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 Barony Beach Club
Hilton Head Island, South Carolina- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,886 ($412/night)
Grand Waikikian by Hilton Grand Vacations
Honolulu, Hawaii- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,274 ($1,039/night)
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,421 ($346/night)
Westgate Park City Resort & Spa
Park City, Utah- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
Westgate Park City Resort & Spa
Park City, Utah- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,077 ($440/night)
Westgate Park City Resort & Spa
Park City, Utah- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,911 ($844/night)
Grand Waikikian by Hilton Grand Vacations
Honolulu, Hawaii- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $7,655 ($1,094/night)
Marriott's Grand Chateau
Las Vegas, Nevada- Dec 27, 2026 – Jan 1, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,632 ($326/night)
Westgate Park City Resort & Spa
Park City, Utah- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 4 bed/4 bath, sleeps 14
- $15,285 ($2,184/night)
Westgate Park City Resort & Spa
Park City, Utah- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,473 ($782/night)
Westgate Park City Resort & Spa
Park City, Utah- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,428 ($347/night)
Marriott's Oceana Palms
Riviera Beach, Florida- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,938 ($848/night)
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,726 ($532/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $10,379 ($1,483/night)
Club Wyndham Midtown 45
New York City, New York- Dec 27, 2026 – Jan 2, 2027 (6 nights)
- 1 bed/1 bath, sleeps 2
- $2,314 ($386/night)
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/3 bath, sleeps 8
- $12,010 ($1,716/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $15,285 ($2,184/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $15,819 ($2,260/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $14,369 ($2,053/night)
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $20,843 ($2,978/night)
Wyndham Grand Rio Mar, a Margaritaville Vacation Club Resort
Rio Grande, Puerto Rico- Dec 27, 2026 – Jan 4, 2027 (8 nights)
- Studio/1 bath, sleeps 2
- $3,382 ($423/night)
Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,404 ($486/night)
Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,603 ($658/night)
Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,876 ($696/night)
Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $3,840 ($549/night)
Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,821 ($689/night)
Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- Studio/1 bath, sleeps 3
- $3,295 ($471/night)
Grand Lodge on Peak 7
Breckenridge, Colorado- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,707 ($1,530/night)
Club Wyndham Park City
Park City, Utah- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
Polo Towers
Las Vegas, Nevada- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($276/night)
Polo Towers
Las Vegas, Nevada- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($276/night)
Club Wyndham National Harbor
National Harbor, Maryland- Dec 27–30, 2026 (3 nights)
- 2 bed/2 bath, sleeps 8
- $799 ($266/night)
Playa Grande Resort & Grand Spa
Cabo San Lucas, Mexico- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,085 ($298/night)
Club Wyndham Park City
Park City, Utah- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,175 ($739/night)
Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $4,276 ($611/night)
Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,469 ($496/night)
Club Wyndham National Harbor
National Harbor, Maryland- Dec 27–30, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $603 ($201/night)
Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 1 bed/2 bath, sleeps 6
- $4,031 ($576/night)
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $12,019 ($1,717/night)
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,106 ($1,015/night)
Club Wyndham Park City
Park City, Utah- Dec 27, 2026 – Jan 2, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $3,812 ($635/night)
Westgate Park City Resort & Spa
Park City, Utah- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,153 ($450/night)
WorldMark La Paloma Resort
Rosarito, Mexico- Dec 27, 2026 – Jan 1, 2027 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,660 ($332/night)
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,161 ($309/night)
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $2,238 ($320/night)
Hilton Vacation Club Cabo Azul Los Cabos
San Jose del Cabo, Mexico- Dec 27, 2026 – Jan 1, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,478 ($496/night)
Kings' Land by Hilton Grand Vacations
Waikoloa Village, Hawaii- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,185 ($455/night)
Westgate Park City Resort & Spa
Park City, Utah- Dec 27, 2026 – Jan 3, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,726 ($532/night)