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 Shadow Ridge - The Villages
Palm Desert, California- Dec 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,205 ($315/night)
Verified & Protected
Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Dec 13–19, 2026 (6 nights)
- Studio/1 bath, sleeps 4
- $2,074 ($346/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Maui Ocean Club - Lahaina Tower
Lahaina, Hawaii- Dec 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,712 ($673/night)
Verified & Protected
Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Dec 13–18, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $1,725 ($345/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 13–19, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,251 ($208/night)
Verified & Protected
Marriott's Summit Watch
Park City, Utah- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,886 ($412/night)
Marriott's Shadow Ridge - The Villages
Palm Desert, California- Dec 13–20, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $777 ($111/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Ocean Walk
Daytona Beach, Florida- Dec 13–19, 2026 (6 nights)
- 1 bed/1 bath, sleeps 4
- $523 ($87/night)
Verified & Protected
Disney's Riviera Resort
Lake Buena Vista, Florida- Dec 13–18, 2026 (5 nights)
- Studio/1 bath, sleeps 5
- $2,619 ($524/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 13–21, 2026 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,603 ($200/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Barony Beach Club
Hilton Head Island, South Carolina- Dec 13–18, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,040 ($208/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Dec 13–20, 2026 (7 nights)
- 2 bed/3 bath, sleeps 8
- $5,993 ($856/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Great Smokies Lodge
Sevierville, Tennessee- Dec 13–19, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,326 ($221/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas North
Lahaina, Hawaii- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,565 ($938/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,794 ($685/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 13–20, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $2,531 ($362/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Dec 13–20, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $4,380 ($626/night)
Verified & Protected
Aulani, a Disney Resort & Spa
Kapolei, Hawaii- Dec 13–20, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $3,748 ($535/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 13–18, 2026 (5 nights)
- 1 bed/1 bath, sleeps 4
- $415 ($83/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,295 ($471/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Waiohai Beach Club
Koloa, Hawaii- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,494 ($642/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Nashville
Nashville, Tennessee- Dec 13–17, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $311 ($78/night)
Verified & Protected
Disney's Animal Kingdom Villas - Kidani Village
Lake Buena Vista, Florida- Dec 13–16, 2026 (3 nights)
- Studio/1 bath, sleeps 4
- $1,640 ($547/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Frenchman's Cove
Southside, St. Thomas (USVI)- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,592 ($656/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($440/night)
Verified & Protected
Hilton Vacation Club Flamingo Beach St. Maarten
Simpson Bay, Dutch side (Sint Maarten), Sint Maarten & Saint Martin- Dec 13–20, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,987 ($284/night)
Verified & Protected
Grand Solmar Land's End Resort
Cabo San Lucas, Mexico- Dec 13–20, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $6,020 ($860/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,474 ($782/night)
Verified & Protected
Grand Solmar Land's End Resort
Cabo San Lucas, Mexico- Dec 13–20, 2026 (7 nights)
- 2 bed/3 bath, sleeps 6
- $4,222 ($603/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,603 ($658/night)
Verified & Protected
The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 13–19, 2026 (6 nights)
- 2 bed/2 bath, sleeps 6
- $9,835 ($1,639/night)
Verified & Protected
Voted Top Pick 2026
The Westin Nanea Ocean Villas
Lahaina, Hawaii- Dec 13–18, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $3,840 ($768/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 13–18, 2026 (5 nights)
- 3 bed/2 bath, sleeps 10
- $932 ($186/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,840 ($549/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 13–18, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $577 ($115/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 13–17, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $343 ($86/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Nashville
Nashville, Tennessee- Dec 13–17, 2026 (4 nights)
- 2 bed/2 bath, sleeps 6
- $535 ($134/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,471 ($639/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 13–17, 2026 (4 nights)
- 1 bed/1 bath, sleeps 4
- $471 ($118/night)
Verified & Protected
Marriott's Summit Watch
Park City, Utah- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,294 ($471/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Austin
Austin, Texas- Dec 13–20, 2026 (7 nights)
- Studio/1 bath, sleeps 4
- $1,734 ($248/night)
Verified & Protected
Marriott's Grande Vista
Orlando, Florida- Dec 13–20, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,932 ($276/night)
Verified & Protected
The Ritz-Carlton Club, Vail
Vail, Colorado- Dec 13–18, 2026 (5 nights)
- 2 bed/2.5 bath, sleeps 8
- $12,151 ($2,430/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Austin
Austin, Texas- Dec 13–20, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,687 ($527/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 13–17, 2026 (4 nights)
- 2 bed/2 bath, sleeps 8
- $471 ($118/night)
Verified & Protected
Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Dec 13–18, 2026 (5 nights)
- Studio/1 bath, sleeps 4
- $2,510 ($502/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ko Olina Beach Club
Kapolei, Hawaii- Dec 13–18, 2026 (5 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($768/night)