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.
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $13,072 ($1,867/night)
Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $2,314 ($331/night)
Marriott Vacation Club, New York City
New York City, New York- Dec 28, 2026 – Jan 3, 2027 (6 nights)
- Studio/1 bath, sleeps 2
- $5,420 ($903/night)
Club Wyndham Kona Hawaiian Resort
Kailua-Kona, Hawaii- Dec 28, 2026 – Jan 3, 2027 (6 nights)
- 2 bed/2 bath, sleeps 6
- $1,987 ($331/night)
Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Dec 28, 2026 – Jan 3, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $986 ($164/night)
Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Dec 28, 2026 – Jan 1, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $535 ($134/night)
Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Dec 28–31, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $415 ($138/night)
The Westin St. John - Sunset Bay Villas
Cruz Bay, St. John (USVI)- Dec 28, 2026 – Jan 2, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $5,202 ($1,040/night)
Elara by Hilton Grand Vacations
Las Vegas, Nevada- Dec 28, 2026 – Jan 2, 2027 (5 nights)
- 2 bed/2 bath, sleeps 6
- $4,112 ($822/night)
Marriott's Newport Coast Villas
Newport Coast, California- Dec 28, 2026 – Jan 2, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $8,740 ($1,748/night)
Marriott's Newport Coast Villas
Newport Coast, California- Dec 28, 2026 – Jan 2, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($692/night)
Marriott's Newport Coast Villas
Newport Coast, California- Dec 28, 2026 – Jan 1, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $2,859 ($715/night)
Club Wyndham Avenue Plaza
New Orleans, Louisiana- Dec 28–31, 2026 (3 nights)
- Studio/1 bath, sleeps 2
- $415 ($138/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $12,996 ($1,857/night)
Club Wyndham Midtown 45
New York City, New York- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,696 ($385/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $7,464 ($1,066/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $5,748 ($821/night)
Club Wyndham Resort at Avon
Avon, Colorado- Dec 28, 2026 – Jan 2, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,750 ($550/night)
The Modern Honolulu
Honolulu, Hawaii- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 1 bed/1 bath, sleeps 2
- $2,123 ($303/night)
Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Dec 28, 2026 – Jan 2, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,750 ($550/night)
The Modern Honolulu
Honolulu, Hawaii- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 1 bed/1 bath, sleeps 2
- $2,276 ($325/night)
Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 28, 2026 – Jan 3, 2027 (6 nights)
- 2 bed/2 bath, sleeps 6
- $7,764 ($1,294/night)
Westin Desert Willow
Palm Desert, California- Dec 28, 2026 – Jan 2, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,385 ($277/night)
Club Wyndham Park City
Park City, Utah- Dec 28–31, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $2,478 ($826/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 28, 2026 – Jan 11, 2027 (14 nights)
- 1 bed/2 bath, sleeps 6
- $3,786 ($270/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $2,123 ($303/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $2,314 ($331/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $2,123 ($303/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,512 ($502/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,649 ($521/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,573 ($510/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,504 ($501/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,696 ($385/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,077 ($440/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $2,306 ($329/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,382 ($483/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $1,856 ($265/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,649 ($521/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $2,467 ($352/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,467 ($352/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $2,467 ($352/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,186 ($455/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,680 ($526/night)
Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Dec 28, 2026 – Jan 2, 2027 (5 nights)
- Studio/1 bath, sleeps 2
- $7,105 ($1,421/night)
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 28, 2026 – Jan 2, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $4,925 ($985/night)
The Club at Solaz, Los Cabos
San Jose del Cabo, Mexico- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $13,110 ($1,873/night)
The Club at Solaz, Los Cabos
San Jose del Cabo, Mexico- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 3 bed/3.5 bath, sleeps 12
- $16,811 ($2,402/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,290 ($756/night)