Winter Timeshare Rentals

Verified & Protected Voted Top Pick 2026

Pueblo Bonito Sunset Beach Resort & Spa

Cabo San Lucas, Mexico

Dec 28, 2026 – Jan 4, 2027 (7 nights)
1 bed/2 bath, sleeps 4
$3,077 ($440/night)

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Pueblo Bonito Rose Spa & Resort

Cabo San Lucas, Mexico

Dec 28, 2026 – Jan 4, 2027 (7 nights)
Studio/1 bath, sleeps 2
$1,550 ($221/night)

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The Ritz-Carlton Club, Vail

Vail, Colorado

Dec 28, 2026 – Jan 1, 2027 (4 nights)
2 bed/2.5 bath, sleeps 8
$10,925 ($2,731/night)

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WorldMark Steamboat Springs Resort

Steamboat Springs, Colorado

Dec 29, 2026 – Jan 5, 2027 (7 nights)
2 bed/2 bath, sleeps 6
$1,550 ($221/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Dec 29, 2026 – Jan 4, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,541 ($257/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 29, 2026 – Jan 2, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$759 ($190/night)

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Marriott's Oceana Palms

Riviera Beach, Florida

Dec 29, 2026 – Jan 5, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$5,420 ($774/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Dec 29, 2026 – Jan 4, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$959 ($160/night)

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Dec 29, 2026 – Jan 5, 2027 (7 nights)
1 bed/2 bath, sleeps 4
$5,470 ($781/night)

Marriott Vacation Club, New York City

New York City, New York

Dec 29, 2026 – Jan 2, 2027 (4 nights)
Studio/1 bath, sleeps 2
$4,381 ($1,095/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 29, 2026 – Jan 5, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,565 ($938/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 29, 2026 – Jan 3, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$5,742 ($1,148/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 29, 2026 – Jan 6, 2027 (8 nights)
1 bed/1 bath, sleeps 4
$1,383 ($173/night)

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Hyatt Hacienda Del Mar

Dorado, Puerto Rico

Dec 29, 2026 – Jan 2, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$3,077 ($769/night)

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Dec 29, 2026 – Jan 5, 2027 (7 nights)
1 bed/2 bath, sleeps 4
$5,475 ($782/night)

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Hyatt Hacienda Del Mar

Dorado, Puerto Rico

Dec 29, 2026 – Jan 2, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$2,859 ($715/night)

Verified & Protected Voted Top Pick 2026

Marriott's Frenchman's Cove

Southside, St. Thomas (USVI)

Dec 29, 2026 – Jan 5, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$4,930 ($704/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 29, 2026 – Jan 4, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,238 ($206/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 29, 2026 – Jan 1, 2027 (3 nights)
1 bed/1 bath, sleeps 4
$1,297 ($432/night)

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Elara by Hilton Grand Vacations

Las Vegas, Nevada

Dec 29, 2026 – Jan 3, 2027 (5 nights)
2 bed/2 bath, sleeps 6
$4,385 ($877/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Dec 29, 2026 – Jan 2, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$635 ($159/night)

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Marriott Vacation Club, New York City

New York City, New York

Dec 29, 2026 – Jan 2, 2027 (4 nights)
Studio/1 bath, sleeps 4
$5,475 ($1,369/night)

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Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 29, 2026 – Jan 2, 2027 (4 nights)
Studio/1 bath, sleeps 2
$1,856 ($464/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 29, 2026 – Jan 5, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$6,292 ($899/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Dec 29, 2026 – Jan 2, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$706 ($176/night)

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Club Wyndham at Waikiki Beach Walk

Honolulu, Hawaii

Dec 29, 2026 – Jan 2, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$3,491 ($873/night)

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Dec 29, 2026 – Jan 3, 2027 (5 nights)
1 bed/2 bath, sleeps 4
$3,295 ($659/night)

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Hilton Grand Vacations at Trump International Hotel Las Vegas

Las Vegas, Nevada

Dec 29, 2026 – Jan 2, 2027 (4 nights)
1 bed/2 bath, sleeps 4
$6,565 ($1,641/night)

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Club Wyndham Park City

Park City, Utah

Dec 29, 2026 – Jan 3, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$3,442 ($688/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Dec 29, 2026 – Jan 2, 2027 (4 nights)
2 bed/2 bath, sleeps 8
$1,003 ($251/night)

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Marriott's Waikoloa Ocean Club

Waikoloa Village, Hawaii

Dec 29, 2026 – Jan 5, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$6,946 ($992/night)

Marriott Vacation Club, New York City

New York City, New York

Dec 29, 2026 – Jan 2, 2027 (4 nights)
Studio/1 bath, sleeps 2
$4,381 ($1,095/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 29, 2026 – Jan 4, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$1,119 ($186/night)

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The Ritz-Carlton Club, St. Thomas

East End, St. Thomas (USVI)

Dec 29, 2026 – Jan 4, 2027 (6 nights)
2 bed/2 bath, sleeps 6
$13,105 ($2,184/night)

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Club Wyndham Harbour Lights

San Diego, California

Dec 29, 2026 – Jan 4, 2027 (6 nights)
Studio/1 bath, sleeps 4
$1,449 ($241/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 29, 2026 – Jan 4, 2027 (6 nights)
2 bed/2 bath, sleeps 8
$1,003 ($167/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 29, 2026 – Jan 4, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$653 ($109/night)

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Club Wyndham Harbour Lights

San Diego, California

Dec 29, 2026 – Jan 2, 2027 (4 nights)
Studio/1 bath, sleeps 4
$1,008 ($252/night)

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Club Wyndham Harbour Lights

San Diego, California

Dec 29, 2026 – Jan 3, 2027 (5 nights)
Studio/1 bath, sleeps 4
$1,290 ($258/night)

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Club Wyndham Harbour Lights

San Diego, California

Dec 29, 2026 – Jan 7, 2027 (9 nights)
Studio/1 bath, sleeps 4
$1,922 ($214/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 29, 2026 – Jan 5, 2027 (7 nights)
1 bed/1 bath, sleeps 4
$1,251 ($179/night)

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Holiday Inn Club Vacations New Orleans Resort

New Orleans, Louisiana

Dec 29, 2026 – Jan 3, 2027 (5 nights)
1 bed/1 bath, sleeps 4
$2,205 ($441/night)

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Elara by Hilton Grand Vacations

Las Vegas, Nevada

Dec 30, 2026 – Jan 5, 2027 (6 nights)
1 bed/1 bath, sleeps 4
$10,925 ($1,821/night)

Verified & Protected

Club Wyndham Midtown 45

New York City, New York

Dec 30, 2026 – Jan 3, 2027 (4 nights)
1 bed/1 bath, sleeps 4
$3,949 ($987/night)

Verified & Protected Voted Top Pick 2026

Marriott's Newport Coast Villas

Newport Coast, California

Dec 30, 2026 – Jan 4, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$2,750 ($550/night)

Verified & Protected

Branson's Nantucket

Branson, Missouri

Dec 30, 2026 – Jan 2, 2027 (3 nights)
3 bed/3 bath, sleeps 8
$1,110 ($370/night)

Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

Dec 30, 2026 – Jan 6, 2027 (7 nights)
2 bed/2 bath, sleeps 8
$7,981 ($1,140/night)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 30, 2026 – Jan 4, 2027 (5 nights)
2 bed/2 bath, sleeps 8
$1,088 ($218/night)