Winter Timeshare Rentals
Winter getaways are always popular, making now the perfect time to secure exclusive timeshare deals for your seasonal escape! Whether you're dreaming of a snowy mountain retreat or a warm-weather getaway, these timeshare rentals offer the perfect setting to make your winter vacation unforgettable.
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Marriott's Oceana Palms
Riviera Beach, Florida- Dec 17–23, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,949 ($658/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 17–22, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,021 ($204/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 17–27, 2026 (10 nights)
- 1 bed/2 bath, sleeps 4
- $7,928 ($793/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–23, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,778 ($296/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–23, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,312 ($219/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 17–23, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $2,519 ($420/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Dec 17–22, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $2,357 ($471/night)
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The Westin Riverfront Mountain Villas
Avon, Colorado- Dec 17–20, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $2,042 ($680/night)
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Marriott's Grande Vista
Orlando, Florida- Dec 17–22, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($266/night)
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Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 17–24, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $1,550 ($221/night)
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Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Dec 17–23, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $4,112 ($685/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–23, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $950 ($158/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 17–21, 2026 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,638 ($410/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,022 ($289/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,497 ($214/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 17–22, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $764 ($153/night)
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Club Wyndham National Harbor
National Harbor, Maryland- Dec 17–20, 2026 (3 nights)
- 3 bed/2 bath, sleeps 10
- $1,480 ($493/night)
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Club Wyndham National Harbor
National Harbor, Maryland- Dec 17–20, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $991 ($330/night)
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Club Wyndham National Harbor
National Harbor, Maryland- Dec 17–20, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $755 ($252/night)
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Marriott's Manor Club at Ford's Colony
Williamsburg, Virginia- Dec 17–22, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $2,745 ($549/night)
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The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Dec 17–20, 2026 (3 nights)
- 2 bed/2.5 bath, sleeps 6
- $5,148 ($1,716/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 17–20, 2026 (3 nights)
- 3 bed/2 bath, sleeps 10
- $1,321 ($440/night)
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La Cabana Beach Resort
Oranjestad, Aruba- Dec 17–24, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,150 ($307/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 17–20, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $906 ($302/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 17–21, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,083 ($271/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 17–21, 2026 (4 nights)
- 3 bed/2 bath, sleeps 8
- $1,304 ($326/night)
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Wyndham Anaheim
Anaheim, California- Dec 17–24, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,178 ($311/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 17–21, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $719 ($180/night)
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Club Wyndham National Harbor
National Harbor, Maryland- Dec 17–20, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $1,128 ($376/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 17–22, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,383 ($277/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 17–23, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,620 ($270/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 17–21, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $648 ($162/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 17–22, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $852 ($170/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 17–21, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,145 ($286/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 17–21, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $844 ($211/night)
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Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,600 ($1,086/night)
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The Westin Riverfront Mountain Villas
Avon, Colorado- Dec 17–20, 2026 (3 nights)
- Studio/1 bath, sleeps 4
- $1,440 ($480/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 17–22, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,260 ($252/night)
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Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Dec 17–20, 2026 (3 nights)
- Studio/1 bath, sleeps 4
- $1,759 ($586/night)
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Club Ocho Cascadas
Puerto Vallarta, Mexico- Dec 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,859 ($408/night)
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Lawai Beach Resort
Koloa, Hawaii- Dec 17–31, 2026 (14 nights)
- 2 bed/2 bath, sleeps 6
- $7,655 ($547/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 17–22, 2026 (5 nights)
- 3 bed/2 bath, sleeps 8
- $1,550 ($310/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 18–28, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $8,199 ($820/night)
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Divi Village Golf and Beach Resort
Oranjestad, Aruba- Dec 18–25, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,627 ($232/night)
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Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,750 ($393/night)
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The Manhattan Club
New York City, New York- Dec 18–20, 2026 (2 nights)
- 1 bed/2 bath, sleeps 4
- $1,440 ($720/night)
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Hyatt Vacation Club at Northstar Lodge
Truckee, California- Dec 18–25, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $7,655 ($1,094/night)
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Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Dec 18–25, 2026 (7 nights)
- 1 bed/2 bath, sleeps 6
- $3,077 ($440/night)