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.
Verified & Protected
Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,181 ($1,312/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,148 ($735/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $12,559 ($1,794/night)
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Dec 20, 2026 – Jan 3, 2027 (14 nights)
- 2 bed/2 bath, sleeps 6
- $6,456 ($461/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $11,361 ($1,623/night)
Verified & Protected
Hilton Grand Vacations at MarBrisa
Carlsbad, California- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,458 ($494/night)
Verified & Protected
Garza Blanca Resort & Spa Los Cabos
Cabo San Lucas, Mexico- Dec 20, 2026 – Jan 5, 2027 (16 nights)
- 2 bed/3 bath, sleeps 6
- $15,721 ($983/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $12,798 ($1,828/night)
Verified & Protected
Hilton Grand Vacations at MarBrisa
Carlsbad, California- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,824 ($689/night)
Verified & Protected
The Westin Lagunamar Ocean Resort Villas & Spa
Cancun, Mexico- Dec 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $4,603 ($658/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $11,519 ($1,646/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $12,559 ($1,794/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,853 ($1,122/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 20–24, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $710 ($178/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 20–26, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,948 ($658/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 20–24, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $959 ($240/night)
Verified & Protected
The Ridge Tahoe
Stateline, Nevada- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,390 ($341/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $11,348 ($1,621/night)
Verified & Protected
The Westin St. John - Sunset Bay Villas
Cruz Bay, St. John (USVI)- Dec 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $11,470 ($1,639/night)
Verified & Protected
Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $3,295 ($471/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
Verified & Protected
Voted Top Pick 2026
Harborside Resort at Atlantis
Paradise Island, Bahamas- Dec 20–26, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $2,042 ($340/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,423 ($346/night)
Verified & Protected
Garza Blanca Resort & Spa Cancun
Cancun, Mexico- Dec 20–27, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $6,320 ($903/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,603 ($658/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 20–23, 2026 (3 nights)
- 1 bed/1 bath, sleeps 4
- $1,824 ($608/night)
Verified & Protected
Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,020 ($860/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 20–23, 2026 (3 nights)
- Studio/1 bath, sleeps 2
- $1,032 ($344/night)
Verified & Protected
Angel Fire Cabin Share
Angel Fire, New Mexico- Dec 20–27, 2026 (7 nights)
- 3 bed/2.5 bath, sleeps 8
- $1,658 ($237/night)
Verified & Protected
Westgate Smoky Mountain Resort & Water Park
Gatlinburg, Tennessee- Dec 20–27, 2026 (7 nights)
- 4 bed/4 bath, sleeps 16
- $3,704 ($529/night)
Verified & Protected
Westgate Smoky Mountain Resort & Water Park
Gatlinburg, Tennessee- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,833 ($262/night)
Verified & Protected
The Westin Riverfront Mountain Villas
Avon, Colorado- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,958 ($1,280/night)
Verified & Protected
Marriott's Harbour Lake
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($393/night)
Verified & Protected
Hilton Vacation Club Kaanapali Beach
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,924 ($418/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $7,546 ($1,078/night)
Verified & Protected
Marriott's Kauai Beach Club
Lihue, Hawaii- Dec 20–27, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $5,257 ($751/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $12,560 ($1,794/night)
Verified & Protected
Sheraton Broadway Resort Villas
Myrtle Beach, South Carolina- Dec 20–28, 2026 (8 nights)
- 1 bed/1 bath, sleeps 4
- $2,196 ($275/night)
Verified & Protected
The Grand Islander by Hilton Grand Vacations
Honolulu, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,794 ($685/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $8,036 ($1,148/night)
Marriott's Summit Watch
Park City, Utah- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,946 ($707/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $13,972 ($1,996/night)
Verified & Protected
Grand Timber Lodge
Breckenridge, Colorado- Dec 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $5,470 ($781/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,366 ($767/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Newport Coast Villas
Newport Coast, California- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
Verified & Protected
Divi Village Golf and Beach Resort
Oranjestad, Aruba- Dec 20–27, 2026 (7 nights)
- 1 bed/2 bath, sleeps 4
- $2,848 ($407/night)
Verified & Protected
Holiday Inn Club Vacations Cape Canaveral Beach Resort
Cape Canaveral, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,930 ($704/night)