Winter Timeshare Rentals

Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

Dec 5–12, 2026 (7 nights)
3 bed/2 bath, sleeps 8
$8,418 ($1,203/night)

Verified & Protected

Hilton Vacation Club Kaanapali Beach

Lahaina, Hawaii

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

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 5–12, 2026 (7 nights)
Studio/1 bath, sleeps 4
$3,250 ($464/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
$2,696 ($385/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 5–12, 2026 (7 nights)
Studio/1 bath, sleeps 4
$2,750 ($393/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 5–19, 2026 (14 nights)
1 bed/1 bath, sleeps 4
$7,327 ($523/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 5–12, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$6,129 ($876/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$6,510 ($930/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 5–10, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$670 ($134/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
$5,366 ($767/night)

Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

Dec 5–12, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$4,385 ($626/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
$3,513 ($502/night)

Verified & Protected

Kings' Land by Hilton Grand Vacations

Waikoloa Village, Hawaii

Dec 5–12, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,987 ($284/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)

Verified & Protected

Coral Sands Resort

George Town, Grand Cayman, Cayman Islands

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,769 ($253/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 5–12, 2026 (7 nights)
Studio/1 bath, sleeps 4
$2,314 ($331/night)

Verified & Protected

The Westin St. John - Virgin Grand Villas

Cruz Bay, St. John (USVI)

Dec 5–12, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$6,347 ($907/night)

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Dec 5–12, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$3,840 ($549/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 5–13, 2026 (8 nights)
3 bed/2 bath, sleeps 10
$1,856 ($232/night)

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Club Wyndham Orange Tree Golf Resort

Scottsdale, Arizona

Dec 5–12, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,048 ($150/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$6,129 ($876/night)

Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

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

Verified & Protected

The Westin St. John - Coral Vista Villas

Cruz Bay, St. John (USVI)

Dec 5–12, 2026 (7 nights)
Studio/1 bath, sleeps 4
$2,859 ($408/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 5–13, 2026 (8 nights)
1 bed/1 bath, sleeps 4
$919 ($115/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
$4,222 ($603/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 5–13, 2026 (8 nights)
2 bed/2 bath, sleeps 8
$1,202 ($150/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 5–9, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$427 ($107/night)

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Club Wyndham Orange Tree Golf Resort

Scottsdale, Arizona

Dec 5–19, 2026 (14 nights)
1 bed/1 bath, sleeps 4
$2,135 ($153/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Dec 5–9, 2026 (4 nights)
3 bed/2 bath, sleeps 8
$1,321 ($330/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Dec 5–9, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$1,008 ($252/night)

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The Westin St. John - Coral Vista Villas

Cruz Bay, St. John (USVI)

Dec 5–12, 2026 (7 nights)
Studio/1 bath, sleeps 4
$2,859 ($408/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Grand Desert

Las Vegas, Nevada

Dec 5–11, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$946 ($158/night)

Verified & Protected Voted Top Pick 2026

The Royal Sands

Cancun, Mexico

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,295 ($471/night)

Verified & Protected

Disney's Saratoga Springs Resort & Spa

Lake Buena Vista, Florida

Dec 5–11, 2026 (6 nights)
Studio/1 bath, sleeps 4
$2,292 ($382/night)

Verified & Protected

Marriott's Grand Chateau

Las Vegas, Nevada

Dec 5–12, 2026 (7 nights)
Studio/1 bath, sleeps 4
$3,077 ($440/night)

Verified & Protected

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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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 5–14, 2026 (9 nights)
1 bed/1 bath, sleeps 4
$999 ($111/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
$3,284 ($469/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,557 ($794/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Dec 5–12, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,069 ($438/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
$3,839 ($548/night)

Verified & Protected

The Galleon Resort

Key West, Florida

Dec 5–12, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$4,930 ($704/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)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 5–8, 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 5–8, 2026 (3 nights)
3 bed/2 bath, sleeps 10
$684 ($228/night)

Verified & Protected

The Westin St. John - Virgin Grand Villas

Cruz Bay, St. John (USVI)

Dec 5–12, 2026 (7 nights)
3 bed/3 bath, sleeps 8
$7,110 ($1,016/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 5–12, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$839 ($120/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 5–9, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$555 ($139/night)