- Orlando, FL
- Santa Claus / Holiday Party Entertainment
- 17 miles from Kissimmee
- Contact for pricing
Jeannette R. said
“Santa Skip is the real Santa. There's no way you can think Santa is not real after you meet him. We absolutely loved him.”
The 251 Best Holiday Party Entertainers for hire in Kissimmee, FL
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419 Holiday Party Entertainers serving Kissimmee, FL
Z Street Speakeasy Band, Gatsby Band, 20s Band, Jazz Band, to Current With Multimedia Screens
- Orlando, FL
- Jazz Band / Holiday Party Entertainment
- 17 miles from Kissimmee
- Starts at $500
Carla W. said
“This band was amazing! They totally exceeded my expectations. Everybody loved the band.
”
- Orlando, FL
- Jazz Band / Holiday Party Entertainment
- 17 miles from Kissimmee
- Contact for pricing
Haley C. said
“John was excellent! Perfect accompaniment to our night of history at a former jazz club/ new development project.”
- Orlando, FL
- Magician / Holiday Party Entertainment
- 17 miles from Kissimmee
- Starts at $300
Rich W. said
“Everyone had a great time, what a great performer. Entertained the kids and adults. ”
- Orlando, FL
- Magician / Holiday Party Entertainment
- 17 miles from Kissimmee
- Contact for pricing
Hayley L. said
“Mr. Castles Magic was the best choice for a Bachelorette Party surprise anyone could make! Mr. Castles performance was amazing and blew even the most perceptive of minds. He was kind, clever, and so...”
- Orlando, FL
- Magician / Holiday Party Entertainment
- 17 miles from Kissimmee
- Contact for pricing
Raquel F. said
“Lawrence was absolutely wonderful at my niece’s college graduation brunch! He performed amazing close-up magic around the room with all the guests, and everyone was wowed, laughing, and completely...”
- Orlando, FL
- Magician / Holiday Party Entertainment
- 17 miles from Kissimmee
- Contact for pricing
Barbara S. said
“We had Kevin come and stroll from table to table at our non profit event. Everyone was amazed by his close up magic. Near the end of the event he did a couple of tricks for the whole room. Loved by...”
- Orlando, FL
- Santa Claus / Holiday Party Entertainment
- 17 miles from Kissimmee
- Contact for pricing
Cheldine J. said
“He was amazing ”
- Orlando, FL
- Magician / Holiday Party Entertainment
- 17 miles from Kissimmee
- Contact for pricing
James C. said
“Kardenni was awesome. First I made a critical error on the date and he was able to adjust without issue. The communication before the conference was fantastic which allowed him to understand the...”
- Lakeland, FL
- Santa Claus / Holiday Party Entertainment
- 37 miles from Kissimmee
- Starts at $150
Joseph C. said
“My friends were excited to take photos with them. They were nice and friendly and their outfits were amazing. Thank you Santa for memorable photos”
- Mount Dora, FL
- Santa Claus / Holiday Party Entertainment
- 38 miles from Kissimmee
- Starts at $250
Jorge R. said
“Old Saint Nate was awesome. Did a great job!!! Definitely worth it. All our guests had a great time and loved taking pictures with Santa. Thank you Old Saint Nate, until next year!🥰”
- Kissimmee, FL
- Santa Claus / Holiday Party Entertainment
- Contact for pricing
Gonzalo G. said
“Santa Daniel was just amazing! All of the kids at the event really enjoyed their time. His interaction with the children and families made the event a success. ”
- Orlando, FL
- Bartender / Holiday Party Entertainment
- 17 miles from Kissimmee
- $650 – $950 per event
Summer B. said
“Chris was amazing. The drinks were delicious. Him and his team were perfect for my event. ”
- Orlando, FL
- Jazz Band / Holiday Party Entertainment
- 17 miles from Kissimmee
- Starts at $300
Nadia H. said
“The Jazz Duo was amazing, our guests loved the entertainment. They were a classy addition to our event”
- Orlando, FL
- Jazz Band / Holiday Party Entertainment
- 17 miles from Kissimmee
- $1,000 – $2,500 per event
J B. said
“We added this band to my mom’s birthday party at the last minute and it was the best decision!”
- Orlando, FL
- Christmas Carolers / Holiday Party Entertainment
- 17 miles from Kissimmee
- Contact for pricing
Roberta N. said
“The group was excellent. My only regret was that the party was so noisy it was hard to hear them. I was very pleased with their performance.”
- Orlando, FL
- Magician / Holiday Party Entertainment
- 17 miles from Kissimmee
- Contact for pricing
Leann L. said
“The team had a GREAT time! They loved you and the event. They were so excited and speechless after we hung up with you. They’re still trying to figure out how you pulled off what you did! We all...”
- Orlando, FL
- Christmas Carolers / Holiday Party Entertainment
- 17 miles from Kissimmee
- Starts at $750
Kelly B. said
“The Holiday Show on Wheels was the highlight of our event! The vendor was responsive, on time and created a festive atmosphere! I will definitely use them in the future. Highly recommend, ”
- Orlando, FL
- Jazz Band / Holiday Party Entertainment
- 17 miles from Kissimmee
- Contact for pricing
Gary B. said
“France, Brian and Dave showed their talent and adaptability tailoring a sound and program that fit the venue and guests. We got many emphatically positive comments about the entertainment for this...”
