Winter Rentals
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,165 ($166/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
- $1,687 ($241/night)
Verified & Protected
Marriott's Cypress Harbour Villas
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,588 ($227/night)
Verified & Protected
Marriott's Cypress Harbour Villas
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,110 ($159/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 Grande Vista
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($331/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
Club Wyndham Cypress Palms
Kissimmee, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,286 ($184/night)
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
Sheraton Vistana Resort
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $832 ($119/night)
Verified & Protected
Marriott's Royal Palms
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,219 ($174/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,009 ($287/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,110 ($159/night)
Verified & Protected
Marriott's Sabal Palms
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,385 ($198/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,987 ($284/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
Vacation Village at Parkway
Kissimmee, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $666 ($95/night)
Verified & Protected
Marriott's Grande Vista
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,110 ($159/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,660 ($237/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/1.5 bath, sleeps 8
- $1,220 ($174/night)
Verified & Protected
Hilton Vacation Club Aqua Sol Orlando West
Kissimmee, Florida- Dec 20–24, 2025 (4 nights)
- 2 bed/2 bath, sleeps 6
- $666 ($166/night)
Verified & Protected
Marriott's Cypress Harbour Villas
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,042 ($292/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $999 ($143/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
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Dec 20–26, 2025 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,264 ($211/night)
Verified & Protected
Hilton Grand Vacations at Tuscany Village
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,330 ($190/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $777 ($111/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($221/night)
Verified & Protected
Marriott's Sabal Palms
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,987 ($284/night)
Verified & Protected
Sheraton Vistana Villages
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,109 ($158/night)
Verified & Protected
Sheraton Vistana Villages
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,319 ($188/night)
Verified & Protected
Marriott's Grande Vista
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,894 ($556/night)
Verified & Protected
Marriott's Grande Vista
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,088 ($155/night)
Verified & Protected
Westgate Lakes Resort & Spa
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- Studio/1 bath, sleeps 4
- $722 ($103/night)
Verified & Protected
Sheraton Vistana Villages
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $555 ($79/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
Hilton Vacation Club Aqua Sol Orlando West
Kissimmee, Florida- Dec 20–27, 2025 (7 nights)
- 3 bed/3 bath, sleeps 10
- $1,932 ($276/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
Orlando International Resort Club
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $555 ($79/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,088 ($155/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
Westgate Vacation Villas
Kissimmee, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $555 ($79/night)
Verified & Protected
Marriott's Grande Vista
Orlando, Florida- Dec 20–26, 2025 (6 nights)
- 1 bed/1 bath, sleeps 4
- $832 ($139/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $944 ($135/night)
Verified & Protected
Marriott's Harbour Lake
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $722 ($103/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
Sheraton Vistana Resort
Orlando, Florida- Dec 20–27, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $855 ($122/night)