Winter Timeshare Rentals

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 1–7, 2026 (6 nights)
3 bed/3 bath, sleeps 10
$7,862 ($1,310/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 2–7, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$764 ($153/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 2–5, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$451 ($150/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 2–8, 2026 (6 nights)
3 bed/2 bath, sleeps 10
$1,365 ($228/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Dec 2–12, 2026 (10 nights)
2 bed/2 bath, sleeps 8
$2,501 ($250/night)

Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 2–9, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,802 ($543/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 2–6, 2026 (4 nights)
3 bed/2 bath, sleeps 10
$995 ($249/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Dec 2–9, 2026 (7 nights)
3 bed/2 bath, sleeps 8
$2,275 ($325/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 2–5, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$355 ($118/night)

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The Ritz-Carlton Club, Vail

Vail, Colorado

Dec 2–7, 2026 (5 nights)
3 bed/3.5 bath, sleeps 8
$9,835 ($1,967/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 2–7, 2026 (5 nights)
3 bed/2 bath, sleeps 10
$1,180 ($236/night)

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Club Wyndham Orange Tree Golf Resort

Scottsdale, Arizona

Dec 2–7, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$860 ($172/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 2–9, 2026 (7 nights)
3 bed/2 bath, sleeps 10
$1,550 ($221/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 2–9, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$995 ($142/night)

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Marriott Vacation Club, Waikiki

Honolulu, Hawaii

Dec 2–9, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,314 ($331/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 2–6, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$648 ($162/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Dec 2–12, 2026 (10 nights)
1 bed/1 bath, sleeps 4
$1,616 ($162/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 2–9, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$746 ($107/night)

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The Ritz-Carlton Club, Vail

Vail, Colorado

Dec 2–6, 2026 (4 nights)
2 bed/2 bath, sleeps 6
$4,821 ($1,205/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 2–6, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$511 ($128/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 2–8, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$666 ($111/night)

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Montecristo Estates by Pueblo Bonito

Cabo San Lucas, Mexico

Dec 2–9, 2026 (7 nights)
3 bed/3.5 bath, sleeps 10
$4,058 ($580/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 2–5, 2026 (3 nights)
3 bed/2 bath, sleeps 10
$684 ($228/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Dec 2–12, 2026 (10 nights)
3 bed/2 bath, sleeps 8
$3,230 ($323/night)

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WorldMark Las Vegas - Boulevard

Las Vegas, Nevada

Dec 2–8, 2026 (6 nights)
2 bed/2 bath, sleeps 6
$1,659 ($276/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Dec 2–9, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,128 ($161/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Dec 2–9, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,725 ($246/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 2–8, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$879 ($147/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 2–7, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$586 ($117/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 3–7, 2026 (4 nights)
3 bed/2 bath, sleeps 10
$995 ($249/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 3–7, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$648 ($162/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Dec 3–10, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,451 ($493/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Dec 3–10, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,382 ($483/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 3–7, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$511 ($128/night)

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The Ritz-Carlton Club, Vail

Vail, Colorado

Dec 3–7, 2026 (4 nights)
3 bed/3.5 bath, sleeps 8
$7,873 ($1,968/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 3–8, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$764 ($153/night)

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Villa del Palmar Flamingos

Nuevo Vallarta, Mexico

Dec 3–10, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$2,314 ($331/night)

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Club Wyndham Orange Tree Golf Resort

Scottsdale, Arizona

Dec 3–10, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,080 ($154/night)

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The Ritz-Carlton Club, Vail

Vail, Colorado

Dec 3–8, 2026 (5 nights)
2 bed/2 bath, sleeps 6
$8,091 ($1,618/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Dec 3–12, 2026 (9 nights)
2 bed/2 bath, sleeps 8
$2,327 ($259/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 3–6, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$439 ($146/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 3–10, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$995 ($142/night)

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Kahana Falls

Lahaina, Hawaii

Dec 3–10, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$2,096 ($299/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 3–10, 2026 (7 nights)
3 bed/2 bath, sleeps 10
$1,550 ($221/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Dec 3–7, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$1,128 ($282/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 3–8, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$586 ($117/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 3–8, 2026 (5 nights)
3 bed/2 bath, sleeps 10
$1,180 ($236/night)

Verified & Protected Voted Top Pick 2026

Marriott's Frenchman's Cove

Southside, St. Thomas (USVI)

Dec 3–10, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,603 ($658/night)