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 Aruba Ocean Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,748 ($821/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)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 6–17, 2026 (11 nights)
- 1 bed/1 bath, sleeps 4
- $6,919 ($629/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 Harbour Lights
San Diego, California- Dec 6–10, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $639 ($160/night)
Marriott's Desert Springs Villas
Palm Desert, California- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,804 ($401/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)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $932 ($133/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,612 ($230/night)
Club Wyndham Sedona
Sedona, Arizona- Dec 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $950 ($136/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 Vacation Club, Waikiki
Honolulu, Hawaii- Dec 6–12, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $2,641 ($440/night)
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,741 ($392/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,802 ($543/night)
Coral Sands Resort by Palmera
Hilton Head Island, South Carolina- Dec 6–13, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $1,660 ($237/night)
Holiday Inn Club Vacations Scottsdale Resort
Scottsdale, Arizona- Dec 6–11, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,248 ($250/night)
Marriott's MountainSide at Park City
Park City, Utah- Dec 6–11, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($768/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 6–11, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,796 ($359/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 6–17, 2026 (11 nights)
- 1 bed/1 bath, sleeps 4
- $968 ($88/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)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 6–17, 2026 (11 nights)
- 2 bed/2 bath, sleeps 8
- $2,310 ($210/night)
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 6–11, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,486 ($697/night)
Lake Condominiums at Big Sky
Big Sky, Montana- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,458 ($208/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 Waiohai Beach Club
Koloa, Hawaii- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,361 ($766/night)
Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Dec 6–11, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $630 ($126/night)
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $684 ($98/night)
Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Dec 6–11, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $4,925 ($985/night)
Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,249 ($607/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)
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)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,077 ($440/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 StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Dec 6–11, 2026 (5 nights)
- 1 bed/2 bath, sleeps 6
- $5,470 ($1,094/night)
Club Wyndham Mauna Loa Village
Kailua-Kona, Hawaii- Dec 6–13, 2026 (7 nights)
- 2 bed/2.5 bath, sleeps 6
- $2,276 ($325/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,427 ($204/night)
Grand Timber Lodge
Breckenridge, Colorado- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,150 ($307/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 - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 6–13, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $4,603 ($658/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)
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,061 ($580/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,049 ($150/night)
Marriott's MountainSide at Park City
Park City, Utah- Dec 6–12, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $2,968 ($495/night)
Marriott's Newport Coast Villas
Newport Coast, California- Dec 6–15, 2026 (9 nights)
- 2 bed/2 bath, sleeps 8
- $3,851 ($428/night)