The holiday season does not have to be a stereotypical “White Christmasâ€. You can still feel the same holiday cheer when you’re stretched out on the pool deck, soaking up the sun in Orlando. Can you think of anything better than spending the holidays with all of your favorite Walt Disney World characters? Staying at the Westgate Town Center Resort in Kissimmee puts you just a short drive from all of your Disney favorites. You can also enjoy the fine resort amenities including 14 swimming pools and hot tubs. If you are still looking for the home-like setting for your holiday celebration, Tropical Escape Vacation Homes offers three- and four-bedroom accommodations with everything you need for a happy holiday getaway. Start planning your own Orlando holiday trip today!
Showing 1-25 of 30 Holiday Resorts
Make it a holiday retreat for your family or friends with a stay at the Vista Vacation Rentals. The inn offers an unbeatable combination onsite... more
- Beach
- Family
- Golf
- Meetings
- Romantic
- Pet Friendly
- Luxury
- Lake
- Honeymoon
- Holiday
- Villas and Condos
Whether you're getting away from the winter cold to celebrate Christmas and New Year's in sunny Florida or you're planning a vacation over the summer... more
- Family
- Reunions
- Romantic
- Pet Friendly
- Luxury
- Honeymoon
- Holiday
- Villas and Condos
Whether you're celebrating the New Year or looking for a place to spend Spring Break, Advantage Vacation Rentals offers you everything you need for a... more
- Family
- Golf
- Romantic
- Luxury
- Holiday
Celebrate the winter holidays in sunny Florida! When you stay with Contempo Vacation Homes, you can getaway from the chilly winter weather and bask in... more
- Family
- Romantic
- Luxury
- Honeymoon
- Holiday
- Villas and Condos
Whether you're planning a vacation over Christmas or the Fourth of July, Florida Palms Vacation Villas offers excellent accommodations and plenty of... more
- Family
- Romantic
- Luxury
- Honeymoon
- Holiday
- Villas and Condos
Get out of the snow, and into the sun for your next holiday vacation! Orlando Luxury Escapes Vacation Rentals has room for everyone in their spacious... more
- Family
- Golf
- Nature
- Romantic
- Luxury
- Honeymoon
- Health
- Holiday
- Waterpark
Is there anything in the world that sounds better than a holiday trip to Disney World? Give the greatest Christmas present ever and stay at Wyndham... more
- Family
- Holiday
Holiday Inn Club Vacations at Orange Lake Resort
Whether you're celebrating Christmas, New Year's, Valentine's or simply the summer holidays, Holiday Inn Club Vacations at Orange Lake Resort makes it... more
- Beach
- Family
- Golf
- Meetings
- Reunions
- Nature
- Romantic
- Luxury
- Lake
- Honeymoon
- Holiday
- Villas and Condos
- Waterpark
Balmoral Resort is the perfect place to escape the cold at Christmastime! Besides the immaculate winter weather Orlando enjoys, the surrounding theme... more
- Family
- Golf
- Reunions
- Wedding
- Nature
- Romantic
- Pet Friendly
- Luxury
- Lake
- Honeymoon
- Health
- Holiday
- Villas and Condos
- Waterpark
Head to Orlando for the perfect vacation no matter what time of year! Escape the cold and come during the winter or celebrate your kid's summer... more
- Beach
- Family
- Golf
- Romantic
- Luxury
- Honeymoon
- Holiday
- Villas and Condos
Florida is the perfect destination for your next holiday vacation, no matter what time of year! Florida Vacation Homes offer Kissimmee and Davenport... more
- Family
- Golf
- Reunions
- Romantic
- Luxury
- Honeymoon
- Holiday
- Villas and Condos
- Waterpark
Whether you're planning a holiday retreat with your friends over Christmas or looking to getaway with the family while the kids are on Spring Break,... more
- Family
- Golf
- Romantic
- Luxury
- Honeymoon
- Holiday
- Villas and Condos
Florida is the perfect destination for your next holiday vacation, no matter what time of year! Florida Vacation Homes, offer Kissimmee and Davenport... more
- Beach
- Family
- Golf
- Reunions
- Nature
- Fishing
- Romantic
- Luxury
- Lake
- Honeymoon
- Holiday
- Villas and Condos
- Waterpark
Celebrate your favorite holiday in Orlando, Florida! The Grove Resort Orlando welcomes families and couples alike to celebrate their favorite time of... more
- Family
- Meetings
- Reunions
- Wedding
- Nature
- Fishing
- Romantic
- Luxury
- Lake
- Honeymoon
- Holiday
- Spa
- Villas and Condos
- Waterpark
Treat yourself to a holiday vacation in the sun! Florint Vacations offers families, couples, and friends to getaway from the cold winters and discover... more
- Family
- Reunions
- Nature
- Fishing
- Romantic
- Pet Friendly
- Luxury
- Honeymoon
- Holiday
- Villas and Condos
- Waterpark
Holiday Inn Resort Orlando Suites-Waterpark is a year-round destination that's perfect for celebrating the holiday of your choice. From Christmas to... more
- Family
- Meetings
- Reunions
- Romantic
- Luxury
- Honeymoon
- Holiday
- Villas and Condos
- Waterpark
When the months turn bitter cold, heading south is a fantastic idea. Celebrate Christmas in a Escape Vacation Homes villa! Bring the whole family,... more
- Family
- Golf
- Reunions
- Luxury
- Honeymoon
- Holiday
- Villas and Condos
Invite the whole family for a sunny holiday this season! Leabridge Vacations features sprawling properties that can sleep up to ten guests and feature... more
- Family
- Golf
- Romantic
- Honeymoon
- Holiday
Start a new holiday tradition with Tropical Escape Vacation Homes! Come on down to beautiful Orlando and settle into one of their luxury... more
- Family
- Golf
- Reunions
- Romantic
- Pet Friendly
- Luxury
- Honeymoon
- Holiday
- Villas and Condos
Sun is always in season in Orlando! Escape the icy conditions and celebrate your December holiday in Orlando. You can make the stay even more magical... more
- Family
- Golf
- Reunions
- Wedding
- Romantic
- Luxury
- Lake
- Honeymoon
- Holiday
- Waterpark
Everyday is a holiday with Florida Dream Management Company! Just outside of your luxury rental you can enjoy the celebration at Disney World, spend... more
- Family
- Golf
- Nature
- Romantic
- Luxury
- Honeymoon
- Holiday
- Timeshare
The Florida Hotel and Conference Center is the perfect place for your next holiday vacation. Whether you're here for Christmas, New Year's,... more
- Family
- Meetings
- Reunions
- Luxury
- Holiday
Avanti Resort
Getaway for the holidays at this luxurious Orlando resort. Located in the heart of Orlando's International Drive, Avanti Resort is the perfect hub for... more
- Family
- Reunions
- Romantic
- Luxury
- Honeymoon
- Holiday
- Villas and Condos
From summer to spring and back again, you'll find non-stop action when you stay at the Westgate Town Center! Studios up to spacious four-bedroom... more
- Family
- Meetings
- Reunions
- Wedding
- Romantic
- Luxury
- Lake
- Honeymoon
- Holiday
- Villas and Condos
Lake Eve Resort is the perfect place to celebrate all the big moments in life! Whether you want a unique Fourth of July experience, or just want to... more
- Boutique
- Meetings
- Family
- Reunions
- Fishing
- Golf
- Holiday
- Honeymoon
- Lake
- Luxury
- Nature
- Romantic
- Waterpark
- Villas and Condos