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 Ko Olina Beach Club
Kapolei, Hawaii- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,420 ($489/night)
Royal Haciendas
Playa del Carmen, Mexico- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,818 ($260/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,458 ($494/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 Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,069 ($438/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)
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,603 ($658/night)
Sheraton Kauai Resort Villas
Koloa, Hawaii- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,977 ($711/night)
Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,565 ($652/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,886 ($412/night)
Grand Solmar Pacific Dunes Resort Golf & Spa
Cabo San Lucas, Mexico- Dec 12–19, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $2,077 ($297/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 12–18, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,851 ($642/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 12–15, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $427 ($142/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)
Maui Bay Villas by Hilton Grand Vacations
Kihei, Hawaii- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,222 ($603/night)
Grand Solmar Land's End Resort
Cabo San Lucas, Mexico- Dec 12–19, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $4,794 ($685/night)
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,696 ($242/night)
Hyatt High Sierra Lodge
Incline Village, Nevada- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,924 ($418/night)
Hacienda del Mar Resort
Cabo San Lucas, Mexico- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,421 ($346/night)
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,145 ($592/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 12–15, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $719 ($240/night)
Grand Luxxe at Vidanta Nuevo Vallarta
Nuevo Vallarta, Mexico- Dec 12–19, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $4,786 ($684/night)
Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,101 ($157/night)
The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 12–18, 2026 (6 nights)
- 3 bed/3.5 bath, sleeps 8
- $12,668 ($2,111/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,696 ($385/night)
Hyatt Main Street Station, A Hyatt Residence Club
Breckenridge, Colorado- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,104 ($443/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)
Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 12–18, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $2,641 ($440/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,057 ($580/night)
Ocean Tower by Hilton Grand Vacations Club
Waikoloa Village, Hawaii- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $24,006 ($3,429/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,299 ($328/night)
The Banyan Resort
Key West, Florida- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,314 ($331/night)
Buganvilias Resort Vacation Club
Puerto Vallarta, Mexico- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,388 ($198/night)
Hilton Vacation Club Lake Tahoe Resort
South Lake Tahoe, California- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,505 ($358/night)
Club Velas Vallarta
Puerto Vallarta, Mexico- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 2
- $2,663 ($380/night)
Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Dec 12–15, 2026 (3 nights)
- Studio/1 bath, sleeps 4
- $1,752 ($584/night)
Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,723 ($1,389/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,412 ($630/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
- $6,560 ($937/night)
Marriott's Lakeshore Reserve
Orlando, Florida- Dec 12–19, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 8
- $4,603 ($658/night)
Sands of Kahana Vacation Club
Lahaina, Hawaii- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,512 ($502/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,358 ($765/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 12–19, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,358 ($194/night)
Grand Solmar Land's End Resort
Cabo San Lucas, Mexico- Dec 12–19, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $4,603 ($658/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 12–18, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $2,641 ($440/night)
La Vista Beach Resort
Simpson Bay, Dutch side (Sint Maarten), Sint Maarten & Saint Martin- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,314 ($331/night)
One Napili Way
Lahaina, Hawaii- Dec 12–19, 2026 (7 nights)
- 3 bed/2 bath, sleeps 6
- $1,932 ($276/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 12–19, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,268 ($467/night)