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.
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,358 ($765/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 6–11, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,531 ($506/night)
Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Dec 6–9, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $396 ($132/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,750 ($393/night)
Marriott's Newport Coast Villas
Newport Coast, California- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,132 ($447/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,268 ($467/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,938 ($848/night)
Marriott's MountainSide at Park City
Park City, Utah- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
Club Wyndham Long Wharf
Newport, Rhode Island- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $971 ($139/night)
Marriott's Summit Watch
Park City, Utah- Dec 6–12, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $2,307 ($385/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 6–12, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $573 ($95/night)
Sheraton Lakeside Terrace Villas at Mountain Vista
Avon, Colorado- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,385 ($198/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 6–12, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,092 ($182/night)
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,069 ($438/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 6–13, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $3,840 ($549/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $11,088 ($1,584/night)
Divi Village Golf and Beach Resort
Oranjestad, Aruba- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,719 ($246/night)
Marriott's Phuket Beach Club
Phuket, Thailand- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,987 ($284/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,119 ($160/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,427 ($204/night)
Grand Solmar Pacific Dunes Resort Golf & Spa
Cabo San Lucas, Mexico- Dec 6–13, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $4,595 ($656/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,794 ($685/night)
Grand Solmar Pacific Dunes Resort Golf & Spa
Cabo San Lucas, Mexico- Dec 6–13, 2026 (7 nights)
- 3 bed/4 bath, sleeps 10
- $6,565 ($938/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 6–13, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $7,464 ($1,066/night)
Marriott's Summit Watch
Park City, Utah- Dec 6–11, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $5,470 ($1,094/night)
Marriott's MountainSide at Park City
Park City, Utah- Dec 6–11, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $7,105 ($1,421/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,306 ($329/night)
Marriott's MountainSide at Park City
Park City, Utah- Dec 6–11, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $4,925 ($985/night)
Marriott's MountainSide at Park City
Park City, Utah- Dec 6–11, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $7,650 ($1,530/night)
Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Dec 6–11, 2026 (5 nights)
- 4 bed/4 bath, sleeps 12
- $7,977 ($1,595/night)
Club Wyndham Harbour Lights
San Diego, California- Dec 6–10, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $639 ($160/night)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($440/night)
Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 6–13, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 10
- $3,062 ($437/night)
WorldMark Las Vegas - Boulevard
Las Vegas, Nevada- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,619 ($231/night)
Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Dec 6–11, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $630 ($126/night)
Hilton Grand Vacations at SeaWorld
Orlando, Florida- Dec 6–13, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $2,478 ($354/night)
Hilton Grand Vacations on the Boulevard
Las Vegas, Nevada- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,314 ($331/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 6–13, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $6,884 ($983/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,222 ($603/night)
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,894 ($271/night)
Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Dec 6–11, 2026 (5 nights)
- 1 bed/2 bath, sleeps 6
- $4,925 ($985/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 6–13, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $4,603 ($658/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,999 ($428/night)
Club Wyndham Shearwater
Princeville, Hawaii- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,696 ($385/night)
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,458 ($494/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 6–11, 2026 (5 nights)
- 3 bed/3 bath, sleeps 10
- $4,380 ($876/night)
Grand Timber Lodge
Breckenridge, Colorado- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,150 ($307/night)