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 Ocean Walk
Daytona Beach, Florida- Dec 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $932 ($133/night)
The Westin Kierland Villas
Scottsdale, Arizona- Dec 13–18, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,723 ($545/night)
Club Wyndham Smoky Mountains
Sevierville, Tennessee- Dec 13–18, 2026 (5 nights)
- 3 bed/2 bath, sleeps 10
- $932 ($186/night)
Club Wyndham Santa Barbara
Pompano Beach, Florida- Dec 13–18, 2026 (5 nights)
- 1 bed/2 bath, sleeps 6
- $1,110 ($222/night)
Club Wyndham Santa Barbara
Pompano Beach, Florida- Dec 13–18, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,522 ($304/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,587 ($798/night)
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
Marriott's MountainSide at Park City
Park City, Utah- Dec 13–18, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $4,380 ($876/night)
Lifestyle Holidays Vacation Resort - Puerto Plata
Puerto Plata, Dominican Republic- Dec 13–19, 2026 (6 nights)
- 1 bed/1 bath, sleeps 2
- $1,561 ($260/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,222 ($603/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,286 ($184/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,031 ($576/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,709 ($816/night)
Marriott's Newport Coast Villas
Newport Coast, California- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
Mayan Palace at Vidanta Riviera Maya
Playa del Carmen, Mexico- Dec 13–20, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $3,077 ($440/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 13–20, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,306 ($329/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,031 ($576/night)
Grand Solmar Pacific Dunes Resort Golf & Spa
Cabo San Lucas, Mexico- Dec 13–20, 2026 (7 nights)
- 4 bed/5 bath, sleeps 12
- $9,830 ($1,404/night)
Hilton Vacation Club Flamingo Beach St. Maarten
Simpson Bay, Dutch side (Sint Maarten), Sint Maarten & Saint Martin- Dec 13–20, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,987 ($284/night)
Holiday Inn Club Vacations Cape Canaveral Beach Resort
Cape Canaveral, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,696 ($385/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,945 ($992/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,510 ($930/night)
The Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- Dec 13–18, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($386/night)
Windjammer Landing Villa Beach Resort
Castries, St. Lucia- Dec 13–20, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 12
- $15,285 ($2,184/night)
The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
The Manhattan Club
New York City, New York- Dec 13–20, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,840 ($549/night)
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 13–18, 2026 (5 nights)
- 3 bed/3 bath, sleeps 10
- $5,202 ($1,040/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 13–19, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,231 ($205/night)
Westgate Town Center
Kissimmee, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,696 ($242/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,167 ($595/night)
Aspen Mountain Residences
Aspen, Colorado- Dec 13–19, 2026 (6 nights)
- 3 bed/3 bath, sleeps 8
- $6,565 ($1,094/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,222 ($603/night)
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,832 ($547/night)
Hilton Grand Vacations at MarBrisa
Carlsbad, California- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,314 ($331/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
Holiday Inn Club Vacations Marco Island - Sunset Cove Resort
Marco Island, Florida- Dec 13–18, 2026 (5 nights)
- 3 bed/2 bath, sleeps 8
- $2,204 ($441/night)
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,450 ($636/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $684 ($98/night)
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,592 ($656/night)
Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Dec 13–18, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $6,560 ($1,312/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,412 ($630/night)
Marriott's Canyon Villas at Desert Ridge
Phoenix, Arizona- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,510 ($930/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,458 ($494/night)
The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 13–20, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $7,159 ($1,023/night)
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Dec 13–19, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,660 ($277/night)
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 14–18, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $710 ($178/night)