Winter Timeshare Rentals

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Dec 21–26, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$1,605 ($321/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 21–24, 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 21–29, 2026 (8 nights)
2 bed/2 bath, sleeps 8
$2,214 ($277/night)

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Club Wyndham Great Smokies Lodge

Sevierville, Tennessee

Dec 21–26, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$924 ($185/night)

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Marriott's Grande Vista

Orlando, Florida

Dec 21–28, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,924 ($418/night)

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Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 21–28, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$6,669 ($953/night)

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WorldMark Seaside

Seaside, Oregon

Dec 21–28, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$1,818 ($260/night)

Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

Dec 21–26, 2026 (5 nights)
2 bed/2 bath, sleeps 8
$5,066 ($1,013/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 21–24, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$719 ($240/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 Frenchman's Cove

Southside, St. Thomas (USVI)

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

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 22–26, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$1,114 ($279/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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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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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)

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
$8,091 ($1,156/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 Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 22–26, 2026 (4 nights)
3 bed/2 bath, sleeps 10
$1,524 ($381/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)

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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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 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 Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 22–28, 2026 (6 nights)
2 bed/2 bath, sleeps 8
$1,743 ($290/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 22–28, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$1,295 ($216/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
$12,560 ($1,794/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 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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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 22–25, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$271 ($90/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)
1 bed/1 bath, sleeps 4
$1,101 ($157/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 Cypress Palms

Kissimmee, Florida

Dec 22–25, 2026 (3 nights)
2 bed/2 bath, sleeps 8
$415 ($138/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)
1 bed/1 bath, sleeps 4
$7,982 ($1,140/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 22–25, 2026 (3 nights)
3 bed/2 bath, sleeps 10
$959 ($320/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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Marriott's Oceana Palms

Riviera Beach, Florida

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

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 22–29, 2026 (7 nights)
Studio/1 bath, sleeps 2
$3,731 ($533/night)

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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 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 Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 22–26, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$1,114 ($279/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 22–26, 2026 (4 nights)
2 bed/2 bath, sleeps 6
$1,524 ($381/night)

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Marriott's Cypress Harbour Villas

Orlando, Florida

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,932 ($276/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 Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 22–25, 2026 (3 nights)
1 bed/1 bath, sleeps 4
$535 ($178/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 22–25, 2026 (3 nights)
2 bed/2 bath, sleeps 6
$959 ($320/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 23–28, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$679 ($136/night)