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.
Fairmont Mayakoba
Playa del Carmen, Mexico- Dec 11–18, 2026 (7 nights)
- 3 bed/4 bath, sleeps 8
- $7,274 ($1,039/night)
The Ritz-Carlton Club, St. Thomas
East End, St. Thomas (USVI)- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,274 ($1,039/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,600 ($1,086/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,908 ($701/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,686 ($812/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,062 ($437/night)
Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Dec 11–15, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $670 ($168/night)
Hilton Club, The Central at 5th New York
New York City, New York- Dec 11–14, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $2,654 ($885/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 11–18, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,603 ($515/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 11–17, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,436 ($239/night)
Costa Linda Beach Resort
Oranjestad, Aruba- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,366 ($767/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,870 ($696/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Dec 11–14, 2026 (3 nights)
- Studio/1 bath, sleeps 4
- $1,859 ($620/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,450 ($636/night)
Divi Village Golf and Beach Resort
Oranjestad, Aruba- Dec 11–18, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,665 ($238/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 11–18, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $1,627 ($232/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 11–17, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $826 ($138/night)
The Westin Kierland Villas
Scottsdale, Arizona- Dec 11–16, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,096 ($419/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,450 ($636/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 11–15, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $511 ($128/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,275 ($611/night)
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,413 ($488/night)
Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 11–18, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $6,640 ($949/night)
Marriott's Phuket Beach Club
Phuket, Thailand- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,450 ($636/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,031 ($576/night)
Marriott's Phuket Beach Club
Phuket, Thailand- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,802 ($543/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 11–18, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,009 ($287/night)
Four Seasons Residence Club Aviara
Carlsbad, California- Dec 11–18, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,314 ($331/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,166 ($595/night)
The Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- Dec 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,291 ($470/night)
Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,816 ($974/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,015 ($859/night)
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,543 ($363/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,519 ($788/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 11–18, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $3,832 ($547/night)
Massanutten's Mountainside Villas
McGaheysville, Virginia- Dec 11–18, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,280 ($183/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 11–18, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,924 ($418/night)
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 11–20, 2026 (9 nights)
- 3 bed/3 bath, sleeps 10
- $8,200 ($911/night)
Renaissance Wind Creek Aruba - Ocean Suites
Oranjestad, Aruba- Dec 11–18, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,421 ($346/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 11–18, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,750 ($393/night)
Divi Aruba Phoenix Beach Resort
Palm Beach, Aruba- Dec 12–19, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,649 ($521/night)
The Westin St. John - Virgin Grand Villas
Cruz Bay, St. John (USVI)- Dec 12–19, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,731 ($533/night)
Buganvilias Resort Vacation Club
Puerto Vallarta, Mexico- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,388 ($198/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 12–19, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,299 ($328/night)
The Cliffs at Princeville
Princeville, Hawaii- Dec 12–19, 2026 (7 nights)
- 1 bed/2 bath, sleeps 6
- $4,031 ($576/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 12–18, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $2,641 ($440/night)