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
Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Feb 14–21, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,660 ($237/night)
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Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 15–21, 2027 (6 nights)
- Studio/1 bath, sleeps 5
- $3,341 ($557/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,943 ($1,420/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,398 ($1,343/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,398 ($1,343/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,636 ($1,234/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,200 ($1,171/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,200 ($1,171/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,364 ($1,195/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,418 ($1,203/night)
Verified & Protected
Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Feb 15–21, 2027 (6 nights)
- 1 bed/2 bath, sleeps 6
- $1,987 ($331/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,475 ($782/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,943 ($1,420/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,200 ($1,171/night)
Verified & Protected
Marriott's Kauai Beach Club
Lihue, Hawaii- Feb 15–22, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,384 ($626/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,128 ($875/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,128 ($875/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $6,673 ($953/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,745 ($1,249/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $4,275 ($611/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Aruba Ocean Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,290 ($1,327/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,840 ($263/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,948 ($564/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,488 ($1,498/night)
Verified & Protected
Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 15–20, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $3,458 ($692/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,963 ($1,280/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 15–20, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,859 ($572/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,944 ($1,421/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,398 ($1,343/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 15–22, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $10,488 ($1,498/night)
Verified & Protected
The Villas at Disney's Grand Californian Hotel & Spa
Anaheim, California- Feb 16–21, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $3,028 ($606/night)
Verified & Protected
The Villas at Disney's Grand Californian Hotel & Spa
Anaheim, California- Feb 17–21, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $2,661 ($665/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Feb 17–23, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($767/night)
Verified & Protected
Divi Village Golf and Beach Resort
Oranjestad, Aruba- Feb 17–24, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,204 ($315/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 18–25, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,892 ($985/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 18–25, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,748 ($821/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 18–25, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,835 ($1,405/night)
Verified & Protected
The Villas at Disney's Grand Californian Hotel & Spa
Anaheim, California- Feb 18–21, 2027 (3 nights)
- Studio/1 bath, sleeps 4
- $2,086 ($695/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 18–25, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,943 ($1,420/night)
Verified & Protected
Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 18–25, 2027 (7 nights)
- Studio/1 bath, sleeps 5
- $4,459 ($637/night)
Verified & Protected
The Villas at Disney's Grand Californian Hotel & Spa
Anaheim, California- Feb 18–21, 2027 (3 nights)
- Studio/1 bath, sleeps 4
- $1,953 ($651/night)
Verified & Protected
Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Feb 19–26, 2027 (7 nights)
- 3 bed/2 bath, sleeps 8
- $11,906 ($1,701/night)
Verified & Protected
Sheraton Desert Oasis
Scottsdale, Arizona- Feb 19–26, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,987 ($284/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,650 ($1,093/night)
Verified & Protected
Sheraton Steamboat Resort Villas
Steamboat Springs, Colorado- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $5,829 ($833/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,420 ($774/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,474 ($782/night)