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.
Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Dec 20–25, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $790 ($158/night)
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,020 ($860/night)
Marriott's Summit Watch
Park City, Utah- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,290 ($613/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
- $2,423 ($346/night)
Marriott's MountainSide at Park City
Park City, Utah- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,728 ($961/night)
Maui Schooner
Kihei, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,550 ($221/night)
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 Barony Beach Club
Hilton Head Island, South Carolina- Dec 20–26, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($549/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,633 ($805/night)
Marriott's MountainSide at Park City
Park City, Utah- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,336 ($905/night)
Hilton Club The Quin New York
New York City, New York- Dec 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $7,655 ($1,094/night)
Club Wyndham Austin
Austin, Texas- Dec 20–26, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,769 ($295/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 20–24, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $2,423 ($606/night)
The Westin St. John - Sunset Bay Villas
Cruz Bay, St. John (USVI)- Dec 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $10,707 ($1,530/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 Lakes Resort & Spa
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,856 ($265/night)
Garza Blanca Resort & Spa Los Cabos
Cabo San Lucas, Mexico- Dec 20–27, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $9,936 ($1,419/night)
Marriott's MountainSide at Park City
Park City, Utah- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,001 ($1,000/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 Austin
Austin, Texas- Dec 20–26, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $3,164 ($527/night)
Westgate Smoky Mountain Resort & Water Park
Gatlinburg, Tennessee- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,009 ($287/night)
Garza Blanca Resort & Spa Cancun
Cancun, Mexico- Dec 20–27, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $11,470 ($1,639/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)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,200 ($1,171/night)
The Westin Kierland Villas
Scottsdale, Arizona- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,306 ($329/night)
Hilton Grand Vacations at Tuscany Village
Orlando, Florida- Dec 20–26, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $999 ($166/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)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $8,036 ($1,148/night)
Club Wyndham Austin
Austin, Texas- Dec 20–26, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $1,431 ($239/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)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,519 ($788/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 Ko Olina Beach Club
Kapolei, Hawaii- Dec 20, 2026 – Jan 3, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $14,369 ($1,026/night)
Marriott's Grande Vista
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,513 ($502/night)
Marriott's SurfWatch
Hilton Head Island, South Carolina- Dec 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $2,848 ($407/night)
WorldMark Anaheim
Anaheim, California- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,932 ($276/night)
Club Wyndham Austin
Austin, Texas- Dec 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,795 ($256/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)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,674 ($953/night)
Marriott's Summit Watch
Park City, Utah- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,382 ($626/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,678 ($954/night)
Grand Solmar Pacific Dunes Resort Golf & Spa
Cabo San Lucas, Mexico- Dec 20–27, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $3,916 ($559/night)
Marriott's Shadow Ridge - The Villages
Palm Desert, California- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,191 ($456/night)
Massanutten's Mountainside Villas
McGaheysville, Virginia- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,542 ($220/night)
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,183 ($598/night)
Villa del Palmar at the Islands of Loreto
Loreto, Mexico- Dec 20–27, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $3,458 ($494/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
- $2,772 ($396/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,854 ($979/night)