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 Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,696 ($385/night)
Marriott's St. Kitts Beach Club
Frigate Bay, St. Kitts- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,257 ($751/night)
Marriott's St. Kitts Beach Club
Frigate Bay, St. Kitts- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,794 ($685/night)
Villa del Palmar Flamingos
Nuevo Vallarta, Mexico- Dec 27, 2026 – Jan 10, 2027 (14 nights)
- 1 bed/2 bath, sleeps 4
- $4,385 ($313/night)
WorldMark Palm Aire
Pompano Beach, Florida- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,549 ($221/night)
Wyndham Grand Rio Mar, a Margaritaville Vacation Club Resort
Rio Grande, Puerto Rico- Dec 27, 2026 – Jan 4, 2027 (8 nights)
- Studio/1 bath, sleeps 2
- $3,382 ($423/night)
Westin Desert Willow
Palm Desert, California- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,764 ($538/night)
Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Dec 27, 2026 – Jan 1, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($1,095/night)
Marriott's St. Kitts Beach Club
Frigate Bay, St. Kitts- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,175 ($739/night)
Grand Solmar Land's End Resort
Cabo San Lucas, Mexico- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,649 ($521/night)
Grand Solmar Land's End Resort
Cabo San Lucas, Mexico- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 1 bed/3 bath, sleeps 8
- $5,938 ($848/night)
Grand Solmar Land's End Resort
Cabo San Lucas, Mexico- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 3 bed/4 bath, sleeps 10
- $14,636 ($2,091/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,944 ($1,421/night)
Grand Solmar Land's End Resort
Cabo San Lucas, Mexico- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,428 ($347/night)
Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 3 bed/3 bath, sleeps 8
- $3,840 ($549/night)
Marriott's Shadow Ridge - The Villages
Palm Desert, California- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,840 ($406/night)
Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Dec 27, 2026 – Jan 1, 2027 (5 nights)
- Studio/1 bath, sleeps 2
- $5,470 ($1,094/night)
Grand Solmar Land's End Resort
Cabo San Lucas, Mexico- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,527 ($647/night)
Hanalei Bay Resort
Princeville, Hawaii- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,696 ($385/night)
Grand Solmar Land's End Resort
Cabo San Lucas, Mexico- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $11,470 ($1,639/night)
Club Wyndham Atlanta
Atlanta, Georgia- Dec 27, 2026 – Jan 2, 2027 (6 nights)
- Studio/1 bath, sleeps 4
- $1,400 ($233/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,121 ($874/night)
Club Wyndham Sea Gardens
Pompano Beach, Florida- Dec 27, 2026 – Jan 2, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,439 ($240/night)
Club Wyndham Santa Barbara
Pompano Beach, Florida- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,685 ($384/night)
Club Wyndham Park City
Park City, Utah- Dec 27, 2026 – Jan 2, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $3,812 ($635/night)
WorldMark Pismo Beach Resort
Pismo Beach, California- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,742 ($249/night)
Club Wyndham Park City
Park City, Utah- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
Westgate Park City Resort & Spa
Park City, Utah- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,428 ($347/night)
Westgate Park City Resort & Spa
Park City, Utah- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,153 ($450/night)
Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,356 ($1,479/night)
Westgate Park City Resort & Spa
Park City, Utah- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 4 bed/4 bath, sleeps 14
- $13,655 ($1,951/night)
Westgate Park City Resort & Spa
Park City, Utah- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,915 ($845/night)
Westgate Park City Resort & Spa
Park City, Utah- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,726 ($532/night)
Westgate Park City Resort & Spa
Park City, Utah- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $4,000 ($571/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,565 ($652/night)
Marriott's St. Kitts Beach Club
Frigate Bay, St. Kitts- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,756 ($679/night)
Westgate Park City Resort & Spa
Park City, Utah- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,750 ($393/night)
Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,291 ($470/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,334 ($1,333/night)
Club Wyndham Park City
Park City, Utah- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,175 ($739/night)
Club Wyndham National Harbor
National Harbor, Maryland- Dec 27–30, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $799 ($266/night)
Grand Solmar Land's End Resort
Cabo San Lucas, Mexico- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $9,290 ($1,327/night)
Tahiti Village
Las Vegas, Nevada- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,657 ($380/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,707 ($1,530/night)
Hotel Mousai Puerto Vallarta
Puerto Vallarta, Mexico- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,647 ($1,092/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $7,487 ($1,070/night)
Grand Luxxe at Vidanta Nuevo Vallarta
Nuevo Vallarta, Mexico- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $8,744 ($1,249/night)