Winter Rentals
Verified & Protected
Vacation Villas at Fantasy World
Kissimmee, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,932 ($276/night)
Verified & Protected
Hilton Vacation Club Aqua Sol Orlando West
Kissimmee, Florida- Dec 20–24, 2025 (4 nights)
- 2 bed/2 bath, sleeps 6
- $555 ($139/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,440 ($206/night)
Verified & Protected
Marriott's Royal Palms
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $971 ($139/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,769 ($253/night)
Verified & Protected
Westgate Towers
Kissimmee, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,320 ($189/night)
Verified & Protected
The Fountains
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,275 ($182/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,374 ($196/night)
Verified & Protected
Westgate Vacation Villas
Kissimmee, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $555 ($79/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 20–27, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $955 ($136/night)
Verified & Protected
Orlando International Resort Club
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $555 ($79/night)
Verified & Protected
Marriott's Grande Vista
Orlando, Florida- Dec 20–26, 2025 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,889 ($315/night)
Verified & Protected
Marriott's Cypress Harbour Villas
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,358 ($194/night)
Verified & Protected
Marriott's Harbour Lake
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($190/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,286 ($184/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,440 ($206/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Dec 20–27, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,434 ($205/night)
Verified & Protected
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,286 ($184/night)
Verified & Protected
Marriott's Harbour Lake
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
Verified & Protected
Westgate Vacation Villas
Kissimmee, Florida- Dec 20–27, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,166 ($167/night)
Verified & Protected
The Fountains
Orlando, Florida- Dec 20, 2025 – Jan 1, 2026 (12 nights)
- 2 bed/2 bath, sleeps 8
- $2,205 ($184/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $855 ($122/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,583 ($226/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,768 ($253/night)
Verified & Protected
Hilton Vacation Club Aqua Sol Orlando West
Kissimmee, Florida- Dec 21–28, 2025 (7 nights)
- 3 bed/3 bath, sleeps 10
- $2,200 ($314/night)
Verified & Protected
Marriott's Harbour Lake
Orlando, Florida- Dec 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($276/night)
Verified & Protected
Westgate Lakes Resort & Spa
Orlando, Florida- Dec 21–28, 2025 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,110 ($159/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Dec 21–28, 2025 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,330 ($190/night)
Verified & Protected
Marriott's Lakeshore Reserve
Orlando, Florida- Dec 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($549/night)
Verified & Protected
Marriott's Grande Vista
Orlando, Florida- Dec 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,960 ($280/night)
Verified & Protected
Star Island Resort
Kissimmee, Florida- Dec 21–28, 2025 (7 nights)
- 3 bed/3 bath, sleeps 8
- $3,295 ($471/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 21–28, 2025 (7 nights)
- 4 bed/4 bath, sleeps 12
- $4,385 ($626/night)
Verified & Protected
Sheraton Vistana Villages
Orlando, Florida- Dec 21–27, 2025 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,165 ($194/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,110 ($159/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 21–26, 2025 (5 nights)
- 2 bed/2 bath, sleeps 8
- $855 ($171/night)
Verified & Protected
Marriott's Grande Vista
Orlando, Florida- Dec 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,495 ($214/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,110 ($159/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $777 ($111/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 21–28, 2025 (7 nights)
- 2 bed/2.5 bath, sleeps 8
- $1,110 ($159/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- Dec 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $999 ($143/night)
Verified & Protected
Vacation Village at Parkway
Kissimmee, Florida- Dec 21, 2025 – Jan 4, 2026 (14 nights)
- 2 bed/2 bath, sleeps 8
- $2,096 ($150/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 21–28, 2025 (7 nights)
- 2 bed/2.5 bath, sleeps 8
- $1,110 ($159/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Dec 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,542 ($220/night)
Verified & Protected
Vacation Villas at Fantasy World
Kissimmee, Florida- Dec 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,330 ($190/night)
Verified & Protected
Marriott's Imperial Palm Villas
Orlando, Florida- Dec 21–28, 2025 (7 nights)
- 3 bed/2 bath, sleeps 10
- $2,205 ($315/night)
Verified & Protected
Marriott's Royal Palms
Orlando, Florida- Dec 21–27, 2025 (6 nights)
- 2 bed/2 bath, sleeps 6
- $1,046 ($174/night)
Verified & Protected
Sheraton Vistana Villages
Orlando, Florida- Dec 21–28, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $844 ($121/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 21–27, 2025 (6 nights)
- 1 bed/1 bath, sleeps 4
- $942 ($157/night)