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 Orange Tree Golf Resort
Scottsdale, Arizona- Dec 13–17, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $510 ($128/night)
Windjammer Landing Villa Beach Resort
Castries, St. Lucia- Dec 13–20, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 12
- $15,285 ($2,184/night)
Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Dec 13–18, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $5,993 ($1,199/night)
Marriott's Canyon Villas at Desert Ridge
Phoenix, Arizona- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,423 ($346/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 13–18, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,450 ($490/night)
Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Dec 13–18, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $4,380 ($876/night)
Aspen Mountain Residences
Aspen, Colorado- Dec 13–19, 2026 (6 nights)
- 3 bed/3 bath, sleeps 8
- $6,565 ($1,094/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,519 ($788/night)
Westgate Town Center
Kissimmee, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,696 ($242/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,945 ($992/night)
The Westin Kierland Villas
Scottsdale, Arizona- Dec 13–18, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,723 ($545/night)
Marriott's MountainSide at Park City
Park City, Utah- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,612 ($373/night)
Club Wyndham Smoky Mountains
Sevierville, Tennessee- Dec 13–18, 2026 (5 nights)
- 3 bed/2 bath, sleeps 10
- $932 ($186/night)
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,291 ($470/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 13–20, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,595 ($656/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,031 ($576/night)
Marriott's MountainSide at Park City
Park City, Utah- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,947 ($564/night)
Marriott's Grande Vista
Orlando, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,505 ($358/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,527 ($504/night)
The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
Westgate Park City Resort & Spa
Park City, Utah- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,175 ($739/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,412 ($630/night)
Marriott's MountainSide at Park City
Park City, Utah- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Dec 13–18, 2026 (5 nights)
- 3 bed/3 bath, sleeps 10
- $5,475 ($1,095/night)
Holiday Inn Club Vacations Marco Island - Sunset Cove Resort
Marco Island, Florida- Dec 13–18, 2026 (5 nights)
- 3 bed/2 bath, sleeps 8
- $2,204 ($441/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,587 ($798/night)
Divi Village Golf and Beach Resort
Oranjestad, Aruba- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,306 ($472/night)
The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 13–18, 2026 (5 nights)
- 3 bed/3.5 bath, sleeps 8
- $10,375 ($2,075/night)
Marriott's Newport Coast Villas
Newport Coast, California- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,543 ($363/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $13,050 ($1,864/night)
Marriott's Phuket Beach Club
Phuket, Thailand- Dec 13–19, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $1,980 ($330/night)
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 13–18, 2026 (5 nights)
- 3 bed/3 bath, sleeps 10
- $5,202 ($1,040/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,886 ($412/night)
Marriott's MountainSide at Park City
Park City, Utah- Dec 13–18, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $4,380 ($876/night)
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,619 ($374/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $12,995 ($1,856/night)
Marriott's Maui Ocean Club - Napili Tower
Lahaina, Hawaii- Dec 13–20, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,077 ($440/night)
Marriott's Desert Springs Villas
Palm Desert, California- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,586 ($370/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 13–20, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,306 ($329/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,908 ($701/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,403 ($486/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,892 ($985/night)
The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 13–19, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $6,402 ($1,067/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 13–19, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $977 ($163/night)
Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,344 ($478/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,976 ($854/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)