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 19–26, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,711 ($387/night)
Verified & Protected
Copper Creek Villas & Cabins at Disney's Wilderness Lodge
Lake Buena Vista, Florida- Feb 19–23, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $2,065 ($516/night)
Verified & Protected
Disney's Riviera Resort
Lake Buena Vista, Florida- Feb 19–25, 2027 (6 nights)
- Studio/1 bath, sleeps 5
- $3,969 ($661/night)
Verified & Protected
Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 19–25, 2027 (6 nights)
- Studio/1 bath, sleeps 5
- $2,802 ($467/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,085 ($869/night)
Verified & Protected
Bay Lake Tower at Disney's Contemporary Resort
Lake Buena Vista, Florida- Feb 19–24, 2027 (5 nights)
- Studio/1 bath, sleeps 4
- $2,929 ($586/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 19–23, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $941 ($235/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 19–23, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,268 ($317/night)
Verified & Protected
Eagle's Nest Beach Resort
Marco Island, Florida- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $4,876 ($696/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,765 ($252/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 20–27, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $932 ($133/night)
Verified & Protected
Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 20–27, 2027 (7 nights)
- Studio/1 bath, sleeps 5
- $4,459 ($637/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,110 ($1,016/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $5,693 ($813/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 20 – Mar 6, 2027 (14 nights)
- 1 bed/1 bath, sleeps 4
- $2,920 ($209/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 20–24, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $1,114 ($279/night)
Verified & Protected
Disney's Riviera Resort
Lake Buena Vista, Florida- Feb 20–25, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $3,233 ($647/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,891 ($984/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 20–25, 2027 (5 nights)
- 3 bed/2 bath, sleeps 10
- $1,839 ($368/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 20–25, 2027 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,352 ($270/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Ocean Pointe
Palm Beach Shores, Florida- Feb 20–27, 2027 (7 nights)
- 3 bed/3 bath, sleeps 10
- $7,655 ($1,094/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 20–25, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,003 ($201/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 20–28, 2027 (8 nights)
- 2 bed/2 bath, sleeps 8
- $2,366 ($296/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 20–24, 2027 (4 nights)
- 3 bed/2 bath, sleeps 10
- $1,524 ($381/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 20–26, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,180 ($197/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 20–28, 2027 (8 nights)
- 3 bed/2 bath, sleeps 10
- $3,269 ($409/night)
Verified & Protected
Vacation Village at Weston
Weston, Florida- Feb 20–27, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,205 ($315/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,978 ($283/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 20–24, 2027 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,114 ($279/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $7,654 ($1,093/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 20–24, 2027 (4 nights)
- 1 bed/1 bath, sleeps 4
- $826 ($206/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 20–25, 2027 (5 nights)
- 1 bed/1 bath, sleeps 4
- $1,352 ($270/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 20–26, 2027 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,590 ($265/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 20–26, 2027 (6 nights)
- 1 bed/1 bath, sleeps 4
- $1,590 ($265/night)
Verified & Protected
Marriott's Lakeshore Reserve
Orlando, Florida- Feb 20–27, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $3,126 ($447/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 20–28, 2027 (8 nights)
- 1 bed/1 bath, sleeps 4
- $1,760 ($220/night)
Verified & Protected
Disney's BoardWalk Villas
Lake Buena Vista, Florida- Feb 20–25, 2027 (5 nights)
- Studio/1 bath, sleeps 5
- $3,125 ($625/night)
Verified & Protected
Disney's Animal Kingdom Villas - Jambo House
Lake Buena Vista, Florida- Feb 20–24, 2027 (4 nights)
- Studio/1 bath, sleeps 4
- $2,063 ($516/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 20–27, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,978 ($283/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 20–27, 2027 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,711 ($387/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Feb 20–27, 2027 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,471 ($210/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,838 ($977/night)
Verified & Protected
Disney's Riviera Resort
Lake Buena Vista, Florida- Feb 20–23, 2027 (3 nights)
- Studio/1 bath, sleeps 5
- $1,997 ($666/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $6,891 ($984/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,365 ($195/night)
Verified & Protected
Voted Top Pick 2026
Marriott's Crystal Shores
Marco Island, Florida- Feb 20–27, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $8,745 ($1,249/night)
Verified & Protected
Marriott's BeachPlace Towers
Fort Lauderdale, Florida- Feb 20–27, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $2,746 ($392/night)
Verified & Protected
Hyatt Vacation Club At Coconut Cove
Bonita Springs, Florida- Feb 20–27, 2027 (7 nights)
- Studio/1 bath, sleeps 4
- $1,932 ($276/night)