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 Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,740 ($820/night)
Renaissance Wind Creek Aruba - Ocean Suites
Oranjestad, Aruba- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,069 ($438/night)
Villa del Palmar at the Islands of Loreto
Loreto, Mexico- Dec 18, 2026 – Jan 2, 2027 (15 nights)
- Studio/1 bath, sleeps 3
- $3,295 ($220/night)
Renaissance Wind Creek Aruba - Ocean Suites
Oranjestad, Aruba- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
The Cliffs at Princeville
Princeville, Hawaii- Dec 18–25, 2026 (7 nights)
- 4 bed/4 bath, sleeps 12
- $7,274 ($1,039/night)
Marriott's MountainSide at Park City
Park City, Utah- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,510 ($930/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,047 ($292/night)
The Residences at Grand Luxxe Nuevo Vallarta
Nuevo Vallarta, Mexico- Dec 18–25, 2026 (7 nights)
- 4 bed/4.5 bath, sleeps 12
- $11,470 ($1,639/night)
Villas at Disneyland Hotel
Anaheim, California- Dec 18–20, 2026 (2 nights)
- Studio/1 bath, sleeps 4
- $1,985 ($992/night)
The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 18–25, 2026 (7 nights)
- 4 bed/4 bath, sleeps 10
- $15,232 ($2,176/night)
Club Wyndham Resort at Avon
Avon, Colorado- Dec 18–23, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,704 ($741/night)
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 18–23, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $852 ($170/night)
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 18–23, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $764 ($153/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 18, 2026 – Jan 1, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $22,914 ($1,637/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,489 ($1,498/night)
The Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,434 ($919/night)
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 18–23, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,260 ($252/night)
Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Dec 18–25, 2026 (7 nights)
- 1 bed/2 bath, sleeps 6
- $5,175 ($739/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 18–21, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $906 ($302/night)
Eagle's Nest Beach Resort
Marco Island, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,731 ($533/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,887 ($984/night)
Eagle's Nest Beach Resort
Marco Island, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,687 ($527/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 18–21, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $415 ($138/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 18–21, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $511 ($170/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 18–21, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $728 ($243/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,181 ($1,312/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $9,181 ($1,312/night)
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,750 ($393/night)
The Manhattan Club
New York City, New York- Dec 18–21, 2026 (3 nights)
- 1 bed/2 bath, sleeps 4
- $2,085 ($695/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,020 ($860/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,510 ($930/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,143 ($1,306/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 18–25, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,535 ($505/night)
Elara by Hilton Grand Vacations
Las Vegas, Nevada- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,925 ($275/night)
Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,707 ($1,530/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 18–25, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,840 ($549/night)
Elara by Hilton Grand Vacations
Las Vegas, Nevada- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,129 ($876/night)
Grandview at Las Vegas
Las Vegas, Nevada- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $777 ($111/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,326 ($1,475/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,990 ($1,284/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 18–25, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $4,222 ($603/night)
Marriott's OceanWatch Villas at Grande Dunes
Myrtle Beach, South Carolina- Dec 18–26, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,987 ($248/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 18–23, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $719 ($144/night)
San Luis Bay Inn
Avila Beach, California- Dec 18–25, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,314 ($331/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,175 ($739/night)
Elara by Hilton Grand Vacations
Las Vegas, Nevada- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $13,105 ($1,872/night)
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 18–25, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,932 ($276/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,464 ($1,066/night)