Winter Rentals
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 14–21, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,088 ($155/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 14–21, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,110 ($159/night)
Verified & Protected
Marriott's Lakeshore Reserve
Orlando, Florida- Dec 14–21, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($190/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 14–19, 2025 (5 nights)
- 2 bed/2 bath, sleeps 8
- $1,110 ($222/night)
Verified & Protected
Marriott's Harbour Lake
Orlando, Florida- Dec 14–19, 2025 (5 nights)
- 2 bed/2 bath, sleeps 8
- $480 ($96/night)
Verified & Protected
Marriott's Cypress Harbour Villas
Orlando, Florida- Dec 14–20, 2025 (6 nights)
- 2 bed/2 bath, sleeps 8
- $832 ($139/night)
Verified & Protected
Grand Beach Resort
Orlando, Florida- Dec 14–20, 2025 (6 nights)
- 3 bed/3 bath, sleeps 8
- $1,407 ($234/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 14–20, 2025 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,534 ($256/night)
Verified & Protected
Marriott's Grande Vista
Orlando, Florida- Dec 14–19, 2025 (5 nights)
- 1 bed/1 bath, sleeps 4
- $555 ($111/night)
Verified & Protected
Marriott's Cypress Harbour Villas
Orlando, Florida- Dec 14–19, 2025 (5 nights)
- 2 bed/2 bath, sleeps 8
- $888 ($178/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Dec 14–21, 2025 (7 nights)
- 4 bed/4 bath, sleeps 16
- $666 ($95/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Dec 14–21, 2025 (7 nights)
- 3 bed/3 bath, sleeps 12
- $1,550 ($221/night)
Verified & Protected
Westgate Vacation Villas
Kissimmee, Florida- Dec 14–21, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $552 ($79/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 14–21, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,330 ($190/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 14–21, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $971 ($139/night)
Verified & Protected
Marriott's Royal Palms
Orlando, Florida- Dec 14–19, 2025 (5 nights)
- 2 bed/2 bath, sleeps 6
- $405 ($81/night)
Verified & Protected
CHOOSE YOUR OWN DATES
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 14–20, 2025 (6 nights)
- 2 bed/2 bath, sleeps 8
- $999 ($166/night)
Verified & Protected
Westgate Town Center
Kissimmee, Florida- Dec 14–21, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $2,641 ($377/night)
Verified & Protected
Marriott's Royal Palms
Orlando, Florida- Dec 14–19, 2025 (5 nights)
- 2 bed/2 bath, sleeps 6
- $555 ($111/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 14–21, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,110 ($159/night)
Westgate Lakes Resort & Spa
Orlando, Florida- Dec 14–21, 2025 (7 nights)
- 3 bed/3 bath, sleeps 12
- $2,205 ($315/night)
Verified & Protected
Marriott's Grande Vista
Orlando, Florida- Dec 14–21, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,110 ($159/night)
Verified & Protected
Marriott's Grande Vista
Orlando, Florida- Dec 15–20, 2025 (5 nights)
- 2 bed/2 bath, sleeps 8
- $944 ($189/night)
Verified & Protected
Marriott's Grande Vista
Orlando, Florida- Dec 15–20, 2025 (5 nights)
- 2 bed/2 bath, sleeps 8
- $882 ($176/night)
Verified & Protected
Marriott's Sabal Palms
Orlando, Florida- Dec 15–18, 2025 (3 nights)
- 2 bed/2 bath, sleeps 6
- $430 ($143/night)
Verified & Protected
Marriott's Harbour Lake
Orlando, Florida- Dec 15–20, 2025 (5 nights)
- 2 bed/2 bath, sleeps 8
- $888 ($178/night)
Verified & Protected
Cypress Pointe Resort
Orlando, Florida- Dec 15–22, 2025 (7 nights)
- 3 bed/3 bath, sleeps 8
- $888 ($127/night)
Verified & Protected
Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Dec 16–22, 2025 (6 nights)
- 2 bed/2 bath, sleeps 8
- $4,065 ($677/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 17–22, 2025 (5 nights)
- 2 bed/2 bath, sleeps 8
- $530 ($106/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 17–24, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $777 ($111/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 18–19, 2025 (1 night)
- 2 bed/2 bath, sleeps 8
- $205 ($205/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 18–25, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,385 ($198/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 18–22, 2025 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,326 ($331/night)
Verified & Protected
Marriott's Lakeshore Reserve
Orlando, Florida- Dec 18–25, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,660 ($237/night)
Verified & Protected
Marriott's Lakeshore Reserve
Orlando, Florida- Dec 18–25, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,750 ($393/night)
Verified & Protected
Marriott's Lakeshore Reserve
Orlando, Florida- Dec 18–25, 2025 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,330 ($190/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 18–22, 2025 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,326 ($331/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 18–22, 2025 (4 nights)
- 2 bed/2 bath, sleeps 8
- $1,326 ($331/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,385 ($198/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,440 ($206/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,192 ($170/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,220 ($174/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $888 ($127/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,042 ($292/night)
Verified & Protected
Sheraton Vistana Resort
Orlando, Florida- Dec 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 6
- $999 ($143/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 19–27, 2025 (8 nights)
- 2 bed/2 bath, sleeps 8
- $1,987 ($248/night)
Verified & Protected
Marriott's Grande Vista
Orlando, Florida- Dec 19–26, 2025 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,660 ($237/night)
Verified & Protected
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Dec 19–22, 2025 (3 nights)
- 2 bed/2 bath, sleeps 8
- $502 ($167/night)