Winter Timeshare Rentals

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,211 ($173/night)

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Bay Lake Tower at Disney's Contemporary Resort

Lake Buena Vista, Florida

Dec 20–26, 2026 (6 nights)
Studio/1 bath, sleeps 4
$3,138 ($523/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 20–27, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$839 ($120/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 20–27, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$24,005 ($3,429/night)

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Marriott Vacation Club, Waikiki

Honolulu, Hawaii

Dec 20–27, 2026 (7 nights)
1 bed/1 bath, sleeps 6
$5,470 ($781/night)

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Dec 20–27, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$4,603 ($658/night)

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Dec 20–27, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$4,494 ($642/night)

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Marriott's Phuket Beach Club

Phuket, Thailand

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$3,676 ($525/night)

Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$7,464 ($1,066/night)

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Holiday Inn Club Vacations at Orange Lake Resort - West Village

Kissimmee, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,550 ($221/night)

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Dec 20–27, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$3,840 ($549/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$9,617 ($1,374/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 20, 2026 – Jan 3, 2027 (14 nights)
1 bed/1 bath, sleeps 4
$1,752 ($125/night)

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Club Wyndham Ocean Walk

Daytona Beach, Florida

Dec 20, 2026 – Jan 3, 2027 (14 nights)
2 bed/2 bath, sleeps 8
$2,990 ($214/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$8,199 ($1,171/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$13,105 ($1,872/night)

Verified & Protected Voted Top Pick 2026

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

Lahaina, Hawaii

Dec 20–27, 2026 (7 nights)
1 bed/2 bath, sleeps 4
$7,546 ($1,078/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 20, 2026 – Jan 3, 2027 (14 nights)
2 bed/2 bath, sleeps 8
$3,112 ($222/night)

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Marriott's Desert Springs Villas

Palm Desert, California

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,696 ($385/night)

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Aulani, a Disney Resort & Spa

Kapolei, Hawaii

Dec 20–26, 2026 (6 nights)
Studio/1 bath, sleeps 4
$5,420 ($903/night)

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Hyatt Vacation Club at Northstar Lodge

Truckee, California

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$7,655 ($1,094/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 20–27, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$6,620 ($946/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 20–27, 2026 (7 nights)
Studio/1 bath, sleeps 4
$5,365 ($766/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$6,237 ($891/night)

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Marriott's Kauai Beach Club

Lihue, Hawaii

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$6,564 ($938/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$7,110 ($1,016/night)

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The Westin St. John - Bay Vista Villas

Cruz Bay, St. John (USVI)

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$10,920 ($1,560/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$10,652 ($1,522/night)

Verified & Protected Voted Top Pick 2026

Marriott's Aruba Ocean Club

Palm Beach, Aruba

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$11,470 ($1,639/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,458 ($494/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$6,265 ($895/night)

Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,886 ($412/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 20–27, 2026 (7 nights)
3 bed/3 bath, sleeps 10
$12,451 ($1,779/night)

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Hilton Vacation Club Kaanapali Beach

Lahaina, Hawaii

Dec 20–27, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$3,295 ($471/night)

Verified & Protected Voted Top Pick 2026

Marriott's Crystal Shores

Marco Island, Florida

Dec 20–27, 2026 (7 nights)
3 bed/3 bath, sleeps 10
$9,562 ($1,366/night)

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Bay Lake Tower at Disney's Contemporary Resort

Lake Buena Vista, Florida

Dec 20–24, 2026 (4 nights)
Studio/1 bath, sleeps 4
$2,013 ($503/night)

Verified & Protected Voted Top Pick 2026

Marriott's Desert Springs Villas II

Palm Desert, California

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,859 ($408/night)

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Westgate Lakes Resort & Spa

Orlando, Florida

Dec 20–27, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$1,866 ($267/night)

Verified & Protected Voted Top Pick 2026

Harborside Resort at Atlantis

Paradise Island, Bahamas

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$6,020 ($860/night)

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Westgate Smoky Mountain Resort & Water Park

Gatlinburg, Tennessee

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$2,423 ($346/night)

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Villa La Valencia Beach Resort & Spa

San Jose del Cabo, Mexico

Dec 20–27, 2026 (7 nights)
2 bed/3 bath, sleeps 6
$4,222 ($603/night)

Verified & Protected Voted Top Pick 2026

Marriott's Barony Beach Club

Hilton Head Island, South Carolina

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,949 ($564/night)

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Marriott's Shadow Ridge - The Villages

Palm Desert, California

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,294 ($471/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ko Olina Beach Club

Kapolei, Hawaii

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$6,565 ($938/night)

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Marriott's Waikoloa Ocean Club

Waikoloa Village, Hawaii

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$9,835 ($1,405/night)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 20–27, 2026 (7 nights)
3 bed/3 bath, sleeps 12
$2,586 ($370/night)

Verified & Protected Voted Top Pick 2026

Marriott's Ocean Pointe

Palm Beach Shores, Florida

Dec 20–27, 2026 (7 nights)
3 bed/3 bath, sleeps 10
$5,312 ($759/night)

Verified & Protected Voted #1 Resort 2026

Marriott's Aruba Surf Club

Palm Beach, Aruba

Dec 20–27, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$14,303 ($2,043/night)