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 Ko Olina Beach Club
Kapolei, Hawaii- Dec 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,374 ($625/night)
The Westin Mission Hills Villas
Rancho Mirage, California- Dec 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,358 ($194/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,802 ($543/night)
Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 5–12, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,268 ($467/night)
Parc Soleil by Hilton Grand Vacations
Orlando, Florida- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,314 ($331/night)
Ocean East Resort Club
Ormond Beach, Florida- Dec 5–12, 2026 (7 nights)
- 2 bed/1 bath, sleeps 6
- $1,550 ($221/night)
Marriott's Canyon Villas at Desert Ridge
Phoenix, Arizona- Dec 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,925 ($275/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,123 ($303/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Dec 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,505 ($358/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 5–12, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $8,036 ($1,148/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 5–12, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $10,925 ($1,561/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,451 ($493/night)
Westgate Smoky Mountain Resort & Water Park
Gatlinburg, Tennessee- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 10
- $1,932 ($276/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,748 ($821/night)
Coral Sands Resort
George Town, Grand Cayman, Cayman Islands- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,542 ($220/night)
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,222 ($603/night)
Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,467 ($352/night)
The Point at Poipu
Koloa, Hawaii- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,687 ($527/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,730 ($533/night)
Grand Solmar Land's End Resort
Cabo San Lucas, Mexico- Dec 5–12, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $4,794 ($685/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 5–12, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $4,984 ($712/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,932 ($276/night)
Royal Haciendas
Playa del Carmen, Mexico- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,276 ($325/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,268 ($467/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,696 ($385/night)
The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 5–11, 2026 (6 nights)
- 3 bed/3.5 bath, sleeps 8
- $12,124 ($2,021/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,039 ($720/night)
Hacienda Encantada Resort & Residences
Cabo San Lucas, Mexico- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,688 ($384/night)
Four Seasons Residence Club Aviara
Carlsbad, California- Dec 5–12, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $6,129 ($876/night)
The Royal Sands
Cancun, Mexico- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,497 ($357/night)
The Royal Sands
Cancun, Mexico- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,390 ($341/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,252 ($750/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 5–13, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,970 ($246/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,886 ($412/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,886 ($412/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 5–19, 2026 (14 nights)
- 1 bed/1 bath, sleeps 4
- $8,525 ($609/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,298 ($471/night)
Grand Colorado on Peak 8
Breckenridge, Colorado- Dec 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,467 ($352/night)
Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,119 ($160/night)
Kauai Beach Villas
Lihue, Hawaii- Dec 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 3
- $2,314 ($331/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,932 ($276/night)
The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 5–12, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $6,347 ($907/night)
Pono Kai
Kapaa, Hawaii- Dec 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,588 ($227/night)
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,039 ($720/night)