Christmas Timeshare Rentals in Greater Orlando
Celebrated each year on December 25, Christmas is the time for family traditions and festive travel. With schools and many businesses closed between Christmas Eve and New Year's Day, the holiday season is perfect for a getaway - whether you're dreaming of a snowy winter wonderland at a ski resort or a sunny beach Christmas with your loved ones!
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,696 ($350/night)
Summer Bay Orlando Resort
Clermont, Florida- Dec 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($500/night)
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $932 ($120/night)
Marriott's Harbour Lake
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,619 ($340/night)
Sheraton Vistana Resort
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,388 ($179/night)
Summer Bay Orlando Resort
Clermont, Florida- Dec 21–27, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $3,949 ($600/night)
Disney's Saratoga Springs Resort & Spa
Lake Buena Vista, Florida- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 5
- $3,687 ($480/night)
Westgate Lakes Resort & Spa
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $2,047 ($265/night)
Westgate Lakes Resort & Spa
Orlando, Florida- Dec 19–26, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,358 ($175/night)
Club Wyndham Reunion
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 3 bed/3 bath, sleeps 10
- $3,840 ($500/night)
Sheraton Vistana Villages
Orlando, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,358 ($175/night)
Holiday Inn Club Vacations at Orange Lake Resort - North Village
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $3,619 ($471/night)
Marriott's Grande Vista
Orlando, Florida- Dec 21–28, 2026 (7 nights)
- 1 bed/1 bath, sleeps 4
- $1,542 ($199/night)
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Dec 20–26, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $999 ($150/night)
Westgate Town Center
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($500/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($400/night)
Holiday Inn Club Vacations at Orange Lake Resort - River Island
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($500/night)
Westgate Town Center
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,840 ($500/night)
Marriott's Grande Vista
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,077 ($400/night)
Marriott's Grande Vista
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,856 ($240/night)
Hilton Grand Vacations at Tuscany Village
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- Studio/1 bath, sleeps 2
- $1,242 ($160/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 19–26, 2026 (7 nights)
- 3 bed/2 bath, sleeps 8
- $4,565 ($595/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,268 ($425/night)
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $971 ($125/night)
Marriott's Harbour Lake
Orlando, Florida- Dec 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $3,268 ($425/night)
Marriott's Grande Vista
Orlando, Florida- Dec 23–30, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $3,077 ($400/night)
Sheraton Vistana Resort
Orlando, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,390 ($310/night)
Westgate Lakes Resort & Spa
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $1,080 ($139/night)
Marriott's Grande Vista
Orlando, Florida- Dec 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,543 ($330/night)
Marriott's Grande Vista
Orlando, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,932 ($250/night)
Sheraton Vistana Resort
Orlando, Florida- Dec 24–31, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,126 ($145/night)
Marriott's Grande Vista
Orlando, Florida- Dec 23–30, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,123 ($275/night)
Marriott's Grande Vista
Orlando, Florida- Dec 23–29, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,660 ($250/night)
Disney's Old Key West Resort
Lake Buena Vista, Florida- Dec 20–27, 2026 (7 nights)
- 1 bed/1 bath, sleeps 5
- $3,840 ($500/night)
Disney's Old Key West Resort
Lake Buena Vista, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 9
- $6,129 ($800/night)
Marriott's Lakeshore Reserve
Orlando, Florida- Dec 21–28, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $5,748 ($750/night)
Marriott's Grande Vista
Orlando, Florida- Dec 19–26, 2026 (7 nights)
- 3 bed/3 bath, sleeps 12
- $3,451 ($449/night)
Sheraton Vistana Resort
Orlando, Florida- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,665 ($215/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($300/night)
Marriott's Cypress Harbour Villas
Orlando, Florida- Dec 20–26, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $1,824 ($275/night)
Holiday Inn Club Vacations at Orange Lake Resort - East Village
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,234 ($159/night)
Cypress Pointe Resort
Orlando, Florida- Dec 21–26, 2026 (5 nights)
- 2 bed/2 bath, sleeps 6
- $1,110 ($200/night)
Marriott's Harbour Lake
Orlando, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $2,314 ($300/night)
Grande Villas Resort
Orlando, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 6
- $3,039 ($395/night)
Club Wyndham Bonnet Creek Resort
Lake Buena Vista, Florida- Dec 21–27, 2026 (6 nights)
- 2 bed/2 bath, sleeps 8
- $2,307 ($349/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 19–26, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($200/night)
Sheraton Vistana Resort
Orlando, Florida- Dec 25, 2026 – Jan 1, 2027 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($200/night)
Holiday Inn Club Vacations at Orange Lake Resort - West Village
Kissimmee, Florida- Dec 20–27, 2026 (7 nights)
- 2 bed/2 bath, sleeps 8
- $1,550 ($200/night)