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 Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $7,426 ($1,061/night)
Marriott's Summit Watch
Park City, Utah- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
Massanutten's Mountainside Villas
McGaheysville, Virginia- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,542 ($220/night)
Sheraton Vistana Resort
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,532 ($362/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $13,650 ($1,950/night)
Elara by Hilton Grand Vacations
Las Vegas, Nevada- Dec 20–26, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $2,314 ($386/night)
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 20–25, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $888 ($178/night)
Westgate Smoky Mountain Resort & Water Park
Gatlinburg, Tennessee- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($331/night)
Marriott's Summit Watch
Park City, Utah- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,031 ($576/night)
WorldMark Steamboat Springs Resort
Steamboat Springs, Colorado- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($276/night)
Angel Fire Cabin Share
Angel Fire, New Mexico- Dec 20–27, 2026 (7 nights)
- 3 bed/2.5 bath, sleeps 8
- $1,473 ($210/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,924 ($418/night)
Hyatt Wild Oak Ranch
San Antonio, Texas- Dec 20–24, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $968 ($242/night)
Grand Luxxe at Vidanta Nuevo Vallarta
Nuevo Vallarta, Mexico- Dec 20–27, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $7,109 ($1,016/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,650 ($1,093/night)
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,930 ($1,133/night)
Garza Blanca Resort & Spa Cancun
Cancun, Mexico- Dec 20–27, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $5,175 ($739/night)
Club Wyndham Austin
Austin, Texas- Dec 20–26, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $3,164 ($527/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 Ko Olina Beach Club
Kapolei, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,396 ($914/night)
Villa del Arco Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 20–27, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $3,230 ($461/night)
Club Wyndham Austin
Austin, Texas- Dec 20–26, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,769 ($295/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 Newport Coast Villas
Newport Coast, California- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $11,279 ($1,611/night)
Garza Blanca Resort & Spa Los Cabos
Cabo San Lucas, Mexico- Dec 20, 2026 – Jan 5, 2027 (16 nights)
- 2 bed/3 bath, sleeps 6
- $12,216 ($763/night)
The Point at Poipu
Koloa, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,848 ($407/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,742 ($249/night)
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,382 ($626/night)
Stormy Point Village
Branson, Missouri- Dec 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $1,742 ($249/night)
Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Dec 20–26, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,083 ($181/night)
The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $8,990 ($1,284/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,892 ($985/night)
Imperial Hawaii Vacation Club
Honolulu, Hawaii- Dec 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,161 ($166/night)
Marriott's Newport Coast Villas
Newport Coast, California- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,619 ($374/night)
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Dec 20–26, 2026 (6 nights)
- 3 bed/3 bath, sleeps 12
- $2,641 ($440/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,886 ($412/night)
Holiday Inn Club Vacations Cape Canaveral Beach Resort
Cape Canaveral, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,390 ($341/night)
The Westin Kierland Villas
Scottsdale, Arizona- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,306 ($329/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
- $9,837 ($1,405/night)
Arroyo Roble Resort
Sedona, Arizona- Dec 20–27, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $1,742 ($249/night)
Holiday Inn Club Vacations Cape Canaveral Beach Resort
Cape Canaveral, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,123 ($303/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 20–26, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $901 ($150/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,274 ($1,039/night)
The Manhattan Club
New York City, New York- Dec 20–27, 2026 (7 nights)
- 1 bed/2 bath, sleeps 5
- $4,908 ($701/night)
Marriott's OceanWatch Villas at Grande Dunes
Myrtle Beach, South Carolina- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,696 ($385/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)