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.
The Westin Resort & Spa, Cancun
Cancun, Mexico- Dec 21–26, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $2,183 ($437/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 21–26, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($266/night)
Marriott's Desert Springs Villas
Palm Desert, California- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,001 ($429/night)
The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 21, 2026 – Jan 1, 2027 (11 nights)
- 1 bed/2 bath, sleeps 4
- $6,620 ($602/night)
Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Dec 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,394 ($199/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 21, 2026 – Jan 4, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $17,376 ($1,241/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,423 ($346/night)
Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Dec 21–26, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $7,650 ($1,530/night)
Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Dec 21–26, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $7,105 ($1,421/night)
Club Wyndham Avenue Plaza
New Orleans, Louisiana- Dec 21–25, 2026 (4 nights)
- Studio/1 bath, sleeps 2
- $535 ($134/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $11,470 ($1,639/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $10,271 ($1,467/night)
Elara by Hilton Grand Vacations
Las Vegas, Nevada- Dec 21–27, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $6,565 ($1,094/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,944 ($1,421/night)
Club Wyndham Nashville
Nashville, Tennessee- Dec 21–27, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $613 ($102/night)
Club Wyndham Resort at Avon
Avon, Colorado- Dec 21–27, 2026 (6 nights)
- 3 bed/3 bath, sleeps 10
- $5,250 ($875/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $9,562 ($1,366/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 21–28, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,688 ($384/night)
Las Palmeras by Hilton Grand Vacations
Orlando, Florida- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 4
- $2,772 ($396/night)
Club Wyndham Smoky Mountains
Sevierville, Tennessee- Dec 21–26, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,003 ($201/night)
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 21–26, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $697 ($139/night)
Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Dec 21, 2026 – Jan 1, 2027 (11 nights)
- 1 bed/1 bath, sleeps 4
- $2,094 ($190/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,314 ($331/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $9,944 ($1,421/night)
Marriott's Grande Vista
Orlando, Florida- Dec 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,314 ($331/night)
Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Dec 21–28, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $9,562 ($1,366/night)
Club Wyndham Harbour Lights
San Diego, California- Dec 21–28, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,795 ($256/night)
Club Wyndham Harbour Lights
San Diego, California- Dec 21–26, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $1,220 ($244/night)
Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Dec 21–26, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $7,105 ($1,421/night)
Sheraton Mountain Vista Villas
Avon, Colorado- Dec 21–26, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $10,375 ($2,075/night)
Marriott's Grande Vista
Orlando, Florida- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,924 ($418/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 21–28, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $5,862 ($837/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 21–28, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $21,999 ($3,143/night)
Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Dec 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,984 ($712/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 21–26, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $3,568 ($714/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $13,568 ($1,938/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $12,683 ($1,812/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $12,805 ($1,829/night)
The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 21–28, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $11,035 ($1,576/night)
Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Dec 21–26, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $9,285 ($1,857/night)
Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Dec 21–26, 2026 (5 nights)
- Studio/1 bath, sleeps 2
- $7,650 ($1,530/night)
The Westin Los Cabos Resort Villas & Spa
San Jose del Cabo, Mexico- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
Club Wyndham Resort at Avon
Avon, Colorado- Dec 21–27, 2026 (6 nights)
- 3 bed/3 bath, sleeps 10
- $5,420 ($903/night)
Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Dec 21–26, 2026 (5 nights)
- Studio/1 bath, sleeps 2
- $9,285 ($1,857/night)
Marriott's Grande Vista
Orlando, Florida- Dec 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,123 ($303/night)
Marriott's MountainSide at Park City
Park City, Utah- Dec 21–26, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $8,195 ($1,639/night)
Branson's Nantucket
Branson, Missouri- Dec 21–25, 2026 (4 nights)
- 3 bed/3 bath, sleeps 8
- $443 ($111/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 21, 2026 – Jan 4, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $26,730 ($1,909/night)