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.
Wyndham Grand Rio Mar, a Margaritaville Vacation Club Resort
Rio Grande, Puerto Rico- Dec 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,619 ($374/night)
The Westin Riverfront Mountain Villas
Avon, Colorado- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,274 ($1,039/night)
Grand Timber Lodge
Breckenridge, Colorado- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,222 ($603/night)
Club Wyndham Bali Hai Villas
Princeville, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,039 ($434/night)
Marriott's Newport Coast Villas
Newport Coast, California- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,657 ($380/night)
The Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,984 ($712/night)
Westgate Lakes Resort & Spa
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,856 ($265/night)
Marriott's Newport Coast Villas
Newport Coast, California- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,742 ($249/night)
Hacienda Encantada Resort & Residences
Cabo San Lucas, Mexico- Dec 20–27, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,505 ($358/night)
Wyndham Grand Rio Mar, a Margaritaville Vacation Club Resort
Rio Grande, Puerto Rico- Dec 20–26, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $2,804 ($467/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)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,465 ($209/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,298 ($614/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,427 ($918/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,884 ($983/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 20, 2026 – Jan 3, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $15,285 ($1,092/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)
Marriott's MountainSide at Park City
Park City, Utah- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,197 ($1,028/night)
Royal Floridian Resort
Ormond Beach, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,085 ($298/night)
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,595 ($656/night)
Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $8,631 ($1,233/night)
Westgate Smoky Mountain Resort & Water Park
Gatlinburg, Tennessee- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,687 ($527/night)
Marriott Vacation Club, Waikiki
Honolulu, Hawaii- Dec 20–23, 2026 (3 nights)
- 1 bed/1 bath, sleeps 6
- $1,660 ($553/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,527 ($647/night)
Westgate Park City Resort & Spa
Park City, Utah- Dec 20–27, 2026 (7 nights)
- 4 bed/4 bath, sleeps 14
- $11,470 ($1,639/night)
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,886 ($412/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)
Hyatt Vacation Club at Northstar Lodge
Truckee, California- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,464 ($1,066/night)
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,191 ($456/night)
Hilton Grand Vacations at MarBrisa
Carlsbad, California- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,749 ($393/night)
Grand Beach Resort
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $1,932 ($276/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,840 ($549/night)
Grand Solmar Land's End Resort
Cabo San Lucas, Mexico- Dec 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($331/night)
Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Dec 20, 2026 – Jan 2, 2027 (13 nights)
- 1 bed/1 bath, sleeps 4
- $2,506 ($193/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)
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,031 ($576/night)
Marriott's Shadow Ridge - The Villages
Palm Desert, California- Dec 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,242 ($177/night)
Club Regina Los Cabos
San Jose del Cabo, Mexico- Dec 20–27, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $1,204 ($172/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)
Westgate Park City Resort & Spa
Park City, Utah- Dec 20–27, 2026 (7 nights)
- 4 bed/4 bath, sleeps 14
- $12,233 ($1,748/night)
Club Wyndham Austin
Austin, Texas- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,949 ($564/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)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,396 ($199/night)
The Westin St. John - Sunset Bay Villas
Cruz Bay, St. John (USVI)- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,334 ($1,333/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $15,277 ($2,182/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,437 ($1,062/night)
Grand Luxxe Spa Suites at Vidanta Nuevo Vallarta
Nuevo Vallarta, Mexico- Dec 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $9,834 ($1,405/night)