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.
Grand Solmar Pacific Dunes Resort Golf & Spa
Cabo San Lucas, Mexico- Dec 19–26, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $5,748 ($821/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,426 ($1,061/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $5,366 ($767/night)
Wyndham Kauai Coast Resort at the Beachboy
Kapaa, Hawaii- Dec 19–27, 2026 (8 nights)
- 2 bed/2 bath, sleeps 6
- $3,513 ($439/night)
The Westin St. John - Sunset Bay Villas
Cruz Bay, St. John (USVI)- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $11,143 ($1,592/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,800 ($1,257/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 19, 2026 – Jan 2, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $16,374 ($1,170/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,726 ($532/night)
Villa del Arco Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 19–26, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $3,344 ($478/night)
The Ritz-Carlton Club, Aspen Highlands
Aspen, Colorado- Dec 19–26, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $19,100 ($2,729/night)
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,984 ($712/night)
Grand Luxxe at Vidanta Nuevo Vallarta
Nuevo Vallarta, Mexico- Dec 19–26, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $6,457 ($922/night)
The Royal Sands
Cancun, Mexico- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,458 ($494/night)
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Dec 19–26, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,069 ($438/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,015 ($859/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 19–23, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $627 ($157/night)
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Dec 19–26, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,069 ($438/night)
Royal Haciendas
Playa del Carmen, Mexico- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,205 ($315/night)
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 19–26, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $11,470 ($1,639/night)
Parc Soleil by Hilton Grand Vacations
Orlando, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,649 ($521/night)
The Cottages at King's Creek Plantation
Williamsburg, Virginia- Dec 19–26, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 10
- $2,314 ($331/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $4,527 ($647/night)
Ocean Tower by Hilton Grand Vacations Club
Waikoloa Village, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $11,470 ($1,639/night)
Maui Bay Villas by Hilton Grand Vacations
Kihei, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($440/night)
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Dec 19–26, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,451 ($493/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $10,488 ($1,498/night)
Villa La Estancia Cabo San Lucas
Cabo San Lucas, Mexico- Dec 19–26, 2026 (7 nights)
- 2 bed/3 bath, sleeps 3
- $8,200 ($1,171/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,647 ($1,092/night)
Westgate Smoky Mountain Resort & Water Park
Gatlinburg, Tennessee- Dec 19–26, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $10,920 ($1,560/night)
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,840 ($549/night)
WorldMark Phoenix - South Mountain Preserve
Phoenix, Arizona- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,550 ($221/night)
Grand Luxxe at Vidanta Nuevo Vallarta
Nuevo Vallarta, Mexico- Dec 19–26, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $5,358 ($765/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $18,554 ($2,651/night)
Wyndham St. Thomas, a Margaritaville Vacation Club Resort
East End, St. Thomas (USVI)- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,147 ($592/night)
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,230 ($461/night)
Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $9,936 ($1,419/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $11,088 ($1,584/night)
The Hilton Club New York
New York City, New York- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $5,748 ($821/night)
Sunrise Lodge by Hilton Grand Vacations
Park City, Utah- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,268 ($467/night)
The Charter Club of Marco Beach
Marco Island, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,352 ($622/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
Westgate Vacation Villas
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 10
- $2,123 ($303/night)
Royal Cancun (Formerly Club Internacional de Cancun)
Cancun, Mexico- Dec 19–26, 2026 (7 nights)
- 2 bed/1 bath, sleeps 5
- $1,962 ($280/night)
Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 19–26, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $7,655 ($1,094/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,936 ($1,562/night)
Massanutten's Mountainside Villas
McGaheysville, Virginia- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,660 ($237/night)
Grand Waikikian by Hilton Grand Vacations
Honolulu, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $10,707 ($1,530/night)