- Maitland, FL
- Pianist / Holiday Party Entertainment
- 23 miles from Kissimmee
- Starts at $200
Jane H. said
“Nache was the perfect choice - very talented, organized, and creative!”
- Clermont, FL
- Santa Claus / Holiday Party Entertainment
- 28 miles from Kissimmee
- Contact for pricing
Victory M. A. said
“We had an absolutely amazing experience with Santa Dave at our martial arts studio! He did a fantastic job interacting with both the children and adults, making each personalized meet-and-greet...”
- Oviedo, FL
- Magician / Holiday Party Entertainment
- 29 miles from Kissimmee
- Contact for pricing
Valerie C. said
“I booked B Happie for my daughter's first birthday party 1/9/16 and couldn't be happier! Daniel was fantastic, answering all my questions and helping me choose the right package. Our magician Peter...”
- Lakeland, FL
- Magician / Holiday Party Entertainment
- 37 miles from Kissimmee
- Contact for pricing
Anne M. B. said
“Dan was so full of energy and our five grandchildren thought he was fabulous! We did too! Thanks, Dan!!”
The Real Santa Claus of Orlando
- Orlando, FL
- Santa Claus / Holiday Party Entertainment
- 17 miles from Kissimmee
- Starts at $150
Chantal C. said
“Our three youngest children met with Santa for a video call and it was such a fun and magical experience. They were all giggles! Thank you for this special memory and we are all feeling very MERRY...”
- Clermont, FL
- Santa Claus / Holiday Party Entertainment
- 28 miles from Kissimmee
- Contact for pricing
Alesya G. said
“Wow. They truly made a dream come true for kids and adults. So interactive and punctual. Thank you for magical evening. ”
- Longwood, FL
- Santa Claus / Holiday Party Entertainment
- 29 miles from Kissimmee
- Starts at $150
Debbie S. said
“Thank you so much Santa Bobby for coming and giving my granddaughter a magically christmas eve! So interactive and read the night before christmas. ”
- Lake Mary, FL
- Pianist / Holiday Party Entertainment
- 33 miles from Kissimmee
- Starts at $250
Aryeh H. said
“Lots of expirience. Really professional ”
- Orlando, FL
- Bartender / Holiday Party Entertainment
- 17 miles from Kissimmee
- Starts at $18 per guest
Mariela S. said
“Excellent service and very attentive and outgoing”
- Orlando, FL
- Jazz Band / Holiday Party Entertainment
- 17 miles from Kissimmee
- Contact for pricing
Sue M. said
“Fil is the BEST! He hit a home run with our auction hour by having a 3 piece combo playing in the lobby of the historic Fox Theatre in Redwood City. Guests were then greeted in the "Supper Club"...”
- Winter Park, FL
- Mrs. Claus / Holiday Party Entertainment
- 22 miles from Kissimmee
- Starts at $150 per hour
Edwin J. said
“A true gem! She should be in Hollywood, so kind and attentive! ”
SC Solari Claus
1 Verified booking- Winter Haven, FL
- Santa Claus / Holiday Party Entertainment
- 27 miles from Kissimmee
- Starts at $200
PROFESSIONAL Ambassador of Kindness and Christmas sprit, spreading Christmas magic and cheer. Real bearded Santa, upgraded custom suits, providing the following...
Mrs Claus Orlando
New member- Orlando, FL
- Mrs. Claus / Holiday Party Entertainment
- 17 miles from Kissimmee
- Starts at $125 per hour
✨ Bring a little extra Christmas magic to your celebration with a Singing Mrs. Claus! 🎄 Create your perfect Mrs. Claus experience with Christmas carols &...
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About booking Holiday Party Entertainment in Kissimmee, FL
The holidays offer special opportunities to create joy and connection with people you care about the most, and the right entertainment can make your celebration truly shine. From Christmas carolers setting a festive mood to Santas delighting children or DJs keeping the dance floor busy, professional entertainers bring the magic that makes a party memorable. Whether you’re planning a large corporate holiday party or a cozy family Christmas party, you can find the right performer to help you create unforgettable moments.
The cost of hiring holiday party entertainers in Kissimmee, Florida will vary depending on the type of holiday entertainment, their experience, and the length of the performance. A short Santa visit at your family Christmas party will cost less than a live band performing at a holiday corporate event. Contact the local entertainers above to discuss your event details and receive a customized quote.
As you search for Kissimmee holiday party entertainers, view their profiles to read about their services, browse photos, and watch promotional videos. Then, check out reviews from past clients to see what it would be like to work with them. When requesting a quote, include key details like the venue, audience size, expected performance time, and event goals to ensure you receive the most accurate pricing.
Once you find the holiday act you want to hire, finalize the booking on GigSalad. Our full-service platform makes it easy to book holiday party entertainers. You can message the performers, confirm the details of your agreement, and make a secure payment all in one place. Every GigSalad event is covered by our Worry-Free Guarantee, so you can rest easy knowing we’ve got your back. Just relax and let the holiday magic unfold!
Holiday Party Entertainment serving the Kissimmee, FL area
These Holiday Party Entertainment serve the wider Kissimmee and Osceola county area and travel to Hunter's Creek, Intercession City, St Cloud, Celebration, Mid Florida, Lake Buena Vista, Poinciana, Loughman, Philips, Belle Isle, Four Corners, Davenport, Windermere, Orlando, Haines City, Gotha, Pine Hills, Ocoee, Lake Hamilton, Winter Garden, Union Park, Oakland, Dundee, Killarney, Lake Alfred, and Winter Haven.