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 Ocean Pointe
Palm Beach Shores, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
Hilton Grand Vacations at MarBrisa
Carlsbad, California- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,824 ($689/night)
Marriott's MountainSide at Park City
Park City, Utah- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,464 ($1,066/night)
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 20–26, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $2,042 ($340/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,780 ($254/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,562 ($1,366/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $6,238 ($891/night)
Marriott's OceanWatch Villas at Grande Dunes
Myrtle Beach, South Carolina- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,505 ($358/night)
The Westin St. John - Coral Vista Villas
Cruz Bay, St. John (USVI)- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,200 ($1,171/night)
Hyatt Windward Pointe Resort
Key West, Florida- Dec 20–26, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $2,968 ($495/night)
Divi Village Golf and Beach Resort
Oranjestad, Aruba- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,314 ($331/night)
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,802 ($543/night)
Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $16,048 ($2,293/night)
Limetree Beach Resort by Club Wyndham
Southside, St. Thomas (USVI)- Dec 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($331/night)
Westgate Smoky Mountain Resort & Water Park
Gatlinburg, Tennessee- Dec 20–27, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $5,748 ($821/night)
Marriott's MountainSide at Park City
Park City, Utah- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,181 ($1,312/night)
Playa Grande Resort & Grand Spa
Cabo San Lucas, Mexico- Dec 20–27, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,619 ($374/night)
Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,434 ($205/night)
Holiday Inn Club Vacations Cape Canaveral Beach Resort
Cape Canaveral, Florida- Dec 20–27, 2026 (7 nights)
- 4 bed/4 bath, sleeps 14
- $3,260 ($466/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 20–28, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $2,728 ($341/night)
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,949 ($564/night)
Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 20–27, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,689 ($384/night)
Sheraton Mountain Vista Villas
Avon, Colorado- Dec 20–26, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,659 ($276/night)
The Ridge Tahoe
Stateline, Nevada- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
Westgate Smoky Mountain Resort & Water Park
Gatlinburg, Tennessee- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,388 ($198/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,715 ($1,531/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $4,984 ($712/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 20–26, 2026 (6 nights)
- 1 bed/2 bath, sleeps 4
- $4,073 ($679/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $9,898 ($1,414/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,380 ($1,197/night)
Four Seasons Residence Club Aviara
Carlsbad, California- Dec 20–27, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $5,175 ($739/night)
Marriott's OceanWatch Villas at Grande Dunes
Myrtle Beach, South Carolina- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $15,277 ($2,182/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,783 ($969/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 20–30, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $9,835 ($984/night)
Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,181 ($1,312/night)
Grand Beach Resort
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $1,932 ($276/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 20–26, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $901 ($150/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,587 ($941/night)
Mayan Palace at Vidanta Nuevo Vallarta
Nuevo Vallarta, Mexico- Dec 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($331/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,029 ($1,147/night)
Marriott's MountainSide at Park City
Park City, Utah- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,808 ($973/night)
Westgate Smoky Mountain Resort & Water Park
Gatlinburg, Tennessee- Dec 20–27, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $3,649 ($521/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,704 ($243/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,412 ($630/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,519 ($788/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,304 ($1,186/night)