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 Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,331 ($619/night)
Corazon Cabo Resort & Spa
Cabo San Lucas, Mexico- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,655 ($1,094/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Dec 12–19, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $7,655 ($1,094/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,527 ($647/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,200 ($314/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,750 ($393/night)
Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,020 ($860/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 12–18, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $733 ($122/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/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
- $3,268 ($467/night)
The Westin Riverfront Mountain Villas
Avon, Colorado- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,268 ($467/night)
Maui Bay Villas by Hilton Grand Vacations
Kihei, Hawaii- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,206 ($744/night)
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,123 ($303/night)
The Royal Sands
Cancun, Mexico- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,314 ($331/night)
Villa del Palmar Cancun Luxury Beach Resort & Spa
Cancun, Mexico- Dec 12–19, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $1,550 ($221/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,749 ($393/night)
Divi Little Bay Beach & Racquet Club
Little Bay Beach, Dutch side (Sint Maarten), Sint Maarten & Saint Martin- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,597 ($371/night)
Buganvilias Resort Vacation Club
Puerto Vallarta, Mexico- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,550 ($221/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 Waiohai Beach Club
Koloa, Hawaii- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/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)
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,276 ($325/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 12–18, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,083 ($181/night)
Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,565 ($652/night)
The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 12–19, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 8
- $14,140 ($2,020/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,586 ($369/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Dec 12–19, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $11,466 ($1,638/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,443 ($635/night)
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,568 ($510/night)
The Royal Sands
Cancun, Mexico- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,222 ($603/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 Wyndham Sedona
Sedona, Arizona- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($195/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,612 ($230/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)
Club Velas Vallarta
Puerto Vallarta, Mexico- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 2
- $2,663 ($380/night)
Villa del Palmar Flamingos
Nuevo Vallarta, Mexico- Dec 12–19, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $6,129 ($876/night)
Club Wyndham Royal Sea Cliff
Kailua-Kona, Hawaii- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,222 ($317/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)
Marriott Vacation Club Pulse, South Beach
Miami Beach, Florida- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 3
- $3,069 ($438/night)
Iron Blosam Lodge
Snowbird, Utah- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $5,366 ($767/night)
Hacienda del Mar Resort
Cabo San Lucas, Mexico- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,421 ($346/night)
Sands of Kahana Vacation Club
Lahaina, Hawaii- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,835 ($548/night)
Hyatt High Sierra Lodge
Incline Village, Nevada- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,924 ($418/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)
Divi Dutch Village Beach Resort
Oranjestad, Aruba- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($276/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)
Marriott's Crystal Shores
Marco Island, Florida- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,161 ($309/night)