Winter Timeshare Rentals

Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 18–25, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$6,020 ($860/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,211 ($173/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 18–26, 2026 (8 nights)
2 bed/2 bath, sleeps 8
$2,366 ($296/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 18–26, 2026 (8 nights)
3 bed/2 bath, sleeps 10
$3,269 ($409/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 18–26, 2026 (8 nights)
1 bed/1 bath, sleeps 4
$2,366 ($296/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$10,380 ($1,483/night)

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Dec 18–25, 2026 (7 nights)
2 bed/3 bath, sleeps 8
$8,740 ($1,249/night)

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Club Wyndham Austin

Austin, Texas

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$2,859 ($408/night)

Verified & Protected

Marriott's BeachPlace Towers

Fort Lauderdale, Florida

Dec 18–25, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,207 ($315/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 18–26, 2026 (8 nights)
1 bed/1 bath, sleeps 4
$1,760 ($220/night)

Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$6,565 ($938/night)

Verified & Protected

The Grand Islander by Hilton Grand Vacations

Honolulu, Hawaii

Dec 18–25, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$8,418 ($1,203/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$9,290 ($1,327/night)

Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$9,181 ($1,312/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 18–25, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,077 ($440/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 18–25, 2026 (7 nights)
Studio/1 bath, sleeps 2
$3,295 ($471/night)

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Dec 18–25, 2026 (7 nights)
2 bed/3 bath, sleeps 8
$8,309 ($1,187/night)

Verified & Protected

Sheraton Steamboat Resort Villas

Steamboat Springs, Colorado

Dec 18–23, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$5,475 ($1,095/night)

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Club Wyndham Austin

Austin, Texas

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,949 ($564/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$8,582 ($1,226/night)

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Club Wyndham Austin

Austin, Texas

Dec 18–25, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,205 ($315/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Austin

Austin, Texas

Dec 18–25, 2026 (7 nights)
Studio/1 bath, sleeps 4
$1,795 ($256/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 18–25, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$5,366 ($767/night)

Verified & Protected

Westgate Town Center

Kissimmee, Florida

Dec 18–25, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,205 ($315/night)

Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$8,745 ($1,249/night)

Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,175 ($739/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$10,707 ($1,530/night)

Verified & Protected

Divi Village Golf and Beach Resort

Oranjestad, Aruba

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,294 ($471/night)

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Dec 18–25, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$5,361 ($766/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 18, 2026 – Jan 1, 2027 (14 nights)
1 bed/1 bath, sleeps 4
$14,194 ($1,014/night)

Verified & Protected

Marriott's Maui Ocean Club - Napili Tower

Lahaina, Hawaii

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$12,233 ($1,748/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 18–28, 2026 (10 nights)
1 bed/1 bath, sleeps 4
$8,199 ($820/night)

Verified & Protected Voted Top Pick 2026

Marriott's Newport Coast Villas

Newport Coast, California

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,532 ($362/night)

Verified & Protected

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

Vail, Colorado

Dec 18–25, 2026 (7 nights)
1 bed/2 bath, sleeps 6
$3,077 ($440/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 18–31, 2026 (13 nights)
2 bed/2 bath, sleeps 8
$3,696 ($284/night)

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Dec 18–25, 2026 (7 nights)
Studio/1 bath, sleeps 4
$4,162 ($595/night)

Costa Linda Beach Resort

Oranjestad, Aruba

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$5,584 ($798/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Dec 18–25, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$5,801 ($829/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$10,707 ($1,530/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,039 ($720/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 18–31, 2026 (13 nights)
1 bed/1 bath, sleeps 4
$2,551 ($196/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Dec 18–25, 2026 (7 nights)
Studio/1 bath, sleeps 4
$4,493 ($642/night)

Verified & Protected Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$6,892 ($985/night)

Verified & Protected

Disney's BoardWalk Villas

Lake Buena Vista, Florida

Dec 18–25, 2026 (7 nights)
Studio/1 bath, sleeps 5
$3,871 ($553/night)

Marriott Vacation Club Pulse at Custom House, Boston

Boston, Massachusetts

Dec 18–25, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,859 ($408/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 18–25, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$5,635 ($805/night)

Verified & Protected

Imperial Hawaii Vacation Club

Honolulu, Hawaii

Dec 18–25, 2026 (7 nights)
1 bed/1 bath, sleeps 6
$999 ($143/night)

Verified & Protected

Elara by Hilton Grand Vacations

Las Vegas, Nevada

Dec 18–25, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$13,105 ($1,872/night)