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.
Westgate Town Center
Kissimmee, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,563 ($223/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Feb 14–21, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,512 ($216/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)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 18 – Mar 2, 2027 (12 nights)
- 2 bed/2 bath, sleeps 8
- $3,160 ($263/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 18 – Mar 2, 2027 (12 nights)
- 1 bed/1 bath, sleeps 4
- $1,673 ($139/night)
Club Wyndham Cypress Palms
Kissimmee, Florida- Feb 18 – Mar 2, 2027 (12 nights)
- 2 bed/2 bath, sleeps 8
- $2,423 ($202/night)
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Feb 19–26, 2027 (7 nights)
- 3 bed/3 bath, sleeps 12
- $2,009 ($287/night)
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
Westgate Town Center
Kissimmee, Florida- Feb 19–26, 2027 (7 nights)
- 4 bed/4 bath, sleeps 16
- $2,283 ($326/night)
Westgate Vacation Villas
Kissimmee, Florida- Feb 19–26, 2027 (7 nights)
- 2 bed/2 bath, sleeps 6
- $10,455 ($1,494/night)
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Feb 28 – Mar 7, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,165 ($166/night)
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Dec 24, 2027 – Jan 7, 2028 (14 nights)
- 3 bed/3 bath, sleeps 12
- $6,129 ($438/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 25, 2027 – Jan 1, 2028 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,660 ($237/night)