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 Cypress Palms
Kissimmee, Florida- Dec 10–13, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $826 ($275/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 10–15, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $586 ($117/night)
The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 10–14, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $4,821 ($1,205/night)
Club Wyndham Sedona
Sedona, Arizona- Dec 10–14, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $915 ($229/night)
Club Wyndham Avenue Plaza
New Orleans, Louisiana- Dec 10–13, 2026 (3 nights)
- Studio/1 bath, sleeps 2
- $535 ($178/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,984 ($712/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 10–15, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,128 ($226/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 10–14, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $2,323 ($581/night)
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Dec 10–15, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $971 ($194/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 10–14, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $511 ($128/night)
Club Wyndham Avenue Plaza
New Orleans, Louisiana- Dec 10–13, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $586 ($195/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 10–17, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,085 ($298/night)
The Westin St. John - Sunset Bay Villas
Cruz Bay, St. John (USVI)- Dec 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,061 ($723/night)
Waikiki Marina Resort at the Ilikai
Honolulu, Hawaii- Dec 10–15, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $1,660 ($332/night)
The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 10–14, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $5,366 ($1,342/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 10–16, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $826 ($138/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 10–16, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,436 ($239/night)
Marriott's Canyon Villas at Desert Ridge
Phoenix, Arizona- Dec 10–13, 2026 (3 nights)
- Studio/1 bath, sleeps 4
- $829 ($276/night)
Grand Timber Lodge
Breckenridge, Colorado- Dec 10–13, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $1,165 ($388/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 10–16, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $613 ($102/night)
La Cabana Beach Resort
Oranjestad, Aruba- Dec 10–17, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,042 ($292/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,984 ($712/night)
Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Dec 10–14, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $3,055 ($764/night)
The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,617 ($1,088/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,718 ($531/night)
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Dec 10–17, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,550 ($221/night)
The Westin Riverfront Mountain Villas
Avon, Colorado- Dec 10–17, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,390 ($341/night)
Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Dec 10–13, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $545 ($182/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,794 ($685/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 10–14, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $977 ($244/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 10–17, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $4,167 ($595/night)
Club Wyndham Avenue Plaza
New Orleans, Louisiana- Dec 10–14, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $719 ($180/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 10–17, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $1,627 ($232/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 10–13, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $439 ($146/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 10–17, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $1,704 ($243/night)
The Westin Mission Hills Villas
Rancho Mirage, California- Dec 10–18, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,554 ($319/night)
Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Dec 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,119 ($160/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 10–17, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,313 ($330/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,505 ($358/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,726 ($532/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,191 ($456/night)
Marriott's Newport Coast Villas
Newport Coast, California- Dec 10–20, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $3,720 ($372/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,222 ($603/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,602 ($657/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
Marriott Vacation Club, Waikiki
Honolulu, Hawaii- Dec 10–17, 2026 (7 nights)
- 1 bed/1 bath, sleeps 6
- $1,932 ($276/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 10–17, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)