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 Cliffs at Princeville
Princeville, Hawaii- Dec 18, 2026 – Jan 1, 2027 (14 nights)
- 1 bed/2 bath, sleeps 8
- $6,892 ($492/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,930 ($704/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $13,105 ($1,872/night)
Elara by Hilton Grand Vacations
Las Vegas, Nevada- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $13,105 ($1,872/night)
Renaissance Wind Creek Aruba - Ocean Suites
Oranjestad, Aruba- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,612 ($373/night)
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,020 ($860/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 18–25, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $20,517 ($2,931/night)
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,020 ($860/night)
Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 18–25, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,513 ($502/night)
Sands of Kahana Vacation Club
Lahaina, Hawaii- Dec 18–25, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $2,314 ($331/night)
The Cliffs at Princeville
Princeville, Hawaii- Dec 18–25, 2026 (7 nights)
- 4 bed/4 bath, sleeps 12
- $7,274 ($1,039/night)
The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 18–26, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $3,731 ($466/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,418 ($1,203/night)
Falcon Point
Avon, Colorado- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,696 ($385/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,990 ($1,284/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,654 ($1,093/night)
Casa Dorada at Medano Beach
Cabo San Lucas, Mexico- Dec 18–25, 2026 (7 nights)
- 3 bed/4 bath, sleeps 8
- $8,197 ($1,171/night)
Westgate Town Center
Kissimmee, Florida- Dec 18–25, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $2,257 ($322/night)
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,750 ($393/night)
The Manhattan Club
New York City, New York- Dec 18–21, 2026 (3 nights)
- 1 bed/2 bath, sleeps 4
- $2,085 ($695/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $9,181 ($1,312/night)
Marriott's Canyon Villas at Desert Ridge
Phoenix, Arizona- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,069 ($438/night)
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,750 ($393/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,876 ($1,125/night)
Eagle's Nest Beach Resort
Marco Island, Florida- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,298 ($471/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,900 ($843/night)
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 18–22, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $719 ($180/night)
Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Dec 18–25, 2026 (7 nights)
- 1 bed/2 bath, sleeps 6
- $5,175 ($739/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $9,726 ($1,389/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,990 ($1,284/night)
The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $17,464 ($2,495/night)
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 18–21, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $586 ($195/night)
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 18–21, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $906 ($302/night)
The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Dec 18, 2026 – Jan 1, 2027 (14 nights)
- 2 bed/2 bath, sleeps 6
- $33,815 ($2,415/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,510 ($930/night)
The Westin Riverfront Mountain Villas
Avon, Colorado- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,631 ($1,233/night)
The Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $8,036 ($1,148/night)
Grandview at Las Vegas
Las Vegas, Nevada- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $777 ($111/night)
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 18–21, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $535 ($178/night)
Westgate Smoky Mountain Resort & Water Park
Gatlinburg, Tennessee- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,772 ($396/night)
Marriott's Lakeshore Reserve
Orlando, Florida- Dec 18–22, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $1,765 ($441/night)
Winners Circle Resort
Solana Beach, California- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 7
- $1,103 ($158/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,740 ($820/night)
Elara by Hilton Grand Vacations
Las Vegas, Nevada- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,892 ($985/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 18–25, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $7,655 ($1,094/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $11,142 ($1,592/night)
Holiday Inn Club Vacations at Lake Geneva Resort
Lake Geneva, Wisconsin- Dec 18–23, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,385 ($277/night)
Renaissance Wind Creek Aruba - Ocean Suites
Oranjestad, Aruba- Dec 18–25, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,069 ($438/night)