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.
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 1–7, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,299 ($217/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 1–8, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $6,816 ($974/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 1–7, 2026 (6 nights)
- 3 bed/3 bath, sleeps 10
- $7,862 ($1,310/night)
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 1–6, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $817 ($163/night)
Paradise Village Beach Resort & Spa
Nuevo Vallarta, Mexico- Dec 1–8, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,161 ($309/night)
WorldMark South Shore
Zephyr Cove, Nevada- Dec 1–6, 2026 (5 nights)
- 3 bed/2 bath, sleeps 8
- $1,660 ($332/night)
Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Dec 1–6, 2026 (5 nights)
- 2 bed/3 bath, sleeps 10
- $5,470 ($1,094/night)
Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Dec 1–5, 2026 (4 nights)
- 1 bed/1 bath, sleeps 5
- $7,010 ($1,752/night)
Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 1–6, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $4,380 ($876/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 1–6, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $3,121 ($624/night)
Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 2–9, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 10
- $2,696 ($385/night)
Westin Desert Willow
Palm Desert, California- Dec 2–8, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,987 ($331/night)
Villas at Summer Bay Orlando
Clermont, Florida- Dec 2–6, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,326 ($331/night)
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 2–13, 2026 (11 nights)
- 2 bed/2 bath, sleeps 8
- $2,423 ($220/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 2–9, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $799 ($114/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 2–6, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $950 ($238/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 2–10, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $879 ($110/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 2–5, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $347 ($116/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 2–10, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,673 ($209/night)
The Manhattan Club
New York City, New York- Dec 2–4, 2026 (2 nights)
- Studio/1 bath, sleeps 4
- $810 ($405/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 2–5, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $666 ($222/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 2–5, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $755 ($252/night)
WorldMark Las Vegas - Boulevard
Las Vegas, Nevada- Dec 2–8, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $1,495 ($249/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 2–9, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,524 ($218/night)
The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 2–6, 2026 (4 nights)
- 3 bed/3.5 bath, sleeps 8
- $4,821 ($1,205/night)
Marriott's MountainSide at Park City
Park City, Utah- Dec 2–6, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,834 ($459/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 2–6, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $495 ($124/night)
Imperial Hawaii Vacation Club
Honolulu, Hawaii- Dec 2–9, 2026 (7 nights)
- 1 bed/2 bath, sleeps 6
- $1,512 ($216/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Dec 2–9, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,707 ($672/night)
Marriott Vacation Club, Waikiki
Honolulu, Hawaii- Dec 2–9, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,230 ($319/night)
The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 2–7, 2026 (5 nights)
- 3 bed/3.5 bath, sleeps 8
- $9,835 ($1,967/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Dec 2–9, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,568 ($510/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 2–6, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,119 ($280/night)
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 2–9, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,412 ($630/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 2–9, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,802 ($543/night)
Westin Desert Willow
Palm Desert, California- Dec 2–8, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,165 ($194/night)
Club Wyndham Royal Sea Cliff
Kailua-Kona, Hawaii- Dec 2–7, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,654 ($331/night)
Club Wyndham Austin
Austin, Texas- Dec 3–6, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $1,839 ($613/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 3–6, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $759 ($253/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 3–6, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $924 ($308/night)
Marriott's Grand Chateau
Las Vegas, Nevada- Dec 3–6, 2026 (3 nights)
- Studio/1 bath, sleeps 4
- $1,248 ($416/night)
Sunrise Lodge by Hilton Grand Vacations
Park City, Utah- Dec 3–7, 2026 (4 nights)
- 1 bed/2 bath, sleeps 4
- $1,550 ($388/night)
Marriott's Villas at Doral
Miami, Florida- Dec 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,191 ($456/night)
Marriott's MountainSide at Park City
Park City, Utah- Dec 3–10, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,512 ($502/night)
Polo Towers
Las Vegas, Nevada- Dec 3–7, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,721 ($430/night)
Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Dec 3–8, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $828 ($166/night)
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 3–10, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,886 ($412/night)