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- Jan 4–8, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $818 ($204/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 4–8, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $652 ($163/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 4–8, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $439 ($110/night)
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Jan 4–14, 2027 (10 nights)
- Studio/1 bath, sleeps 4
- $2,478 ($248/night)
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Jan 4–8, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $2,423 ($606/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,083 ($1,012/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $12,559 ($1,794/night)
Pueblo Bonito Rose Spa & Resort
Cabo San Lucas, Mexico- Jan 4–11, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $1,550 ($221/night)
Disney's BoardWalk Villas
Lake Buena Vista, Florida- Jan 4–6, 2027 (2 nights)
- Studio/1 bath, sleeps 5
- $1,054 ($527/night)
Club Wyndham Riverside Suites
San Antonio, Texas- Jan 4–11, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $746 ($107/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 4–7, 2027 (3 nights)
- 2 bed/2 bath, sleeps 8
- $603 ($201/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 4–7, 2027 (3 nights)
- 3 bed/2 bath, sleeps 10
- $746 ($249/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 4–8, 2027 (4 nights)
- 3 bed/2 bath, sleeps 10
- $995 ($249/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 4–8, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $804 ($201/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 4–9, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,141 ($228/night)
The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Jan 4–11, 2027 (7 nights)
- 3 bed/2.5 bath, sleeps 8
- $9,780 ($1,397/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 4–9, 2027 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,396 ($279/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 4–10, 2027 (6 nights)
- 3 bed/2 bath, sleeps 10
- $1,795 ($299/night)
WorldMark Park City
Park City, Utah- Jan 4–11, 2027 (7 nights)
- 4 bed/3 bath, sleeps 12
- $7,655 ($1,094/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,562 ($1,366/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,868 ($1,410/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 4–11, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,039 ($291/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,673 ($239/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 4–11, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,840 ($549/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 4–11, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $11,207 ($1,601/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Jan 4–11, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $4,412 ($630/night)
Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Jan 4–9, 2027 (5 nights)
- 4 bed/4 bath, sleeps 12
- $6,565 ($1,313/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 4–10, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,207 ($201/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 4–10, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,568 ($261/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Jan 4–10, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $826 ($138/night)
Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Jan 4–11, 2027 (7 nights)
- 3 bed/2 bath, sleeps 8
- $1,365 ($195/night)
Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,119 ($160/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Jan 4–11, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,742 ($249/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,764 ($538/night)
WorldMark Park City
Park City, Utah- Jan 4–11, 2027 (7 nights)
- 3 bed/3 bath, sleeps 8
- $6,129 ($876/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,497 ($500/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Jan 4–11, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,123 ($303/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Jan 4–11, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $1,550 ($221/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,848 ($407/night)
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Jan 4–11, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $5,748 ($821/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($331/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,682 ($240/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 4–11, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $968 ($138/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 4–11, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $719 ($103/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,488 ($213/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,731 ($533/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,306 ($472/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Jan 4–11, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,886 ($412/night)