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 Cypress Palms
Kissimmee, Florida- Dec 17–23, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,312 ($219/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–23, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $950 ($158/night)
Club Wyndham National Harbor
National Harbor, Maryland- Dec 17–20, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $991 ($330/night)
La Cabana Beach Resort
Oranjestad, Aruba- Dec 17–24, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,085 ($298/night)
Marriott's Grande Vista
Orlando, Florida- Dec 17–22, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($266/night)
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 17–22, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,260 ($252/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–23, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,778 ($296/night)
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 17–22, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $852 ($170/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,497 ($214/night)
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 17–22, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $764 ($153/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–20, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $755 ($252/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Dec 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,671 ($810/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,022 ($289/night)
The Westin Riverfront Mountain Villas
Avon, Colorado- Dec 17–20, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $1,495 ($498/night)
Lawai Beach Resort
Koloa, Hawaii- Dec 17–31, 2026 (14 nights)
- 2 bed/2 bath, sleeps 6
- $7,655 ($547/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,892 ($985/night)
Club Wyndham National Harbor
National Harbor, Maryland- Dec 17–20, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $1,128 ($376/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 17–27, 2026 (10 nights)
- 1 bed/2 bath, sleeps 4
- $7,928 ($793/night)
Club Wyndham Avenue Plaza
New Orleans, Louisiana- Dec 17–22, 2026 (5 nights)
- Studio/1 bath, sleeps 2
- $835 ($167/night)
Club Wyndham Avenue Plaza
New Orleans, Louisiana- Dec 17–22, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $924 ($185/night)
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,800 ($971/night)
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 17–22, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,341 ($468/night)
Makai Club Resort
Princeville, Hawaii- Dec 17–23, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $2,478 ($413/night)
Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Dec 17–23, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $666 ($111/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–24, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,083 ($155/night)
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 17–24, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $995 ($142/night)
Elara by Hilton Grand Vacations
Las Vegas, Nevada- Dec 17–21, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $1,286 ($322/night)
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,732 ($962/night)
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 17–21, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $719 ($180/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–22, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,532 ($306/night)
Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Dec 17–23, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $986 ($164/night)
Hilton Grand Vacations at SeaWorld
Orlando, Florida- Dec 17–20, 2026 (3 nights)
- 2 bed/2 bath, sleeps 6
- $583 ($194/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–22, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $817 ($163/night)
Polo Towers
Las Vegas, Nevada- Dec 17–21, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,550 ($388/night)
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,612 ($230/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–22, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,128 ($226/night)
Marriott's Manor Club at Ford's Colony
Williamsburg, Virginia- Dec 17–22, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $2,745 ($549/night)
The Westin Riverfront Mountain Villas
Avon, Colorado- Dec 17–20, 2026 (3 nights)
- Studio/1 bath, sleeps 4
- $1,165 ($388/night)
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 17–21, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $648 ($162/night)
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 17–21, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,083 ($271/night)
Hilton Grand Vacations at McAlpin-Ocean Plaza
Miami Beach, Florida- Dec 17–24, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,581 ($369/night)
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 17–21, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,594 ($398/night)
Marriott's Desert Springs Villas
Palm Desert, California- Dec 17–24, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,734 ($391/night)
The Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $6,434 ($919/night)
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 18–21, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $535 ($178/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 18–25, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,489 ($1,498/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 18–23, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $4,358 ($872/night)
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 18–21, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $586 ($195/night)