Winter Rentals
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Feb 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,204 ($315/night)
Verified & Protected
Legacy Vacation Club Orlando - Spas
Kissimmee, Florida- Feb 14–21, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $1,214 ($174/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Feb 14–21, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,085 ($298/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Feb 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,768 ($253/night)
Westgate Vacation Villas
Kissimmee, Florida- Feb 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,660 ($237/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Feb 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,987 ($284/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Feb 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,780 ($254/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Feb 15–22, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,714 ($245/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Feb 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,873 ($268/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Feb 21–28, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $3,072 ($439/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Feb 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Feb 21–28, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,495 ($214/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Feb 22 – Mar 1, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,769 ($253/night)
Westgate Vacation Villas
Kissimmee, Florida- Feb 28 – Mar 7, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,220 ($174/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Feb 28 – Mar 7, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,495 ($214/night)