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
Lahaina, Hawaii- Dec 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($331/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 5–13, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $848 ($106/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 5–12, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,069 ($438/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 5–19, 2026 (14 nights)
- 1 bed/1 bath, sleeps 4
- $1,550 ($111/night)
Royal Cancun (Formerly Club Internacional de Cancun)
Cancun, Mexico- Dec 5–12, 2026 (7 nights)
- 2 bed/1 bath, sleeps 5
- $1,165 ($166/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 5–19, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $14,739 ($1,053/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 Phuket Beach Club
Phuket, Thailand- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,665 ($238/night)
Westgate Bimini Bay
Bailey Town, Bahamas- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,123 ($303/night)
Sands of Kahana Vacation Club
Lahaina, Hawaii- Dec 5–12, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $2,314 ($331/night)
Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Dec 5–10, 2026 (5 nights)
- 1 bed/1 bath, sleeps 6
- $4,925 ($985/night)
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,385 ($626/night)
The Point at Poipu
Koloa, Hawaii- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,687 ($527/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 5–11, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,251 ($208/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
- $4,984 ($712/night)
Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($821/night)
Westgate Park City Resort & Spa
Park City, Utah- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Dec 5–12, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $9,177 ($1,311/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 Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Dec 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,031 ($576/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 5–13, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,970 ($246/night)
Hacienda Encantada Resort & Residences
Cabo San Lucas, Mexico- Dec 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $777 ($111/night)
Tahiti Village
Las Vegas, Nevada- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,924 ($418/night)
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 Nanea Ocean Villas
Lahaina, Hawaii- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,214 ($602/night)
Sheraton Kauai Resort Villas
Koloa, Hawaii- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,183 ($598/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)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 5–11, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $523 ($87/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,968 ($424/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)
The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,274 ($1,039/night)
The Westin Kierland Villas
Scottsdale, Arizona- Dec 5–11, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $2,804 ($467/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,800 ($829/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 5–12, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,932 ($276/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 5–10, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $499 ($100/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)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,603 ($658/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)
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,886 ($412/night)
Ocean East Resort Club
Ormond Beach, Florida- Dec 5–12, 2026 (7 nights)
- 2 bed/1 bath, sleeps 6
- $1,550 ($221/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,423 ($346/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,039 ($720/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)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 5–13, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,760 ($220/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,268 ($467/night)
Limetree Beach Resort by Club Wyndham
Southside, St. Thomas (USVI)- Dec 5–14, 2026 (9 nights)
- Studio/1 bath, sleeps 4
- $2,478 ($275/night)