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
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 21–28, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,471 ($210/night)
Verified & Protected
Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 21–26, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $3,568 ($714/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham South Shore
Zephyr Cove, Nevada- Feb 21–25, 2027 (4 nights)
- 3 bed/2 bath, sleeps 8
- $1,207 ($302/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,545 ($1,078/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 21 – Mar 7, 2027 (14 nights)
- 2 bed/2 bath, sleeps 8
- $13,649 ($975/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 21–28, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $5,328 ($761/night)
Verified & Protected
Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Feb 21–23, 2027 (2 nights)
- Studio/1 bath, sleeps 4
- $1,039 ($519/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 21–28, 2027 (7 nights)
- 1 bed/2 bath, sleeps 4
- $4,494 ($642/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Inn on Long Wharf
Newport, Rhode Island- Feb 21–24, 2027 (3 nights)
- 1 bed/1 bath, sleeps 4
- $223 ($74/night)
Verified & Protected
Marriott's Heritage Club
Hilton Head Island, South Carolina- Feb 21–26, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,230 ($246/night)
Verified & Protected
Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 21–24, 2027 (3 nights)
- Studio/1 bath, sleeps 5
- $1,791 ($597/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 21 – Mar 1, 2027 (8 nights)
- 1 bed/1 bath, sleeps 4
- $4,952 ($619/night)
Verified & Protected
Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Feb 21–23, 2027 (2 nights)
- Studio/1 bath, sleeps 4
- $852 ($426/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $9,067 ($1,295/night)
Verified & Protected
Divi Village Golf and Beach Resort
Oranjestad, Aruba- Feb 21–28, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,696 ($385/night)
Verified & Protected
Playa Linda Beach Resort
Palm Beach, Aruba- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $8,197 ($1,171/night)
Verified & Protected
Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Feb 21–22, 2027 (1 night)
- Studio/1 bath, sleeps 4
- $523 ($523/night)
Verified & Protected
Copper Creek Villas & Cabins at Disney's Wilderness Lodge
Lake Buena Vista, Florida- Feb 21–26, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $3,262 ($652/night)
Verified & Protected
Westgate Park City Resort & Spa
Park City, Utah- Feb 21–28, 2027 (7 nights)
- 4 bed/4 bath, sleeps 14
- $11,470 ($1,639/night)
Verified & Protected
Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Feb 21–26, 2027 (5 nights)
- 1 bed/2 bath, sleeps 6
- $2,260 ($452/night)
Verified & Protected
Disney's Riviera Resort
Lake Buena Vista, Florida- Feb 21–26, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $3,998 ($800/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 21–25, 2027 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,277 ($319/night)
Verified & Protected
Disney's Old Key West Resort
Lake Buena Vista, Florida- Feb 21–26, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,205 ($441/night)
Verified & Protected
Villas at Disneyland Hotel
Anaheim, California- Feb 21–25, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $2,100 ($525/night)
Verified & Protected
Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Feb 21–26, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,510 ($502/night)
Verified & Protected
Marriott's Summit Watch
Park City, Utah- Feb 21–26, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $2,478 ($496/night)
Verified & Protected
Disney's Old Key West Resort
Lake Buena Vista, Florida- Feb 21–24, 2027 (3 nights)
- Studio/1 bath, sleeps 4
- $1,198 ($399/night)
Verified & Protected
Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Feb 21–26, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,510 ($502/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Maui Ocean Club - Molokai, Maui & Lanai Towers
Lahaina, Hawaii- Feb 21–28, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,649 ($521/night)
Verified & Protected
Marriott's Monarch at Sea Pines
Hilton Head Island, South Carolina- Feb 21–26, 2027 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,076 ($215/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,978 ($283/night)
Verified & Protected
Marriott's StreamSide at Vail - Birch, Douglas, and Evergreen
Vail, Colorado- Feb 21–26, 2027 (5 nights)
- 1 bed/2 bath, sleeps 6
- $1,440 ($288/night)
Verified & Protected
Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $11,852 ($1,693/night)
Verified & Protected
Hyatt Windward Pointe Resort
Key West, Florida- Feb 21 – Mar 6, 2027 (13 nights)
- 2 bed/2 bath, sleeps 6
- $6,543 ($503/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 21–28, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $5,366 ($767/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 21–28, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $3,230 ($461/night)
Verified & Protected
Marriott's Canyon Villas at Desert Ridge
Phoenix, Arizona- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,053 ($579/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 21–26, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $888 ($178/night)
Verified & Protected
Marriott's Timber Lodge Tahoe
South Lake Tahoe, California- Feb 21–26, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $2,914 ($583/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 21–25, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $710 ($178/night)
Verified & Protected
Voted Top Pick 2026
The Westin Kaanapali Ocean Resort Villas
Lahaina, Hawaii- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $4,595 ($656/night)
Verified & Protected
Voted Top Pick 2026
Marriott's MountainSide at Park City
Park City, Utah- Feb 21–28, 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 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,227 ($1,175/night)
Verified & Protected
The Westin St. John - Bay Vista Villas
Cruz Bay, St. John (USVI)- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,197 ($1,171/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 21–25, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $959 ($240/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 21–28, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $4,603 ($658/night)
Verified & Protected
Marriott's Mountain Valley Lodge
Breckenridge, Colorado- Feb 21–26, 2027 (5 nights)
- 1 bed/2 bath, sleeps 6
- $2,123 ($425/night)
Verified & Protected
Voted #1 Resort 2026
Marriott's Aruba Surf Club
Palm Beach, Aruba- Feb 21–28, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,564 ($938/night)