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.
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)
Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 16–23, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,684 ($383/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)
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)
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)
Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 16, 2026 – Jan 2, 2027 (17 nights)
- 3 bed/3.5 bath, sleeps 10
- $8,827 ($519/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 Ocean Walk
Daytona Beach, Florida- Dec 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,612 ($230/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 Ocean Walk
Daytona Beach, Florida- Dec 16–23, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $932 ($133/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 16–23, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $684 ($98/night)
Novaispania Residences by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 16–26, 2026 (10 nights)
- 4 bed/4.5 bath, sleeps 12
- $14,740 ($1,474/night)
Kings' Land by Hilton Grand Vacations
Waikoloa Village, Hawaii- Dec 16–23, 2026 (7 nights)
- 3 bed/3 bath, sleeps 8
- $4,603 ($658/night)
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 16–23, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,886 ($412/night)
Marriott's Canyon Villas at Desert Ridge
Phoenix, Arizona- Dec 16–21, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,478 ($496/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,039 ($434/night)
Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 16, 2026 – Jan 2, 2027 (17 nights)
- 3 bed/3.5 bath, sleeps 10
- $8,808 ($518/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($195/night)
Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Dec 16–21, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $4,380 ($876/night)
Holiday Inn Club Vacations at Smoky Mountain Resort
Gatlinburg, Tennessee- Dec 16–22, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,165 ($194/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 16–22, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $613 ($102/night)
Club Wyndham Avenue Plaza
New Orleans, Louisiana- Dec 16–19, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $515 ($172/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 16–22, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $2,935 ($489/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 16–21, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,859 ($572/night)
Club Wyndham Avenue Plaza
New Orleans, Louisiana- Dec 16–20, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $755 ($189/night)
Club Wyndham Avenue Plaza
New Orleans, Louisiana- Dec 16–20, 2026 (4 nights)
- Studio/1 bath, sleeps 2
- $684 ($171/night)
Club Wyndham Avenue Plaza
New Orleans, Louisiana- Dec 16–19, 2026 (3 nights)
- Studio/1 bath, sleeps 2
- $467 ($156/night)
Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Dec 16–19, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $499 ($166/night)
Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 16, 2026 – Jan 2, 2027 (17 nights)
- 3 bed/3.5 bath, sleeps 10
- $8,745 ($514/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 16–23, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,510 ($930/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 16–22, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,207 ($201/night)
Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Dec 16–19, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $355 ($118/night)
Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 16–18, 2026 (2 nights)
- 2 bed/2 bath, sleeps 6
- $1,110 ($555/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 16–23, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $8,036 ($1,148/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–20, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $551 ($184/night)
Polo Towers
Las Vegas, Nevada- Dec 17–21, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $1,550 ($388/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 17–24, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $1,319 ($188/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)
Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Dec 17–24, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $746 ($107/night)
Marriott's Grande Vista
Orlando, Florida- Dec 17–22, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($266/night)
Marriott's Oceana Palms
Riviera Beach, Florida- Dec 17–23, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,622 ($604/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 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 17–23, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,778 ($296/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 17–23, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,312 ($219/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)