Winter Timeshare Rentals

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Dec 13–20, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$3,458 ($494/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–16, 2026 (3 nights)
3 bed/2 bath, sleeps 10
$559 ($186/night)

Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

Dec 13–20, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$6,728 ($961/night)

Verified & Protected Voted Top Pick 2026

Marriott's Frenchman's Cove

Southside, St. Thomas (USVI)

Dec 13–20, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,731 ($533/night)

Verified & Protected

Marriott's Summit Watch

Park City, Utah

Dec 13–20, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,886 ($412/night)

Verified & Protected

The Ritz-Carlton Club, Vail

Vail, Colorado

Dec 13–18, 2026 (5 nights)
3 bed/3.5 bath, sleeps 8
$13,594 ($2,719/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 13–20, 2026 (7 nights)
3 bed/3 bath, sleeps 10
$4,380 ($626/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 13–20, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,295 ($471/night)

Verified & Protected Voted Top Pick 2026

Marriott's MountainSide at Park City

Park City, Utah

Dec 13–20, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,385 ($626/night)

Verified & Protected

The Ritz-Carlton Club, Vail

Vail, Colorado

Dec 13–18, 2026 (5 nights)
2 bed/2.5 bath, sleeps 8
$12,151 ($2,430/night)

Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

Dec 13–20, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,494 ($642/night)

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Dec 13–20, 2026 (7 nights)
2 bed/3 bath, sleeps 8
$5,993 ($856/night)

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Dec 13–20, 2026 (7 nights)
2 bed/3 bath, sleeps 8
$6,019 ($860/night)

Verified & Protected

Grand Solmar Land's End Resort

Cabo San Lucas, Mexico

Dec 13–20, 2026 (7 nights)
2 bed/3 bath, sleeps 6
$4,222 ($603/night)

Verified & Protected

Hyatt Sunset Harbor Resort

Key West, Florida

Dec 13–20, 2026 (7 nights)
2 bed/2.5 bath, sleeps 6
$4,058 ($580/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 13–17, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$471 ($118/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 13–20, 2026 (7 nights)
Studio/1 bath, sleeps 4
$1,769 ($253/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 14–21, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$5,257 ($751/night)

Verified & Protected

Villa del Arco Beach Resort & Spa

Cabo San Lucas, Mexico

Dec 14–18, 2026 (4 nights)
2 bed/3 bath, sleeps 6
$3,077 ($769/night)

Verified & Protected

Ocean Tower by Hilton Grand Vacations Club

Waikoloa Village, Hawaii

Dec 14–18, 2026 (4 nights)
2 bed/2 bath, sleeps 6
$10,925 ($2,731/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 14–21, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,592 ($656/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 14–21, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$4,930 ($704/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 14–21, 2026 (7 nights)
Studio/1 bath, sleeps 4
$3,404 ($486/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 14–21, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,475 ($782/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 14–21, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$9,290 ($1,327/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 14–21, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,810 ($687/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 14–19, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$857 ($171/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 14–18, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$343 ($86/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 14–21, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,385 ($626/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 14–21, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$4,275 ($611/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 14–19, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$613 ($123/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 14–21, 2026 (7 nights)
Studio/1 bath, sleeps 4
$2,204 ($315/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 14–21, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$6,129 ($876/night)

Verified & Protected

Sheraton Steamboat Resort Villas

Steamboat Springs, Colorado

Dec 14–21, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$4,222 ($603/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 14–21, 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 14–21, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,404 ($486/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 14–19, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$857 ($171/night)

Verified & Protected

Montecristo Estates by Pueblo Bonito

Cabo San Lucas, Mexico

Dec 14–21, 2026 (7 nights)
3 bed/3.5 bath, sleeps 10
$2,750 ($393/night)

Verified & Protected

Marriott's Timber Lodge Tahoe

South Lake Tahoe, California

Dec 14–21, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,268 ($467/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 14–21, 2026 (7 nights)
Studio/1 bath, sleeps 4
$3,458 ($494/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 14–19, 2026 (5 nights)
2 bed/2 bath, sleeps 6
$1,312 ($262/night)

Verified & Protected

Marriott Grand Residence Club - Lake Tahoe

South Lake Tahoe, California

Dec 14–21, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$5,094 ($728/night)

Verified & Protected Voted Top Pick 2026

Pueblo Bonito Sunset Beach Resort & Spa

Cabo San Lucas, Mexico

Dec 14–21, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,284 ($469/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 14–21, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$4,766 ($681/night)

Verified & Protected Voted Top Pick 2026

Pueblo Bonito Sunset Beach Resort & Spa

Cabo San Lucas, Mexico

Dec 14–21, 2026 (7 nights)
1 bed/2 bath, sleeps 6
$2,205 ($315/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 14–21, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,384 ($626/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 14–21, 2026 (7 nights)
Studio/1 bath, sleeps 4
$4,385 ($626/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 14–21, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$9,290 ($1,327/night)