1 bath, sleeps 2
$1,550 ($221/night)

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The Westin St. John - Virgin Grand Villas

Cruz Bay, St. John (USVI)

Jan 4–11, 2027 (7 nights)
3 bed/2.5 bath, sleeps 8
$9,780 ($1,397/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Jan 4–9, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$817 ($163/night)

Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

Jan 4–10, 2027 (6 nights)
3 bed/2 bath, sleeps 8
$8,690 ($1,448/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 4–11, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,748 ($821/night)

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Marriott's BeachPlace Towers

Fort Lauderdale, Florida

Jan 4–11, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$3,186 ($455/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 4–11, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,673 ($239/night)

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Pueblo Bonito Rose Spa & Resort

Cabo San Lucas, Mexico

Jan 4–11, 2027 (7 nights)
1 bed/2 bath, sleeps 6
$2,535 ($362/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 4–9, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$1,141 ($228/night)

Verified & Protected Voted Top Pick 2026

Pueblo Bonito Sunset Beach Resort & Spa

Cabo San Lucas, Mexico

Jan 4–11, 2027 (7 nights)
1 bed/2 bath, sleeps 4
$2,123 ($303/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 4–11, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,365 ($195/night)

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WorldMark Las Vegas - Boulevard

Las Vegas, Nevada

Jan 5–10, 2027 (5 nights)
2 bed/2 bath, sleeps 6
$1,109 ($222/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Jan 5–10, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$968 ($194/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Jan 5–10, 2027 (5 nights)
3 bed/2 bath, sleeps 8
$1,682 ($336/night)

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Disney's Old Key West Resort

Lake Buena Vista, Florida

Jan 5–11, 2027 (6 nights)
Studio/1 bath, sleeps 4
$2,693 ($449/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 5–11, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$826 ($138/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Jan 5–10, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,268 ($254/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Jan 5–12, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,034 ($719/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 5–10, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$1,276 ($255/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 5–10, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,276 ($255/night)

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Jan 5–16, 2027 (11 nights)
2 bed/3 bath, sleeps 8
$11,470 ($1,043/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 5–10, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$852 ($170/night)

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Disney's Old Key West Resort

Lake Buena Vista, Florida

Jan 5–11, 2027 (6 nights)
Studio/1 bath, sleeps 4
$2,693 ($449/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 5–10, 2027 (5 nights)
3 bed/2 bath, sleeps 10
$1,550 ($310/night)

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Club Wyndham Long Wharf

Newport, Rhode Island

Jan 5–8, 2027 (3 nights)
2 bed/2 bath, sleeps 6
$307 ($102/night)

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Villas at Disneyland Hotel

Anaheim, California

Jan 5–9, 2027 (4 nights)
Studio/1 bath, sleeps 4
$2,183 ($546/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 5–12, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,673 ($239/night)

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Kohala Suites by Hilton Grand Vacations

Waikoloa Village, Hawaii

Jan 5–12, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$3,649 ($521/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Jan 5–10, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$817 ($163/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 5–12, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,119 ($160/night)

Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

Jan 5–19, 2027 (14 nights)
2 bed/2 bath, sleeps 6
$11,470 ($819/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Jan 5–12, 2027 (7 nights)
Studio/1 bath, sleeps 2
$2,967 ($424/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 5–10, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,370 ($274/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Jan 5–10, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,048 ($210/night)