Winter Timeshare Rentals

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Grand Solmar Land's End Resort

Cabo San Lucas, Mexico

Dec 5–12, 2026 (7 nights)
Studio/1 bath, sleeps 4
$1,878 ($268/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 5–12, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,622 ($517/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 5–10, 2026 (5 nights)
3 bed/2 bath, sleeps 10
$1,057 ($211/night)

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The Westin St. John - Virgin Grand Villas

Cruz Bay, St. John (USVI)

Dec 5–12, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$5,475 ($782/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,404 ($486/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 5–12, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,840 ($549/night)

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Lifestyle Holidays Vacation Resort - Puerto Plata

Puerto Plata, Dominican Republic

Dec 5–12, 2026 (7 nights)
Studio/1 bath, sleeps 4
$832 ($119/night)

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Hilton Vacation Club Kaanapali Beach

Lahaina, Hawaii

Dec 5–12, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,423 ($346/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 5–12, 2026 (7 nights)
3 bed/2 bath, sleeps 10
$1,550 ($221/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,330 ($619/night)

Verified & Protected Voted Top Pick 2026

Divi Aruba Phoenix Beach Resort

Palm Beach, Aruba

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$4,603 ($658/night)

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Disney's Old Key West Resort

Lake Buena Vista, Florida

Dec 6–9, 2026 (3 nights)
Studio/1 bath, sleeps 4
$1,363 ($454/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 6–13, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,112 ($588/night)

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Disney's Saratoga Springs Resort & Spa

Lake Buena Vista, Florida

Dec 6–11, 2026 (5 nights)
Studio/1 bath, sleeps 4
$1,725 ($345/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 6–13, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,249 ($607/night)

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Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen

Vail, Colorado

Dec 6–12, 2026 (6 nights)
1 bed/2 bath, sleeps 6
$1,549 ($258/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 6–13, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,370 ($481/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 6–13, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,554 ($651/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 6–13, 2026 (7 nights)
Studio/1 bath, sleeps 4
$2,423 ($346/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 6–13, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,568 ($510/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 6–13, 2026 (7 nights)
Studio/1 bath, sleeps 4
$2,745 ($392/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 6–13, 2026 (7 nights)
3 bed/2 bath, sleeps 10
$1,550 ($221/night)

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The Westin St. John - Virgin Grand Villas

Cruz Bay, St. John (USVI)

Dec 6–13, 2026 (7 nights)
3 bed/3 bath, sleeps 8
$7,219 ($1,031/night)

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Grand Timber Lodge

Breckenridge, Colorado

Dec 6–13, 2026 (7 nights)
3 bed/3 bath, sleeps 10
$3,294 ($471/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 6–12, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$573 ($95/night)

Hyatt Sunset Harbor Resort

Key West, Florida

Dec 6–10, 2026 (4 nights)
Studio/1 bath, sleeps 2
$1,330 ($332/night)

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Dec 6–13, 2026 (7 nights)
2 bed/3 bath, sleeps 8
$3,949 ($564/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 6–11, 2026 (5 nights)
3 bed/3 bath, sleeps 10
$5,475 ($1,095/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 6–13, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$6,620 ($946/night)

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Grand Timber Lodge

Breckenridge, Colorado

Dec 6–13, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$2,150 ($307/night)

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Disney's Beach Club Villas

Lake Buena Vista, Florida

Dec 6–11, 2026 (5 nights)
Studio/1 bath, sleeps 5
$3,077 ($615/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 6–13, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,929 ($704/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 6–12, 2026 (6 nights)
3 bed/2 bath, sleeps 10
$1,242 ($207/night)

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Bay Lake Tower at Disney's Contemporary Resort

Lake Buena Vista, Florida

Dec 6–11, 2026 (5 nights)
Studio/1 bath, sleeps 4
$2,990 ($598/night)

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Disney's Beach Club Villas

Lake Buena Vista, Florida

Dec 6–11, 2026 (5 nights)
Studio/1 bath, sleeps 5
$3,077 ($615/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Dec 6–13, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,649 ($521/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 6–13, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,712 ($673/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 6–13, 2026 (7 nights)
Studio/1 bath, sleeps 4
$3,295 ($471/night)

Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

Dec 6–13, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,968 ($424/night)

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Marriott's BeachPlace Towers

Fort Lauderdale, Florida

Dec 6–12, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$2,859 ($476/night)

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Marriott's BeachPlace Towers

Fort Lauderdale, Florida

Dec 6–11, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$1,605 ($321/night)

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Villas at Disneyland Hotel

Anaheim, California

Dec 6–9, 2026 (3 nights)
Studio/1 bath, sleeps 4
$1,987 ($662/night)

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Marriott's Mountain Valley Lodge

Breckenridge, Colorado

Dec 6–11, 2026 (5 nights)
1 bed/2 bath, sleeps 6
$1,439 ($288/night)

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Marriott's Phuket Beach Club

Phuket, Thailand

Dec 6–13, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,894 ($556/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 6–13, 2026 (7 nights)
3 bed/3 bath, sleeps 10
$10,380 ($1,483/night)

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Disney's BoardWalk Villas

Lake Buena Vista, Florida

Dec 6–11, 2026 (5 nights)
Studio/1 bath, sleeps 5
$2,843 ($569/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 6–13, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$4,384 ($626/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 6–11, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$2,531 ($506/night)