Winter Timeshare Rentals

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Jan 3–10, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,257 ($751/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Jan 3–10, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$5,133 ($733/night)

Verified & Protected

Palm Beach Shores Resort and Vacation Villas

Palm Beach Shores, Florida

Jan 3–10, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,734 ($248/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Jan 3–10, 2027 (7 nights)
Studio/1 bath, sleeps 2
$2,423 ($346/night)

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Club Wyndham Great Smokies Lodge

Sevierville, Tennessee

Jan 3–8, 2027 (5 nights)
3 bed/2 bath, sleeps 10
$1,066 ($213/night)

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Club Wyndham Great Smokies Lodge

Sevierville, Tennessee

Jan 3–8, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$755 ($151/night)

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Club Wyndham National Harbor

National Harbor, Maryland

Jan 3–8, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$1,003 ($201/night)

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The Westin Riverfront Mountain Villas

Avon, Colorado

Jan 3–10, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,475 ($782/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Jan 3–10, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$3,840 ($549/night)

Verified & Protected

Hilton Grand Vacations on the Boulevard

Las Vegas, Nevada

Jan 3–10, 2027 (7 nights)
Studio/1 bath, sleeps 2
$3,077 ($440/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Jan 3–10, 2027 (7 nights)
Studio/1 bath, sleeps 4
$3,295 ($471/night)

Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

Jan 3–10, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$6,053 ($865/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 3–6, 2027 (3 nights)
1 bed/1 bath, sleeps 4
$415 ($138/night)

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Club Wyndham National Harbor

National Harbor, Maryland

Jan 3–8, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,330 ($266/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 3–6, 2027 (3 nights)
3 bed/2 bath, sleeps 10
$746 ($249/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 3–6, 2027 (3 nights)
2 bed/2 bath, sleeps 6
$746 ($249/night)

Verified & Protected

Marriott's St. Kitts Beach Club

Frigate Bay, St. Kitts

Jan 3–10, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$4,930 ($704/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Jan 3–10, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$4,138 ($591/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Jan 3–10, 2027 (7 nights)
Studio/1 bath, sleeps 2
$2,696 ($385/night)

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Hilton Vacation Club Kaanapali Beach

Lahaina, Hawaii

Jan 3–10, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$2,750 ($393/night)

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Club Wyndham Orange Tree Golf Resort

Scottsdale, Arizona

Jan 3–10, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,312 ($187/night)

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The Villas at Disney's Grand Floridian Resort & Spa

Lake Buena Vista, Florida

Jan 3–6, 2027 (3 nights)
Studio/1 bath, sleeps 5
$1,581 ($527/night)

Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

Jan 3–10, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,838 ($977/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Jan 3–10, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,020 ($860/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Jan 3–10, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$4,984 ($712/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Jan 3–10, 2027 (7 nights)
3 bed/2 bath, sleeps 8
$2,170 ($310/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Jan 3–10, 2027 (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

Jan 3–8, 2027 (5 nights)
Studio/1 bath, sleeps 2
$3,290 ($658/night)

Verified & Protected

WorldMark Park City

Park City, Utah

Jan 3–10, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$2,696 ($385/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Jan 3–10, 2027 (7 nights)
Studio/1 bath, sleeps 2
$2,478 ($354/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 3–9, 2027 (6 nights)
2 bed/2 bath, sleeps 6
$1,642 ($274/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Jan 3–10, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$4,412 ($630/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Jan 3–10, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$5,038 ($720/night)

Verified & Protected

The Westin St. John - Virgin Grand Villas

Cruz Bay, St. John (USVI)

Jan 3–10, 2027 (7 nights)
3 bed/3 bath, sleeps 8
$10,920 ($1,560/night)

Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

Jan 3–10, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$6,124 ($875/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 3–6, 2027 (3 nights)
2 bed/2 bath, sleeps 8
$896 ($299/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Jan 3–8, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$3,835 ($767/night)

Verified & Protected Voted Top Pick 2026

Marriott's MountainSide at Park City

Park City, Utah

Jan 3–10, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,510 ($930/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Jan 3–10, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$7,655 ($1,094/night)

Verified & Protected

Hilton Vacation Club Cabo Azul Los Cabos

San Jose del Cabo, Mexico

Jan 3–10, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$3,649 ($521/night)

Verified & Protected

Disney's Saratoga Springs Resort & Spa

Lake Buena Vista, Florida

Jan 3–9, 2027 (6 nights)
1 bed/1 bath, sleeps 5
$3,077 ($513/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Jan 3–10, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,565 ($938/night)

Verified & Protected

Copper Creek Villas & Cabins at Disney's Wilderness Lodge

Lake Buena Vista, Florida

Jan 3–8, 2027 (5 nights)
Studio/1 bath, sleeps 4
$2,232 ($446/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Jan 3–10, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,129 ($876/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Jan 3–9, 2027 (6 nights)
Studio/1 bath, sleeps 4
$1,932 ($322/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 3–16, 2027 (13 nights)
3 bed/2 bath, sleeps 10
$3,657 ($281/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Jan 3–16, 2027 (13 nights)
2 bed/2 bath, sleeps 8
$3,949 ($304/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Jan 3–10, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,565 ($938/night)