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 Ko Olina Beach Club
Kapolei, Hawaii- Dec 6–13, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $9,617 ($1,374/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,039 ($720/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,458 ($494/night)
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Club Wyndham Smoky Mountains
Sevierville, Tennessee- Dec 6–11, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $375 ($75/night)
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Club Wyndham Sedona
Sedona, Arizona- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,821 ($260/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,295 ($471/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,249 ($607/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,568 ($510/night)
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Club Wyndham Smoky Mountains
Sevierville, Tennessee- Dec 6–9, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $247 ($82/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,886 ($412/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Dec 6–11, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $944 ($189/night)
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Vacation Village at Parkway
Kissimmee, Florida- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,385 ($198/night)
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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,132 ($447/night)
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Sheraton Lakeside Terrace Villas at Mountain Vista
Avon, Colorado- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,385 ($198/night)
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Grand Timber Lodge
Breckenridge, Colorado- Dec 6–13, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $3,294 ($471/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 6–13, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $8,036 ($1,148/night)
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WorldMark Las Vegas - Boulevard
Las Vegas, Nevada- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,314 ($331/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 6–11, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $4,167 ($833/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,458 ($494/night)
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Grand Waikikian by Hilton Grand Vacations
Honolulu, Hawaii- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,595 ($656/night)
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Divi Village Golf and Beach Resort
Oranjestad, Aruba- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,932 ($276/night)
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Marriott's SurfWatch
Hilton Head Island, South Carolina- Dec 6–11, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,110 ($222/night)
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Silver Lake Resort
Kissimmee, Florida- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,020 ($860/night)
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Kahana Beach Resort
Lahaina, Hawaii- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($331/night)
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Hilton Grand Vacations at SeaWorld
Orlando, Florida- Dec 6–13, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $2,478 ($354/night)
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Villa del Palmar Cabo San Lucas
Cabo San Lucas, Mexico- Dec 6–13, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $2,314 ($331/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 6–12, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,251 ($208/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 6–12, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $523 ($87/night)
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Hanalei Bay Resort
Princeville, Hawaii- Dec 6–13, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,205 ($315/night)
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Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Dec 6–11, 2026 (5 nights)
- 1 bed/2 bath, sleeps 6
- $4,925 ($985/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,336 ($619/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,306 ($329/night)
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Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Dec 6–11, 2026 (5 nights)
- 1 bed/2 bath, sleeps 6
- $1,439 ($288/night)
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Hilton Grand Vacations on Paradise
Las Vegas, Nevada- Dec 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,314 ($331/night)
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Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 7–20, 2026 (13 nights)
- 2 bed/2 bath, sleeps 6
- $6,173 ($475/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,619 ($517/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 7–11, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $343 ($86/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Long Wharf
Newport, Rhode Island- Dec 7–11, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $391 ($98/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Dec 7–14, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,048 ($150/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 7–14, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,423 ($346/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 7–11, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $604 ($151/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,091 ($727/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,674 ($668/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 7–14, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,283 ($469/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 7–11, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $471 ($118/night)
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CHOOSE YOUR OWN DATES
Club Wyndham South Shore
Zephyr Cove, Nevada- Dec 7–11, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $604 ($151/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 7–14, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)