Winter Timeshare Rentals

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Hilton Vacation Club Cabo Azul Los Cabos

San Jose del Cabo, Mexico

Dec 21–28, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$4,031 ($576/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$13,104 ($1,872/night)

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Marriott's Timber Lodge Tahoe

South Lake Tahoe, California

Dec 21–26, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$9,285 ($1,857/night)

Hilton Vacation Club Cabo Azul Los Cabos

San Jose del Cabo, Mexico

Dec 21, 2026 – Jan 4, 2027 (14 nights)
Studio/1 bath, sleeps 4
$5,366 ($383/night)

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WorldMark Marina Dunes

Marina, California

Dec 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$2,734 ($391/night)

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Hilton Grand Vacations at SeaWorld

Orlando, Florida

Dec 21–28, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,696 ($385/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 21–28, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,471 ($210/night)

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Bay Lake Tower at Disney's Contemporary Resort

Lake Buena Vista, Florida

Dec 22–29, 2026 (7 nights)
3 bed/4 bath, sleeps 12
$13,105 ($1,872/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 22–30, 2026 (8 nights)
1 bed/1 bath, sleeps 4
$1,268 ($159/night)

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Aulani, a Disney Resort & Spa

Kapolei, Hawaii

Dec 22–24, 2026 (2 nights)
Studio/1 bath, sleeps 4
$1,660 ($830/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 22–30, 2026 (8 nights)
2 bed/2 bath, sleeps 8
$1,734 ($217/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Dec 22–29, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$5,938 ($848/night)

Verified & Protected Voted Top Pick 2026

The Westin Kierland Villas

Scottsdale, Arizona

Dec 22–26, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$1,330 ($332/night)

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Marriott's Cypress Harbour Villas

Orlando, Florida

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,505 ($358/night)

Club Wyndham Steamboat Springs

Steamboat Springs, Colorado

Dec 22–26, 2026 (4 nights)
3 bed/2 bath, sleeps 8
$1,874 ($468/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 22–30, 2026 (8 nights)
2 bed/2 bath, sleeps 8
$2,362 ($295/night)

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The Hilton Club New York

New York City, New York

Dec 22–29, 2026 (7 nights)
Studio/1 bath, sleeps 2
$6,892 ($985/night)

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Club Wyndham Smoky Mountains

Sevierville, Tennessee

Dec 22–26, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$427 ($107/night)

Verified & Protected Voted Top Pick 2026

Marriott's OceanWatch Villas at Grande Dunes

Myrtle Beach, South Carolina

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$4,711 ($673/night)

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Club Wyndham Smoky Mountains

Sevierville, Tennessee

Dec 22–26, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$826 ($206/night)

Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

Dec 22–29, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$7,982 ($1,140/night)

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Club Wyndham Avenue Plaza

New Orleans, Louisiana

Dec 22–26, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$697 ($174/night)

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Club Wyndham Avenue Plaza

New Orleans, Louisiana

Dec 22–26, 2026 (4 nights)
Studio/1 bath, sleeps 2
$626 ($157/night)

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Club Wyndham National Harbor

National Harbor, Maryland

Dec 22–26, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$897 ($224/night)

Verified & Protected Voted Top Pick 2026

Marriott's Newport Coast Villas

Newport Coast, California

Dec 22–28, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$3,458 ($576/night)

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Marriott's Timber Lodge Tahoe

South Lake Tahoe, California

Dec 22–26, 2026 (4 nights)
Studio/1 bath, sleeps 4
$7,433 ($1,858/night)

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Marriott's Timber Lodge Tahoe

South Lake Tahoe, California

Dec 22–26, 2026 (4 nights)
Studio/1 bath, sleeps 4
$7,433 ($1,858/night)

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Club Wyndham National Harbor

National Harbor, Maryland

Dec 22–26, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$971 ($243/night)

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Silver Lake Resort

Kissimmee, Florida

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$2,314 ($331/night)

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Bay Lake Tower at Disney's Contemporary Resort

Lake Buena Vista, Florida

Dec 22–26, 2026 (4 nights)
Studio/1 bath, sleeps 4
$3,295 ($824/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 22–29, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$719 ($103/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Dec 22, 2026 – Jan 3, 2027 (12 nights)
2 bed/2 bath, sleeps 8
$3,256 ($271/night)

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Westin Princeville Ocean Resort Villas

Princeville, Hawaii

Dec 22–27, 2026 (5 nights)
Studio/1 bath, sleeps 4
$2,750 ($550/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 22, 2026 – Jan 2, 2027 (11 nights)
1 bed/1 bath, sleeps 4
$1,730 ($157/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 22, 2026 – Jan 2, 2027 (11 nights)
2 bed/2 bath, sleeps 8
$3,230 ($294/night)

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Dec 22–29, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$6,129 ($876/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas North

Lahaina, Hawaii

Dec 22–27, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$4,385 ($877/night)

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Dec 22–29, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$6,129 ($876/night)

Verified & Protected Voted Top Pick 2026

The Westin Kaanapali Ocean Resort Villas

Lahaina, Hawaii

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$6,838 ($977/night)

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Hyatt High Sierra Lodge

Incline Village, Nevada

Dec 22–26, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$2,881 ($720/night)

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Marriott's Oceana Palms

Riviera Beach, Florida

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$7,110 ($1,016/night)

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The Point at Poipu

Koloa, Hawaii

Dec 22, 2026 – Jan 1, 2027 (10 nights)
2 bed/2 bath, sleeps 6
$6,456 ($646/night)

Verified & Protected Voted Top Pick 2026

Marriott's Grande Ocean

Hilton Head Island, South Carolina

Dec 22–27, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$9,290 ($1,858/night)

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WorldMark Phoenix - South Mountain Preserve

Phoenix, Arizona

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$2,390 ($341/night)

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Club Wyndham National Harbor

National Harbor, Maryland

Dec 22–26, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$1,286 ($322/night)

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Marriott's Summit Watch

Park City, Utah

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$8,091 ($1,156/night)

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Hilton Vacation Club Kaanapali Beach

Lahaina, Hawaii

Dec 22–31, 2026 (9 nights)
2 bed/2 bath, sleeps 6
$6,233 ($693/night)

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Holiday Inn Club Vacations at Smoky Mountain Resort

Gatlinburg, Tennessee

Dec 22–27, 2026 (5 nights)
3 bed/3 bath, sleeps 10
$2,527 ($505/night)