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.
The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $18,718 ($2,674/night)
Club Wyndham Smoky Mountains
Sevierville, Tennessee- Dec 22–25, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $535 ($178/night)
Marriott's Newport Coast Villas
Newport Coast, California- Dec 22–28, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,262 ($544/night)
Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Dec 22–29, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,077 ($440/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 22–29, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $6,129 ($876/night)
Holiday Inn Club Vacations Myrtle Beach Oceanfront
Myrtle Beach, South Carolina- Dec 22–27, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $694 ($139/night)
Branson's Nantucket
Branson, Missouri- Dec 22–27, 2026 (5 nights)
- 3 bed/3 bath, sleeps 8
- $1,110 ($222/night)
Sheraton Vistana Villages
Orlando, Florida- Dec 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,550 ($221/night)
Marriott's Cypress Harbour Villas
Orlando, Florida- Dec 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($331/night)
Marriott's OceanWatch Villas at Grande Dunes
Myrtle Beach, South Carolina- Dec 22–27, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,905 ($381/night)
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Dec 22–28, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $7,873 ($1,312/night)
Marriott's OceanWatch Villas at Grande Dunes
Myrtle Beach, South Carolina- Dec 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,711 ($673/night)
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 22–31, 2026 (9 nights)
- 2 bed/2 bath, sleeps 6
- $6,233 ($693/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 22–29, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $8,410 ($1,201/night)
Marriott Vacation Club, Waikiki
Honolulu, Hawaii- Dec 22–27, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $3,568 ($714/night)
Marriott's OceanWatch Villas at Grande Dunes
Myrtle Beach, South Carolina- Dec 22–27, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,423 ($485/night)
Marriott's OceanWatch Villas at Grande Dunes
Myrtle Beach, South Carolina- Dec 22–27, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,290 ($658/night)
The Point at Poipu
Koloa, Hawaii- Dec 22, 2026 – Jan 1, 2027 (10 nights)
- 2 bed/2 bath, sleeps 6
- $6,456 ($646/night)
Club Wyndham Harbour Lights
San Diego, California- Dec 22–26, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $1,008 ($252/night)
Marriott's Crystal Shores
Marco Island, Florida- Dec 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,200 ($1,171/night)
Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Dec 22–26, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $626 ($157/night)
Marriott's Summit Watch
Park City, Utah- Dec 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,197 ($1,028/night)
Club Wyndham SeaWatch Resort
Myrtle Beach, South Carolina- Dec 22–26, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $427 ($107/night)
Holiday Inn Club Vacations at Smoky Mountain Resort
Gatlinburg, Tennessee- Dec 22–27, 2026 (5 nights)
- 3 bed/3 bath, sleeps 10
- $1,824 ($365/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,512 ($216/night)
Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 22–26, 2026 (4 nights)
- 1 bed/2 bath, sleeps 4
- $1,987 ($497/night)
The Westin Kierland Villas
Scottsdale, Arizona- Dec 22–26, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,110 ($278/night)
WorldMark Phoenix - South Mountain Preserve
Phoenix, Arizona- Dec 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,390 ($341/night)
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 22–27, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $4,385 ($877/night)
The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 22–27, 2026 (5 nights)
- 3 bed/3.5 bath, sleeps 8
- $16,375 ($3,275/night)
Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- Dec 22–26, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,054 ($264/night)
Hyatt High Sierra Lodge
Incline Village, Nevada- Dec 22–26, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,660 ($415/night)
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 22–25, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $415 ($138/night)
The Westin Kierland Villas
Scottsdale, Arizona- Dec 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($276/night)
Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Dec 22–28, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $2,804 ($467/night)
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 22–25, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $535 ($178/night)
Hyatt High Sierra Lodge
Incline Village, Nevada- Dec 22–26, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $2,336 ($584/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 22–29, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $5,366 ($767/night)
Kohala Suites by Hilton Grand Vacations
Waikoloa Village, Hawaii- Dec 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,696 ($385/night)
Marriott's Grande Ocean
Hilton Head Island, South Carolina- Dec 22–27, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($768/night)
The Hilton Club New York
New York City, New York- Dec 22–29, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $6,892 ($985/night)
Marriott's Waikoloa Ocean Club
Waikoloa Village, Hawaii- Dec 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,984 ($712/night)
Hilton Grand Vacations at Tuscany Village
Orlando, Florida- Dec 22–29, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,856 ($265/night)
Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Dec 22–26, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $3,295 ($824/night)
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 22–25, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $367 ($122/night)
Sheraton Vistana Villages
Orlando, Florida- Dec 22–26, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $844 ($211/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 22–26, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,110 ($278/night)
Club Wyndham Nashville
Nashville, Tennessee- Dec 22–29, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $684 ($98/night)