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 Avenue Plaza
New Orleans, Louisiana- Dec 14–17, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $415 ($138/night)
Club Wyndham National Harbor
National Harbor, Maryland- Dec 14–18, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $535 ($134/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 14–26, 2026 (12 nights)
- 1 bed/1 bath, sleeps 4
- $1,563 ($130/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,374 ($625/night)
Club Wyndham Avenue Plaza
New Orleans, Louisiana- Dec 14–17, 2026 (3 nights)
- Studio/1 bath, sleeps 2
- $367 ($122/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 14–17, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $271 ($90/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,257 ($751/night)
Club Wyndham Smoky Mountains
Sevierville, Tennessee- Dec 14–18, 2026 (4 nights)
- 3 bed/2 bath, sleeps 10
- $746 ($186/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 14–20, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($549/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,742 ($249/night)
Club Wyndham National Harbor
National Harbor, Maryland- Dec 14–18, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $804 ($201/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 14–18, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $343 ($86/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 14–18, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $535 ($134/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 14–18, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $604 ($151/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,336 ($619/night)
Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Dec 14–18, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $535 ($134/night)
Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Dec 14–18, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $343 ($86/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 14–17, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $463 ($154/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,290 ($1,327/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 14–17, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $415 ($138/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
Ocean Tower by Hilton Grand Vacations Club
Waikoloa Village, Hawaii- Dec 14–18, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $8,745 ($2,186/night)
Club Wyndham South Shore
Zephyr Cove, Nevada- Dec 14–17, 2026 (3 nights)
- 3 bed/2 bath, sleeps 8
- $603 ($201/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,649 ($521/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 14–20, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $613 ($102/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 14–20, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $826 ($138/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 14–20, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,436 ($239/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 14–20, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,207 ($201/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,385 ($626/night)
Club Wyndham South Shore
Zephyr Cove, Nevada- Dec 14–18, 2026 (4 nights)
- 3 bed/2 bath, sleeps 8
- $804 ($201/night)
The Westin Riverfront Mountain Villas
Avon, Colorado- Dec 14–20, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($386/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 14–28, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $22,366 ($1,598/night)
Marriott Vacation Club, Waikiki
Honolulu, Hawaii- Dec 14–21, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,886 ($412/night)
The Club at Solaz, Los Cabos
San Jose del Cabo, Mexico- Dec 14–21, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $6,121 ($874/night)
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Dec 14–18, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,660 ($415/night)
Club Wyndham National Harbor
National Harbor, Maryland- Dec 14–18, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $746 ($186/night)
Marriott's Newport Coast Villas
Newport Coast, California- Dec 14–19, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,069 ($414/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,672 ($525/night)
Club Wyndham Great Smokies Lodge
Sevierville, Tennessee- Dec 14–17, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $559 ($186/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,085 ($298/night)
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 14–18, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $471 ($118/night)
Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Dec 14–21, 2026 (7 nights)
- 1 bed/2 bath, sleeps 6
- $2,528 ($361/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 14–19, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $555 ($111/night)
Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 14–21, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,222 ($603/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 14–19, 2026 (5 nights)
- 1 bed/2 bath, sleeps 4
- $2,532 ($506/night)
Holiday Inn Club Vacations at Smoky Mountain Resort
Gatlinburg, Tennessee- Dec 14–20, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($222/night)