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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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 15–22, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,295 ($471/night)
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Club Wyndham Nashville
Nashville, Tennessee- Dec 15–25, 2026 (10 nights)
- 2 bed/2 bath, sleeps 6
- $1,515 ($151/night)
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Club Wyndham Nashville
Nashville, Tennessee- Dec 15–25, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $897 ($90/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,830 ($261/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,392 ($199/night)
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Villas at Disneyland Hotel
Anaheim, California- Dec 15–18, 2026 (3 nights)
- Studio/1 bath, sleeps 4
- $2,101 ($700/night)
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Villas at Disneyland Hotel
Anaheim, California- Dec 15–18, 2026 (3 nights)
- Studio/1 bath, sleeps 4
- $2,085 ($695/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 15–25, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $1,839 ($184/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,564 ($938/night)
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Club Wyndham Nashville
Nashville, Tennessee- Dec 15–25, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $1,874 ($187/night)
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Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
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Club Wyndham Avenue Plaza
New Orleans, Louisiana- Dec 15–18, 2026 (3 nights)
- Studio/1 bath, sleeps 2
- $367 ($122/night)
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Club Wyndham Avenue Plaza
New Orleans, Louisiana- Dec 15–18, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $415 ($138/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 15–19, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $555 ($139/night)
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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- Dec 15–18, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $1,412 ($471/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 15–19, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $897 ($224/night)
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Disney's Polynesian Villas & Bungalows
Lake Buena Vista, Florida- Dec 15–17, 2026 (2 nights)
- Studio/1 bath, sleeps 5
- $1,895 ($948/night)
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Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 15–19, 2026 (4 nights)
- 3 bed/2 bath, sleeps 8
- $1,150 ($287/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 15–22, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
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Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 15–23, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($575/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,510 ($930/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 15–22, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $977 ($140/night)
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Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 15–20, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $3,469 ($694/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 15–25, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $1,251 ($125/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 15–25, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $2,135 ($214/night)
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Sheraton Mountain Vista Villas
Avon, Colorado- Dec 15–19, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $2,204 ($551/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 15–25, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $897 ($90/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,358 ($908/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
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Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,641 ($377/night)
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Holiday Inn Club Vacations at Smoky Mountain Resort
Gatlinburg, Tennessee- Dec 16–22, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,660 ($277/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 16–21, 2026 (5 nights)
- 2 bed/3 bath, sleeps 8
- $3,568 ($714/night)
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Voted Top Pick 2026
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
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Club Wyndham Kona Hawaiian Resort
Kailua-Kona, Hawaii- Dec 16–27, 2026 (11 nights)
- 2 bed/2 bath, sleeps 6
- $4,276 ($389/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 16–22, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $826 ($138/night)
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Club Wyndham Long Wharf
Newport, Rhode Island- Dec 16–19, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $391 ($130/night)
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Novaispania Residences by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 16, 2026 – Jan 2, 2027 (17 nights)
- 4 bed/4.5 bath, sleeps 12
- $28,910 ($1,701/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 16–23, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $3,513 ($502/night)
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Club Wyndham Inn on Long Wharf
Newport, Rhode Island- Dec 16–19, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $279 ($93/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 16–23, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $8,413 ($1,202/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 16–22, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,207 ($201/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 16–21, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,260 ($252/night)
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Hilton Club The Quin New York
New York City, New York- Dec 16–20, 2026 (4 nights)
- Studio/1 bath, sleeps 2
- $1,987 ($497/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 16–21, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,260 ($252/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 16–21, 2026 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,821 ($364/night)
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Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 16–21, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $924 ($185/night)
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Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 16–22, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,436 ($239/night)
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Marriott Vacation Club, New York City
New York City, New York- Dec 16–23, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,750 ($393/night)