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.
Angel Fire Cabin Share
Angel Fire, New Mexico- Dec 19–26, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $1,550 ($221/night)
The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Dec 19–26, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 8
- $15,558 ($2,222/night)
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,925 ($275/night)
Sheraton Vistana Resort
Orlando, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,535 ($219/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,968 ($424/night)
Pono Kai
Kapaa, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,165 ($166/night)
The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,062 ($437/night)
Villa del Palmar Cancun Luxury Beach Resort & Spa
Cancun, Mexico- Dec 19–26, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $14,522 ($2,075/night)
Villa La Valencia Beach Resort & Spa
San Jose del Cabo, Mexico- Dec 19–26, 2026 (7 nights)
- 4 bed/6 bath, sleeps 10
- $19,855 ($2,836/night)
Hilton Vacation Club Cabo Azul Los Cabos
San Jose del Cabo, Mexico- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,696 ($385/night)
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,510 ($930/night)
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Dec 19–26, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,069 ($438/night)
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Dec 19–26, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,069 ($438/night)
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 19–25, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $786 ($131/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($331/night)
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Dec 19–26, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,451 ($493/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,053 ($865/night)
The Westin St. John - Sunset Bay Villas
Cruz Bay, St. John (USVI)- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $11,470 ($1,639/night)
Hyatt Vacation Club at Ka'anapali Beach
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,083 ($1,012/night)
Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
The Royal Sands
Cancun, Mexico- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,077 ($440/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,840 ($549/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,862 ($837/night)
Atrium Resort & Spa
Simpson Bay, Dutch side (Sint Maarten), Sint Maarten & Saint Martin- Dec 19, 2026 – Jan 2, 2027 (14 nights)
- 2 bed/2 bath, sleeps 6
- $10,631 ($759/night)
Grand Solmar Land's End Resort
Cabo San Lucas, Mexico- Dec 19–26, 2026 (7 nights)
- 3 bed/4 bath, sleeps 10
- $10,925 ($1,561/night)
Paniolo Greens
Waikoloa Village, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,925 ($275/night)
The Hilton Club New York
New York City, New York- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $5,748 ($821/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,800 ($1,257/night)
Garza Blanca Preserve Resort & Spa
Puerto Vallarta, Mexico- Dec 19–26, 2026 (7 nights)
- 3 bed/4 bath, sleeps 8
- $18,528 ($2,647/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 19–23, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $627 ($157/night)
The Grand Mayan at Vidanta Los Cabos
San Jose del Cabo, Mexico- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,314 ($331/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,739 ($963/night)
The Ritz-Carlton Club, Aspen Highlands
Aspen, Colorado- Dec 19–26, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $16,811 ($2,402/night)
The Westin Kierland Villas
Scottsdale, Arizona- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
Westin Princeville Ocean Resort Villas
Princeville, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,214 ($1,031/night)
The Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,984 ($712/night)
Marriott's St. Kitts Beach Club
Frigate Bay, St. Kitts- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,274 ($1,039/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,319 ($188/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,412 ($630/night)
Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Dec 19–25, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $892 ($149/night)
Valdoro Mountain Lodge, a Hilton Grand Vacations Club
Breckenridge, Colorado- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,619 ($374/night)
WorldMark Kihei Resort
Kihei, Hawaii- Dec 19–26, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $1,856 ($265/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,701 ($957/night)
Hyatt Vacation Club At The Ranahan
Breckenridge, Colorado- Dec 19–26, 2026 (7 nights)
- 2 bed/1.5 bath, sleeps 6
- $7,110 ($1,016/night)
Wyndham St. Thomas, a Margaritaville Vacation Club Resort
East End, St. Thomas (USVI)- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,147 ($592/night)
Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Dec 19–25, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $573 ($95/night)