Winter Timeshare Rentals

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Holiday Inn Club Vacations Orlando Breeze Resort

Davenport, Florida

Dec 22–29, 2026 (7 nights)
3 bed/3 bath, sleeps 10
$6,020 ($860/night)

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)

The Point at Poipu

Koloa, Hawaii

Dec 22, 2026 – Jan 1, 2027 (10 nights)
2 bed/2 bath, sleeps 6
$6,565 ($656/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
$1,330 ($332/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)

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 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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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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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)

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 Nashville

Nashville, Tennessee

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 6
$1,119 ($160/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Dec 22–28, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$959 ($160/night)

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Club Wyndham Nashville

Nashville, Tennessee

Dec 22–29, 2026 (7 nights)
1 bed/1 bath, sleeps 4
$684 ($98/night)

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Club Wyndham Nashville

Nashville, Tennessee

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,427 ($204/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 22–31, 2026 (9 nights)
1 bed/1 bath, sleeps 4
$1,821 ($202/night)

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Club Wyndham Cypress Palms

Kissimmee, Florida

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,211 ($173/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)

Hyatt High Sierra Lodge

Incline Village, Nevada

Dec 22–26, 2026 (4 nights)
2 bed/2 bath, sleeps 8
$3,622 ($906/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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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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Marriott's Oceana Palms

Riviera Beach, Florida

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

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Disney's BoardWalk Villas

Lake Buena Vista, Florida

Dec 22–24, 2026 (2 nights)
Studio/1 bath, sleeps 5
$1,026 ($513/night)

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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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)

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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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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 22–27, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$1,506 ($301/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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Marriott's Summit Watch

Park City, Utah

Dec 22–29, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$8,091 ($1,156/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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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 Grand Desert

Las Vegas, Nevada

Dec 23–27, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$702 ($175/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)

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Grand Fiesta Americana Los Cabos All Inclusive Golf & Spa

Cabo San Lucas, Mexico

Dec 23, 2026 – Jan 1, 2027 (9 nights)
3 bed/3 bath, sleeps 8
$5,911 ($657/night)

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Pono Kai

Kapaa, Hawaii

Dec 23–30, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$3,186 ($455/night)

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Pono Kai

Kapaa, Hawaii

Dec 23–30, 2026 (7 nights)
3 bed/2 bath, sleeps 8
$3,077 ($440/night)

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Aulani, a Disney Resort & Spa

Kapolei, Hawaii

Dec 23–26, 2026 (3 nights)
Studio/1 bath, sleeps 4
$3,295 ($1,098/night)

Verified & Protected Voted Top Pick 2026

Marriott's Waiohai Beach Club

Koloa, Hawaii

Dec 23, 2026 – Jan 1, 2027 (9 nights)
2 bed/2 bath, sleeps 8
$9,099 ($1,011/night)

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Club Wyndham Grand Desert

Las Vegas, Nevada

Dec 23–28, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$844 ($169/night)

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Club Wyndham Orange Tree Golf Resort

Scottsdale, Arizona

Dec 23–28, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$1,080 ($216/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 23, 2026 – Jan 1, 2027 (9 nights)
1 bed/1 bath, sleeps 4
$1,821 ($202/night)

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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)

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Holiday Inn Club Vacations at Orange Lake Resort - River Island

Kissimmee, Florida

Dec 23–30, 2026 (7 nights)
2 bed/2 bath, sleeps 8
$1,987 ($284/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 23–29, 2026 (6 nights)
1 bed/1 bath, sleeps 4
$1,295 ($216/night)

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Sheraton Steamboat Resort Villas

Steamboat Springs, Colorado

Dec 23–28, 2026 (5 nights)
2 bed/2 bath, sleeps 6
$3,840 ($768/night)

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Disney's BoardWalk Villas

Lake Buena Vista, Florida

Dec 23–27, 2026 (4 nights)
Studio/1 bath, sleeps 5
$3,077 ($769/night)

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Marriott Vacation Club, New York City

New York City, New York

Dec 23–26, 2026 (3 nights)
Studio/1 bath, sleeps 4
$2,641 ($880/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 23–28, 2026 (5 nights)
1 bed/1 bath, sleeps 4
$1,119 ($224/night)

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Club Wyndham Bonnet Creek Resort

Lake Buena Vista, Florida

Dec 23–27, 2026 (4 nights)
1 bed/1 bath, sleeps 4
$941 ($235/night)