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 Grand Desert
Las Vegas, Nevada- Dec 15–22, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $995 ($142/night)
Marriott's Grand Chateau
Las Vegas, Nevada- Dec 15–22, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $3,077 ($440/night)
WorldMark Kona Resort
Kailua-Kona, Hawaii- Dec 15–20, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,632 ($326/night)
Club Wyndham National Harbor
National Harbor, Maryland- Dec 15–19, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $710 ($178/night)
La Cabana Beach Resort
Oranjestad, Aruba- Dec 15–22, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,848 ($407/night)
Marriott Vacation Club, Waikiki
Honolulu, Hawaii- Dec 15–20, 2026 (5 nights)
- 1 bed/1 bath, sleeps 6
- $1,660 ($332/night)
Lagoon Tower by Hilton Grand Vacations
Honolulu, Hawaii- Dec 15–19, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,550 ($388/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 15–22, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $977 ($140/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 15–19, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,769 ($442/night)
Club Wyndham National Harbor
National Harbor, Maryland- Dec 15–19, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $998 ($249/night)
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 15–19, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $897 ($224/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,510 ($930/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,557 ($794/night)
La Cabana Beach Resort
Oranjestad, Aruba- Dec 15–22, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,848 ($407/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 15–22, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $932 ($133/night)
Marriott's Oceana Palms
Riviera Beach, Florida- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,830 ($261/night)
Hyatt Main Street Station, A Hyatt Residence Club
Breckenridge, Colorado- Dec 15–19, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $2,637 ($659/night)
Club Wyndham at Waikiki Beach Walk
Honolulu, Hawaii- Dec 15–22, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,611 ($516/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,392 ($199/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 15–25, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $1,251 ($125/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 15–18, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $271 ($90/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 15–18, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $415 ($138/night)
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,612 ($230/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,612 ($230/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 15–22, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $684 ($98/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($195/night)
Club Wyndham Avenue Plaza
New Orleans, Louisiana- Dec 15–18, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $415 ($138/night)
Club Wyndham Avenue Plaza
New Orleans, Louisiana- Dec 15–18, 2026 (3 nights)
- Studio/1 bath, sleeps 2
- $367 ($122/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 15–25, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $2,135 ($214/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 15–22, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 15–18, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $463 ($154/night)
Sheraton Mountain Vista Villas
Avon, Colorado- Dec 15–19, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $2,204 ($551/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 15–19, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $483 ($121/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 15–25, 2026 (10 nights)
- 2 bed/2 bath, sleeps 8
- $1,839 ($184/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 15–25, 2026 (10 nights)
- 1 bed/1 bath, sleeps 4
- $897 ($90/night)
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 15–19, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $555 ($139/night)
Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 16, 2026 – Jan 2, 2027 (17 nights)
- 5 bed/5.5 bath, sleeps 14
- $12,996 ($764/night)
Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 16–24, 2026 (8 nights)
- 3 bed/3.5 bath, sleeps 10
- $7,001 ($875/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 16–22, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,436 ($239/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,696 ($385/night)
Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 16–26, 2026 (10 nights)
- 3 bed/3.5 bath, sleeps 10
- $5,911 ($591/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,444 ($206/night)
Club Wyndham Kona Hawaiian Resort
Kailua-Kona, Hawaii- Dec 16–27, 2026 (11 nights)
- 2 bed/2 bath, sleeps 6
- $3,502 ($318/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 16–23, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $932 ($133/night)
Hilton Club The Quin New York
New York City, New York- Dec 16–20, 2026 (4 nights)
- Studio/1 bath, sleeps 2
- $1,330 ($332/night)