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
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
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
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
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
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 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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
For any occasion, this is the hotel for you. You'll find six restaurants and cafes for dining, tennis, volleyball, and basketball courts, a video... more
- Family
- Golf
- Meetings
- Romantic
- Luxury
- Holiday
- Spa
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
Take the family to sunny Florida for a holiday to remember! Enjoy the fun adrenaline filled rides and water parks of Disney World and its parks. Swim... more
- Family
- Golf
- Reunions
- Romantic
- Luxury
- Honeymoon
- Holiday
- Timeshare
Start a new holiday tradition with the whole family at Elite Vacation Homes. Their ideal Orlando setting offers you and your loved ones a place to... more
- Family
- Reunions
- Holiday
- Luxury
- Romantic
- Villas and Condos