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 Aruba Surf Club
Palm Beach, Aruba- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($821/night)
Ocean East Resort Club
Ormond Beach, Florida- Dec 5–12, 2026 (7 nights)
- 2 bed/1 bath, sleeps 6
- $1,550 ($221/night)
Aspen Mountain Residences
Aspen, Colorado- Dec 5–12, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $5,584 ($798/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,123 ($303/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 3
- $3,039 ($434/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $746 ($107/night)
Club Regina Puerto Vallarta
Puerto Vallarta, Mexico- Dec 5–19, 2026 (14 nights)
- Studio/1 bath, sleeps 2
- $1,088 ($78/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,306 ($329/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,772 ($253/night)
The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 5–12, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $6,015 ($859/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,458 ($494/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 Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Dec 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,031 ($576/night)
The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Dec 5–12, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $7,274 ($1,039/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,680 ($526/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,717 ($817/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,183 ($598/night)
Grand Solmar Pacific Dunes Resort Golf & Spa
Cabo San Lucas, Mexico- Dec 6–13, 2026 (7 nights)
- 3 bed/4 bath, sleeps 10
- $6,565 ($938/night)
Marriott's Phuket Beach Club
Phuket, Thailand- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,696 ($385/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $746 ($107/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,358 ($765/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 6–13, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $6,884 ($983/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($821/night)
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,069 ($438/night)
Marriott's MountainSide at Park City
Park City, Utah- Dec 6–11, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $7,105 ($1,421/night)
Marriott's MountainSide at Park City
Park City, Utah- Dec 6–11, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $4,925 ($985/night)
Marriott's MountainSide at Park City
Park City, Utah- Dec 6–11, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $7,650 ($1,530/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,306 ($329/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,061 ($580/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 6–11, 2026 (5 nights)
- 3 bed/3 bath, sleeps 10
- $4,380 ($876/night)
Grand Solmar Pacific Dunes Resort Golf & Spa
Cabo San Lucas, Mexico- Dec 6–13, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $4,595 ($656/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,222 ($603/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,664 ($666/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 6–12, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,251 ($208/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,794 ($685/night)
Divi Village Golf and Beach Resort
Oranjestad, Aruba- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,719 ($246/night)
Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 6–11, 2026 (5 nights)
- Studio/1 bath, sleeps 2
- $6,560 ($1,312/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,999 ($428/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,249 ($607/night)
Marriott's Newport Coast Villas
Newport Coast, California- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,132 ($447/night)
Club Wyndham Shearwater
Princeville, Hawaii- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,696 ($385/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 6–13, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $4,603 ($658/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,458 ($494/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($440/night)
Marriott's MountainSide at Park City
Park City, Utah- Dec 6–11, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $4,380 ($876/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,069 ($438/night)
Marriott Vacation Club, Waikiki
Honolulu, Hawaii- Dec 6–12, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $2,641 ($440/night)