Winter Timeshare Rentals

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)

Verified & Protected

Club Wyndham Cypress Palms

Kissimmee, Florida

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

Verified & Protected

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 Ko Olina Beach Club

Kapolei, Hawaii

Dec 22–29, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$7,437 ($1,062/night)

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WorldMark Steamboat Springs Resort

Steamboat Springs, Colorado

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,550 ($221/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)

Verified & Protected Voted Top Pick 2026

Marriott's Maui Ocean Club - Lahaina Tower

Lahaina, Hawaii

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$10,380 ($1,483/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)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 22–29, 2026 (7 nights)
3 bed/3 bath, sleeps 10
$10,699 ($1,528/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)

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Club Wyndham SeaWatch Resort

Myrtle Beach, South Carolina

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,119 ($160/night)

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Elara by Hilton Grand Vacations

Las Vegas, Nevada

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

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 22, 2026 – Jan 1, 2027 (10 nights)
2 bed/2 bath, sleeps 8
$10,870 ($1,087/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
$6,565 ($656/night)

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Club Wyndham SeaWatch Resort

Myrtle Beach, South Carolina

Dec 22–29, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$746 ($107/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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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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Sheraton Steamboat Resort Villas

Steamboat Springs, Colorado

Dec 22–27, 2026 (5 nights)
Studio/1 bath, sleeps 4
$2,478 ($496/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
$6,510 ($930/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
$1,396 ($349/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)

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)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 22–29, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$5,366 ($767/night)

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Dec 22–28, 2026 (6 nights)
1 bed/2 bath, sleeps 4
$3,295 ($549/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)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 22, 2026 – Jan 2, 2027 (11 nights)
2 bed/2 bath, sleeps 8
$2,379 ($216/night)

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Holiday Inn Club Vacations at Orange Lake Resort - North Village

Kissimmee, Florida

Dec 22–26, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$1,054 ($264/night)

Verified & Protected Voted Top Pick 2026

The Westin Kierland Villas

Scottsdale, Arizona

Dec 22–29, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$2,314 ($331/night)

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Hilton Grand Vacations at Tuscany Village

Orlando, Florida

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$2,204 ($315/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)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 22, 2026 – Jan 2, 2027 (11 nights)
2 bed/2 bath, sleeps 8
$12,832 ($1,167/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 22–26, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$826 ($206/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Dec 23, 2026 – Jan 1, 2027 (9 nights)
2 bed/2 bath, sleeps 8
$1,764 ($196/night)

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Marriott Vacation Club, Waikiki

Honolulu, Hawaii

Dec 23, 2026 – Jan 1, 2027 (9 nights)
1 bed/1 bath, sleeps 6
$4,734 ($526/night)

Voted Top Pick 2026

The Westin Nanea Ocean Villas

Lahaina, Hawaii

Dec 23–30, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$7,655 ($1,094/night)

Verified & Protected

San Luis Bay Inn

Avila Beach, California

Dec 23–30, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,077 ($440/night)

Verified & Protected

Disney's Animal Kingdom Villas - Kidani Village

Lake Buena Vista, Florida

Dec 23–26, 2026 (3 nights)
Studio/1 bath, sleeps 4
$1,830 ($610/night)

Verified & Protected Voted Top Pick 2026

Marriott's Desert Springs Villas II

Palm Desert, California

Dec 23–30, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,878 ($554/night)

Verified & Protected

Marriott's Timber Lodge Tahoe

South Lake Tahoe, California

Dec 23–28, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$5,775 ($1,155/night)

Verified & Protected Voted Top Pick 2026

Marriott's MountainSide at Park City

Park City, Utah

Dec 23–27, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$4,320 ($1,080/night)

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Marriott Grand Residence Club - Lake Tahoe

South Lake Tahoe, California

Dec 23–26, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$2,314 ($771/night)

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Disney's Riviera Resort

Lake Buena Vista, Florida

Dec 23–31, 2026 (8 nights)
Studio/1 bath, sleeps 5
$8,118 ($1,015/night)

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Marriott's Kauai Lagoons - Kalanipu'u

Lihue, Hawaii

Dec 23–30, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$5,475 ($782/night)

Verified & Protected Voted Top Pick 2026

Marriott's OceanWatch Villas at Grande Dunes

Myrtle Beach, South Carolina

Dec 23–28, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$2,205 ($441/night)

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Montecristo Estates by Pueblo Bonito

Cabo San Lucas, Mexico

Dec 23–30, 2026 (7 nights)
3 bed/3.5 bath, sleeps 10
$5,475 ($782/night)

Verified & Protected CHOOSE YOUR OWN DATES

Club Wyndham Grand Desert

Las Vegas, Nevada

Dec 23–27, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$835 ($209/night)

Verified & Protected

WorldMark Pismo Beach Resort

Pismo Beach, California

Dec 23, 2026 – Jan 2, 2027 (10 nights)
1 bed/1 bath, sleeps 4
$2,412 ($241/night)

Verified & Protected

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

Vail, Colorado

Dec 23–26, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$4,930 ($1,643/night)