Winter Timeshare Rentals

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 22–25, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$719 ($240/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 22–25, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$271 ($90/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
$7,655 ($1,094/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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The Ritz-Carlton Club, St. Thomas

East End, St. Thomas (USVI)

Dec 22–28, 2026 (6 nights)
2 bed/2 bath, sleeps 6
$12,996 ($2,166/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 22–29, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$968 ($138/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
$3,077 ($769/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 22–31, 2026 (9 nights)
1 bed/1 bath, sleeps 4
$1,198 ($133/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,978 ($283/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 22–29, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,471 ($210/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,612 ($230/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
$16,375 ($2,339/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 22–26, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$4,630 ($1,158/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 22–31, 2026 (9 nights)
2 bed/2 bath, sleeps 8
$2,065 ($230/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 22–31, 2026 (9 nights)
2 bed/2 bath, sleeps 8
$1,865 ($207/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 22, 2026 – Jan 4, 2027 (13 nights)
2 bed/2 bath, sleeps 8
$2,833 ($218/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 22, 2026 – Jan 4, 2027 (13 nights)
1 bed/1 bath, sleeps 4
$1,198 ($92/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 22, 2026 – Jan 4, 2027 (13 nights)
1 bed/1 bath, sleeps 4
$1,656 ($127/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 22, 2026 – Jan 4, 2027 (13 nights)
2 bed/2 bath, sleeps 8
$2,615 ($201/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)

Voted Top Pick 2026

Marriott's Newport Coast Villas

Newport Coast, California

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,039 ($434/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
$6,342 ($705/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 22–25, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$719 ($240/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,682 ($240/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 22–31, 2026 (9 nights)
1 bed/1 bath, sleeps 4
$879 ($98/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)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 22–30, 2026 (8 nights)
2 bed/2 bath, sleeps 8
$2,214 ($277/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 22–29, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$839 ($120/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Dec 22–29, 2026 (7 nights)
3 bed/2 bath, sleeps 8
$2,240 ($320/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)

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)

Grand Waikikian by Hilton Grand Vacations

Honolulu, Hawaii

Dec 22–26, 2026 (4 nights)
2 bed/2 bath, sleeps 6
$4,385 ($1,096/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 Cypress Palms

Kissimmee, Florida

Dec 22–25, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$463 ($154/night)

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The Ritz-Carlton Club, Vail

Vail, Colorado

Dec 22–28, 2026 (6 nights)
3 bed/3.5 bath, sleeps 8
$18,555 ($3,092/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
$11,742 ($1,174/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Dec 22–29, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,101 ($157/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$8,036 ($1,148/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 22–28, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$1,295 ($216/night)

Verified & Protected Voted Top Pick 2026

Marriott's Frenchman's Cove

Southside, St. Thomas (USVI)

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$5,557 ($794/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$8,200 ($1,171/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,691 ($242/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 22–28, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,743 ($290/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)

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)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 22–30, 2026 (8 nights)
1 bed/1 bath, sleeps 4
$1,647 ($206/night)

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Hyatt High Sierra Lodge

Incline Village, Nevada

Dec 22–26, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$3,290 ($822/night)