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 St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 12–19, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,268 ($467/night)
Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,565 ($652/night)
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,696 ($385/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 12–18, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,251 ($208/night)
Club Regina Los Cabos
San Jose del Cabo, Mexico- Dec 12–19, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $1,088 ($155/night)
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,123 ($303/night)
Corazon Cabo Resort & Spa
Cabo San Lucas, Mexico- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $1,658 ($237/night)
Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 3
- $3,535 ($505/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,801 ($829/night)
Royal Haciendas
Playa del Carmen, Mexico- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,200 ($314/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,145 ($592/night)
The Galleon Resort
Key West, Florida- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,748 ($821/night)
The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 12–19, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,731 ($533/night)
Royal Haciendas
Playa del Carmen, Mexico- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,550 ($221/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
Royal Haciendas
Playa del Carmen, Mexico- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,161 ($309/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,047 ($292/night)
Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Dec 12–17, 2026 (5 nights)
- 1 bed/2 bath, sleeps 6
- $7,105 ($1,421/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,057 ($580/night)
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,603 ($658/night)
Garza Blanca Resort & Spa Cancun
Cancun, Mexico- Dec 12–19, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 8
- $11,088 ($1,584/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 12–18, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,851 ($642/night)
Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,595 ($656/night)
Hyatt High Sierra Lodge
Incline Village, Nevada- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,924 ($418/night)
Marriott's Bali Nusa Dua Gardens
Bali, Indonesia- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,984 ($712/night)
Hacienda del Mar Resort
Cabo San Lucas, Mexico- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,421 ($346/night)
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,276 ($325/night)
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,145 ($592/night)
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,649 ($521/night)
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,527 ($647/night)
Buganvilias Resort Vacation Club
Puerto Vallarta, Mexico- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,388 ($198/night)
Marriott's Canyon Villas at Desert Ridge
Phoenix, Arizona- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,423 ($346/night)
Marriott's Lakeshore Reserve
Orlando, Florida- Dec 12–19, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 8
- $4,603 ($658/night)
The Banyan Resort
Key West, Florida- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,314 ($331/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,299 ($328/night)
Hacienda Encantada Resort & Residences
Cabo San Lucas, Mexico- Dec 12–19, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 8
- $2,688 ($384/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,382 ($626/night)
Hyatt Residence Club Beaver Creek, Mountain Lodge
Beaver Creek, Colorado- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,412 ($630/night)
Marriott's MountainSide at Park City
Park City, Utah- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,688 ($384/night)
Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Dec 12–16, 2026 (4 nights)
- 2 bed/2 bath, sleeps 9
- $4,385 ($1,096/night)
Sea Palace Resort
Philipsburg, Dutch side (Sint Maarten), Sint Maarten & Saint Martin- Dec 12–19, 2026 (7 nights)
- 1 bed/2 bath, sleeps 6
- $1,550 ($221/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,696 ($385/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,268 ($467/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,204 ($315/night)
Grand Solmar Land's End Resort
Cabo San Lucas, Mexico- Dec 12–19, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $4,603 ($658/night)
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,849 ($264/night)
The Cliffs at Princeville
Princeville, Hawaii- Dec 12–19, 2026 (7 nights)
- 1 bed/2 bath, sleeps 6
- $4,031 ($576/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,358 ($194/night)