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
Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Dec 5–11, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $2,292 ($382/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,551 ($650/night)
Verified & Protected
Marriott's Phuket Beach Club
Phuket, Thailand- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 5–12, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,513 ($502/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 5–9, 2026 (4 nights)
- 3 bed/2 bath, sleeps 10
- $870 ($218/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Grand Desert
Las Vegas, Nevada- Dec 5–11, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,431 ($239/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,658 ($665/night)
Verified & Protected
Montecristo Estates by Pueblo Bonito
Cabo San Lucas, Mexico- Dec 5–12, 2026 (7 nights)
- 3 bed/3.5 bath, sleeps 10
- $3,295 ($471/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 5–12, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,129 ($876/night)
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 5–12, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $7,655 ($1,094/night)
Verified & Protected
Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Dec 6–11, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $2,990 ($598/night)
Verified & Protected
Marriott's Phuket Beach Club
Phuket, Thailand- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($549/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,712 ($673/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Dec 6–11, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $944 ($189/night)
Hyatt Sunset Harbor Resort
Key West, Florida- Dec 6–10, 2026 (4 nights)
- Studio/1 bath, sleeps 2
- $1,330 ($332/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,732 ($962/night)
Verified & Protected
Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Dec 6–11, 2026 (5 nights)
- 1 bed/2 bath, sleeps 6
- $1,439 ($288/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 6–13, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $3,949 ($564/night)
Verified & Protected
Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Dec 6–11, 2026 (5 nights)
- 1 bed/2 bath, sleeps 6
- $1,439 ($288/night)
Verified & Protected
Disney's Beach Club Villas
Lake Buena Vista, Florida- Dec 6–11, 2026 (5 nights)
- Studio/1 bath, sleeps 5
- $3,077 ($615/night)
Verified & Protected
Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Dec 6–10, 2026 (4 nights)
- Studio/1 bath, sleeps 4
- $2,327 ($582/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 6–12, 2026 (6 nights)
- 3 bed/2 bath, sleeps 10
- $1,242 ($207/night)
Verified & Protected
Tamarack Beach Resort
Carlsbad, California- Dec 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,660 ($237/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 6–13, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $10,380 ($1,483/night)
Verified & Protected
Villa del Palmar Cabo San Lucas
Cabo San Lucas, Mexico- Dec 6–13, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $2,505 ($358/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,249 ($607/night)
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,145 ($306/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,745 ($392/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,423 ($346/night)
Verified & Protected
Voted Top Pick 2026
Marriott's OceanWatch Villas at Grande Dunes
Myrtle Beach, South Carolina- Dec 6–11, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $944 ($189/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,295 ($471/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Nashville
Nashville, Tennessee- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,427 ($204/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,554 ($651/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 6–11, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,531 ($506/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,384 ($626/night)
Verified & Protected
Grand Timber Lodge
Breckenridge, Colorado- Dec 6–13, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $3,294 ($471/night)
Verified & Protected
Marriott's Phuket Beach Club
Phuket, Thailand- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,894 ($556/night)
Verified & Protected
Marriott's SurfWatch
Hilton Head Island, South Carolina- Dec 6–11, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $944 ($189/night)
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $2,423 ($346/night)
Verified & Protected
Grand Timber Lodge
Breckenridge, Colorado- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $2,150 ($307/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,568 ($510/night)
Verified & Protected
Disney's BoardWalk Villas
Lake Buena Vista, Florida- Dec 6–11, 2026 (5 nights)
- Studio/1 bath, sleeps 5
- $2,843 ($569/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 6–13, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,929 ($704/night)
Verified & Protected
Disney's BoardWalk Villas
Lake Buena Vista, Florida- Dec 6–11, 2026 (5 nights)
- Studio/1 bath, sleeps 5
- $2,843 ($569/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 6–13, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $4,112 ($588/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 6–13, 2026 (7 nights)
- 3 bed/2 bath, sleeps 10
- $1,550 ($221/night)
Verified & Protected
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Dec 6–12, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $2,859 ($476/night)