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 14–20, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $613 ($102/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 Grand Desert
Las Vegas, Nevada- Dec 14–18, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $471 ($118/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 Cypress Palms
Kissimmee, Florida- Dec 14–19, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $555 ($111/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 Cypress Palms
Kissimmee, Florida- Dec 14–19, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $844 ($169/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 14–19, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,048 ($210/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 14–17, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $271 ($90/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 14–17, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $415 ($138/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,350 ($907/night)
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/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 Aruba Surf Club
Palm Beach, Aruba- Dec 14–28, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $22,366 ($1,598/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)
Sheraton Mountain Vista Villas
Avon, Colorado- Dec 14–18, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,550 ($388/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,207 ($315/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)
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 Cypress Palms
Kissimmee, Florida- Dec 14–21, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $924 ($132/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $11,142 ($1,592/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,339 ($191/night)
Club Wyndham National Harbor
National Harbor, Maryland- Dec 14–18, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $746 ($186/night)
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 14–18, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $710 ($178/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,647 ($1,092/night)
The Point at Poipu
Koloa, Hawaii- Dec 14–20, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $2,478 ($413/night)
Club Wyndham Nashville
Nashville, Tennessee- Dec 14–17, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $247 ($82/night)
Club Wyndham Nashville
Nashville, Tennessee- Dec 14–17, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $415 ($138/night)
Club Wyndham Nashville
Nashville, Tennessee- Dec 14–17, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $463 ($154/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)
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)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 14–26, 2026 (12 nights)
- 2 bed/2 bath, sleeps 8
- $2,305 ($192/night)
Club Wyndham Smoky Mountains
Sevierville, Tennessee- Dec 14–17, 2026 (3 nights)
- 3 bed/2 bath, sleeps 10
- $559 ($186/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 14–26, 2026 (12 nights)
- 1 bed/1 bath, sleeps 4
- $1,563 ($130/night)
Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Dec 14–17, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $415 ($138/night)
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 14–20, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $1,220 ($203/night)
Villa del Arco Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 14–18, 2026 (4 nights)
- 2 bed/3 bath, sleeps 6
- $2,641 ($660/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,671 ($953/night)
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 14–21, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $995 ($142/night)
Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Dec 14–21, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,696 ($385/night)
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 14–20, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $1,220 ($203/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,734 ($248/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 15–22, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
Club Wyndham National Harbor
National Harbor, Maryland- Dec 15–19, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $998 ($249/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,830 ($261/night)
Club Wyndham National Harbor
National Harbor, Maryland- Dec 15–19, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $710 ($178/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 15–19, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,769 ($442/night)