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.
The Point at Poipu
Koloa, Hawaii- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,968 ($424/night)
The Point at Poipu
Koloa, Hawaii- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,330 ($619/night)
Marriott's MountainSide at Park City
Park City, Utah- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,067 ($1,295/night)
Marriott's MountainSide at Park City
Park City, Utah- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,181 ($1,312/night)
Marriott's MountainSide at Park City
Park City, Utah- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $11,470 ($1,639/night)
Marriott's MountainSide at Park City
Park City, Utah- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $7,579 ($1,083/night)
Marriott's MountainSide at Park City
Park City, Utah- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,726 ($1,389/night)
Marriott's MountainSide at Park City
Park City, Utah- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,181 ($1,312/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 27–31, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($332/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,696 ($385/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,121 ($874/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $15,285 ($2,184/night)
Villa del Palmar Flamingos
Nuevo Vallarta, Mexico- Dec 27, 2026 – Jan 10, 2027 (14 nights)
- 1 bed/2 bath, sleeps 4
- $4,385 ($313/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,565 ($652/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,180 ($1,311/night)
Divi Village Golf and Beach Resort
Oranjestad, Aruba- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,619 ($374/night)
The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $14,904 ($2,129/night)
Marriott's Oceana Palms
Riviera Beach, Florida- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,938 ($848/night)
Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $8,609 ($1,230/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,769 ($1,110/night)
Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,291 ($470/night)
Marriott Vacation Club Pulse, San Francisco
San Francisco, California- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,077 ($440/night)
The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 3 bed/3.5 bath, sleeps 8
- $26,730 ($3,819/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,206 ($601/night)
Marriott's Summit Watch
Park City, Utah- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,380 ($1,197/night)
Marriott's Summit Watch
Park City, Utah- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,892 ($985/night)
Marriott's Summit Watch
Park City, Utah- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,892 ($985/night)
Marriott's Summit Watch
Park City, Utah- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,655 ($1,094/night)
Marriott's Summit Watch
Park City, Utah- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,426 ($1,061/night)
Club Wyndham at Waikiki Beach Walk
Honolulu, Hawaii- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 4 bed/2 bath, sleeps 10
- $11,470 ($1,639/night)
Disney's Beach Club Villas
Lake Buena Vista, Florida- Dec 28, 2026 – Jan 1, 2027 (4 nights)
- Studio/1 bath, sleeps 5
- $3,731 ($933/night)
Marriott Vacation Club, New York City
New York City, New York- Dec 28, 2026 – Jan 3, 2027 (6 nights)
- Studio/1 bath, sleeps 2
- $5,420 ($903/night)
The Westin St. John - Sunset Bay Villas
Cruz Bay, St. John (USVI)- Dec 28, 2026 – Jan 2, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $5,202 ($1,040/night)
The Club at Solaz, Los Cabos
San Jose del Cabo, Mexico- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $7,655 ($1,094/night)
The Club at Solaz, Los Cabos
San Jose del Cabo, Mexico- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $13,110 ($1,873/night)
The Club at Solaz, Los Cabos
San Jose del Cabo, Mexico- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 3 bed/3.5 bath, sleeps 12
- $16,811 ($2,402/night)
The Club at Solaz, Los Cabos
San Jose del Cabo, Mexico- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 3 bed/3.5 bath, sleeps 12
- $16,376 ($2,339/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $13,751 ($1,964/night)
Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Dec 28, 2026 – Jan 1, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $4,908 ($1,227/night)
Sheraton Vistana Resort
Orlando, Florida- Dec 28–31, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $1,165 ($388/night)
Marriott's Cypress Harbour Villas
Orlando, Florida- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/night)
Club Wyndham Avenue Plaza
New Orleans, Louisiana- Dec 28–31, 2026 (3 nights)
- Studio/1 bath, sleeps 2
- $415 ($138/night)
Marriott's Grande Vista
Orlando, Florida- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($331/night)
Marriott's Grande Vista
Orlando, Florida- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $3,069 ($438/night)
Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Dec 28, 2026 – Jan 2, 2027 (5 nights)
- Studio/1 bath, sleeps 2
- $3,949 ($790/night)
Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Dec 28, 2026 – Jan 1, 2027 (4 nights)
- Studio/1 bath, sleeps 2
- $5,689 ($1,422/night)
Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Dec 28, 2026 – Jan 2, 2027 (5 nights)
- Studio/1 bath, sleeps 2
- $4,107 ($821/night)
Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Dec 28, 2026 – Jan 2, 2027 (5 nights)
- Studio/1 bath, sleeps 2
- $7,105 ($1,421/night)