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 #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 24–31, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $10,379 ($1,483/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $13,759 ($1,966/night)
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Club Wyndham Smoky Mountains
Sevierville, Tennessee- Dec 24–28, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $511 ($128/night)
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Hilton Grand Vacations Club Whistler
Whistler, British Columbia, Canada- Dec 24–31, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,202 ($743/night)
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Marriott's Lakeshore Reserve
Orlando, Florida- Dec 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,886 ($412/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 24–29, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,478 ($496/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $14,740 ($2,106/night)
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Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Dec 24–26, 2026 (2 nights)
- Studio/1 bath, sleeps 4
- $1,123 ($562/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,962 ($1,280/night)
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Marriott's Oceana Palms
Riviera Beach, Florida- Dec 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,908 ($844/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 24–30, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,003 ($167/night)
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Hyatt Sunset Harbor Resort
Key West, Florida- Dec 24–27, 2026 (3 nights)
- 2 bed/2.5 bath, sleeps 6
- $1,878 ($626/night)
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Marriott's Lakeshore Reserve
Orlando, Florida- Dec 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,001 ($429/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,892 ($985/night)
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Marriott's Grande Vista
Orlando, Florida- Dec 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($393/night)
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Marriott's Grande Vista
Orlando, Florida- Dec 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($393/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 24–29, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,180 ($236/night)
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Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Dec 24–31, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $6,121 ($874/night)
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Imperial Hawaii Vacation Club
Honolulu, Hawaii- Dec 24–31, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,311 ($187/night)
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Club Wyndham Harbour Lights
San Diego, California- Dec 24–29, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $1,374 ($275/night)
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Hyatt Residence Club Carmel, Highlands Inn
Carmel, California- Dec 24–26, 2026 (2 nights)
- 1 bed/1 bath, sleeps 4
- $666 ($333/night)
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Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Dec 24–31, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $746 ($107/night)
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Disney's Riviera Resort
Lake Buena Vista, Florida- Dec 24–27, 2026 (3 nights)
- Studio/1 bath, sleeps 2
- $2,491 ($830/night)
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Westgate Branson Woods Resort
Branson, Missouri- Dec 24–27, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $777 ($259/night)
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Club Wyndham Smoky Mountains
Sevierville, Tennessee- Dec 24–27, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $764 ($255/night)
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Elara by Hilton Grand Vacations
Las Vegas, Nevada- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,603 ($658/night)
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Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $10,707 ($1,530/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,784 ($1,398/night)
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Hilton Grand Vacations at Trump International Hotel Las Vegas
Las Vegas, Nevada- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,505 ($358/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,366 ($767/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,990 ($1,284/night)
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Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,399 ($1,343/night)
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The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/3 bath, sleeps 6
- $9,290 ($1,327/night)
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Hilton Grand Vacations on Paradise
Las Vegas, Nevada- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,295 ($471/night)
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CHOOSE YOUR OWN DATES
Club Wyndham National Harbor
National Harbor, Maryland- Dec 25–31, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,943 ($324/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Austin
Austin, Texas- Dec 25–29, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $2,536 ($634/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Austin
Austin, Texas- Dec 25–29, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $1,163 ($291/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,938 ($848/night)
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Elara by Hilton Grand Vacations
Las Vegas, Nevada- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,165 ($166/night)
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Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,783 ($969/night)
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The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $106,942 ($15,277/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $13,721 ($1,960/night)
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Marriott's Summit Watch
Park City, Utah- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,274 ($1,039/night)
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Marriott's Summit Watch
Park City, Utah- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,328 ($1,047/night)
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The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $19,644 ($2,806/night)
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Club Wyndham Santa Barbara
Pompano Beach, Florida- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $1,724 ($246/night)
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The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $11,470 ($1,639/night)
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Marriott's Grande Vista
Orlando, Florida- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)