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The holiday season does not have to be a stereotypical “White Christmas”. 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 1-15 of 21 Holiday Resorts

Vacation Pool Homes

Kissimmee, Florida, United States
$70
1-866-788-2159

Whether you're on a summer break or looking to make that three-day-weekend count, Vacation Pool Homes will help you plan the perfect Orlando vacation.... more

Resort features:
  • Family
  • Golf
  • Romantic
  • Luxury
  • Honeymoon
  • Holiday

Luxury Reunion Rentals

Windermere, Florida, United States
$229
1-866-452-9557

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

Resort features:
  • Family
  • Golf
  • Romantic
  • Luxury
  • Honeymoon
  • Holiday

Vista Vacation Rentals

Orlando, Florida, United States
$105
1-866-638-5498

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

Resort features:
  • Beach
  • Family
  • Golf
  • Meetings
  • Romantic
  • Pet Friendly
  • Luxury
  • Lake
  • Holiday
  • Villas and Condos

Mid-Florida Home Management

Lakeland, United States
$105
1-866-280-1602

Celebrate the holidays in the heart of Orlando! With Walt Disney World, SeaWorld, and Universal Studios only minutes away, a vacation with Mid-Florida... more

Resort features:
  • Family
  • Romantic
  • Luxury
  • Honeymoon
  • Holiday

Advantage Vacation Homes

Kissimmee, Florida, United States
$99
1-866-980-6486

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

Resort features:
  • Family
  • Golf
  • Romantic
  • Luxury
  • Holiday

Holiday Inn Club Vacations at Orange Lake Resort

Kissimmee, Florida, United States
$145
1-866-843-6314

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

Resort features:
  • Beach
  • Family
  • Golf
  • Meetings
  • Romantic
  • Luxury
  • Lake
  • Honeymoon
  • Holiday
  • Villas and Condos
  • Waterpark

Clarion Inn Lake Buena Vista

Lake Buena Vista, Florida, United States

The holidays do not have to be about a fairy tale White Christmas. Spend the yuletide season with plenty of fun in the sun in Florida at the Clarion... more

Resort features:
  • Family
  • Reunions
  • Fishing
  • Golf
  • Holiday
  • Honeymoon
  • Lake
  • Luxury
  • Pet Friendly
  • Romantic

The Florida Hotel and Conference Center

Orlando, Florida, United States
$99
1-407-859-1500

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

Resort features:
  • Meetings
  • Family
  • Reunions
  • Holiday
  • Luxury

Elite Vacation Homes

Kissimmee, Florida, United States
$99
1.407.396.0111

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

Resort features:
  • Family
  • Reunions
  • Holiday
  • Luxury
  • Romantic
  • Villas and Condos

Florida Paradise Villas

Kissimmee, Florida, United States
$160
1.866.939.7376

What better way to celebrate a holiday than with a getaway to fun-filled Orlando, Florida? Stay with Florida Paradise Villas and you'll be just... more

Resort features:
  • Family
  • Golf
  • Reunions
  • Nature
  • Fishing
  • Romantic
  • Pet Friendly
  • Luxury
  • Holiday
  • Villas and Condos

Westgate Town Center Resort

Kissimmee, Florida, United States
$119
1-800-883-5908

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

Resort features:
  • Family
  • Meetings
  • Reunions
  • Wedding
  • Romantic
  • Luxury
  • Lake
  • Honeymoon
  • Holiday
  • Villas and Condos

Buena Vista Palace Hotel and Spa

Lake Buena Vista, Florida, United States
$99
1.866.397.6516

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

Resort features:
  • Meetings
  • Family
  • Golf
  • Holiday
  • Luxury
  • Romantic
  • Spa

Tropical Escape Vacation Homes

Davenport, Florida, United States
$190
1-863-588-3777

Start a new holiday tradition with Tropical Escape Vacation Homes! Come on down to beautiful Orlando and settle into one of their luxury... more

Resort features:
  • Family
  • Golf
  • Reunions
  • Romantic
  • Pet Friendly
  • Luxury
  • Honeymoon
  • Holiday
  • Villas and Condos

Orlando Luxury Escapes Vacation Rentals

Orlando, Florida, United States
$145
1-407-956-4355

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

Resort features:
  • Family
  • Golf
  • Nature
  • Romantic
  • Luxury
  • Honeymoon
  • Health
  • Holiday
  • Waterpark

Lake Eve Resort

Orlando, Florida, United States
$99
1-866-999-5383

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

Resort features:
  • Boutique
  • Meetings
  • Family
  • Reunions
  • Fishing
  • Golf
  • Holiday
  • Honeymoon
  • Lake
  • Luxury
  • Nature
  • Romantic
  • Waterpark
  • Villas and Condos

Showing 1-15 of 21 Holiday Resorts

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