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.
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Dec 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,261 ($323/night)
Hilton Grand Vacations at MarBrisa
Carlsbad, California- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,749 ($393/night)
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 20–26, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,255 ($209/night)
Grand Solmar Pacific Dunes Resort Golf & Spa
Cabo San Lucas, Mexico- Dec 20–27, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $6,129 ($876/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 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)
Sheraton Vistana Villages
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,473 ($210/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,769 ($253/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)
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)
Divi Village Golf and Beach Resort
Oranjestad, Aruba- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
Marriott's Newport Coast Villas
Newport Coast, California- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,772 ($396/night)
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,069 ($438/night)
Westgate Lakes Resort & Spa
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 4 bed/3 bath, sleeps 12
- $11,478 ($1,640/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)
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,298 ($471/night)
Elara by Hilton Grand Vacations
Las Vegas, Nevada- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,129 ($876/night)
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($331/night)
Grand Timber Lodge
Breckenridge, Colorado- Dec 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $5,328 ($761/night)
Club Regina Los Cabos
San Jose del Cabo, Mexico- Dec 20–27, 2026 (7 nights)
- 1 bed/1.5 bath, sleeps 4
- $971 ($139/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)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $6,808 ($973/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 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 Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,601 ($1,372/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)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $11,470 ($1,639/night)
Marriott's Grande Vista
Orlando, Florida- Dec 20–26, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $2,641 ($440/night)
Club Wyndham Smoky Mountains
Sevierville, Tennessee- Dec 20–26, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,180 ($197/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)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $6,887 ($984/night)
Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,036 ($1,148/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,535 ($505/night)
Lifestyle Holidays Vacation Resort - Puerto Plata
Puerto Plata, Dominican Republic- Dec 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $932 ($133/night)
San Clemente Cove
San Clemente, California- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,742 ($249/night)
Marina Fiesta Resort
Cabo San Lucas, Mexico- Dec 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,550 ($221/night)
Marriott's MountainSide at Park City
Park City, Utah- Dec 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $4,054 ($579/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 Summit Watch
Park City, Utah- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,654 ($1,093/night)
The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 20–27, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $9,181 ($1,312/night)
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,692 ($813/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)
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)
Grand Timber Lodge
Breckenridge, Colorado- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,222 ($603/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
- $11,470 ($1,639/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $16,811 ($2,402/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)