Winter Timeshare Rentals

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,268 ($181/night)

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Marriott's Timber Lodge Tahoe

South Lake Tahoe, California

Dec 26, 2026 – Jan 1, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$6,565 ($1,094/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Dec 26–30, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$764 ($191/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Dec 26–30, 2026 (4 nights)
3 bed/2 bath, sleeps 8
$1,321 ($330/night)

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Sheraton Steamboat Resort Villas

Steamboat Springs, Colorado

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$6,510 ($930/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$11,906 ($1,701/night)

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Hilton Grand Vacations at SeaWorld

Orlando, Florida

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$2,641 ($377/night)

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Sheraton Vistana Resort

Orlando, Florida

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$1,987 ($284/night)

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Marriott Vacation Club, Waikiki

Honolulu, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
1 bed/1 bath, sleeps 6
$4,222 ($603/night)

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Club Wyndham Park City

Park City, Utah

Dec 26, 2026 – Jan 2, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$3,290 ($470/night)

Verified & Protected Voted Top Pick 2026

Lagoon Tower by Hilton Grand Vacations

Honolulu, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$6,456 ($922/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 26–30, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$826 ($206/night)

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Sheraton Steamboat Resort Villas

Steamboat Springs, Colorado

Dec 26, 2026 – Jan 2, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$5,693 ($813/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$14,026 ($2,004/night)

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Grand Luxxe Presidential Punta at Vidanta Nuevo Vallarta

Nuevo Vallarta, Mexico

Dec 26, 2026 – Jan 2, 2027 (7 nights)
3 bed/3.5 bath, sleeps 10
$12,014 ($1,716/night)

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Sheraton Vistana Resort

Orlando, Florida

Dec 26, 2026 – Jan 2, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,542 ($220/night)

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Villa del Arco Beach Resort & Spa

Cabo San Lucas, Mexico

Dec 26, 2026 – Jan 2, 2027 (7 nights)
1 bed/2 bath, sleeps 4
$3,077 ($440/night)

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Hilton Club The Quin New York

New York City, New York

Dec 26, 2026 – Jan 2, 2027 (7 nights)
Studio/1 bath, sleeps 2
$15,285 ($2,184/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$2,641 ($377/night)

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

Vail, Colorado

Dec 26–29, 2026 (3 nights)
1 bed/2 bath, sleeps 6
$1,165 ($388/night)

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Grand Waikikian by Hilton Grand Vacations

Honolulu, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$10,161 ($1,452/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$9,830 ($1,404/night)

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The Westin St. John - Sunset Bay Villas

Cruz Bay, St. John (USVI)

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$14,735 ($2,105/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$8,854 ($1,265/night)

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Hilton Vacation Club Cabo Azul Los Cabos

San Jose del Cabo, Mexico

Dec 26, 2026 – Jan 2, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$5,094 ($728/night)

Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$8,199 ($1,171/night)

Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$2,696 ($385/night)

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The Ritz-Carlton Club, Vail

Vail, Colorado

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$18,882 ($2,697/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 27, 2026 – Jan 6, 2027 (10 nights)
2 bed/2 bath, sleeps 8
$12,560 ($1,256/night)

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Marriott's Shadow Ridge - The Villages

Palm Desert, California

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$3,796 ($542/night)

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The Ritz-Carlton Club, Vail

Vail, Colorado

Dec 27–31, 2026 (4 nights)
2 bed/2 bath, sleeps 6
$10,489 ($2,622/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 27–30, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$719 ($240/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 27–30, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$535 ($178/night)

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Hilton Vacation Club Cabo Azul Los Cabos

San Jose del Cabo, Mexico

Dec 27, 2026 – Jan 3, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$4,222 ($603/night)

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Vacation Village in the Berkshires

Hancock, Massachusetts

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$1,660 ($237/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 27, 2026 – Jan 2, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$487 ($81/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$7,000 ($1,000/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 27, 2026 – Jan 2, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,172 ($195/night)

Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$3,294 ($471/night)

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Vistana Beach Club

Jensen Beach, Florida

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$4,603 ($658/night)

Verified & Protected Voted Top Pick 2026

Harborside Resort at Atlantis

Paradise Island, Bahamas

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$8,146 ($1,164/night)

Verified & Protected Voted Top Pick 2026

Marriott's OceanWatch Villas at Grande Dunes

Myrtle Beach, South Carolina

Dec 27, 2026 – Jan 2, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,932 ($322/night)

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The Westin Los Cabos Resort Villas & Spa

San Jose del Cabo, Mexico

Dec 27, 2026 – Jan 3, 2027 (7 nights)
Studio/1 bath, sleeps 4
$2,772 ($396/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 27, 2026 – Jan 2, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$6,928 ($1,155/night)

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Copper Creek Villas & Cabins at Disney's Wilderness Lodge

Lake Buena Vista, Florida

Dec 27, 2026 – Jan 1, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$11,012 ($2,202/night)

Verified & Protected Voted Top Pick 2026

Harborside Resort at Atlantis

Paradise Island, Bahamas

Dec 27, 2026 – Jan 3, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$7,655 ($1,094/night)

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Marriott Grand Residence Club - Lake Tahoe

South Lake Tahoe, California

Dec 27, 2026 – Jan 2, 2027 (6 nights)
2 bed/3 bath, sleeps 8
$7,056 ($1,176/night)

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Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 27, 2026 – Jan 3, 2027 (7 nights)
1 bed/2 bath, sleeps 4
$4,876 ($696/night)