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.
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $1,856 ($265/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $7,464 ($1,066/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $5,748 ($821/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,649 ($521/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- Studio/1 bath, sleeps 2
- $2,467 ($352/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,467 ($352/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $2,467 ($352/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,186 ($455/night)
Pueblo Bonito Sunset Beach Resort & Spa
Cabo San Lucas, Mexico- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,680 ($526/night)
The Estates at Vidanta Nuevo Vallarta
Nuevo Vallarta, Mexico- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 3 bed/4 bath, sleeps 10
- $17,574 ($2,511/night)
Club Wyndham Resort at Avon
Avon, Colorado- Dec 28, 2026 – Jan 2, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,750 ($550/night)
Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Dec 28, 2026 – Jan 2, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,750 ($550/night)
Sheraton Vistana Villages
Orlando, Florida- Dec 28, 2026 – Jan 2, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,110 ($222/night)
Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 28, 2026 – Jan 3, 2027 (6 nights)
- 2 bed/2 bath, sleeps 6
- $7,764 ($1,294/night)
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,290 ($756/night)
Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,458 ($494/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $10,707 ($1,530/night)
Lifestyle Holidays Vacation Resort - Puerto Plata
Puerto Plata, Dominican Republic- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 6 bed/6 bath, sleeps 12
- $4,984 ($712/night)
Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,548 ($221/night)
Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Dec 28, 2026 – Jan 2, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $972 ($194/night)
Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Dec 28, 2026 – Jan 3, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,233 ($206/night)
Club Wyndham Orange Tree Golf Resort
Scottsdale, Arizona- Dec 28, 2026 – Jan 1, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $710 ($178/night)
Marriott's Kauai Lagoons - Kalanipu'u
Lihue, Hawaii- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 3 bed/3 bath, sleeps 8
- $6,129 ($876/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $13,751 ($1,964/night)
The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 3 bed/3.5 bath, sleeps 8
- $27,493 ($3,928/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $11,027 ($1,575/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $14,522 ($2,075/night)
The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 28, 2026 – Jan 1, 2027 (4 nights)
- 2 bed/2.5 bath, sleeps 8
- $10,925 ($2,731/night)
Club Wyndham Clearwater Beach Resort
Clearwater, Florida- Dec 28, 2026 – Jan 3, 2027 (6 nights)
- 4 bed/3.5 bath, sleeps 14
- $6,565 ($1,094/night)
Hilton Vacation Club Scottsdale Links Resort
Scottsdale, Arizona- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 3 bed/2 bath, sleeps 8
- $2,886 ($412/night)
Pueblo Bonito Resort at Emerald Bay
Mazatlan, Mexico- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,473 ($210/night)
Pueblo Bonito Resort at Emerald Bay
Mazatlan, Mexico- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $2,314 ($331/night)
Pueblo Bonito Resort at Emerald Bay
Mazatlan, Mexico- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,542 ($220/night)
Pueblo Bonito Resort at Emerald Bay
Mazatlan, Mexico- Dec 28, 2026 – Jan 4, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $2,314 ($331/night)
Marriott Vacation Club, New York City
New York City, New York- Dec 28, 2026 – Jan 3, 2027 (6 nights)
- Studio/1 bath, sleeps 2
- $5,420 ($903/night)
Elara by Hilton Grand Vacations
Las Vegas, Nevada- Dec 28, 2026 – Jan 2, 2027 (5 nights)
- 2 bed/2 bath, sleeps 6
- $4,112 ($822/night)
Margaritaville Vacation Club by Wyndham - Desert Blue
Las Vegas, Nevada- Dec 29, 2026 – Jan 3, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,104 ($221/night)
Club Wyndham Park City
Park City, Utah- Dec 29, 2026 – Jan 3, 2027 (5 nights)
- 4 bed/3 bath, sleeps 12
- $8,200 ($1,640/night)
Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Dec 29, 2026 – Jan 3, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $5,470 ($1,094/night)
Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Dec 29, 2026 – Jan 3, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $3,562 ($712/night)
Marriott's Oceana Palms
Riviera Beach, Florida- Dec 29, 2026 – Jan 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,633 ($805/night)
Marriott's OceanWatch Villas at Grande Dunes
Myrtle Beach, South Carolina- Dec 29, 2026 – Jan 5, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,428 ($347/night)
Hyatt Vacation Club at Desert Oasis
Cathedral City, California- Dec 29, 2026 – Jan 2, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $999 ($250/night)
Club Wyndham Park City
Park City, Utah- Dec 29, 2026 – Jan 3, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $3,442 ($688/night)
Marriott Grand Residence Club - Lake Tahoe
South Lake Tahoe, California- Dec 29, 2026 – Jan 2, 2027 (4 nights)
- Studio/1 bath, sleeps 2
- $5,253 ($1,313/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 29, 2026 – Jan 1, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $1,297 ($432/night)
Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Dec 29, 2026 – Jan 3, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $852 ($170/night)
Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Dec 29, 2026 – Jan 2, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $626 ($157/night)