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 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,711 ($673/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,112 ($588/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,347 ($907/night)
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Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Dec 11–16, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $2,205 ($441/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $746 ($107/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,832 ($547/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,252 ($750/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 11–18, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,839 ($548/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 11–18, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,750 ($393/night)
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,145 ($592/night)
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The Resort at Whale Pointe
Depoe Bay, Oregon- Dec 11–18, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $1,878 ($268/night)
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Voted Top Pick 2026
The Westin Kierland Villas
Scottsdale, Arizona- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,004 ($572/night)
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CHOOSE YOUR OWN DATES
Club Wyndham National Harbor
National Harbor, Maryland- Dec 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,550 ($221/night)
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Costa Linda Beach Resort
Oranjestad, Aruba- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $8,200 ($1,171/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Dec 11–18, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,358 ($194/night)
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 11–18, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,205 ($315/night)
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Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
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The Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,211 ($602/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 11–15, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $511 ($128/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 11–14, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $424 ($141/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,268 ($467/night)
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Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,314 ($331/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($393/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 11–15, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $719 ($180/night)
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Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 11–18, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $9,835 ($1,405/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,456 ($922/night)
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Marriott's Summit Watch
Park City, Utah- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
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Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Dec 11–18, 2026 (7 nights)
- 1 bed/2 bath, sleeps 6
- $1,984 ($283/night)
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Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,649 ($521/night)
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Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 11–14, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $1,440 ($480/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 11–18, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,649 ($521/night)
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Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,440 ($634/night)
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Boulder Ridge Villas at Disney's Wilderness Lodge
Lake Buena Vista, Florida- Dec 11–17, 2026 (6 nights)
- Studio/1 bath, sleeps 5
- $5,473 ($912/night)
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The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,641 ($377/night)
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Elara by Hilton Grand Vacations
Las Vegas, Nevada- Dec 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,693 ($813/night)
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Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 11–14, 2026 (3 nights)
- 3 bed/3 bath, sleeps 10
- $1,330 ($443/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 11–16, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $1,987 ($397/night)
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Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 11–20, 2026 (9 nights)
- 3 bed/3 bath, sleeps 10
- $8,200 ($911/night)
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Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,132 ($447/night)
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Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 11–15, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $977 ($244/night)
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Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,494 ($642/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,202 ($315/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,801 ($829/night)
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Hacienda del Mar Resort
Cabo San Lucas, Mexico- Dec 12–19, 2026 (7 nights)
- Studio/1.5 bath, sleeps 4
- $1,110 ($159/night)
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Corazon Cabo Resort & Spa
Cabo San Lucas, Mexico- Dec 12–19, 2026 (7 nights)
- 3 bed/4 bath, sleeps 12
- $6,838 ($977/night)
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Sheraton Kauai Resort Villas
Koloa, Hawaii- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,110 ($1,016/night)
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CHOOSE YOUR OWN DATES
Club Wyndham Great Smokies Lodge
Sevierville, Tennessee- Dec 12–19, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,292 ($327/night)
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Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,204 ($315/night)